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Top guest favourite
Apartment in Wintergreen Resort
Where the Trail Ends
1 bedroom, 2 beds, 1 shared bathroom
7–12 Jul
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4.93 out of 5 average rating, 254 reviews
Top guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4 bedrooms, 6 beds, 3 bathrooms
5–10 Jul
4.95 out of 5 average rating, 238 reviews
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
4.94 out of 5 average rating, 186 reviews
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds, 2 bathrooms
1–6 Jul
4.9 out of 5 average rating, 83 reviews
Top guest favourite
Home in Wintergreen Resort
Mountain View | Hot tub | Sleeps 14
5 bedrooms, 11 beds, 4.5 bathrooms
4–9 Jul
5.0 out of 5 average rating, 13 reviews
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
7–12 Jul
4.93 out of 5 average rating, 204 reviews
Top guest favourite
Home in Wintergreen Resort
Hottub Ski InOut Renovated Chalet Lower Tyro Slope
3 bedrooms, 7 beds, 2 bathrooms
12–17 Jul
4.97 out of 5 average rating, 232 reviews
Guest favourite
Flat in Wintergreen Resort
Wintergreen Getaway
2 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
4.85 out of 5 average rating, 102 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Hike*Spacious MtnTop Escape *4 EnSuites* Dogs OK
4 bedrooms, 6 beds, 4.5 bathrooms
5–10 Jul
4.98 out of 5 average rating, 104 reviews
Top guest favourite
Home in Nellysford
Glass & Pine, close to Bold Rock & Vineyards
2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
4.98 out of 5 average rating, 80 reviews
Guest favourite
Home in Wintergreen Resort
Cozy Wintergreen Chalet | 3BR, 4 Beds & Fireplace
3 bedrooms, 4 beds, 2 bathrooms
20–25 Jul
4.97 out of 5 average rating, 34 reviews
Guest favourite
Cabin in Wintergreen Resort
Hot Tub & Views | Mid Century Modern Wonder
5 bedrooms, 10 beds, 4.5 bathrooms
11–16 Jul
4.9 out of 5 average rating, 114 reviews
Guest favourite
Home in Wintergreen Resort
Dog-Friendly Getaway with Stunning Helipad Views
3 bedrooms, 7 beds, 3.5 bathrooms
6–11 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Cabin in Wintergreen Resort
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
3 bedrooms, 4 beds, 2 bathrooms
1–6 Jul
4.98 out of 5 average rating, 60 reviews
Guest favourite
Home in Wintergreen Resort
Big Black Bear Lodge | Luxury 5BR Mountain Oasis
5 bedrooms, 8 beds, 4.5 bathrooms
1–6 Jul
4.88 out of 5 average rating, 83 reviews
Top guest favourite
Home in Nellysford
Cozy Wine Trail Cottage w/ Hot Tub & Fire Pit
2 bedrooms, 3 beds, 1 bathroom
15–20 Jul
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Wintergreen Resort
Swim | Hike | Fish | at Wintergreen Resort
4 bedrooms, 8 beds, 4.5 bathrooms
12–17 Jul
5.0 out of 5 average rating, 9 reviews
Guest favourite
Chalet in Wintergreen Resort
Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK
3 bedrooms, 5 beds, 3 bathrooms
1–6 Jul
4.93 out of 5 average rating, 61 reviews
Top guest favourite
Home in Afton
Mountain Overlook House - Blue Ridge Parkway
2 bedrooms, 2 beds, 2 bathrooms
10–15 Jul
4.99 out of 5 average rating, 103 reviews