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Vacation Rentals near Wintergreen Resort

39 Mountain Inn Loop, Route 664, Wintergreen, Virginia 22958
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    Travelers to Wintergreen are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    All 360 Rentals in Wintergreen
    0.5 miles from Wintergreen Resort
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    0.6 miles from Wintergreen Resort
    5 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    0.3 miles from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    SPECIAL CRAZY WEATHER SPECIAL $175 for FRI and Sat $125 Mon-Thur1 / 30
    (147)Excellent
    0.6 miles from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Wintergreen, Virginia
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    0.1 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
    Many recent improvements, walk to events, trails and slopes, 2BR+loft, 2BA1 / 30
    (3)Very good
    0.2 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
    3.3 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
    "SERENITY 4 ALL SEASONS"1 / 20
    (63)Excellent
    0.6 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
    0.1 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
    0.6 miles from Wintergreen Resort
    6 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    Wintergreen, Virginia
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 9
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    1.0 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
    Premium House with amazing VIEWS and upgraded amenities throughout1 / 30
    (123)Excellent
    0.9 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
    (2)Excellent
    3.3 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
    FANTASTIC Mountain and Valley Views from house, decks, and patios!1 / 30
    (147)Excellent
    0.6 miles from Wintergreen Resort
    5 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    Wintergreen, Virginia
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 14
    New listing- Five minute walk to slopes and village!1 / 26
    (57)Excellent
    0.1 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
    Dobie condo stay 7 nights get 70% OFF1 / 25
    (45)Excellent
    0.1 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
    Gorgeous Wintergreen Condo – 2-min to Slopes1 / 25
    (30)Excellent
    0.1 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
    0.1 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
    Safe, Secure, Super Clean Rural Retreat with Top of Mountain Views1 / 26
    (47)Excellent
    0.6 miles from Wintergreen Resort
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    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
    (43)Excellent
    0.6 miles from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Wintergreen, Virginia
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    Beautiful 4bd/2bath cabin, summer pool access, close to hiking trails!!1 / 30
    (9)Excellent
    1.3 miles from Wintergreen Resort
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Wintergreen, Virginia
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 6
    Best True 'Ski-In, Ski-Out' 2 Bedroom Condo at Wintergreen, Beautiful, like new.1 / 20
    (40)Excellent
    0.0 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
    Devils Knob Loop Welcomes You1 / 21
    (4)Excellent
    0.4 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
    Still skiing at Wintergreen Resort1 / 14
    (14)Very good
    0.3 miles from Wintergreen Resort
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Wintergreen, Virginia
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Virginia Blue Ridge Mountains - Wintergreen Resort/Devils Knob1 / 23
    (65)Excellent
    0.8 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
    0.2 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
    0.9 miles from Wintergreen Resort
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Wintergreen, Virginia
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    0.4 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
    *Having cabin fever at home?* Come stay at our cabin!1 / 22
    (3)Excellent
    0.5 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
    0.9 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
    Private creek, 5 minutes to slopes, under new management, pet friendly, hot tub!1 / 30
    (1)Excellent
    1.3 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
    Devil's Knob Mtn. condo on golf course with views of Shenandoah Valley1 / 22
    (11)Excellent
    0.7 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
    You deserve it all! Awesome Views, Comfy Condo, Elevator, & Shuttle Service!1 / 22
    (133)Excellent
    0.9 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
    Golf, Spa, Wine,or just a quiet getaway1 / 30
    (4)Very good
    0.6 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
    Gorgeous Rustic Mountain Cabin with Scenic Views! Welcome to Green Oak Cabin1 / 30
    (1)Excellent
    1.0 miles from Wintergreen Resort
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Wintergreen, Virginia
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Community outdoor pool after Memorial day! Free!1 / 13
    (33)Excellent
    0.3 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! Breathtaking 5 Star. Open July Weekends! BOOK NOW!1 / 30
    (133)Excellent
    3.1 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
    0.9 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
    Condo at Wintergreen! The best Valley and Resort Views! ️�1 / 30
    (4)Excellent
    1.0 miles from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 6 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 6
    0.1 miles from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Wintergreen, Virginia
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Golf Front Home1 / 14
    (9)Excellent
    1.1 miles from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    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 / 10
    (90)Very good
    0.1 miles from Wintergreen Resort
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Wintergreen, Virginia
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Breathtaking views!! Overlooking the slopes1 / 11
    (4)Excellent
    0.8 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
    A wonderful 4 bedroom 3.5 bath retreat.  All seasons!1 / 30
    (20)Excellent
    0.8 miles from Wintergreen Resort
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Skiing: Property Is In A Ski Resort
    • DVD Player
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    • Balcony
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    Location Information
    Wintergreen, Virginia
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Views On The Shenandoah Valley And Minutes To The Slopes.1 / 30
    (44)Excellent
    0.6 miles from Wintergreen Resort
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Suitability
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    Location Information
    Wintergreen, Virginia
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    0.9 miles from Wintergreen Resort
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Location Information
    Wintergreen, Virginia
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    0.5 miles from Wintergreen Resort
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Washer
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    • Patio
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    • DVD Player
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    Pet friendly
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    Smoking allowed
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    Wintergreen, Virginia
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    0.2 miles from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
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    Location Information
    Wintergreen, Virginia
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    0.5 miles from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Location Information
    Wintergreen, Virginia
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    1.1 miles from Wintergreen Resort
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Patio
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Wintergreen, Virginia
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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