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Holiday Rentals near Wintergreen Resort

Wintergreen Resort, Route 664, Wintergreen, Virginia 22958
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    Travellers to Wintergreen are booking November dates now. Secure your holiday rental today, and have the perfect trip.
    All 129 Rentals in Wintergreen
    4.9 kilometres from Wintergreen Resort
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    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
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    COMPLETELY RENOVATED with breathtaking VIEWS1 / 27
    (20)Excellent
    6.2 kilometres from Wintergreen Resort
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    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
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    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
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    • Central Heating
    • Mountain Views
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The ultimate Blue Ridge Mountain getaway awaits at this 3-bedroom, 2-bath vacation rental! This home boasts ski-in/out access to Wintergreen Resort's main ski slope, along with a private hot tub surrounded by towering trees that create the perfect après ski setting! Whether you're traversing the...
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    Wintergreen, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    5.0 kilometres from Wintergreen Resort
    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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    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    A Cozy Mountain Home with Designer Decor1 / 15
    (8)Excellent
    5.3 kilometres from Wintergreen Resort
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Wintergreen, Virginia
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    4.5 kilometres from Wintergreen Resort
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Mountain Views
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    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...
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    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
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    • DVD Player
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    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...
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    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...
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    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Natural Snow, Let's Go!1 / 23
    (18)Excellent
    6.5 kilometres from Wintergreen Resort
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Wintergreen, Virginia
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    Comfy Mountain Retreat-Wintergreen Resort Lodge #21 / 16
    (11)Excellent
    5.3 kilometres from Wintergreen Resort
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Wintergreen, Virginia
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Walk to Inn, Hot Tub, Wifi1 / 33
    (93)Very good
    5.1 kilometres from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Wintergreen, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    The Nestled Inn - New for Rent - Walk to Slopes! Townhome  2bed/2bath w/Loft1 / 32
    (58)Excellent
    5.4 kilometres from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Wintergreen, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Charming and homey 2 bedroom/2 bathroom condo on the Ridge! Dog friendly!!1 / 26
    (44)Excellent
    7.2 kilometres from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Great Views, Close To Ski/Golf/Hiking/family Fun1 / 17
    (45)Excellent
    6.2 kilometres from Wintergreen Resort
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Sauna
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    Wintergreen, Virginia
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Heavenly view from the top of the Mountain.  Pet Friendly. Come relax!1 / 46
    (83)Excellent
    6.3 kilometres from Wintergreen Resort
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    Reviewed 23 November 2019
    Absolutely gorgeous in the fall. Plan to go again next year. Beautiful and quiet. Romantic. Highly recommend for couples especially.
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    Wintergreen, Virginia
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Virginia Blue Ridge Mountains - Wintergreen Resort/Devils Knob1 / 23
    (51)Excellent
    6.2 kilometres from Wintergreen Resort
    5 Bedrooms, 6 Bathrooms, Sleeps 11 Quick View
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    Pet friendly
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    Wintergreen, Virginia
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 11
    True Ski In/Out! Step off deck onto beginner slopes!1 / 22
    (27)Excellent
    5.5 kilometres from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    Beautiful Mtn. View, Steps to Slopes, Member Guest Pass, 25% off mid-week**1 / 32
    (82)Excellent
    4.9 kilometres from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Wintergreen, Virginia
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    2BR Ski-In Ski Out Condo!1 / 16
    (17)Excellent
    5.3 kilometres from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 bedroom, 3 bath Treeloft- Wintergreen Resort. Close to Eagles Swoop Ski Slope!1 / 21
    (22)Very good
    5.0 kilometres from Wintergreen Resort
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Wintergreen, Virginia
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Three Ridges Haven- Devils Backbone Brewing Company1 / 14
    (26)Very good
    0.6 kilometres from Wintergreen Resort
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Wintergreen, Virginia
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    Walk to Hiking Trails, Ski Slopes, Festivals, Restaurants, & Other Events1 / 37
    (61)Very good
    5.4 kilometres from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Wintergreen, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Fabulous Mountain View in 4 Bedroom Retreat at Wintergreen-Winter getaway!!1 / 21
    (24)Very good
    5.1 kilometres from Wintergreen Resort
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Wintergreen, Virginia
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    BEAUTIFUL HOUSE IN WINTERGREEN RESORT. ACROSS FROM SUMMER POOL/PICNIC PAVILION.1 / 23
    (75)Very good
    7.1 kilometres from Wintergreen Resort
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Wintergreen, Virginia
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    *Having cabin fever at home?* Come stay at our cabin!1 / 28
    (6)Very good
    5.1 kilometres from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Wintergreen, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Ski-in/Ski-out: Beautiful Mountain & Valley Views - Walk to pool, fitness, trail1 / 25
    (62)Excellent
    6.1 kilometres from Wintergreen Resort
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Wintergreen, Virginia
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Beautiful Mountain Home on the 1st Green of the Devils Knob Golf Course1 / 32
    (54)Excellent
    6.7 kilometres from Wintergreen Resort
    5 Bedrooms, 7 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Reviewed 18 September 2020
    Lovely and comfortable mountain home, perfect for groups and families. Beautiful views of the surrounding woods and the first green at Devil's Knob golf course. Great location...
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    Wintergreen, Virginia
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 8
    Wintergreen Resort -2 bdrm/2 bath condo. Amazing views!1 / 17
    (39)Excellent
    7.2 kilometres from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Winter Ski Get-Away. 2 BR/2 BA Condo. Resort Passes.1 / 37
    (53)Very good
    6.4 kilometres from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    'SERENITY 4 ALL SEASONS'1 / 20
    (48)Excellent
    6.2 kilometres from Wintergreen Resort
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Wintergreen, Virginia
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    Best Location & View on Mtn - Pets OK - ski in/out1 / 24
    (129)Excellent
    5.6 kilometres from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Dobie - Ski-in Ski-out 1st floor inquire about all ski season/monthly rental1 / 25
    (55)Excellent
    5.5 kilometres from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Authentic Log Cabin-  Available for Christmas due to last minute cancellation!1 / 19
    (58)Very good
    7.5 kilometres from Wintergreen Resort
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Wintergreen, Virginia
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Wintergreen Five Star Rated One Bedroom Condo at affordable prices.1 / 50
    (181)Excellent
    5.6 kilometres from Wintergreen Resort
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Wintergreen, Virginia
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Priced to rent!  Amazing views. Overlooking  Black Diamond Slope1 / 15
    (22)Very good
    5.6 kilometres from Wintergreen Resort
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Wintergreen, Virginia
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    You deserve it all! Awesome Views, Comfy Condo, Elevator, & Shuttle Service!1 / 24
    (89)Excellent
    6.5 kilometres from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    5 Star Luxury Home /Must Read Reviews1 / 16
    (68)Excellent
    7.5 kilometres from Wintergreen Resort
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Wintergreen, Virginia
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    Family Time, Ski/tube, Hike, Swimming, Parking Pass, Great Restaurants & more!1 / 50
    (63)Excellent
    6.3 kilometres from Wintergreen Resort
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Wintergreen, Virginia
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Large Luxury Wintergreen Cabin1 / 49
    (45)Very good
    6.2 kilometres from Wintergreen Resort
    6 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    Wintergreen, Virginia
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 20
    Highlands Condo, 3 Bedrooms, 3 Baths (Sleeps 8)1 / 28
    (64)Excellent
    6.1 kilometres from Wintergreen Resort
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Location Information
    Wintergreen, Virginia
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Beautiful 3BR/2BA on Prestigous Devils Knob Loop1 / 34
    (57)Excellent
    5.8 kilometres from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Location Information
    Wintergreen, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    2 Bdrm Condo - Mountain Views, Great for Skiing & Pet Friendly1 / 24
    (64)Excellent
    2.2 kilometres from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Walk to slopes and Market. Close and yet secluded.1 / 12
    (19)Excellent
    5.1 kilometres from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Unheated)
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    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Best views on Mountain!  BOOK NOW! Guest Passes!1 / 46
    (66)Excellent
    2.1 kilometres from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    New listing- Five minute walk to slopes and village!1 / 26
    (43)Excellent
    5.1 kilometres from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Location Information
    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Marley's Cabin in Wintergreen, VA1 / 35
    (40)Excellent
    6.9 kilometres from Wintergreen Resort
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Location Information
    Wintergreen, Virginia
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Condo at Wintergreen! Join us for your winter vacation!1 / 29
    (58)Excellent
    7.1 kilometres from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Location Information
    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Dog friendly! Spectacular Views!1 / 11
    (91)Excellent
    7.2 kilometres from Wintergreen Resort
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Location Information
    Wintergreen, Virginia
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    �️❤️ Gorgeous Wintergreen Condo – 2-min to Slopes1 / 26
    (20)Excellent
    5.5 kilometres from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
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    Location Information
    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Wintergreen condo/Mountain getaway1 / 20
    (15)Very good
    6.8 kilometres from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Location Information
    Wintergreen, Virginia
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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