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Holiday Rentals in Waynesboro

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    All 55 Rentals in Waynesboro
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    Pet Friendly 2BR Cabin in Blue Ridge Mtns of VA1 / 22
    (7)Excellent
    Waynesboro
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Waynesboro
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Spacious house located in Shenandoah Valley1 / 8
    (4)Very good
    Waynesboro
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    The following rentals are within 25 kilometers of Waynesboro.
    Fit for a KING ( king size beds!)1 / 64
    (7)Excellent
    Wintergreen
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Children's Pool
    • Mountain Views
    • Wi-Fi
    • Satellite TV
    • Washer
    • DVD Player
    • Central Heating
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 October 2016
    My family (and extended family) stayed during the peak leafing weekend of the year. The house was incredible and suited our needs perfectly. The host was extremely helpful...
    Reviewed 11 October 2016
    We had 8 adults getting together for a long weekend of visiting many Wineries, Cidery's and Breweries just outside of Charlottesville. this is an ideal central location and...
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    About this property
    Now HERE is a really great house! Fit for a KING or two. This house has 4 large bedrooms with 2 of them having KING size beds. Then there is a Queen & 2 twins and then the loft has a twin day bed that has a pop up trundle so this could be another KING (that makes 3) ..or they can separate into...
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    Wintergreen, Virginia 22958
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Blueberry Hill Farm in Historic Shenandoah Valley1 / 22
    (11)Excellent
    Staunton
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Satellite TV
    • Porch
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 November 2015
    This was our third stay at Blueberry Hill Farm. It is very comfortable and has a beautiful view. the hosts are very helpful.
    Reviewed 16 September 2015
    This was off the beaten path, quiet and relaxing. Restaurants are not very close; 2 to 30 minutes away but, we don't mind driving. The kitchen is well equipped and made it...
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    About this property
    A farm vacation suite in the beautiful Shenandoah Valley of Virginia midway between Staunton and Lexington. The suite is located in the upper part of our home with a private entrance via the second floor porch. Our exceptional feature is the year-round sun room where you have a tree-top view...
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    Staunton, Virginia 24476
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    CRAZY AMAZING get-a-way! (Crazy, in a GOOD way)1 / 41
    (9)Excellent
    Wintergreen
    5 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    Amenities & Details
    • Washer
    • Housekeeping Included
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Shared Indoor Pool
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 February 2017
    We had a large group of ski patrol women and this house was perfect! Dawn was great at communication and was always available via text. The location was great. The large...
    Reviewed 9 January 2017
    Booked the house for the New Year's weekend for family skiing, hiking and celebration. Mission accomplished! House was great with plenty of room. The house was well appointed...
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    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...
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    Wintergreen, Virginia 22958
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 13
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    Pet-Friendly Secluded Mountain Cabin by Pool - Rockwood1 / 23
    (4)Very good
    Staunton
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Washer
    • Parking
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 August 2013
    Fabulous cabin, fully equipped with linens, etc. makes it especially great!!Loved the setting, the pool, ambience and no electronics. Great for familiesand anyone who enjoys...
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    About this property
    Very popular for families with teenagers, Cabin Rockwood is loved in the summer for its proximity to the swimming pool. As can be seen in the pictures, the pool is located only about 50 yards from the cabin. Inside you'll find a queen size bed in the master bedroom, as well as a full kitchen,...
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    Staunton, Virginia 22952
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Pet Friendly 2BR House in Blue Ridge Mtns, Close to Blue Ridge Parkway1 / 30
    (7)Very good
    Lyndhurst
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Mountain Views
    • Parking
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 September 2015
    I stayed in Cabin Barnwood, the large one bedroom, by myself, traveling on an attempt at a personal retreat. The cabin was well-appointed. The bedroom had a well-made...
    Reviewed 28 April 2015
    The house we stayed in was not really a cabin in the woods but more like part of a neighborhood of mountain homes. The driveways are all paved. However, it was very clean and...
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    About this property
    Comfort is the word to describe this well-equipped mountain home, with all the amenities you need. Full kitchen, large decks, and wifi. Explore the Blue Ridge Parkway, the Skyline Drive, Shenandoah National Park, the Shenandoah Valley, and many more outdoor attractions. Looking for adventure?...
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    Lyndhurst, Virginia 22952
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Secluded 2BR Pet-Friendly Cabin on Mountain Stream-Screen Porch1 / 20
    (1)Excellent
    Wintergreen
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Washer
    • Patio
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Wintergreen, Virginia 22952
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Pet Friendly Virginia Blue Ridge Mountain Cabin Rental-Foxwood1 / 19
    (3)Very good
    Wintergreen
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • Mountain Views
    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You'll be delighted with our Pet-Friendly, 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...
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    Location Information
    Wintergreen, Virginia 22952
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    The Bear Dance Cabin at Wintergreen1 / 20
    (10)Excellent
    Wintergreen
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Certificate of Excellence
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    Amenities & Details
    • Children's Pool
    • Satellite TV
    • Private Garden
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    The Bear Dance Cabin at Wintergreen was outstanding for my family and I. The place is very cozy and comfortable with plenty of space for 2 adults and 3 kids. The surrounding...
    Reviewed 14 February 2017
    Visited with my fiancé and 4 other friends for a ski weekend .... Love the place! No complaints what so ever! Easy access... owner communication was great... very comfortable...
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    About this property
    We decided to build our cabin after a family trip to WTG. We fell in love with the Wintergreen community and much like you we searched for a place to stay at Wintergreen. For us and our guests Wintergreen is a perfect getaway. Our cabin is located near the very top of the mountain and is on the...
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    Location Information
    Wintergreen, Virginia 22958
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Simple Pleasures -N Ridge - Holidays Upon Us1 / 46
    (18)Excellent
    Wintergreen
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Mountain Views
    • Hot Tub
    • Skiing: Property Is In A Ski Resort
    • Satellite TV
    • Sauna
    • Wi-Fi
    • Air Conditioning
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 February 2017
    What a lovely little place. We stayed with our family 2 sons and their wives and 2 of my grandchildren. Very accommodating. Although it was a bad weekend for tubing and...
    Reviewed 29 October 2016
    Thank you for sharing your wonderful property with us. Our group was so delighted by your place that we wanted to keep it for ourselves! The location was perfect. We felt...
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    About this property
    North Ridge Condos at Wintergreen Resort, VA - top of the mountain near Wintergarden and Devils Knob Golf/Tennis. 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...
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    Wintergreen, Virginia 22958
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Wintergreen -  Slope Side  w/ Resort Pass1 / 24
    (20)Excellent
    Wintergreen
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Certificate of Excellence
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Sauna
    • Mountain Views
    • Satellite TV
    • DVD Player
    • Shared Indoor Pool
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 May 2017
    This location provided us with a perfect weekend getaway less then 2 hours from Richmond. The condo had beautiful views and furnished very comfortably. Great location for hiking...
    Reviewed 14 December 2016
    Had a great time at Wintergreen condo. Excellent accommodations, beds were comfortable, view was breath taking. Loved the Xbox, enjoyed the dancing game, and also watched a...
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    About this property
    Welcome to Wintergreen! This condo is located near the top of the Highlands lift, within walking distance to the slopes and the nearby fitness and spa center. The included membership guest passes allow access to the fitness center, spa, golf, and tennis areas of the resort with a small fee. These...
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    Wintergreen, Virginia 22967
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Mountain Chalet in Heart of Resort Sleeps 6-81 / 11
    (9)Very good
    Wintergreen
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Satellite TV
    • Balcony
    • Wi-Fi
    • Central Heating
    • Grill
    • Washer
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 May 2017
    We had an opportunity to stay here for 4 days and it was an exciting one. We thoroughly enjoyed each and every minute. My little girl enjoyed the stay and nearby play area. I...
    Reviewed 15 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.
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    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...
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    Wintergreen, Virginia 22958
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Wintergreen Resort 2 BR 2 BA Condo with LOW Rates1 / 24
    (14)Excellent
    Wintergreen
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Balcony
    • Porch
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 May 2017
    This is the perfect (feel like home) Wintergreen Condo. The furniture, beds and pillows were all comfortable. Nice VHS movie collection! The kitchen was stocked generously...
    Reviewed 14 March 2017
    Cozy and accommodated us very well. Nice to be able to use the fireplace and enjoyed the whirlpool tub. Will book again.
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    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...
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    Location Information
    Wintergreen, Virginia 22958
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Wintergreen
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • DVD Player
    • Mountain Views
    • Wi-Fi
    • Shared Indoor Pool
    • Sauna
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gorgeous Views/Beautiful Weather/Perfect Sectional Couch to relax!Golf/Pool Pass Please be advised we request a two night stay on the weekends. CHECK OUT OUR OTHER 2BR/2BA PROPERTY DIRECTLY BELOW THIS UNIT: PROPERTY ID 8742760 Do you have a large group/family. Do you need 4 Bedrooms? Do you need...
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    Location Information
    Wintergreen, Virginia 22967
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Book now for Fall -  Luxury House on Golf Course with Resort Membership1 / 13
    (6)Excellent
    Wintergreen
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Internet Access
    • Sauna
    • Satellite TV
    • Shared Indoor Pool
    • Mountain Views
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2017
    My wife and I are from Michigan and were looking for a central location to get together with our son, daughter-in-law, daughter, and 2 year old grandson who all live in...
    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...
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    About this property
    Book now for Sep & Oct. We have brand new living room furniture - so new that the pictures are not yet posted online. We also have some August mid-week openings - contact us for possible discounts. We have the Wintergreen Resort membership so you have access to resort facilities that are closed...
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    Location Information
    Wintergreen, Virginia 22957
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Condo on the ridge with spectacular view1 / 5
    (4)Excellent
    Wintergreen
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Internet Access
    • Washer
    • Satellite TV
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 December 2016
    Our family stayed 4 nights over Christmas and we had a wonderful, comfortable stay.We liked having three beds and three baths. The kitchen functioned well and we cooked dinner...
    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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    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...
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    Location Information
    Wintergreen, Virginia 22958
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Afton
    9 Bedrooms, 8 Bathrooms, Sleeps 24 Quick View
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    • Mountain Views
    • Parking
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Grill
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you’re seeking the ultimate destination for your upcoming celebration, family reunion or special event, look no further than 'Rockfish Valley Inn,' an incredible Afton vacation rental home, nestled on a large plot of land with stunning Blue Ridge Mountain views. Centrally located amidst the...
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    Afton, Virginia 22920
    Holiday Rental House - 9 Bedrooms, 8 Bathrooms, Sleeps 24
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    2BR Newly Renovated Private and Cozy!1 / 19
    (3)Very good
    Wintergreen
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Satellite TV
    • Washer
    • DVD Player
    • Air Conditioning
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 March 2017
    The owner of this condo obviously cares a great deal about every detail and wanted to make sure our stay was an enjoyable one. The condo is immaculately clean, the beds are...
    Reviewed 9 March 2016
    We loved staying here. Most everything we needed was supplied--even coffee and basic toiletries! The bedrooms were very nice. Full washer and dryer. We plan to stay here...
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    About this property
    We invite you to stay in our lovely totally updated golf-front walk-out condo, right in the heart of the Devils Knob area of Wintergreen Resort. Relax in the private, cozy cottage feel of our condo while having easy access to resort amenities. The Wintergarden Spa and the Nature Foundation are...
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    Location Information
    Wintergreen, Virginia 22967
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Afton
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • DVD Player
    • Central Heating
    • Grill
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience glamping, Blue Ridge style. Our luxury yurt is located at the top of a small hill, in the center of a 70 acre farmstead surrounded by natural beauty. The property is located off a quiet country road yet still close to the Brew Ridge trail and 151, wineries, breweries, 20 minutes to...
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    Location Information
    Afton, Virginia 22920
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Cozy 2BR Wintergreen Condo w/Private Balcony1 / 24
    (1)Excellent
    Wintergreen
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Satellite TV
    • Mountain Views
    • Hot Tub
    • Internet Access
    • Sauna
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 September 2016
    This condo is the perfect size for a couple or small family. It is really comfortable with warm, overstuffed couches, large TVs, a gaming system and internet. The accents are...
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    About this property
    Have a truly special stay at this extraordinary 2-bedroom, 2-bathroom condo with room to comfortably accommodate 6 guests. Once you witness the serene sunset vistas overlooking the valley and mountain, you will never want to leave! Upon arrival, you’ll find that the adjacent free off-street...
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    Location Information
    Wintergreen, Virginia 22958
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Season Mountain Inn Retreat1 / 9
    (4)Excellent
    Wintergreen
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Satellite TV
    • Washer
    • Air Conditioning
    • Mountain Views
    • Parking
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 November 2016
    This was such a cute condo and was literally steps from the slopes. It overlooks the restaurant and ski school. Will definitely stay there again if it's avaiable!
    Reviewed 17 February 2016
    We skied Wintergreen 2 days. It was nice skiing, but also very cold (ie zero to 10 degrees). It was very convenient to have a place to stay and warm up so close to the skiing...
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    About this property
    Nestled in the Blue Ridge Mountains in the heart of Mountain Village, this loft condo has everything needed for a quick weekend getaway or an extended vacation. This unit is at the Mountain Inn, the heart of the Winter Village, and is the best condo for skiing at the resort. It is also ideal if...
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    Location Information
    Wintergreen, Virginia 22958
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Tyro Slope-Side House Ski In/Out Yr Rnd Views w/AC1 / 16
    (3)Very good
    Wintergreen
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Parking
    • Air Conditioning
    • Mountain Views
    • Grill
    • Balcony
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 January 2017
    Beautiful setting, lovely house with toasty fireplace! Could not have been better! When we come back to Wintergreen, this will be our first choice to stay1
    Reviewed 17 September 2015
    A group of eight friends stayed at this home in the Wintergreen Resort to enjoy a wine tasting weekend. Eric was extremely helpful in the booking process, and his instructions...
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    About this property
    A skier's delight can be found at our Wintergreen vacation home on Squirrel Tree Lane, featuring ski in and ski out on the intermediate slope Tyro so that no time is wasted in traffic. Home is located 70' from the parking area, located in a private wooded area directly on the Tyro slope.<BR><BR>The...
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    Location Information
    Wintergreen, Virginia 22958
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    WINTERGREEN MOUNTAIN HOUSE1 / 17
    (21)Excellent
    Wintergreen
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Hot Tub
    • Sauna
    • Mountain Views
    • Housekeeping Included
    • Internet Access
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Time to start thinking about summer!! The weather is rarely over 80 degrees and no humidity. Imagine playing golf in the summer and not perspiring. The mountain course is a must play. Just Renovated, beautiful rental in the woods!!! New carpet/hardwood floors/tile bathrooms. New granite in...
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    Wintergreen, Virginia 22967
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    TREELOFT- in the snow drift!1 / 14
    (1)Excellent
    Wintergreen
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 February 2017
    We love this are to stay on the wintergreen resort. You have quick access to blue and black slopes. Great trails in the area, quick drive or short walk to all main area for food...
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    About this property
    TREELOFT #1 is Located in a really GREAT spot, right in the Middle of Wintergreen Resort. It is walking distance to several overlooks, and the main lodge called the Mountain INN, and our Market. It is just 100 STEPS to the Tyro ski slope! 200 steps from there to the top of Eagles swoop and Big...
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    Wintergreen, Virginia 22967
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Nellysford
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
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    Pet friendly
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    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...
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    Nellysford, Virginia 22958
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Greenville
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Parking
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    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely & Cozy log cabin at charming country retreat at a working farm and equestrian center. Cabins are fully furnished and fully stocked with linens,towels, pots, pans, dishes and more. The facility has a full equestrian center, a lake for fishing and canoeing, lots of trails for walking or...
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    Greenville, Virginia 24440
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Wintergreen
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Shared Indoor Pool
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Sauna
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax, Golf, Beautiful Views, Passes for Golf, Tennis and Pool Please be advised we request a two night stay on the weekends. CHECK OUT OUR OTHER 2BR/2BA PROPERTY DIRECTLY ABOVE THIS UNIT: 8743003 Do you have a large group/family. Do you need 4 Bedrooms? Do you need some space during your...
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    Wintergreen, Virginia 22967
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Batesville
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our creekside cottage is more than 200 years old with three floors. It has a lovely screened porch for outdoor dining, full kitchen with utensils, and is decorated with antiques and local art. There grounds feature a large private lawn and sitting areas beside the Batesville creek. The kitchen and...
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    Batesville, Virginia 22920
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Crozet
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Patio
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brookview suite, in the foothills of the Blue Ridge Mountains, is a walkout basement location with a private entrance and private porch. It has a spacious living area, kitchenette, Queen bedroom, and shower bathroom. The neighborhood sidewalks lead you to walking/running trails, wildlife, a golf...
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    Crozet, Virginia 22932
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Wintergreen
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    About this property
    True SKI-IN/OUT 4BR newly-renovated decorated private home is located directly on the Upper Tyro slope at Wintergreen. Seriously, you can step out of the house and into your skis. In summer, the slopes offer access to many activities such as mountain-biking, the Spartan Games, hiking, fishing,...
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    Location Information
    Wintergreen, Virginia 22967
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Maren Estate (Mountain Estate 20 min to UVA)1 / 24
    (1)Excellent
    Afton
    6 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Satellite TV
    • Hot Tub
    • Wi-Fi
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    • Mountain Views
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 May 2017
    When I drove through the gate, I had to stop to take in the beautiful view of the house and surroundings. This was only matched by the views from the house of the valley and...
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    About this property
    Nestled in the foothills of the Blue Ridge Mountains just 20 minutes from Charlottesville, Maren Estate provides a friendly and relaxed setting for vacations, retreats, weddings, and all-around family fun. Located on a working farm, the estate is only minutes away from the Blue Ridge Parkway,...
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    Afton, Virginia 22920
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 14
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    Greenwood
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A classic brick colonial manor surrounded by ancient ash trees, perched on a prominent knoll at 820 feet above sea level, Chiswell provides a wonderful setting at the foot of the Blue Ridge Mountains. The manor site takes full advantage of the spectacular vistas, while the side column brick...
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    Greenwood, Virginia 22943
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Spacious 6 Bedroom Home in the Wintergreen Resort1 / 24
    (7)Very good
    Wintergreen
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
    • Parking
    • Grill
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 June 2015
    This house is absolutely beautiful!! It had plenty of room for all of us, including the 8 kids. There were even games for them to play with. We had plenty of room in the kitchen...
    Reviewed 15 June 2015
    There were few things that we could not get to work. I left a list of thiings on the counter for you to look over, just some minor things that didn't work. Could have had...
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    About this property
    The Wintergreen Chalet is a sprawling 6-bedroom 4.5 bath home located at the top of Devil's Knob Mountain within the Wintergreen Resort in the Blue Ridge Mountains of Virginia. The home sleeps 12-14 comfortably and is available for rent daily or weekly throughout the year. Our home is set on a...
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    Location Information
    Wintergreen, Virginia 24477
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    Wintergreen
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Blue Chalet is a quaint little cabin in the blue ridge mountains. It has a full kitchen ,a comfortable living room that has 2 couches , 3 bedroom. There is a ping pong table down stairs , and a wii game for you to enjoy. We offer guest passes for golf , tennis & pools . Come enjoy all wintergreen...
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    Location Information
    Wintergreen, Virginia 22967
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Nellysford
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
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    • Terrace
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to one of the most beautiful destinations in Nelson County Virginia. Situated on 200 beautiful acres. Overlooking Hamilton lake our log cabins are a unique blend of rustic and modern. The hand hewn logs give the warmth you would expect from a log home we've added modern amenities to make...
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    Nellysford, Virginia 22938
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Wintergreen
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • DVD Player
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Washer
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    • Balcony
    • Hot Tub
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Terrace level apartment of personal mtn house w/ private entrance, shared hot tub on deck, 2 bdrms, full kth, stocked wine frig, Keurig w/ coffee, LR w/ vintage Pacmac game, private W/D. Deck w/ shared hot tub. Walk to lodge/restaurants & slopes. Seasonal mountain views. Wooded picnic area with...
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    Location Information
    Wintergreen, Virginia 22967
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Crozet
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Quiet, Private and Very Comfortable! We thoroughly enjoyed our 2 night stay! Everything was clean, our bed was very comfortable and the owner was very helpful. We're so glad we chose it over a "normal" hotel room. As is listed, there is no kitchen, but the coffee maker, small fridge, microwave and...
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    Crozet, Virginia 22932
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Greenwood
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
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    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A charming weatherboard cottage on the estate of Chiswell provides a wonderful setting at the foot of the Blue Ridge Mountains. The site takes full advantage of the spectacular vistas. The cottage with two bedrooms, two baths and a sitting room easily sleeps 6-8 and features hardwood floors and...
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    Location Information
    Greenwood, Virginia 22943
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    The Mountain House1 / 9
    (1)Excellent
    Wintergreen
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Mountain Views
    • Wi-Fi
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    • Central Heating
    • Secure Parking
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Wintergreen, Virginia 23831
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Wintergreen
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    We have a newly remodeled basement with its own door and private deck. We are .6 miles from the mountain inn/ski slopes. I have a pass for the chestnut / Rodes farm pools and tennis access . We are within a half hour of several winery's and brewery's. Wintergreen is a beautiful place to come and...
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    Location Information
    Wintergreen, Virginia 22967
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Lyndhurst
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape the hustle and bustle of your busy life and retreat to the woodlands of Virginia in the comfort of this 1-bedroom, 1-bathroom vacation rental cabin in Lyndhurst. Situated on a 15-acre working farm with a pond right outside the front door and a beautiful stocked stream running through the...
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    Location Information
    Lyndhurst, Virginia 22952
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Wintergreen
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
    • Shared Outdoor Pool (Unheated)
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    • Mountain Views
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Wintergreen, Virginia 22958
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Fab mountaintop condo at Wintergreen Resort1 / 5
    (30)Very good
    Nellysford
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    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....
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    Location Information
    Nellysford, Virginia 22958
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Crozet
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Mountain Views
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    Pet friendly
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    Smoking allowed
    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...
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    Location Information
    Crozet, Virginia 22932
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Cabin at Wintergreen - VA Mt. Resort Luxury Rental1 / 48
    (22)Very good
    Wintergreen
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Satellite TV
    • Central Heating
    • Skiing: Property Is In A Ski Resort
    • Internet Access
    • DVD Player
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Spent a week at this unique cabin. Had a great time! Owner was very responsive and helpful. The hot tub needed chemicals. That was corrected. The cover was very heavy and...
    Reviewed 20 February 2017
    We spent a wonderful long weekend at the cabin at Wintergreen. It is in a beautiful location overlooking the mountains and the old Appalachian Trail. The sunset from the hot...
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    About this property
    **** GUEST PASSES - WI-FI - FLAT SCREEN TV - HOT TUB - SCREENED IN PORCH - 2 MASTERS - RELAXATION - PEACE - & TRANQUILITY ALWAYS **** Bonnie Fagan has designed and built a fabulously luxurious 4-bedroom, 3-bath, log and stone vacation home in the Wintergreen VA Resort. The Fagan's offer this...
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    Location Information
    Wintergreen, Virginia 22958
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Wintergreen
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Private Garden
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    About this property
    Welcome to our mountain home at Wintergreen Resort! We fell in love with this house for the same reasons that we know you’ll love it. There’s plenty of sleeping space with 4 bedrooms, each with its own sliding glass door that opens onto a deck. There are three decks on the house, so plenty to...
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    Location Information
    Wintergreen, Virginia 22967
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Greenville
    16 Bedrooms, 14 Bathrooms, Sleeps 48 Quick View
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    • Central Heating
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    Pet friendly
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    About this property
    Penmerryl Farm is located in the heart of the Shenandoah Valley, has beautiful mountain views and lots of activities on the farm. The farm is perfect for family reunions, wedding, corporate retreats and more! It is located on a working horse farm. It has 2 log cabins fully equipped with kitchens...
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    Location Information
    Greenville, Virginia 24440
    Private Room - 16 Bedrooms, 14 Bathrooms, Sleeps 48
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    Greenville
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Penmerryl's Log Cabins are beautifully finished, fully equipped, Air Conditioned and heated. There are three bedrooms with the master having one Queen bed, and the other two having 2 twin beds in each room and there is a pullout sofa in the Living room. There are 1.5 baths. Equipped with ceiling...
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    Location Information
    Greenville, Virginia 24440
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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