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Search results; Over 1,000 homes in Hinsdale

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Top guest favourite
Home in Hinsdale
Hummingbird Haven
5 bedrooms, 6 beds, 3.5 private bathrooms
18–23 Oct
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5.0 out of 5 average rating, 19 reviews
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Guest favourite
Cabin in Hinsdale
Relaxing Berkshire cabin on Lake Ashmere
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
4.96 out of 5 average rating, 50 reviews
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Top guest favourite
Cottage in Hinsdale
Cozy Cottage in the Berkshires
2 bedrooms, 3 beds, 1 bathroom
23–28 Oct
4.99 out of 5 average rating, 168 reviews
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Top guest favourite
Home in Hinsdale
Berkshire Lake-side Retreat
2 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 17 reviews
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Guest favourite
Cabin in Hinsdale
Beautiful 2-BR + Loft w/ Hot Tub at Lake Ashmere
3 bedrooms, 4 beds, 1 bathroom
10–15 Sept
4.93 out of 5 average rating, 139 reviews
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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
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Top guest favourite
Home in Hinsdale
Berkshire Cabin by Lake Ashmere
3 bedrooms, 3 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 29 reviews
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Guest favourite
Home in Hinsdale
Modern Lake Cottage - 3 minute walk to beach
2 bedrooms, 2 king beds, 2 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Home in Hinsdale
Private Beach on Ashmere Lake (In the Berkshires)
3 bedrooms, 6 beds, 3 bathrooms
7–12 Sept
5.0 out of 5 average rating, 13 reviews
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Top guest favourite
Chalet in Peru
Swiss Chalet Style Timberframe Home in Berkshires
3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.93 out of 5 average rating, 311 reviews
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Guest favourite
Home in Dalton
Willowbrook: A Sun Filled, Mid-century Modern Home
7 bedrooms, 8 beds, 4.5 bathrooms
20–25 Sept
4.78 out of 5 average rating, 113 reviews
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Top guest favourite
Home in Hinsdale
Modern Lakehouse with Private Lake Access
3 bedrooms, 4 beds, 2 bathrooms
9–14 Sept
4.97 out of 5 average rating, 31 reviews
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Guest favourite
Room in Dalton
Mother in Law unit in Dalton
1 king bed, 1 bathroom
7–12 Sept
4.93 out of 5 average rating, 174 reviews
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Home in Pittsfield
Cozy escape to the Berkshires
2 bedrooms, 2 beds, 1.5 bathrooms
5–10 Oct
5.0 out of 5 average rating, 3 reviews
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Cottage in Hinsdale
Berkshire Cottage - Relaxation Destination
3 bedrooms, 3 beds, 1 bathroom
7–12 Sept
4.62 out of 5 average rating, 74 reviews
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Guest favourite
Home in Hinsdale
Berkshire Lake Retreat
4 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.9 out of 5 average rating, 72 reviews
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Home in Hinsdale
Hot Tub, Lake Views! All-Season Hinsdale Haven
3 bedrooms, 3 beds, 3 bathrooms
5–10 Sept
4.85 out of 5 average rating, 13 reviews
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Guest favourite
Cottage in Hinsdale
Lake Escape in the Berkshires
1 bedroom, 2 beds, 1 bathroom
26–31 May
4.92 out of 5 average rating, 59 reviews
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Top guest favourite
Home in Lanesborough
Tranquil mid-century modern Berkshires retreat
3 bedrooms, 4 beds, 2.5 bathrooms
7–12 Sept
4.99 out of 5 average rating, 135 reviews