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Search results; Over 1,000 homes in Hinsdale

Top guest favourite
Cottage in Hinsdale
Cozy Cottage in the Berkshires
2 bedrooms, 3 beds, 1 private bathroom
23–28 Oct
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4.99 out of 5 average rating, 166 reviews
Top guest favourite
Home in Hinsdale
Berkshire Lake-side Retreat
2 bedrooms, 4 beds, 2 bathrooms
14–19 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Hinsdale
Berkshire Cabin by Lake Ashmere
3 bedrooms, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 28 reviews
Guest favourite
Cottage in Hinsdale
Lake Escape in the Berkshires
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.92 out of 5 average rating, 51 reviews
Guest favourite
Flat in Hinsdale
Lakeside Getaway
1 bedroom, 1 queen bed, 1 bathroom
8–13 Sept
4.97 out of 5 average rating, 31 reviews
Guest favourite
Room in Dalton
Mother in Law unit in Dalton
1 king bed, 1 bathroom
3–8 Aug
4.92 out of 5 average rating, 171 reviews
Top guest favourite
Home in Hinsdale
Hummingbird Haven
5 bedrooms, 6 beds, 3.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 18 reviews
Guest favourite
Cabin in Hinsdale
Relaxing Berkshire cabin on Lake Ashmere
2 bedrooms, 3 beds, 1 bathroom
4–9 Aug
4.96 out of 5 average rating, 47 reviews
Cottage in Hinsdale
Berkshire Cottage - Relaxation Destination
3 bedrooms, 3 beds, 1 bathroom
10–15 Aug
4.67 out of 5 average rating, 73 reviews
Top guest favourite
Guest suite in Dalton
Berkshires getaway: nature, culture & relaxation
1 bed, 1 bathroom
8–13 Sept
4.99 out of 5 average rating, 74 reviews
Flat in Dalton
Updated Colonial in The Berkshires
1 bedroom, 2 beds, 1 bathroom
1–6 Jan
Guest favourite
Cabin in Hinsdale
Beautiful 2-BR + Loft w/ Hot Tub at Lake Ashmere
3 bedrooms, 4 beds, 1 bathroom
2–7 Aug
4.93 out of 5 average rating, 134 reviews
Guest favourite
Cabin in Cheshire
Private Paradise in the Berkshires
1 bedroom, 1 bed, 1 bathroom
26–31 Aug
4.9 out of 5 average rating, 174 reviews
Guest favourite
Flat in Pittsfield
Comfy Quaint Tavern
1 bedroom, 1 queen bed, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 72 reviews
Guest favourite
Home in Hinsdale
Modern Lakehouse with Private Lake Access
3 bedrooms, 4 beds, 2 bathrooms
25–30 Aug
4.96 out of 5 average rating, 27 reviews
Guest favourite
Flat in Lenox
Station House 2R
2 bedrooms, 4 beds, 1 bathroom
4–9 Aug
4.84 out of 5 average rating, 96 reviews
Guest favourite
Home in Hinsdale
Berkshire Lake Retreat
4 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.9 out of 5 average rating, 72 reviews
Home in Pittsfield
Cozy escape to the Berkshires
2 bedrooms, 2 beds, 1.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Guest suite in Lenox
High Above Cliffwood (Full Apartment)
1 bedroom, 1 king bed, 1 bathroom
20–25 Aug
5.0 out of 5 average rating, 23 reviews