Search results; Over 1,000 homes in Dalton

Top guest favourite
Home in Dalton
Brooksong, the perfect Berkshires getaway
5 bedrooms, 7 beds, 2.5 private bathrooms
9–14 Sept
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4.93 out of 5 average rating, 206 reviews
Top guest favourite
Farm stay in Dalton
Gorgeous Working Farm in the Berkshires
5.0 out of 5 average rating, 15 reviews, 5 bedrooms, 9 beds, 3 bathrooms
26–31 Oct
Superhost
Flat in Dalton
1843 House - Bright and Airy 5 Rooms (2 Bedrooms)
4.87 out of 5 average rating, 15 reviews, 2 bedrooms, 3 beds, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Guest suite in Dalton
Berkshires getaway: nature, culture & relaxation
4.99 out of 5 average rating, 74 reviews, 1 bed, 1 bathroom
8–13 Sept
Guest favourite
Home in Dalton
Willowbrook: A Sun Filled, Mid-century Modern Home
4.77 out of 5 average rating, 107 reviews, 7 bedrooms, 8 beds, 4.5 bathrooms
19–24 Jul
Top guest favourite
Home in Dalton
Your Berkshires Home Base
4.94 out of 5 average rating, 18 reviews, 3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Home in Hinsdale
Berkshire Lake-side Retreat
5.0 out of 5 average rating, 11 reviews, 2 bedrooms, 4 beds, 2 bathrooms
8–13 Jul
Top guest favourite
Home in Lanesborough
The Pond House
4.96 out of 5 average rating, 49 reviews, 3 bedrooms, 4 beds, 1 bathroom
9–14 Dec
Home in Plainfield
Berkshire Forest Getaway
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
27 Jul – 1 Aug
Top guest favourite
Home in Hinsdale
Berkshire Cabin by Lake Ashmere
5.0 out of 5 average rating, 24 reviews, 3 bedrooms, 3 beds, 1 bathroom
18–23 Jul
Top guest favourite
Farm stay in Pittsfield
Private 2nd-floor studio on a working produce farm
4.99 out of 5 average rating, 310 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Guest favourite
Cabin in Cheshire
Private Paradise in the Berkshires
4.9 out of 5 average rating, 173 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Jul
Guest favourite
Room in Pittsfield
Cute Room with Bay Window in Downtown Victorian
5.0 out of 5 average rating, 14 reviews, 2 beds, 3 bathrooms
12–17 Jul
Top guest favourite
Home in Hinsdale
Modern Lakehouse with Private Lake Access
5.0 out of 5 average rating, 24 reviews, 3 bedrooms, 4 beds, 2 bathrooms
7–12 Jul
Guest favourite
Cabin in Hinsdale
Beautiful 2-BR + Loft w/ Hot Tub at Lake Ashmere
4.93 out of 5 average rating, 130 reviews, 3 bedrooms, 4 beds, 1 bathroom
12–17 Jul
Top guest favourite
Flat in Pittsfield
Downtown Apartment A
4.93 out of 5 average rating, 103 reviews, 2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
Guest favourite
Flat in Pittsfield
HawksNest: quiet 2BR apt, heart of the Berkshires
4.84 out of 5 average rating, 194 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
1–6 Nov
Top guest favourite
Home in New Lebanon
Modernized 1860s Getaway w/ Queechy Lake Passes*
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
23–28 Aug
Flat in Cheshire
4 Bedrooms first floor home.
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 6 beds, 1.5 bathrooms
4–9 Jul