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Search results; Over 1,000 homes in Winhall

Top guest favourite
Chalet in Winhall
Mountain view chalet with hot tub & fire pit!
4 bedrooms, 7 beds, 2.5 private bathrooms
12–17 Oct
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4.99 out of 5 average rating, 139 reviews
Guest favourite
Home in Winhall
Modern Cabin with Hot Tub & EV Charging Station
1 bedroom, 1 bed, 1 bathroom
21–27 Sept
4.95 out of 5 average rating, 361 reviews
Top guest favourite
Chalet in Winhall
Minutes to Stratton! Large, private home w. sauna
4 bedrooms, 9 beds, 4 bathrooms
16–21 Sept
4.96 out of 5 average rating, 104 reviews
Guest favourite
Home in Winhall
Stratton; 8 min. King beds, fire place, dogs ok!
5 bedrooms, 12 beds, 4 bathrooms
15–20 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Stratton
Stratton walk on/ski off, Kings, hot tub, shuttle
4 bedrooms, 3 king beds, 4 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Chalet in Winhall
Summer Get-A-Way! Sleeps 8! Game Room & Deck
3 bedrooms, 6 beds, 2.5 bathrooms
18–23 Oct
4.96 out of 5 average rating, 82 reviews
Top guest favourite
Home in Winhall
Brewster's Hollow
3 bedrooms, 3 beds, 2 bathrooms
18–23 Sept
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Winhall
Luxury Contemporary Home - Minutes to Stratton
5 bedrooms, 9 beds, 4 bathrooms
18–23 Sept
4.91 out of 5 average rating, 66 reviews
Guest favourite
Home in Winhall
3BR 2BA Stratton Condo w/ Fireplace & Forest Views
3 bedrooms, 5 beds, 2 bathrooms
28 Sept – 3 Oct
4.98 out of 5 average rating, 167 reviews
Guest favourite
Home in Winhall
Hilltop Hideaway: Stratton Views | Hot Tub | A/C
3 bedrooms, 7 beds, 3.5 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 70 reviews
Top guest favourite
Cabin in Winhall
GreenTree Cabin | Modern Mountain Escape
3 bedrooms, 5 beds, 3 bathrooms
16–21 Sept
5.0 out of 5 average rating, 60 reviews
Guest favourite
Home in Winhall
4 Bed /3 Bath Mountain Chalet in Stratton, VT
4 bedrooms, 5 beds, 3 bathrooms
21–26 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Winhall
Heated Pool, EV Charging, Hot Tub & Barrel Sauna
4 bedrooms, 9 beds, 4.5 bathrooms
20–25 Sept
4.96 out of 5 average rating, 105 reviews
Guest favourite
Home in Winhall
Mountain View Escape | Hot Tub + Game Room
5 bedrooms, 7 beds, 3 bathrooms
18–23 Sept
5.0 out of 5 average rating, 25 reviews
Guest favourite
Townhouse in Winhall
Stratton 5 BR/3BA Pet and Family Friendly Townhome
5 bedrooms, 9 beds, 3 bathrooms
15–20 Sept
4.82 out of 5 average rating, 22 reviews
Top guest favourite
Treehouse in Jamaica
The Treehouse at Frog Pond Farm
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Winhall
Stunning mid-century house on 2.5 private acres
2 bedrooms, 3 beds, 2.5 bathrooms
26–31 Oct
4.98 out of 5 average rating, 433 reviews
Guest favourite
Cabin in Winhall
A frame cabin with Hot tub near Stratton, VT
2 bedrooms, 2 beds, 2 bathrooms
2–7 Nov
4.91 out of 5 average rating, 129 reviews
Top guest favourite
Cabin in Winhall
Dog Friendly A-Frame Retreat near Hiking, Dining
2 bedrooms, 3 beds, 1.5 bathrooms
7–12 Nov
4.96 out of 5 average rating, 391 reviews