We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Wintergreen House Rentals

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Update
    Price
    per night
    |||
    |||
    €0
    €313 Average
    €1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Travellers to Wintergreen are booking February dates now. Secure your holiday rental today, and have the perfect trip.
    Applied filters: Clear All
    1 / 27
    5 of 5 bubbles (6) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 48
    5 of 5 bubbles (8) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 13 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 24
    7 Bedrooms, 7 Bathrooms, Sleeps 17 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    1 / 16
    4.5 of 5 bubbles (3) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Parking
    • Air Conditioning
    • Mountain Views
    • Grill
    • Balcony
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Wintergreen, Virginia 22958
    5 of 5 bubbles Reviewed 6 days ago
    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
    5 of 5 bubbles 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...
    See all reviews
    1 / 11
    4.5 of 5 bubbles (7) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Satellite TV
    • Balcony
    • Wi-Fi
    • Central Heating
    • Grill
    • Washer
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    Location Information
    Wintergreen, Virginia 22958
    4 of 5 bubbles 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.
    4 of 5 bubbles Reviewed 21 August 2014
    Spent two nights at this chalet in July, 2014 with my wife, my daughter and her family. There were seven of us and the chalet easily provided the comforts needed for this size...
    See all reviews
    1 / 14
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Housekeeping...
    • Patio
    • Balcony
    • Grill
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Wintergreen, Virginia 22967
    1 / 6
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Satellite TV
    • Washer
    • Air Conditioning
    • Skiing: Property Is...
    • Patio
    • Ocean Views
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Ski Slope Access across the street - Mountain Cabin/Chalet - Pet Friendly - Nature awaits you A beautiful Guest Cabin/Chalet/ or call it a peaceful home with windows all around so you can look out and see mountains, hills, forest, trees, wildlife and all that nature has to offer. She is a... View all property information
    Location Information
    Wintergreen, Virginia 22967
    1 / 10
    4.5 of 5 bubbles (3) Very good
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Shared Outdoor Pool...
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Washer
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Wintergreen, Virginia 22952
    1 / 13
    5 of 5 bubbles (5) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Internet Access
    • Sauna
    • Satellite TV
    • Shared Indoor Pool
    • Mountain Views
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Feb 24th ski weekend still available due to cancellation. All other Jan/Feb weekends sold out. We are near the slopes and have an exclusive parking pass for the two private ski lots. We have the Wintergreen Resort membership so you have access to resort facilities that are closed to the public!... View all property information
    Location Information
    Wintergreen, Virginia 22957
    5 of 5 bubbles 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...
    See all reviews
    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Patio
    • Internet Access
    • Air Conditioning
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Luxury lower walk out home loaded with high end features including private access. Newly built Oasis in a secluded and tranquil area by Shamokin Springs Nature Preserve. Enjoy all of the comforts of your own home. All rooms feature ceiling fans and high end furnishings. Included also are TVs, iPod... View all property information
    Location Information
    Wintergreen, Virginia 22967
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    1 / 5
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool...
    • DVD Player
    • Patio
    • Air Conditioning
    • Mountain Views
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Wintergreen, Virginia 22958
    1 / 21
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • DVD Player
    • Mountain Views
    • Washer
    • Skiing: Property Is...
    • Internet Access
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Wintergreen Retreat Is a spacious house with an open floor plan, four large bedrooms and four full bathrooms. Two bedrooms have king beds, one has a queen bed and another has two twins and a bunk bed. We also have two Pack and Plays. The two king bedrooms have private bathrooms. The main level... View all property information
    Location Information
    Wintergreen, Virginia 22967
    5 of 5 bubbles Reviewed 12 May 2016
    Our stay at The Retreat at Wintergreen was a perfect mountain getaway! The home is very spacious, inviting and comfortable. The well stocked kitchen which is open to the family...
    See all reviews
    1 / 15
    5 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Mountain Views
    • Washer
    • Satellite TV
    • Skiing: Property Is...
    • DVD Player
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Unique Benefits include passes and close proximity to the summer-time pool, the Shamokin Nature Preserve, the Nature Foundation, the Post Office, the Spa, and a dog park. This home is on the Mountaintop part of Wintergreen, near Sherando Lake (a National Park), the Blue Ridge Parkway and The... View all property information
    Location Information
    Wintergreen, Virginia 22967
    1 / 22
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Air Conditioning
    • Grill
    • DVD Player
    • Satellite TV
    • Parking
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    For your next mountain getaway, why not stay somewhere that lets you truly take advantage of all the Blue Ridge Mountains have to offer? This premier Wintergreen vacation rental house does just that - ideally situated within walking distance of Wintergreen Resort, this home will let you enjoy easy... View all property information
    Location Information
    Wintergreen, Virginia 22958
    1 / 14
    4.5 of 5 bubbles (27) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    • Washer
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Waterfront
    • Mountain Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    **BRAND-NEW KITCHEN & UPDATED BATHROOMS** Welcome to 'Point of View'! Enjoy the beautiful year-round views from our cozy mountain home located directly on the Tyro ski slope. This is a true four-season get-away. In the winter, step out the door, put on your skis and head down the mountain. If... View all property information
    Location Information
    Wintergreen, Virginia 22958
    5 of 5 bubbles Reviewed 15 November 2016
    Great place to stay! Beautiful home with spectacular mountain views! Everything you need for an enjoyable getaway! Close to many wineries and breweries, too! Can't wait to come...
    3 of 5 bubbles Reviewed 11 October 2016
    I chose "Point of View" for the view. The house has a slope side view lovely in any season. Our family fit perfectly in the house and had great fun reconnecting with the fine...
    See all reviews
    1 / 9
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Satellite TV
    • Parking
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Wintergreen, Virginia 22967
    1 / 9
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Wi-Fi
    • Washer
    • DVD Player
    • Satellite TV
    • Central Heating
    • Secure Parking
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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
    Location Information
    Wintergreen, Virginia 23831
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Sauna
    • Shared Outdoor Pool...
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The ultimate Blue Ridge Mountain getaway in Wintergreen, Virginia awaits you at this 3-bedroom, 2-bathroom house with awe-inspiring views of the mountains. Located at the summit of Eagle’s Swoop, this spectacular home has ski-in/ski-out access to one of Wintergreen Resort’s main ski slopes. Whether... View all property information
    Location Information
    Wintergreen, Virginia 22967
    1 / 24
    4.5 of 5 bubbles (20) Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Hot Tub
    • Satellite TV
    • Central Heating
    • Skiing: Property Is...
    • Internet Access
    • DVD Player
    • Washer
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Wintergreen, Virginia 22958
    5 of 5 bubbles Reviewed 3 weeks ago
    Hospitality issues from every furnishing, every room and every view of the mountains and woods. Property owner works hard to make every aspect of the stay comfortable and...
    3 of 5 bubbles Reviewed 9 July 2016
    I have mixed feelings about this place. On the positive side: great location (we are hikers and a trail that leads to many others was right out the back door), owner was very...
    See all reviews
    1 / 4
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Skiing: Property Is...
    • Washer
    • Mountain Views
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    In the Heart of Wintergreen Resort, slope side on Tyro ski slope, this new listing is a octagonal home filled with 2 levels of windows. Go a few minutes up the street and be at the ski lift and decide which intermediate or advanced ski trail to take. 1/2 the way down Eagles Swoop (Intermediate)... View all property information
    Location Information
    Wintergreen, Virginia 22967
    Get the List