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
Home in Lovingston
4.95 out of 5 average rating, 176 reviewsCottage on The Knoll *heated pool open May 17*
Home in Wintergreen Resort
5.0 out of 5 average rating, 6 reviewsWren Time
Home in Wintergreen Resort
4.86 out of 5 average rating, 35 reviews4min to Ski! Hot Tub+MountainView+EV Charger+Grill
Home in Wintergreen Resort
5.0 out of 5 average rating, 9 reviewsDesigner Home w/ Incredible Views, Sleeps 16
Home in Wintergreen Resort
4.96 out of 5 average rating, 25 reviewsSpringside home w/ hot tub in Wintergreen Resort
Home in Wintergreen Resort
5.0 out of 5 average rating, 22 reviewsHeart of Wintergreen, Hot Tub, Fireplace
Home in Wintergreen Resort
5.0 out of 5 average rating, 20 reviewsTop of the Mountain Hideaway with Hot Tub!
Home in Wintergreen Resort
4.98 out of 5 average rating, 83 reviewsPeaceful 3-BR Mountain home w/Fireplace + Hot tub
House rentals with a pool
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 Afton
4.94 out of 5 average rating, 133 reviewsFarmhouse on Working Vineyard
Home in Wintergreen Resort
4.93 out of 5 average rating, 58 reviewsBear's Mountain Escape
Home in Wintergreen Resort
4.78 out of 5 average rating, 23 reviewsMountain Retreat: 4 Kings+Brewery+Winery+Ski+Hike
Home in Nellysford
4.95 out of 5 average rating, 22 reviewsMountain Bauhaus | Sleeps 8 | Large Deck
Home in Wintergreen Resort
4.93 out of 5 average rating, 45 reviewsPerfect For Family - Kids Playroom - Master Suite
Home in Wintergreen Resort
4.8 out of 5 average rating, 112 reviewsCozy Mountain Home Nestled in Nature!
Family-friendly house rentals
Home in Nellysford
4.89 out of 5 average rating, 110 reviewsOpen Concept Mountain Retreat
Home in Nellysford
4.98 out of 5 average rating, 175 reviewsThe GrandJan, close but in a private setting !
Home in Staunton
4.96 out of 5 average rating, 333 reviewsForesthill Farm
Home in Roseland
4.98 out of 5 average rating, 140 reviewsDove's Landing at Wintergreen Resort
Home in Charlottesville
4.98 out of 5 average rating, 251 reviewsA Modern Mountain Guesthouse
Home in Afton
5.0 out of 5 average rating, 139 reviewsRockfish Farmhouse
Home in Afton
4.97 out of 5 average rating, 126 reviewsThe Inn at Blue Mountain Brewery
Home in Afton
4.98 out of 5 average rating, 138 reviewsThe Lewis Catherine House
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