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Search results; 761 places in Canaan

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Guest favourite
Flat in Canaan
Queechy Lake Carriage House
2 beds
20–25 Apr
4.96 out of 5 average rating, 82 reviews
Guest favourite
Flat in Canaan
Mountain View Getaway
1 queen bed
27 Apr – 2 May
5.0 out of 5 average rating, 83 reviews
Guest favourite
Flat in Canaan
West Main
2 queen beds
19–24 Apr
4.98 out of 5 average rating, 103 reviews
Guest favourite
Flat in East Chatham
Bennett Abode
1 double bed
25–30 May
4.91 out of 5 average rating, 44 reviews
Guest favourite
Flat in New Lebanon
Folk Art Studio: 1-bedroom near the Berkshires
Professional Host
22–27 Apr
5.0 out of 5 average rating, 8 reviews
Guest favourite
Flat in New Lebanon
Airy apartment at the old boarding house
Professional Host
27 Apr – 2 May
4.97 out of 5 average rating, 91 reviews
Superhost
Flat in Canaan
Private downtown Canaan Apt!
Individual Host
10–15 Jun
New place to stay
Superhost
Flat in Pittsfield
Cozy Chic - Studio Apartment
1 queen bed
6–11 May
New place to stay
Room in Great Barrington
Stay with Jasmine
Lovely Home in Mountain Getaway
24–29 Apr
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in Copake Falls
Modern Copake Falls Getaway - 8 Mins to Catamount
Professional Host
5–10 May
4.93 out of 5 average rating, 255 reviews
Superhost
Flat in New Lebanon
Sunny Duplex at the old boarding house
Professional Host
22–27 Apr
4.95 out of 5 average rating, 128 reviews
Guest favourite
Flat in Stephentown
Cozy 2-Bedroom Vacation Apartment
3 beds
5–10 May
5.0 out of 5 average rating, 50 reviews
Guest favourite
Flat in Canaan
Private rooms and full bath in a Historic Home
1 bed
18–23 May
5.0 out of 5 average rating, 12 reviews
Guest favourite
Flat in Pittsfield
Luxury 2BR Apt. Home w/Work Area
2 beds
24–29 Apr
4.96 out of 5 average rating, 52 reviews
Guest favourite
Flat in Chatham
Private Victorian Guest Suite - Chatham Village
1 bed
20–25 Apr
5.0 out of 5 average rating, 8 reviews
Flat in Pittsfield
Beautiful Blue Studio downtown
1 bed
3–8 May
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in Great Barrington
King Bed | Stylish | Wi-Fi | *2m Ski Resort*
1 bed
5–10 May
5.0 out of 5 average rating, 14 reviews
Flat in Pittsfield
Renovated, Spacious, and Ideal for Families
Professional Host
20–25 Apr
4.5 out of 5 average rating, 4 reviews