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Search results; Over 1,000 places in Pittsfield

Superhost
Flat in Pittsfield
Cozy Chic - Studio Apartment
Hosted by Zahirul
6–11 May
New place to stay
Guest favourite
Home in Pittsfield
Cantabile life in the Berkshires
Hosted by Jia
21–26 Apr
4.94 out of 5 average rating, 99 reviews
Flat in Pittsfield
Beautiful Blue Studio downtown
Hosted by Nubia
3–8 May
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in Pittsfield
Modern Gem in the Heart of Berkshires
Hosted by Jonathan
19–24 Apr
4.92 out of 5 average rating, 12 reviews
Guest favourite
Room in Pittsfield
Stay with JosieDigital production,
Large guest suite w/private bath in the Berkshires
20–25 Apr
4.99 out of 5 average rating, 374 reviews
Guest favourite
Guest house in Pittsfield
The Nest at Birdland
Hosted by Mary
20–25 Apr
4.98 out of 5 average rating, 47 reviews
Guest favourite
Flat in Pittsfield
Luxury 2BR Apt. Home w/Work Area
Hosted by Robert
26 Apr – 1 May
4.96 out of 5 average rating, 52 reviews
Guest favourite
Farm stay in Pittsfield
Private 2nd-floor studio on a working produce farm
Hosted by Carla
19–24 Apr
4.99 out of 5 average rating, 105 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
Guest favourite
Flat in Pittsfield
Comfortable Pittsfield Loft
Hosted by Michael
20–25 Apr
4.92 out of 5 average rating, 25 reviews
Guest favourite
Room in Pittsfield
Stay with Eileen
2-Rm Suite in the Berkshires - private BR and Den
6–11 May
5.0 out of 5 average rating, 38 reviews
Guest favourite
Room in Pittsfield
Stay with CarolynHosting for 4 years,
Equestrian retreat
22–27 Apr
4.96 out of 5 average rating, 157 reviews
Guest favourite
Flat in Pittsfield
The sweet place in the beautiful Berkshires!
Hosted by Teresa
24–29 May
4.96 out of 5 average rating, 48 reviews
Guest favourite
Home in Pittsfield
BB's Central Berkshire Home
Hosted by JoAnn & Kate
21–26 Apr
4.96 out of 5 average rating, 49 reviews
Guest favourite
Cottage in Pittsfield
Cozy Berkshire cottage with indoor fireplace
Hosted by Sarah
21–26 Apr
5.0 out of 5 average rating, 81 reviews
Guest favourite
Home in Pittsfield
Family-Centric Berkshire Getaway by Evergreen Home
Hosted by a business
21–26 Apr
4.96 out of 5 average rating, 24 reviews
Guest favourite
Flat in Lanesborough
Cozy Berkshire Waterfront Home
Hosted by Laurie
27 Apr – 2 May
5.0 out of 5 average rating, 21 reviews
Guest favourite
Home in Pittsfield
Spacious 4 Br+ house in the heart of Berkshires
Hosted by Anait
21–26 Apr
4.98 out of 5 average rating, 47 reviews