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 pool
Home in Lovingston
4.95 out of 5 average rating, 176 reviewsCottage on The Knoll *heated pool open May 17*
Home in Roseland
4.98 out of 5 average rating, 140 reviewsDove's Landing at Wintergreen Resort
Home in Charlottesville
4.94 out of 5 average rating, 198 reviewsPine Lake Lodge
Home in Lyndhurst
4.97 out of 5 average rating, 99 reviewsOak Tree Cottage - beautiful farm, mountain views.
Home in Lovingston
4.85 out of 5 average rating, 280 reviewsSecluded Mountain Cabin w/ Pool, Trails & Winery ❤️
Home in Afton
4.94 out of 5 average rating, 133 reviewsFarmhouse on Working Vineyard
Home in Wintergreen Resort
4.93 out of 5 average rating, 29 reviews4min to Ski! Mntn Views+Hot Tub+Fireplace+52" Roku
Home in Wintergreen Resort
4.93 out of 5 average rating, 58 reviewsBear's Mountain Escape
Weekly house rentals
Home in Wintergreen Resort
4.91 out of 5 average rating, 67 reviews*Have cabin fever at home?* Come enjoy our cabin!
Home in Wintergreen Resort
4.97 out of 5 average rating, 36 reviewsLuxury Chalet in Wintergreen, Virginia
Home in Wintergreen Resort
5.0 out of 5 average rating, 6 reviewsWren Time
Home in Wintergreen Resort
4.95 out of 5 average rating, 37 reviewsPost & Beam Beauty !
Home in Wintergreen Resort
4.89 out of 5 average rating, 18 reviewsBeautiful Retreat at Wintergreen Resort
Home in Wintergreen Resort
4.96 out of 5 average rating, 25 reviewsSpringside home w/ hot tub in Wintergreen Resort
Home in Afton
5.0 out of 5 average rating, 27 reviewsMountain Overlook House - Blue Ridge Parkway
Home in Wintergreen Resort
5.0 out of 5 average rating, 22 reviewsHeart of Wintergreen, Hot Tub, Fireplace
Private house rentals
Home in Wintergreen Resort
4.95 out of 5 average rating, 81 reviewsCliff's Edge a Contemporary Mountain Home
Home in Wintergreen Resort
4.95 out of 5 average rating, 19 reviewsWelcome to Winterhaven! 5BR/4BA .5mi from lodge!
Home in Wintergreen Resort
4.98 out of 5 average rating, 61 reviewsCozy 5-bedroom home for large gatherings.
Home in Wintergreen Resort
5.0 out of 5 average rating, 15 reviewsResort-style luxury stay|Trails|Views|Pet friendly
Home in Wintergreen Resort
4.98 out of 5 average rating, 47 reviewsWintergreen home w/ game room + EV charger
Home in Wintergreen Resort
4.95 out of 5 average rating, 40 reviewsHickory Hideaway- 5 BR Getaway
Home in Wintergreen Resort
4.93 out of 5 average rating, 45 reviewsPerfect For Family - Kids Playroom - Master Suite
Home in Wintergreen Resort
5.0 out of 5 average rating, 55 reviewsMTN View Chateau: Close to Tyro, Wineries, & more!
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