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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, 207 reviews
Room in Dalton
Mother in Law unit in Dalton
4.92 out of 5 average rating, 168 reviews, 1 king bed, 1 bathroom
25–30 Aug
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
9–14 Aug
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
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 Dalton
Your Berkshires Home Base
4.95 out of 5 average rating, 20 reviews, 3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Flat in Pittsfield
Downtown Apartment A
4.93 out of 5 average rating, 105 reviews, 2 bedrooms, 3 beds, 1 bathroom
28 Jul – 2 Aug
Top guest favourite
Home in Hinsdale
Berkshire Lake-side Retreat
5.0 out of 5 average rating, 14 reviews, 2 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Home in Pittsfield
Solomon Ely Homestead set in walkable downtown
5.0 out of 5 average rating, 41 reviews, 4 bedrooms, 4 beds, 1.5 bathrooms
9–14 Jul
Superhost
Place to stay in Pittsfield
Cozy Corner Room in Downtown Victorian
New place to stay, 1 bedroom, 1 bed, 2.5 bathrooms
24–29 Aug
Top guest favourite
Room in Pittsfield
Cute Room with Bay Window in Downtown Victorian
5.0 out of 5 average rating, 17 reviews, 2 beds, 3 bathrooms
30 Aug – 4 Sept
Top guest favourite
Room in Pittsfield
2-Rm Suite in the Berkshires - private BR and Den
5.0 out of 5 average rating, 85 reviews, 1 queen bed, 1 bathroom
24–29 Aug
Top guest favourite
Home in Lanesborough
Tranquil mid-century modern Berkshires retreat
4.99 out of 5 average rating, 132 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
23–28 Aug
Guest favourite
Guest suite in Pittsfield
Newly Renovated Red Door Annex
4.91 out of 5 average rating, 125 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Top guest favourite
Flat in Pittsfield
Marie's Place, Unit 1
4.97 out of 5 average rating, 116 reviews, 3 bedrooms, 3 beds, 1 bathroom
12–17 Jul
Guest favourite
Flat in Pittsfield
Spacious 2 bedroom downtown very nice area!
4.81 out of 5 average rating, 48 reviews, 2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
Top guest favourite
Home in Pittsfield
Marie’s Place unit 3
4.97 out of 5 average rating, 64 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
23–28 Aug