House holiday rentals in Wintergreen
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Top-rated house rentals in Wintergreen
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Wintergreen
House rentals with a pool
Home in Charlottesville
4.94 out of 5 average rating, 200 reviewsPine Lake Lodge
Home in Roseland
4.98 out of 5 average rating, 142 reviewsDove's Landing at Wintergreen Resort
Home in Charlottesville
4.98 out of 5 average rating, 253 reviewsA Modern Mountain Guesthouse
Home in Lovingston
4.86 out of 5 average rating, 283 reviewsSecluded Mountain Cabin w/ Pool, Trails & Winery ❤️
Home in Lyndhurst
4.97 out of 5 average rating, 101 reviewsOak Tree Cottage - beautiful farm, mountain views.
Home in Afton
4.94 out of 5 average rating, 135 reviewsFarmhouse on Working Vineyard
Home in Wintergreen Resort
4.86 out of 5 average rating, 37 reviews4min to Ski! Hot Tub+MountainView+EV Charger+Grill
Home in Wintergreen Resort
5 out of 5 average rating, 12 reviewsHiker's Hideaway Shenandoah
Weekly house rentals
Home in Lovingston
5 out of 5 average rating, 146 reviewsMs Maria's Place - make yourself at home, relax!
Home in Wintergreen Resort
4.89 out of 5 average rating, 19 reviewsBeautiful Retreat at Wintergreen Resort
Home in Wintergreen Resort
5 out of 5 average rating, 37 reviewsCozy Chalet | Hot Tub | King Beds | Dog Friendly
Home in Wintergreen Resort
4.97 out of 5 average rating, 37 reviewsLuxury Chalet in Wintergreen, Virginia
Home in Nellysford
4.91 out of 5 average rating, 76 reviewsSpruce Creek Abode
Home in Wintergreen Resort
4.89 out of 5 average rating, 70 reviews*Have cabin fever at home?* Come enjoy our cabin!
Home in Roseland
5 out of 5 average rating, 28 reviewsCozy Farmhouse W/Mountain Views
Home in Wintergreen Resort
5 out of 5 average rating, 65 reviewsThe Cozy Cottage | Mountain views at Wintergreen
Private house rentals
Home in Wintergreen Resort
4.85 out of 5 average rating, 13 reviewsHeaven On Earth
Home in Roseland
4.97 out of 5 average rating, 33 reviewsUpscale and Family-Friendly in Wintergreen
Home in Wintergreen Resort
4.96 out of 5 average rating, 25 reviewsSpringside home w/ hot tub in Wintergreen Resort
Home in Wintergreen Resort
4.98 out of 5 average rating, 48 reviewsWintergreen home w/ game room + EV charger
Home in Wintergreen Resort
4.98 out of 5 average rating, 84 reviewsPeaceful 3-BR Mountain home w/Fireplace + Hot tub
Home in Nellysford
4.98 out of 5 average rating, 66 reviewsCozy Wooded Retreat | Family & Dog Friendly |
Home in Roseland
4.95 out of 5 average rating, 41 reviewsFarmette! On River by Wintergreen & Blue Ridge Pkw
Home in Afton
4.96 out of 5 average rating, 28 reviewsMountain Overlook House - Blue Ridge Parkway
Destinations to explore
- Richmond Holiday rentals
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