House vacation rentals in Wintergreen Resort
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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, 175 reviewsCottage on The Knoll *heated pool open May 17*
Oct 20 – 27
Home in Wintergreen Resort
5.0 out of 5 average rating, 6 reviewsWren Time
Aug 2 – 9
Home in Wintergreen Resort
4.98 out of 5 average rating, 83 reviewsPeaceful 3-BR Mountain home w/Fireplace + Hot tub
May 19 – 26
Home in Wintergreen Resort
5.0 out of 5 average rating, 22 reviewsHeart of Wintergreen, Hot Tub, Fireplace
Aug 11 – 18
Home in Wintergreen Resort
5.0 out of 5 average rating, 20 reviewsTop of the Mountain Hideaway with Hot Tub!
Jul 12 – 19
Home in Wintergreen Resort
5.0 out of 5 average rating, 9 reviewsDesigner Home w/ Incredible Views, Sleeps 16
Mar 25 – Apr 1
Home in Roseland
4.97 out of 5 average rating, 29 reviewsUpscale and Family-Friendly in Wintergreen
Dec 5 – 12
Home in Wintergreen Resort
4.98 out of 5 average rating, 61 reviewsCozy 5-bedroom home for large gatherings.
Aug 28 – Sep 4
House rentals with a pool
Home in Charlottesville
4.94 out of 5 average rating, 198 reviewsPine Lake Lodge
Nov 7 – 14
Home in Lyndhurst
4.97 out of 5 average rating, 99 reviewsOak Tree Cottage - beautiful farm, mountain views.
Nov 1 – 8
Home in Afton
4.94 out of 5 average rating, 133 reviewsFarmhouse on Working Vineyard
Apr 21 – 28
Home in Wintergreen Resort
5.0 out of 5 average rating, 12 reviewsHiker's Hideaway Shenandoah
Nov 29 – Dec 6
Home in Wintergreen Resort
4.93 out of 5 average rating, 28 reviewsTop of the Lift Mountain Getaway
May 7 – 14
Home in Wintergreen Resort
4.93 out of 5 average rating, 58 reviewsBear's Mountain Escape
Jun 16 – 23
Home in Wintergreen Resort
4.78 out of 5 average rating, 23 reviewsMountain Retreat: 4 Kings+Brewery+Winery+Ski+Hike
Oct 15 – 22
Home in Nellysford
4.95 out of 5 average rating, 21 reviewsMountain Bauhaus | Sleeps 8 | Large Deck
Nov 28 – Dec 5
Family-friendly house rentals
Home in Nellysford
4.89 out of 5 average rating, 110 reviewsOpen Concept Mountain Retreat
Sep 8 – 15
Home in Nellysford
4.98 out of 5 average rating, 175 reviewsThe GrandJan, close but in a private setting !
Jun 11 – 18
Home in Staunton
4.96 out of 5 average rating, 333 reviewsForesthill Farm
Sep 16 – 23
Home in Afton
5.0 out of 5 average rating, 138 reviewsRockfish Farmhouse
Sep 9 – 16
Home in Charlottesville
4.98 out of 5 average rating, 251 reviewsA Modern Mountain Guesthouse
Sep 11 – 18
Home in Afton
4.97 out of 5 average rating, 125 reviewsThe Inn at Blue Mountain Brewery
Apr 24 – May 1
Home in Afton
4.98 out of 5 average rating, 138 reviewsThe Lewis Catherine House
Feb 25 – Mar 4
Home in Afton
4.97 out of 5 average rating, 323 reviewsSprawling Estste on Brew Ridge Trail: Sleeps 12
Dec 15 – 22
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