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Vacation Rentals near Wintergreen Resort

Wintergreen Resort, Route 664, Wintergreen, Virginia 22958
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    Travelers to Wintergreen are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    All 173 Rentals in Wintergreen
    COMPLETELY RENOVATED with breathtaking VIEWS1 / 20
    (31)Excellent
    3.8 miles from Wintergreen Resort
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    3.1 miles from Wintergreen Resort
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    3.6 miles from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    A Cozy Mountain Home with Designer Decor1 / 15
    (8)Excellent
    3.2 miles from Wintergreen Resort
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Wintergreen, Virginia
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Comfy Mountain Retreat-Wintergreen Resort Lodge #21 / 16
    (18)Very good
    3.3 miles 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
    Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.1 / 23
    (93)Excellent
    4.4 miles from Wintergreen Resort
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Wintergreen, Virginia
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Devils Knob Loop Welcomes You1 / 19
    (14)Excellent
    3.6 miles from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Wintergreen, Virginia
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Charming and homey 2 bedroom/2 bathroom condo on the Ridge! Dog friendly!!1 / 26
    (63)Very good
    4.4 miles 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
    (48)Excellent
    3.8 miles 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
    Virginia Blue Ridge Mountains - Wintergreen Resort/Devils Knob1 / 23
    (58)Excellent
    3.8 miles from Wintergreen Resort
    5 Bedrooms, 6 Bathrooms, Sleeps 11 Quick View
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    Wintergreen, Virginia
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 11
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    True Ski In/Out! Step off deck onto beginner slopes!1 / 21
    (37)Very good
    3.4 miles 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
    Beautiful Mtn. View, Steps to Slopes, Member Guest Pass, 25% off mid-week**1 / 33
    (99)Excellent
    3.0 miles from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Wintergreen, Virginia
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    2BR Ski-In Ski Out Condo!1 / 16
    (17)Excellent
    3.2 miles 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
    Three Ridges Haven- Devils Backbone Brewing Company1 / 14
    (43)Excellent
    0.4 miles from Wintergreen Resort
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Wintergreen, Virginia
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    Walk to Hiking Trails, Ski Slopes, Festivals, Restaurants, & Other Events1 / 50
    (72)Very good
    3.4 miles from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Wintergreen, Virginia
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    *Having cabin fever at home?* Come stay at our cabin!1 / 28
    (9)Excellent
    3.2 miles from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Wintergreen, Virginia
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Ski-in/Ski-out: Beautiful Mountain & Valley Views - Walk to pool, fitness, trail1 / 25
    (74)Excellent
    3.8 miles 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
    Kick back at Virginia’s premier ski and golf resort1 / 29
    (95)Excellent
    4.2 miles from Wintergreen Resort
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Wintergreen, Virginia
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Beautiful Mountain Home on the 1st Green of the Devils Knob Golf Course1 / 39
    (73)Excellent
    4.1 miles from Wintergreen Resort
    5 Bedrooms, 7 Bathrooms, Sleeps 8 Quick View
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    Reviewed September 18, 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
    Rental Home - 5 Bedrooms, 7 Bathrooms, Sleeps 8
    HOT TUB! Pet friendly , Private waterfall, prime resort location Just renovated1 / 38
    (84)Very good
    4.4 miles from Wintergreen Resort
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Wintergreen, Virginia
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    Wintergreen Resort -2 bdrm/2 bath condo. Amazing views!1 / 17
    (53)Excellent
    4.4 miles 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 / 33
    (58)Very good
    3.9 miles 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
    (63)Excellent
    3.8 miles from Wintergreen Resort
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Wintergreen, Virginia
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    Best Location & View on Mtn - Pets OK - ski in/out1 / 38
    (144)Excellent
    3.5 miles 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
    Authentic Log Cabin-  Available for Christmas due to last minute cancellation!1 / 19
    (60)Very good
    4.6 miles from Wintergreen Resort
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Wintergreen, Virginia
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Wintergreen Five Star Rated One Bedroom Condo at affordable prices.1 / 47
    (200)Excellent
    3.4 miles from Wintergreen Resort
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Wintergreen, Virginia
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Priced to rent!  Amazing views. Overlooking  Black Diamond Slope1 / 15
    (26)Very good
    3.5 miles 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 / 22
    (124)Excellent
    4.0 miles 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
    (83)Excellent
    4.6 miles from Wintergreen Resort
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Wintergreen, Virginia
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    Family Time, Ski/tube, Hike, Swimming, Parking Pass, Great Restaurants & more!1 / 50
    (83)Excellent
    3.9 miles from Wintergreen Resort
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Wintergreen, Virginia
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Golf, Spa, Wine,or just a quiet getaway1 / 29
    (3)Excellent
    3.9 miles from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Wintergreen, Virginia
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Highlands Condo, 3 Bedrooms, 3 Baths (Sleeps 8)1 / 28
    (76)Excellent
    3.8 miles 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
    Premium House with amazing VIEWS and upgraded amenities throughout1 / 24
    (119)Excellent
    2.9 miles from Wintergreen Resort
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Wintergreen, Virginia
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 12
    2 Bdrm Condo - Mountain Views, Great for Skiing & Pet Friendly1 / 24
    (70)Excellent
    1.4 miles 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
    Walk to slopes and Market. Close and yet secluded.1 / 12
    (31)Excellent
    3.1 miles 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
    Best views on Mountain!  BOOK NOW! Guest Passes!1 / 49
    (110)Excellent
    1.3 miles 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
    New listing- Five minute walk to slopes and village!1 / 26
    (55)Excellent
    3.2 miles 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
    Marley's Cabin in Wintergreen, VA1 / 35
    (51)Excellent
    4.3 miles from Wintergreen Resort
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Wintergreen, Virginia
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Condo at Wintergreen! Join us for your winter vacation!1 / 29
    (85)Excellent
    4.4 miles from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Reviewed September 24, 2021
    I can’t say enough about this place. We ooh’d and ah’d for 5 minutes after walking in- even though we had seen the pics! Ladonna super great to work with. Condo, clean, lovely...
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    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    �️❤️ Gorgeous Wintergreen Condo – 2-min to Slopes1 / 26
    (28)Excellent
    3.4 miles 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
    Eagles Court Ski In/ Ski Out Condo, Free Wifi, Discounted Weekday Rates!!1 / 21
    (81)Excellent
    3.2 miles 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
    Walk to activities/trails/slopes1 / 17
    (38)Very good
    3.4 miles from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Location Information
    Wintergreen, Virginia
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Golf Front Home with Member Access to Devil's Knob and All Resort Amenities1 / 14
    (57)Excellent
    4.3 miles from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    Location Information
    Wintergreen, Virginia
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    2 minutes from the shops and activities; Cozy 1 bedroom end unit, Dog Friendly!1 / 11
    (83)Very good
    3.4 miles from Wintergreen Resort
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Location Information
    Wintergreen, Virginia
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Mountain view with quick access to skiing, hiking, breweries, wineries, and more1 / 7
    (20)Excellent
    4.6 miles from Wintergreen Resort
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
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    • Central Heating
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    Wintergreen, Virginia
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Heavenly view from the top of the Mountain.  Pet Friendly. Come relax!1 / 50
    (190)Excellent
    4.0 miles from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    Location Information
    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Breathtaking views!! Overlooking the slopes1 / 11
    (61)Excellent
    4.0 miles from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
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    Location Information
    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Safe, Secure, Super Clean Rural Retreat with Top of Mountain Views1 / 26
    (47)Excellent
    3.9 miles from Wintergreen Resort
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    Location Information
    Wintergreen, Virginia
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 9
    3 Bedroom Condo on the 18th hole within walking distance to many amenities.1 / 24
    (39)Excellent
    3.8 miles from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Internet Access
    • Balcony
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    • Housekeeping Included
    • Terrace
    • DVD Player
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    Pet friendly
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    Location Information
    Wintergreen, Virginia
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    Exclusive Mountain, Private, Safety Fogging/disinfectant extras1 / 49
    (18)Excellent
    4.0 miles from Wintergreen Resort
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    • Sauna
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    • Shared Indoor Pool
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    • Hot Tub
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    Location Information
    Wintergreen, Virginia
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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