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.

Holiday Rentals near Wintergreen Resort

Wintergreen Resort, Route 664, Wintergreen, Virginia 22958
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    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}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    R 3 320 Average
    |||
    |||
    R 0R 14 000+
    Suitability
    More filters
    Travellers to Wintergreen are booking November dates now. Secure your holiday rental today, and have the perfect trip.
    All 26 Rentals in Wintergreen
    Designer Home w/ Fire Pit, 70 Steps to Slopes!1 / 39
    (1)Excellent
    4.9 kilometres from Wintergreen Resort
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Tyro Slope-Side House Ski In/Out Yr Rnd Views w/AC1 / 16
    (4)Very good
    4.7 kilometres from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Wintergreen Home w/ Hot Tub, Deck & Mountain Views1 / 29
    (1)Excellent
    5.0 kilometres from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    5.0 kilometres from Wintergreen Resort
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other traveller has booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    View all property information
    Location Information
    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    4.5 kilometres from Wintergreen Resort
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Central Heating
    • Sauna
    • Hot Tub
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Prepare for a relaxing getaway in Virginia's Blue Ridge Mountains at this magnificent home. This spacious abode boasts in Nellysford 2,380 square feet of living space, 3 bedrooms, and 2.5 bathrooms to host 8 people! Situated in the Wintergreen Resort, this vacation rental is perfectly located for...
    View all property information
    Location Information
    Wintergreen, Virginia
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Wintergreen Resort Mountain Condo w/ Pool Access!1 / 23
    (1)Excellent
    5.1 kilometres from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 October 2018
    My husband and I stayed here with our 9 month old and dog. It was a great experience all the way from easy booking, great customer service, and affordable price to a beautiful...
    See all reviews
    About this property
    Pack your bags for an exciting Wintergreen Resort escape and stay at 'Monster Mountain Retreat!' Nestled amid the flourishing forests of the Blue Ridge Mountains, this 6-person property offers 2 bedrooms, 2 bathrooms, and access to a seasonal community pool. Whether you're skiing down the slopes...
    View all property information
    Location Information
    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    5.9 kilometres from Wintergreen Resort
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Central Heating
    • Grill
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to the mountains with this spacious 4-bed, 3-bath Virginia vacation rental home! Tucked into the Wintergreen Resort community, this house boasts a spacious deck with views of the mountains, an enclosed patio with a grill, and an upscale interior with vaulted ceilings. Enjoy year-round...
    View all property information
    Location Information
    Wintergreen, Virginia
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    4.6 kilometres from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Cable/satellite TV
    • Mountain Views
    • Parking
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy an at-home atmosphere when you stay at 'Treeloft Chalet' in Wintergreen! With 2 bedrooms, 2 bathrooms, a lofted sleeping area, a full kitchen, and a cozy fireplace, this vacation rental will feel more like your very own family cabin. Spend powder-filled winters skiing the slopes less than a...
    View all property information
    Location Information
    Wintergreen, Virginia
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    4.4 kilometres from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Mountain Views
    • Washer
    • Grill
    • Sauna
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With soaring cathedral ceilings opening to forested views near Wintergreen Resort, this 3-bedroom, 2-bath vacation rental cabin offers a memorable mountain getaway! The cozy abode offers 6 guests a furnished deck, wood-burning fireplace and picture windows displaying the beauty of Virginia. You'll...
    View all property information
    Location Information
    Wintergreen, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    5.4 kilometres from Wintergreen Resort
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Balcony
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pack your skis for a trip to this Wintergreen Resort 1-bedroom, 1-bath vacation rental! This condo sits less than a mile from the mountain community's ski lifts and other attractions like the Plunge Snow Tubing Park. Take a break from the slopes and head to a nearby vineyard like Veritas Vineyards...
    View all property information
    Location Information
    Wintergreen, Virginia
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Save time - get the best Wintergreen rentals sent straight to your email!
    Get the List
    4.7 kilometres from Wintergreen Resort
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Wi-Fi
    • Central Heating
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Year-round adventure awaits just outside of this incredible A-frame cabin with 4 bedrooms and 2 baths! Featuring an idyllic location within the Wintergreen Resort, this vacation rental offers easy access to ski slopes, hiking trails like the Appalachian, and golf courses. Tired yet? Return to this...
    View all property information
    Location Information
    Wintergreen, Virginia
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    5.6 kilometres from Wintergreen Resort
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Balcony
    • Parking
    • Washer
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A peaceful mountain Wintergreen stay awaits at this 3-bedroom, 2-bath vacation rental! Just a short walk from the ski lifts and lodge, and boasting 2 spacious outdoor seating areas, this cabin ensures you make the most of your time in the Blue Ridge Mountains! Shenandoah National Park and Skyline...
    View all property information
    Location Information
    Wintergreen, Virginia
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    5.6 kilometres from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Mountain Views
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Washer
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for an unforgettable change of scenery? Book a trip to this 3-bedroom, 2-bathroom vacation rental home at Wintergreen Resort. Boasting access to a slew of 5-star amenities including a golf course, Wintergreen Ski Resort, walking trails, and more, this updated home is the perfect getaway no...
    View all property information
    Location Information
    Wintergreen, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    5.5 kilometres from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Parking
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Patio
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Skiing, snowboarding, tubing, and more await at this 2-bedroom, 2-bathroom condo in Wintergreen Resort! At this vacation rental, you'll have easy access to the slopes and other outdoor activities, like The Plunge Snow Tubing Park or Devils Knob Golf Course! With a fully equipped kitchen and a...
    View all property information
    Location Information
    Wintergreen, Virginia
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    4.5 kilometres from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Wi-Fi
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Cable/satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ‘Treetop Getaway’ is surrounded by towering trees and breathtaking vistas, this 3-bedroom, 2-bath Wintergreen Resort escape is the ideal destination for endless all-season adventure in a picturesque mountain setting! Boasting a rustic-yet-modern interior, gas grill and proximity to the area’s...
    View all property information
    Location Information
    Wintergreen, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    4.6 kilometres from Wintergreen Resort
    6 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Mountain Views
    • Washer
    • Grill
    • Private Garden
    • Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Prepare for all-season adventure in the Blue Ridge Mountains when you book this 5-bedroom, 2.5-bath wooded retreat! Ideally located less than a mile from Wintergreen Ski Resort, this vacation rental comes complete with a game room, breathtaking mountain views, and all the essentials you need for a...
    View all property information
    Location Information
    Wintergreen, Virginia
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 16
    5.5 kilometres from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience an all-season escape like no other when you stay at this condo in Wintergreen Resort! This 2-bed, 2-bath vacation rental offers a rustic interior, fully equipped kitchen, and private balcony ideal for enjoying the fresh mountain air. With just a short walk to outdoor activities, you and...
    View all property information
    Location Information
    Wintergreen, Virginia
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    5.4 kilometres from Wintergreen Resort
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Cable/satellite TV
    • Central Heating
    • Mountain Views
    • Parking
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Grab your ski gear and hit the slopes with this 1-bed, 1-bath vacation rental in Wintergreen Resort! This condo makes for a perfect year-round retreat to the Blue Ridge Mountains with the ski lift right outside and easy access to scenic spots like Shamokin Falls. You'll never run out of things to...
    View all property information
    Location Information
    Wintergreen, Virginia
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    4.7 kilometres from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • Skiing: Property Is In A Ski Resort
    • Washer
    • Grill
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For your next getaway, book this modern 3-bedroom, 2-bath vacation rental in Wintergreen! The home is ideally located with instant access to Wintergreen Ski Resort's slopes and miles of hiking trails. After a day outdoors, visit a local vineyard, like 12 Ridges, before returning for a cookout on...
    View all property information
    Location Information
    Wintergreen, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    4.7 kilometres from Wintergreen Resort
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Cable/satellite TV
    • Central Heating
    • DVD Player
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make your next escape to Virginia's Blue Ridge Mountains one to remember with this 5-bedroom, 4-bathroom vacation rental home! This mountainside retreat boasts stunning views from the private deck and plenty of living space for the whole group. Enjoy some all-season fun with the Wintergreen Ski...
    View all property information
    Location Information
    Wintergreen, Virginia
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    List your property for free!
    List your holiday rental where Tripadvisor travellers can find it.
    Add a Listing
    5.4 kilometres from Wintergreen Resort
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Parking
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Wi-Fi
    • Terrace
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pack your skis, bundle up, and leave your worries behind when you book this intimate 1-bedroom, 1-bathroom condo in Wintergreen Resort. Enjoy effortless slopeside access to all the black diamonds needed to flex your skills and hiking hotspots in summer months. Outfitted with all the essentials to...
    View all property information
    Location Information
    Wintergreen, Virginia
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    5.4 kilometres from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Grill
    • Patio
    • Mountain Views
    • Wi-Fi
    • Parking
    • Balcony
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Plan your next escape to this comfy mountain home nestled into the famous Wintergreen Resort! This 3-bedroom, 2-bathroom vacation rental is the perfect way to experience the best of the area! Spend your days on the nearby slopes or hike the trails then come back and relax on the private deck with a...
    View all property information
    Location Information
    Wintergreen, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    4.5 kilometres from Wintergreen Resort
    3 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • Balcony
    • Hot Tub
    • Parking
    • Cable/satellite TV
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Leave daily living behind for the beauty of the Blue Ridge Mountains at this Wintergreen Resort house! Nestled near Blue Ridge Parkway, Shenandoah National Park, and the Appalachian Trail, this 3-bedroom, 2.5 bath vacation rental offers access to unbeatable adventure. When you're not exploring area...
    View all property information
    Location Information
    Wintergreen, Virginia
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 4
    5.4 kilometres from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • Parking
    • Mountain Views
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the unparalleled beauty and easy relaxation that Wintergreen Resort provides when you book this cozy 2-bedroom, 2-bath vacation rental. Situated less than a half-mile from the ski slopes and just minutes to The Plunge Snow Tubing Park, this condo ensures your holidays will be filled with...
    View all property information
    Location Information
    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    4.9 kilometres from Wintergreen Resort
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other traveller has booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Patio
    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Mountain Views
    • Cable/satellite TV
    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 our private 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...
    View all property information
    Location Information
    Nellysford, Virginia
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 4
    5.6 kilometres from Wintergreen Resort
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Mountain Views
    • Cable/satellite TV
    • Grill
    • Balcony
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unwind in the Virginia mountains when you book this 3-bed, 3-bath vacation rental! Ideally nestled close to Nelson 151's wineries, distilleries, and breweries, enjoy this home's ideal location by sampling some delicious beverages one day, and hiking stunning Virginia trails the next! Lace-up your...
    View all property information
    Location Information
    Tyro, Virginia
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    List your property
    Owner log in
    © 2021 TripAdvisor LLC All rights reserved.

    This is the version of our website addressed to speakers of English in South Africa. If you are a resident of another country or region, please select the appropriate version of Tripadvisor for your country or region in the drop-down menu.