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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
19–24 Aug
5.0 out of 5 average rating, 15 reviews
Guest favourite
Cabin in Hinsdale
Relaxing Berkshire cabin on Lake Ashmere
2 bedrooms, 3 beds
21–26 Aug
4.96 out of 5 average rating, 47 reviews
Top guest favourite
Home in Hinsdale
Hummingbird Haven
5 bedrooms, 6 beds
20–25 Sept
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in Hinsdale
Modern Lakehouse with Private Lake Access
3 bedrooms, 4 beds
25–30 Aug
4.97 out of 5 average rating, 29 reviews
Top guest favourite
Home in Hinsdale
Berkshire Cabin by Lake Ashmere
3 bedrooms, 3 beds
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
7–12 Sept
4.92 out of 5 average rating, 53 reviews
Guest favourite
Cabin in Hinsdale
Beautiful 2-BR + Loft w/ Hot Tub at Lake Ashmere
3 bedrooms, 4 beds
24–30 Aug
4.93 out of 5 average rating, 136 reviews
Home in Hinsdale
Modern Lake Cottage - 3 minute walk to beach
2 bedrooms, 2 king beds
20–25 Sept
5.0 out of 5 average rating, 4 reviews
Cottage in Hinsdale
Berkshire Cottage - Relaxation Destination
3 bedrooms, 3 beds
17–22 Aug
4.67 out of 5 average rating, 73 reviews
Guest favourite
Cottage in Hinsdale
Picturesque Cottage with Sunroom on Ashmere Lake!
3 bedrooms, 4 beds
28 Aug – 2 Sept
4.93 out of 5 average rating, 30 reviews
Guest favourite
Flat in Hinsdale
Lakeside Getaway
1 bedroom, 1 queen bed
8–13 Sept
4.97 out of 5 average rating, 31 reviews
Guest favourite
Home in Hinsdale
Berkshire Lake Retreat
4 bedrooms, 4 beds
7–12 Sept
4.9 out of 5 average rating, 72 reviews
Guest favourite
Room in Dalton
Mother in Law unit in Dalton
1 king bed
27 Aug – 1 Sept
4.92 out of 5 average rating, 172 reviews
Top guest favourite
Cottage in Becket
Berkshires Cottage by Lake. Year Round Adventures.
2 bedrooms, 2 double beds
23–28 Aug
4.95 out of 5 average rating, 317 reviews
Guest favourite
Home in Hinsdale
Private Beach on Ashmere Lake (In the Berkshires)
3 bedrooms, 6 beds
27 Aug – 1 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Lanesborough
The Pond House
3 bedrooms, 4 beds
20–25 Nov
4.96 out of 5 average rating, 52 reviews
Top guest favourite
Guest suite in Dalton
Berkshires getaway: nature, culture & relaxation
1 bed
8–13 Sept
4.99 out of 5 average rating, 74 reviews
Top guest favourite
Home in Cummington
Camp Emerson
2 bedrooms, 2 queen beds
9–14 Aug
5.0 out of 5 average rating, 15 reviews