Search results; Over 1,000 homes

Top guest favourite
Apartment in Wintergreen Resort
Panoramic Sunsets Mountain Views Pool $99 Midweek
2 bedrooms, 2 beds, 2 private bathrooms
5–10 Jul
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4.99 out of 5 average rating, 272 reviews
Guest favourite
Home in Wintergreen Resort
Designer Look: Mountain View Pool Tennis One Level
4.88 out of 5 average rating, 32 reviews, 4 bedrooms, 6 beds, 2 bathrooms
5–10 Jul
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
4.94 out of 5 average rating, 186 reviews, 2 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
Guest favourite
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
4.93 out of 5 average rating, 205 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 Jul
Top guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4.95 out of 5 average rating, 238 reviews, 4 bedrooms, 6 beds, 3 bathrooms
5–10 Jul
Top guest favourite
Home in Afton
Mountain Overlook House - Blue Ridge Parkway
4.99 out of 5 average rating, 104 reviews, 2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Chalet in Wintergreen Resort
Cozy Cabin+Walk to Ski *Hot Tub* Mtn Vibe
4.92 out of 5 average rating, 127 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
6–11 Jul
Guest favourite
Loft in Nellysford
Couple's Getaway in Stoney Creek at Wintergreen!
5.0 out of 5 average rating, 17 reviews, 1 bed, 1 bathroom
13–18 Jul
Guest favourite
Home in Wintergreen Resort
Hot Tub Valley View Pool Tennis Dogs OK EV Charger
4.99 out of 5 average rating, 81 reviews, 3 bedrooms, 7 beds, 3 bathrooms
9–14 Jul
Top guest favourite
Cabin in Wintergreen Resort
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
4.98 out of 5 average rating, 61 reviews, 3 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Apartment in Wintergreen Resort
2-min drive to resort, Outdoor HOA pool now open!
4.97 out of 5 average rating, 173 reviews, 2 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
Guest favourite
Cabin in Wintergreen Resort
Fireworks from Deck! at the Honey Den
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 7 beds, 4.5 bathrooms
5–10 Jul
Guest favourite
Cottage in Afton
Cottage on 151 w/ Hot Tub, Firepit, Mountain Views
4.97 out of 5 average rating, 184 reviews, 1 bedroom, 2 beds, 1 bathroom
5–10 Jul
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
4.95 out of 5 average rating, 175 reviews, 2 bedrooms, 2 beds, 2 bathrooms
12–17 Jul
Guest favourite
Home in Wintergreen Resort
HGTV Chalet: Hot Tub EV Charger Fire Pit Pool
4.88 out of 5 average rating, 82 reviews, 5 bedrooms, 8 beds, 4.5 bathrooms
5–10 Jul
Guest favourite
Home in Wintergreen Resort
The Fairway Chalet • Sleeps 6 • Dog Friendly
5.0 out of 5 average rating, 29 reviews, 3 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
Guest favourite
Apartment in Wintergreen Resort
Mountain View Vista: Resort Condo w/ Views
4.93 out of 5 average rating, 58 reviews, 1 bedroom, 1 bed, 2 bathrooms
10–15 Jul
Guest favourite
Chalet in Wintergreen Resort
Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK
4.93 out of 5 average rating, 61 reviews, 3 bedrooms, 5 beds, 3 bathrooms
5–10 Jul
Top guest favourite
Cottage in Nelson County
Starlit Soak – Romantic Hideaway in the Hollow
5.0 out of 5 average rating, 20 reviews, 1 bed, 1 bathroom
4–9 Jul