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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, 167 reviews
Top guest favourite
Home in Hinsdale
Berkshire Lake-side Retreat
2 bedrooms, 4 beds, 2 bathrooms
18–23 Aug
5.0 out of 5 average rating, 15 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
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, 52 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
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, 28 reviews
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, 136 reviews
Guest favourite
Cottage in Hinsdale
Picturesque Cottage with Sunroom on Ashmere Lake!
3 bedrooms, 4 beds, 2 bathrooms
28 Aug – 2 Sept
4.93 out of 5 average rating, 30 reviews
Home in Hinsdale
Modern Lake Cottage - 3 minute walk to beach
2 bedrooms, 2 king beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 3 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
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
Guest favourite
Home in Hinsdale
Private Beach on Ashmere Lake (In the Berkshires)
3 bedrooms, 6 beds, 3 bathrooms
27 Aug – 1 Sept
5.0 out of 5 average rating, 6 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
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
Top guest favourite
Home in Lanesborough
The Pond House
3 bedrooms, 4 beds, 1 bathroom
20–25 Nov
4.96 out of 5 average rating, 52 reviews
Top guest favourite
Home in Pittsfield
Marie’s Place unit 3
3 bedrooms, 3 beds, 1.5 bathrooms
23–28 Aug
4.97 out of 5 average rating, 70 reviews
Guest favourite
Flat in Pittsfield
Marie's Place
2 bedrooms, 2 queen beds, 1 bathroom
9–14 Aug
4.92 out of 5 average rating, 321 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