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Holiday Rentals and Homes in Greenwood, VA

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    All 64 Rentals in the Greenwood Area
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    The following rentals are within 25 kilometers of Greenwood, Virginia.

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    €128
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    1 / 13
    4.5 of 5 stars (6) Very good
    Lyndhurst
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    €135
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    1 / 6
    5 of 5 stars (9) Excellent
    Charlottesville
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (9) Make Enquiry
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    1 / 13
    5 of 5 stars (7) Excellent
    Waynesboro
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    €121
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    1 / 4
    5 of 5 stars (2) Excellent
    Wintergreen
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Revel in this condominium atop the Blue Ridge at award-winning Wintergreen Resort, 45 minutes southwest of Charlottesville, two hours and 45 minutes from Washington. The unit is available for weekly/weekend rentals at super discount rates from the owner. You'll have most amenities of the resort at... View all property information
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    5 of 5 stars Reviewed 8 December 2014
    very nice accomidations. We had plenty to do around us and enjoyed our time there. Condo was nicely furnished.
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    €90
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    1 / 13
    5 of 5 stars (5) Excellent
    Wintergreen
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Gym
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Top Floor with views, Fireplace, 2 bedroom (queen, double and single), 2 sofa beds, 2 baths, 3 Flat Screen TVs, cable, DVD player, XBOX, Movies, Keurig, WiFi, VOIP, near top of advanced slope, top floor end unit, view, non-smoking Near pool and spa, short walk behind building to access slopes... View all property information
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    5 of 5 stars Reviewed 21 April 2015
    We stayed for a conference at Wintergreen and wanted a "room with a view". The condo has very cute mountain resort decor that my wife fell in love with immediately. The furniture...
    5 of 5 stars Reviewed 11 March 2015
    We had a great time on our recent stay. The kitchen was well stocked as I was able to easily cook three nice dinners. The place is spacious but has a cozy feel. Having the resort...
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    €143
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    1 / 44
    Wintergreen
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Mountain Views
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    We've made every effort to make your stay at our new 2BR/2BA condo truly special! The property features many upgrades including premium bedding, HD flat screen televisions in all rooms, granite countertops, new Bosch kitchen appliances, high speed internet and cable channels, play-station 3, fresh... View all property information
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    €112
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    1 / 6
    4.5 of 5 stars (2) Very good
    Wintergreen
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Housekeeping...
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Chalet style. High ceilings and airy feel. Walking distance to all major attractions on mountain. Minutes away by car from breweries and restaurants. Clean and comfortable. A great value for a great get away. View all property information
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    4 of 5 stars Reviewed 2 December 2014
    You can't get a better location at Wintergreen to enjoy winter sports. The house is comfortable and well equipped. Thsi was a last minute thing and Alex (the owner) was super...
    5 of 5 stars Reviewed 25 November 2014
    Awesome rental and the owners are super nice, really enjoyed our stay. Great location, close to everything, including breweries and restaurants. Slopes were very close and had...
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    €269
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    1 / 20
    4 of 5 stars (1) Very good
    Wintergreen
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    About this property
    A luxurious 4 season family vacation or weekend getaway in WINTERGREEN RESORT! Our mountain home includes GUEST PASSES, which allow access (fees required) to the Wintergarden Indoor Pool and Spa, two golf courses, and children's Out of Bounds recreation activities. Your passes also give you... View all property information
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    4 of 5 stars Reviewed 9 March 2015
    We had a fantastic weekend staying at this house so we could get one last weekend of skiing/snowboarding for 2015. The house nicely accommodated the our family 6 adults and 4...
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    €229
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    1 / 36
    5 of 5 stars (5) Excellent
    Wintergreen
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Gym
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Private Fishing...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    About this property
    Memorial Day Weekend Special 3 Nights 695. Come play outside on the mountain in the heart of Wintergreen Resort. You'll be right beside the Spa and the golf course. Chilly? Turn on the fireplace. Private but close to everything. PASSES cover all our guests for Aquatics and Fitness Center right next... View all property information
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    5 of 5 stars Reviewed 24 June 2014
    Our family of 6 plus a small child had a fun, relaxing week at this condo. The owner was very helpful and responsive during the planning period. We found the condo to be...
    5 of 5 stars Reviewed 1 February 2011
    We rented this condo for a fun filled weekend of skiing. The condo was only minutes to the slopes, great location!! The price included discounts on lift tickets. Yay!! It was...
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    €147
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    1 / 10
    4.5 of 5 stars (3) Very good
    Wintergreen
    3 Bedrooms / 1 Bathroom / Sleeps 8
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    You'll be delighted with this fully furnished mountain home, located just two miles from the Blue Ridge Parkway, and one mile from Sherando Lake. With all the comforts of home, you'll be able to enjoy the outdoors without roughing it! Spend the day hiking on mountains trails, driving on the Blue... View all property information
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    From
    €493
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    1 / 13
    5 of 5 stars (3) Excellent
    Charlottesville
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Start with the custom designer kitchen with a farm sink, a barn dining table and an antique center island cart. Enjoy this wonderfully colorful and bright room for the group dining. Located just 5 miles from the Blue Ridge mountains and just 12 miles west of Charlottesville and UVa in the... View all property information
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    5 of 5 stars Reviewed 10 November 2014
    I believe this is the first time I have reviewed a place but I wanted to sing the praises of “The Warren”. We stayed for a fall getaway and could not have been more impressed...
    5 of 5 stars Reviewed 6 November 2014
    Stayed at The Warren with 5 other girls for a bachelorette weekend, and we can't wait for our next trip back! The house has a definitely country charm, but the plumbing, heat...
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    €179
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    1 / 10
    5 of 5 stars (1) Excellent
    Wintergreen
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Our log cabin was built in 2005 just after we fell in love with the Wintergreen community. Much like you we searched for a place to stay at Wintergreen. We had such a great time on our family vacation that we decided to come back and look for a lot to build on. Our cabin is located towards to... View all property information
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    5 of 5 stars Reviewed 22 February 2014
    The cabin was fantastic! It was nicely decorated and very functional. The living room/kitchen area is really spacious. The owner was courteous and helpful too.
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    €807
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    1 / 14
    5 of 5 stars (1) Excellent
    Charlottesville
    5 Bedrooms / 5 Bathrooms / Sleeps 9
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Lovely home situated on park-like 2 acres just 3.5 miles from the University of Virginia. This home has five bedrooms featuring two Master Bedrooms. three king-sized beds, one queen, and one single bed. Large brick patio perfect for entertaining backyard faces a beautiful wooded area and... View all property information
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    5 of 5 stars Reviewed 29 September 2014
    My friends and I had a wonderful stay. It felt like home away from home, very beautifully decorated with a wonderful backyard. The owners went above and beyond to make our stay...
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    €121
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    1 / 26
    5 of 5 stars (1) Excellent
    Wintergreen
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Hot Tub
    • Pool Table
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    We are full members of Wintergreen. This means as a guest of our condo you will receive a guest pass (up to 4 guests) to resort amenities that are closed to the public including the Aquatics/Fitness Center; Tennis Courts; Mountain Golf Course etc. (fees apply for these amenities). Mountaintop... View all property information
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    5 of 5 stars Reviewed 1 June 2014
    My husband and I travel all over this beautiful country of ours and around the world. We try to stay in condos whenever possible. Thank you Copelands and Flipkey for making this...
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    €179
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    1 / 12
    Nellysford
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Just Renovated!!! New carpet/hardwood floors/bathrooms. New granite in kitchen Close to ski slopes! Enjoy the Blue Ridge Mountains/Shenandoah- Get away from the crowds and enjoy Golf, Tennis, Skiing, Hiking, Pools, Lake, Horses, etc. in the luxury of Wintergreen Resort. Our house has 2 great... View all property information
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    €112
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    1 / 33
    5 of 5 stars (10) Excellent
    Wintergreen
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    travellers have booked this property
    Overview Reviews (10) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    North Ridge Condos at Wintergreen Resort, VA - top of the mountain near Wintergarden and Black Bear Café. WiFi available along with TV in each bedroom and den. Discount passes available for limited sporting activities. Walking distance to Wintergarden/ Devil's Knob Golf Course/Tennis Courts and... View all property information
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    5 of 5 stars Reviewed 3 March 2015
    This was our first time to Wintergreen and we had the absolute best weekend. The condo was fully stocked with all the comforts of home! Thank you for allowing us this experience.
    5 of 5 stars Reviewed 10 February 2015
    The condo was great, just perfect for our family! The owners were very prompt answering questions. We had a wonderful trip. Would definitely stay here again. Thank you!
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    €175
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    1 / 11
    4.5 of 5 stars (7) Very good
    Wintergreen
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Nestled in the heart of Wintergreen, a year round resort, this cozy chalet home is a brief walk to the Mountain Inn, ski slopes, restaurants, shops, and market. The house is conveniently located on a private, wooded lot and offers a view of the mountain ranges during the winter months. On warm... View all property information
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    4 of 5 stars Reviewed 16 October 2014
    We stayed there with our friends. The location is perfect, just a walking distance to all attractions. The house was comfy with good size rooms.
    5 of 5 stars Reviewed 25 August 2014
    We stayed two nights and enjoyed ourselves immensely! The home has plenty of sleeping space with two bathrooms, kitchen, den and mud/laundry room. Comfortable with all the...
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    €127
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    1 / 12
    5 of 5 stars (4) Excellent
    Charlottesville
    1 Bedroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Fireplace
    • Grill
    • Mountain Views
    • Shared Outdoor Pool...
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Stay in an authentic Civil War Cabin just 45 minutes outside of Charlottesville, VA. This cabin, which we call Logwood, was originally built before the Civil War by Confederate Soldier William Tolley for his bride. Our soldier lost his life in the Battle of Chancellorsville, leaving behind this... View all property information
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    €148
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    1 / 16
    5 of 5 stars (21) Excellent
    Charlottesville
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (21) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Housekeeping...
    • Internet Access
    • Private Outdoor...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Located a short drive from Charlottesville, Virginia, The Cottage at Sunnybank is an ideal retreat for those seeking utter peace and relaxation, adventurers eager to explore the Blue Ridge Mountains, history buffs who wish to visit the nearby homes of Presidents Madison, Monroe and Jefferson, and... View all property information
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    5 of 5 stars Reviewed 5 May 2015
    The Cottage at Sunnybank is an ideal getaway. The property itself is spectacular - subtly decorated, physically beautiful, quiet - and provides everything one needs for a...
    5 of 5 stars Reviewed 29 April 2015
    We stayed for 3 nights at Jim & Anne's charming & delightful rural B&B. Beautifully appointed & decorated it was ideal in the midst of our busy busy touring schedule. Set in 26...
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    €224
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    1 / 5
    Nellysford
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Awesome views and only 5 minutes to Wintergreen Resort! We offer an immaculate 3 bedroom/2 bath home with everything you need to enjoy a mountain getaway vacation. The cottage is 1500 sq ft and has a gas fireplace, full kitchen and a large hot tub for relaxing after skiing or hiking! The views... View all property information
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    €187
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    1 / 19
    4.5 of 5 stars (4) Very good
    Charlottesville
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Fireplace
    • Grill
    • Mountain Views
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Located in the heart of the Blue Ridge Mountains of Virginia, this beautiful three-bedroom cabin has everything you need to make your vacation one to remember. Only 45 minutes outside of Charlottesville, and with easy access to the Blue Ridge Parkway, the Skyline Drive, Shenandoah National Park,... View all property information
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    4 of 5 stars Reviewed 7 June 2014
    Quiet locale but convenient to historic and artistic sites in Waynesboro, Staunton, and Charlottesville, VA. Enjoyed cooking dinner in the comfortable cabin after a long day of...
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    1 / 23
    5 of 5 stars (1) Excellent
    Wintergreen
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Right on a mountain stream, this two-bedroom cabin is very private. No other cabins or homes can be seen. Two double beds make this very accommodating for four. The full kitchen with stove, refrigerator, microwave, coffeemaker, toaster, dishes, pots & pans, and silverware has everything you need... View all property information
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    €269
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    1 / 9
    5 of 5 stars (2) Excellent
    Charlottesville
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Rooster Hill is set in the beautiful foot-hills of the Blue Ridge Mountains - Just 15 minutes from the heart of Charlottesville, Monticello and the University of Virginia. Rooster Hill offers: Two spacious Bed and Breakfast suites each with a private entrance; a private porch; some cooking... View all property information
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    5 of 5 stars Reviewed 6 November 2014
    Rooster Hill was SO PERFECT . Meeting Larry nicely warming up the place and then hours later delivering a beautiful warm Challah was just the start of an incredible time spent in...
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    4.5 of 5 stars (5) Very good
    Charlottesville
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Mountain Views
    • Washer
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Montfair Resort Farm is a country retreat with eight green vacation cottages located at the foot of Pasture Fence Mountain less than 30 minutes from historic Charlottesville, Virginia, the Blue Ridge Parkway and the Skyline Drive. Only 15 minutes from Crozet, the vacation cottages overlook a small... View all property information
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    4 of 5 stars Reviewed 9 December 2014
    Ruby helped with my booking start to finish, its a small family run establishment Camping & Cottages. My cousin was getting married nearby at Grace Estates Winery that Saturday...
    5 of 5 stars Reviewed 5 July 2014
    The term "Resort Farm" is actually quite accurate. I was looking for a reasonably priced cabin somewhere in the Charlottesville area, but not too close to the city. The...
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    1 / 6
    Wintergreen
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Mountain Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Designer decorated private apartment in Post and Beam 2006 built home in Wintergreen Resort The home is next to Tyro ski slope with access at the end of the driveway. The separate lock off apartment has its own private entrance from the beautiful deck overlooking the mountains. . This is an... View all property information
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    €125
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    1 / 19
    5 of 5 stars (4) Excellent
    Afton
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Nestled atop the beautiful Blue Ridge Mountains, this cozy studio home is a perfect base camp for your visit to Charlottesville, the outstanding hiking of Shenandoah National Park, and the vineyards and breweries of the Monticello region. The cottage is ideally situated near the peak of Afton... View all property information
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    5 of 5 stars Reviewed 28 August 2014
    We got engaged at Glen's wonderful cottage! Glen was super helpful in making sure everything went well for the weekend. He was very responsive and keen to let me know good things...
    5 of 5 stars Reviewed 28 August 2014
    The cottage was exactly as advertised, and a very pleasant getaway for me and my family. Just at the southern-tip of Skyline Drive, the Afton Cottage is in a perfect location near...
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    5 of 5 stars (2) Excellent
    Wintergreen
    5 Bedrooms / 6 Bathrooms / Sleeps 13
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
    About this property
    This is a really amazing home! It is so perfect for all kinds of groups because it has 3 SERIOUS master suites. You could say it is perfect for 'separate togetherness'. The main floor has the kitchen that overlooks a huge deck right on the 16th tee box of Devils Knob Golf course, a big dinning... View all property information
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    5 of 5 stars Reviewed 1 March 2015
    A beautiful home --lovely furnishings and well stocked with all the necessities. Wonderful manager to work with--responsive and very helpful. Floor plan offers plenty of...
    5 of 5 stars Reviewed 23 February 2015
    Cleanliness: everything was extremely well kept and clean. There were helpful notecards lying around that let us know how to use the large variety or appliances in the house. The...
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    4.5 of 5 stars (13) Very good
    Charlottesville
    1 Bedroom / 1 Bathroom / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    The Recycled House is a unique structure in Charlottesville's lovely North Downtown neighborhood. It is constructed primarily from materials that have come from somewhere else and are getting a second life. It took over five years to collect the materials and use them in a thoughtful way. The house... View all property information
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    5 of 5 stars Reviewed 13 November 2014
    I had a really great stay. The proprietor met me and showed me around. The house has everything you would need, and the location (in a quiet neighborhood a few blocks from the...
    5 of 5 stars Reviewed 13 November 2014
    I recently came back to Charlottesville for UVA Homecomings with several of my girl friends and we rented the Recycled House for the weekend. We could not have asked for a more...
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    5 of 5 stars (5) Excellent
    Wintergreen
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
    About this property
    Book now for summer vacations! Mother's Day Weekend still available. Inquire about spring discount rates. We have exclusive rights to Wintergreen Resort membership! 3500+sq ft Gorgeous/Custom Built House *** Two Master Bedroom/Bath Suites with flat screen TV's *** FREE Wi-Fi *** FREE... View all property information
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    5 of 5 stars Reviewed 25 June 2014
    I recently rented this home for a bachelorette weekend for a friend who is more the outdoors type then the Vegas type. It was close to our home in Northern Virginia ~3 hours away...
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    Wintergreen
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    traveller have booked this property
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    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Gym
    • Housekeeping...
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
    • x
    • x
    About this property
    This is a BRAND NEW HOME to any rental site... that is why there are no reviews. The Hemlock house is secluded and has AMAZING views of the Shenandoah Valley and the George Washington National Park. There are 4 bedrooms 3 & 1/2 bath and 2 living rooms. The top floor has the kitchen and dining... View all property information
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    5 of 5 stars (19) Excellent
    Charlottesville
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Any season is ideal at this elegant country home. Christened “Rosneath” in 1947, this lovely farm rests in 120 acres of meadow and woodland within 30 miles of Wintergreen Ski Resort, 18 minutes from UVA and Monticello, 20 minutes from the foot of the Blue Ridge Parkway and Skyline Drive and a few... View all property information
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    5 of 5 stars Reviewed 2 December 2014
    We stayed at Rosneath Farm for a week with our two young kids and had a wonderful time. The house is so comfortable and welcoming, with all the amenities you need. It's a gorgeous...
    5 of 5 stars Reviewed 27 October 2014
    My husband, kids,their spouses and granddaughter spent a week at Rosneath touring the countryside around Charlottesville. The home was a wonderful place for us to spend time...
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    4.5 of 5 stars (7) Very good
    Wintergreen
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Cozy and Convenient! Our Condo is centrally located for easy walking access to the full-service SPA, Golf course and indoor-outdoor Tennis facilities. We have been owners of this Condo for the past 9 years and love the Wintergreen Resort. We manage the Condo ourselves, to ensure the Condo is... View all property information
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    4 of 5 stars Reviewed 21 June 2014
    The condo was immaculate and well stocked, thankfully not a shortage of towels! This condo is at the very top of Wintergreen, while it does not have a view, just a walk accross...
    5 of 5 stars Reviewed 10 March 2014
    The owner was wonderful and a pleasure to work with. Condo was beautiful, very spacious and had all the necessities. Will definitely be staying again:)
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    Waynesboro
    4 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Dryer
    • Fireplace
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    • ?
    About this property
    3/4 bedroom/2 bath house close to several attractions! Blue Ridge Parkway/Skyline Drive (5 mi.), Charlottesville, Monticello, UVA (25 mi.), 2 resorts (20 mi.), 9 golf courses (10 mi. radius), 10 campgrounds (10 mi. radius). The playroom has a futon that can be used as another bedroom. View all property information
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    Crozet
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    About this property
    The beautiful modern & fully furnished Beauchamp House sits a the foot of Pasture Fence Mountain and looks across a peaceful field to gorgeous views of Fox Mountain in the heart of the Blue RIdge. The passive solar house is beautifully decorated with original artwork. Enjoy our stunning views from... View all property information
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    5 of 5 stars (23) Excellent
    Charlottesville
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (23) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    IGNORE THE RATE QUOTED BY FLIPKEY. IT IS USUALLY MUCH HIGHER THAN THE ACTUAL RATE. Click on Rates above to see our rate schedule. The longer you stay, the cheaper the daily rate. Country Cottage, 2 Bedrooms, 1 Bath (Sleeps 4, 5 if someone wants to sleep on the couch) We are very pet friendly.... View all property information
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    5 of 5 stars Reviewed 1 December 2014
    We had a wonderful time visiting vineyards, exploring the woods with our dogs and dining in Charlottesville. The cottage is in a good location…very close to many wineries and a...
    5 of 5 stars Reviewed 26 October 2014
    If there is one thing I could say about this vacation it was that I definitely never wanted to go home and I wasn't ready to go home when I had to leave. This cabin was a true...
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    Wintergreen
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Beautiful 2BR/2BA condo on golf course and near ski lodge. The condo has a pull-out sofa (which could sleep an additional person or two) in the living room, a patio overlooking the golf course, and a fireplace (with fire wood provided). Direct TV, wireless DSL, WIFI, and a phone with unlimited... View all property information
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    1 / 18
    Free Union
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Lovely 3 bedroom, 2.5 bath home on a farm in beautiful Free Union, Virginia just minutes NW of Charlottesville, Virginia, home of University of Virginia, historical homes, vineyards, nightlife. A king master suite and two queen bedrooms, hardwood floors, full kitchen, DSL, Dish TV, fenced back... View all property information
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    1 / 12
    Charlottesville
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Come stay in your home away from home, the spacious 2nd floor apartment of our lovingly renovated house. Enjoy the open floor plan, ideal location in the Fifeville neighborhood, a nationally designated historic neighborhood, and the ambiance of an artfully appointed city apartment. The apartment... View all property information
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    1 / 17
    Crozet
    Studio / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
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    • Air Conditioning
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
    • x
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    About this property
    Our studio apartment with soaring 12-foot ceilings and mountain views is conveniently located right in the village of Crozet. It comfortably fits two with a queen-size bed, sitting area, full kitchen and full bath. Designed for full-time guests. The apartment and our real estate office are... View all property information
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    Nellysford
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Three-bedroom, three-bath condo with mesmerizing eastern view and perfectly situated at classy Wintergreen Resort, Virginia's top skiing resort and a super escape from sweltering summer weather, with 45 holes of championship golf, clay tennis courts, and a nearby lake and beach for the kids.... View all property information
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    Wintergreen
    5 Bedrooms / 2 Bathrooms / Sleeps 10
    traveller have booked this property
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    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • x
    About this property
    Beautiful 5 bedroom, 2 1/2 bath home located in the Blue Ridge Mountains at Wintergreen Resort, Va. We are a four season community, with golf, tennis, swimming, boating, hiking (Appalachian Trail), skiing, ice skating, tubing, horseback riding, wine tasting, and more, located on our near our... View all property information
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    Wintergreen
    4 Bedrooms / 3 Bathrooms / Sleeps 12
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    The Wintergreen Retreat is a vacation rental home within the Wintergreen Resort in Virginia, set among the beautiful Blue Ridge Mountains. This brand new charming mountain getaway is nestled on Wintergreen Mountain, just a few hundred yards from gorgeous scenic overlooks – and the perfect retreat... View all property information
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    1 / 15
    Charlottesville
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
    About this property
    One guest review says Poplar’s Edge has “all the comforts of home,” and we’re glad to hear it—that’s exactly the feeling we hoped to create, right down to the luxury linens, antique furnishings, and warm, sun-washed rooms. Coming to Poplar’s Edge is like visiting a favorite relative who puts your... View all property information
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    €135
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    1 / 7
    Charlottesville
    1 Bedroom / 2 Bathrooms / Sleeps 2
    traveller have booked this property
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
    • x
    About this property
    A contemporary, light-filled second story apartment (in gated complex) with private room and bath. Guests are free to make themselves at home in the living room or on the deck. Property includes a fitness center and beautiful pools (in season.) Only minutes from downtown, UVA and Monticello. View all property information
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    2.5 of 5 stars (3) Poor
    Charlottesville
    3 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Reviews (3) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Sleeps: 5 Bedrooms: 3 Bathrooms: 1.5 3 bedrooms, 1 full bath, 1 half bath, sleeps maximum of 5 people. Looking for somewhere to stay that feels like home? You'll love this gorgeous, spacious 1900sf brick Victorian home in the desirable Belmont neighborhood of Charlottesville, one block... View all property information
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    Waynesboro
    4 Bedrooms / 3 Bathrooms / Sleeps 9
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Purple Haze farm house (circa 1908) was totally renovated in 2006. We are a 200 acre working farm with cattle and crops, fronting the South River, at the base of the Blue Ridge Mountains. You can see the house from overlooks on the Blue Ridge Parkway. The view from the house will cure high blood... View all property information
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    1 / 14
    Crozet
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
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    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Mountain Views
    • Waterfront
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • ?
    About this property
    Our Pawpaw is a small A-Frame vacation cottage built in the 1960's and lovingly refurbished. The cottage is perfect for a romantic getaway or a family adventure. The cottage can sleep up to six guests. Pawpaw cottage is available year round. A quaint one level cottage with a unique ships ladder to... View all property information
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    1 / 21
    4.5 of 5 stars (4) Very good
    Charlottesville
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (4) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This property is managed by Stay Charlottesville Management Group - Vacation Homes | Wine Tours | Event Venues Sleeps: 4 Bedrooms: 1 Bathrooms: 1.5 **This property is located on the Downtown Mall. This highly sought-after locale is comparable to that of an oceanfront property. The views are... View all property information
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    5 of 5 stars Reviewed 9 January 2014
    My wife and I stayed at Old Met #202 for our anniversary in Charlottesville and it was the perfect place. Everything in the apartment is very modern and it is very open. The...
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    4 of 5 stars (5) Very good
    Charlottesville
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Country getaway on a 220 acre working horse and hay farm with quarter horses and wild mustangs. Watch the trainers work with the mustangs, or wander around the woods and fields, taking in the fresh air. Centrally located -- 25 mi to UVA, 20 mi to Monticello, 29 mi from Montpelier, 20 mi to Ash... View all property information
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    4 of 5 stars Reviewed 9 October 2014
    My family stayed at Ana Valley for a month between assignments and had a wonderful time. Jogging on the large property boundaries, enjoying the horses, and meeting the caretakers...
    5 of 5 stars Reviewed 2 October 2014
    We were made to feel at home from virtually the minute we arrived. We were greeted by Amanda within a couple minutes of arrival, and she was available to answer any questions we...
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    4.5 of 5 stars (2) Very good
    Charlottesville
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (2) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This property is managed by Stay Charlottesville Management Group - Vacation Homes | Wine Tours | Event Venues This charming one bedroom loft in the heart of downtown Charlottesville offers southern elegance with modern convenience. The Carriage House combines a private, comfortable atmosphere... View all property information
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    4 of 5 stars Reviewed 1 April 2014
    The Carriage house was tasteful and gorgeous with an incredible view of the mountains in the distance from the back deck. The bed was incredibly comfortable. StayCharlottesville...
    5 of 5 stars Reviewed 12 August 2011
    Clean, large, nice, fully equipped, easy to find. A quick ride to pedestrian mall and we found a street near the mall with free parking. Would stay there again.
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