Wintergreen Holiday Homes

Check availability on Holiday Homes in Wintergreen

26 Sept - 27 Sept

Tonight

27 Sept - 28 Sept

Tomorrow night

Featured Holiday Homes in Wintergreen

3 Ridges Vista. Stunning mountain views, renovated home, 2 mins to ski slopes

Wintergreen Resort, VA

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During your stay at this holiday home, you're just a quick walk from George Washington National Forest. You'll find features such as laundry facilities. A kitchen and 2 bathrooms are available in the holiday home.

Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!

Wintergreen Resort, VA

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During your stay at this holiday home, you're just a quick walk from Wintergreen Resort. A gym, 1 hot tub and laundry facilities are available. The holiday home includes amenities such as free WiFi and a kitchen.

Whirlpool

Küche

Aftonshire Cottage - Heart of Afton's Wine Region

Afton, VA

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During your stay at this holiday home, you're just a quick walk from George Washington National Forest. Laundry facilities are available. Free WiFi and a kitchen are available in the holiday home.

Küche

Waschmaschine

The Firefly Springhouse

Staunton, VA

CHF 92

29 Sept - 30 Sept

includes taxes & fees

During your stay at this holiday home, you'll be close to Montgomery Hall Park. The holiday home includes amenities such as free WiFi and a kitchenette.

Mountain Views in Wintergreen

Wintergreen Resort, VA

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During your stay at this holiday home, you're just a quick walk from Wintergreen Resort. 1 hot tub, laundry facilities and an arcade/games room are available. The holiday home includes amenities such as free WiFi and a kitchen.

Pickleball | 2 Homes | Sleeps 20 | 151 Brew Trail

Nellysford, VA

CHF 836

12 Oct - 13 Oct

includes taxes & fees

During your stay at this holiday home, you'll be within walking distance of George Washington National Forest. Laundry facilities are available. A kitchen and 6 bathrooms are available in the holiday home.

Shenandoah Valley Bauernhaus

Waynesboro, VA

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During your stay at this holiday home, you'll be close to P. Buckley Moss Gallery. Enjoy features like 1 hot tub and laundry facilities. The holiday home offers free WiFi and a kitchen.

Whirlpool

Küche

Coin Cottage farmhouse on 151 Trail in Nelson County

Afton, VA

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This holiday home's great location gets high marks from our customers. During your stay, you're just a quick walk from George Washington National Forest. Enjoy features like laundry facilities. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.

Küche

Waschmaschine

White Rock Cabin, Auf Dem Tye River

Montebello, VA

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Our customers tell us that they can't get enough of the helpful staff at this holiday home. During your stay, you're just a quick walk from George Washington National Forest. 1 hot tub and laundry facilities are available. The holiday home offers a kitchen and a Smart TV.

NEW! Secluded Farmhouse + Solar Heated Pool + Firepit

Faber, VA

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During your stay at this holiday home, you'll be close to Walton's Mountain Museum. An outdoor pool and laundry facilities are available. Enjoy your stay with amenities like free WiFi and a private pool in the holiday home.

Pool

Küche

Upscale and Family-Friendly in Wintergreen

Roseland, VA

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During your stay at this holiday home, you're just a quick walk from George Washington National Forest. You'll find features such as 1 hot tub, laundry facilities and an arcade/games room. The holiday home includes amenities such as free WiFi and a kitchen.

Entspannen Sie sich nach einem Tag voller Weingüter, Wandern oder Sightseeing im wunderschönen Windy Knoll!

Afton, VA

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Our customers tell us they enjoy this holiday home's good location. During your stay, you'll be within walking distance of Veritas Vineyard and Winery. You'll find features such as laundry facilities. The holiday home includes amenities such as free WiFi and a kitchen.

Family-Friendly Meets Luxury

Roseland, VA

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During your stay at this holiday home, you're just a quick walk from Wintergreen Resort. You'll find features such as 1 hot tub, laundry facilities and an arcade/games room. Enjoy your stay with amenities like in-room jetted baths and a kitchen in the holiday home.

Wintergreen Retreat - Neue Luxus Post & Beam Home, Devils Knob

Wintergreen Resort, VA

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During your stay at this holiday home, you're just a quick walk from George Washington National Forest. Features include an outdoor pool, laundry facilities and an arcade/games room. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.

Incredible Mountain Views - Modern Four Bedroom Home - Five Minute Walk to Slope

Roseland, VA

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During your stay at this holiday home, you're just a quick walk from Wintergreen Resort. Laundry facilities are available. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.