
House vacation rentals in Wintergreen Resort
Find and book unique houses on Airbnb
Top-rated house rentals in Wintergreen Resort
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Wintergreen Resort house rentals
House rentals with a hot tub

The Inn at Blue Mountain Brewery

Hot Tub, Firepit, Foosball, Walk to Coffee & Park!

Crozet Casa w/ Hot-Tub & Firepit in wine country

Whispering Creek Hot Tub Pool TennisGolf King Beds

Mountain retreat with hot tub

Charlottesville home - hot tub, fire pit & pond

Summer is in the air! Time to enjoy natures best!

Cabin #10 · Cabin #10 · Sherando Cabin-3+ BR, hot
House rentals with a pool

Farmhouse on Working Vineyard

Wintergreen Condo~ 1 Minute To Four Seasons Resort

Stunning Mt Views, Pool | near Vineyards & UVA

Afton Awaits: Pool & Hot Tub/Central to Wineries

Foxy Retreat Stoney Creek/ Wintergreen Golf/ Ski

Hot Tub Pool Table GameRoom Grill Pool Tennis Golf

Peaceful Cottage

Dove's Landing at Wintergreen Resort
Weekly house rentals

Three Springs with EV charging station

Welcome to Winterhaven! 5BR/4BA .5mi from lodge!

Beautiful Wintergreen! Over 3800 sf.

Special $135 Sun-Thu $185 Fr-Sat Pets ok

Luxury House on Mountain Golf Course: Book Summer

CritzerHouse - on 151- Walk to the Brewery!

Stylish & Spacious Estate On The Brew Ridge Trail

Spacious apt/near Charlottesville /UVA/wineries
Quick stats about house rentals in Wintergreen Resort
Total rentals
220 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
7.7K reviews
Family-friendly rentals
220 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
110 properties have a pool
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- Massanutten Resort
- Omni Homestead Resort
- Ash Lawn-Highland
- Early Mountain Winery
- Chisholm Vineyards at Adventure Farm
- Boonsboro Country Club
- Liberty Mountain Snowflex Centre
- Spring Creek Golf Club
- Homestead Ski Slopes
- Amazement Square
- Massanutten Ski Resort
- Wintergreen Resort
- The Plunge Snow Tubing Park
- Frontier Culture Museum
- Family travel hub Tips and inspiration
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