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Search results; Over 1,000 places in Hinsdale

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Guest favourite
Cabin in Hinsdale
Beautiful 2-BR + Loft w/ Hot Tub at Lake Ashmere
4 beds
24–29 Apr
4.9 out of 5 average rating, 70 reviews
Superhost
Home in Dalton
Brooksong, the perfect Berkshires getaway
Individual Host
25–30 Apr
4.92 out of 5 average rating, 170 reviews
Guest favourite
Room in Dalton
Stay with MaryHosting for 5 years,
Mother in Law unit in Dalton
20–25 Apr
4.96 out of 5 average rating, 137 reviews
Home in Hinsdale
Berkshire Cabin by Lake Ashmere
25–30 Apr
Superhost
Home in Dalton
The Yellow House
Individual Host
28 Apr – 3 May
4.88 out of 5 average rating, 113 reviews
Boutique hotel in Lenox
Standard King in Boutique Lenox Hotel
1 king bed
19–24 Apr
4.62 out of 5 average rating, 262 reviews
Guest favourite
Room in Pittsfield
Stay with JosieDigital production,
Large guest suite w/private bath in the Berkshires
20–25 AprIndividual Host,
4.99 out of 5 average rating, 374 reviews
Guest favourite
Home in Hinsdale
Berkshire Lake Retreat
Individual Host
20–25 Apr
4.94 out of 5 average rating, 49 reviews
Guest favourite
Cabin in Hinsdale
Relaxing Berkshire cabin on Lake Ashmere
3 beds
19–24 Apr
4.97 out of 5 average rating, 31 reviews
Guest favourite
Cottage in Hinsdale
Berkshires - Charming Lakefront Cottage
Individual Host
12–17 May
4.97 out of 5 average rating, 68 reviews
Superhost
Cottage in Hinsdale
Berkshires Lakeview Getaway Cottage
3 beds
20–25 Apr
4.68 out of 5 average rating, 57 reviews
Guest favourite
Cottage in Hinsdale
Cozy Cottage in the Berkshires
3 beds
24–29 May
4.99 out of 5 average rating, 141 reviews
Guest favourite
Home in Dalton
Cleveland House - renovated Berkshires' gem.
Individual Host
28 Apr – 3 May
4.99 out of 5 average rating, 120 reviews
Guest favourite
Farm stay in Peru
The Inn at Berkshire Farm Sanctuary
Individual Host
21–26 Apr
4.97 out of 5 average rating, 39 reviews
Superhost
Home in Dalton
Private & Stylish Berkshires House for All Seasons
Individual Host
21–26 Apr
4.89 out of 5 average rating, 80 reviews
Flat in Dalton
Welcome to the Shire!
1–6 May
4.8 out of 5 average rating, 5 reviews
Guest favourite
Chalet in Peru
Swiss Chalet Style Timberframe Home in Berkshires
Individual Host
20–25 Apr
4.92 out of 5 average rating, 250 reviews
Guest favourite
Cottage in Hinsdale
Picturesque Cottage with Sunroom on Ashmere Lake!
Professional Host
25–30 Aug
5.0 out of 5 average rating, 19 reviews