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Search results; Over 1,000 places

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Guest favourite
Flat in Winchester
Downtown Loft above Winery and Distillery
11-min walk
26 Apr – 1 MayHosted by a business,
4.93 out of 5 average rating, 161 reviews
Guest favourite
Cottage in Winchester
Storybook Lake Front Villa with Private Beach!
8-min drive
1–6 MayHosted by Jamie,
4.93 out of 5 average rating, 27 reviews
Guest favourite
Chalet in Winchester
Chalet Sonsie: A Sweetwater Stay
8-min drive
11–16 MayHosted by a business,
4.86 out of 5 average rating, 59 reviews
Superhost
Home in Winchester
Firefly Cottage: A Sweetwater Stay
7-min drive
6–11 MayHosted by a business,
Guest favourite
Holiday home in Winchester
Lakefront Elegance with your own private beach
8-min drive
5–10 MayHosted by Mary,
5.0 out of 5 average rating, 9 reviews
Guest favourite
Tiny home in Winchester
The Overlook: A Sweetwater Stay
8-min drive
11–16 MayHosted by a business,
4.98 out of 5 average rating, 65 reviews
Guest favourite
Guest house in Winchester
The Higgle House: A Sweetwater Farm Stay
7-min drive
18–23 AprHosted by a business,
4.89 out of 5 average rating, 57 reviews
Guest favourite
Townhouse in Winchester
Timber Frame Loft
12-min walk
24–29 MayHosted by a business,
4.88 out of 5 average rating, 68 reviews
Superhost
Cottage in Winchester
Cozy lakefront cottage on Forest Lake
7-min drive
3–8 NovHosted by Crystal,
4.89 out of 5 average rating, 18 reviews
Superhost
Home in Winchester
Dragonfly Cottages: A Sweetwater Stay
7-min drive
3–8 JunHosted by a business,
Home in Swanzey
Lake Front Cottage
18-min drive
29 May – 3 JunHosted by Kate,
New place to stay
Guest favourite
Flat in Vernon
Farm land view.
31-min drive
20–25 AprHosted by Peter,
4.96 out of 5 average rating, 132 reviews
Guest favourite
Tiny home in Brattleboro
Sweet Vermont Tiny Home Get Away
29-min drive
26 Apr – 1 MayHosted by Lissa,
4.94 out of 5 average rating, 34 reviews
Guest favourite
Home in Ashuelot
Historic Home on River Covered Bridge Views
7-min drive
1–6 SepHosted by Paul,
4.98 out of 5 average rating, 86 reviews
Superhost
Cottage in Warwick
By Still Waters Cottage
22-min drive
19–24 AprHosted by Lois,
5.0 out of 5 average rating, 19 reviews
Guest favourite
Cottage in Bernardston
Cozy, Quiet Cottage on Country rd 2 mil from I-91
21-min drive
24–29 JunHosted by Chris,
4.88 out of 5 average rating, 285 reviews
Guest favourite
Cottage in Orange
The Fishing Cottage: A Sweetwater Stay
31-min drive
20–25 AprHosted by a business,
4.95 out of 5 average rating, 196 reviews
Guest favourite
Cottage in Warwick
Corkscrew: Lakeside Cozy Cottage in Warwick, MA
21-min drive
22–27 AprHosted by Kelly,
4.99 out of 5 average rating, 74 reviews