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Search results; Over 1,000 places in Pittsfield

Superhost
Apartment in Pittsfield
Cozy Chic - Studio Apartment
1 queen bed
May 6 – 11
New place to stay
Guest favorite
Home in Pittsfield
BB's Central Berkshire Home
5 beds
Apr 21 – 26
4.96 out of 5 average rating, 49 reviews
Guest favorite
Apartment in Pittsfield
Modern Gem in the Heart of Berkshires
2 beds
Apr 20 – 25
4.92 out of 5 average rating, 12 reviews
Apartment in Pittsfield
Beautiful Blue Studio downtown
1 bed
May 3 – 8
5.0 out of 5 average rating, 4 reviews
Guest favorite
Home in Pittsfield
Cantabile life in the Berkshires
5 beds
Apr 21 – 26
4.94 out of 5 average rating, 99 reviews
Guest favorite
Apartment in Pittsfield
Luxury 2BR Apt. Home w/Work Area
2 beds
Apr 26 – May 1
4.96 out of 5 average rating, 52 reviews
Guest favorite
Room in Pittsfield
Stay with JosieDigital production,
Large guest suite w/private bath in the Berkshires
Apr 20 – 25
4.99 out of 5 average rating, 374 reviews
Guest favorite
Farm stay in Pittsfield
Private 2nd-floor studio on a working produce farm
1 bed
Apr 20 – 25
4.99 out of 5 average rating, 105 reviews
Guest favorite
Room in Dalton
Stay with MaryHosting for 5 years,
Mother in Law unit in Dalton
Apr 21 – 26
4.96 out of 5 average rating, 137 reviews
Guest favorite
Apartment in Pittsfield
Comfortable Pittsfield Loft
1 queen bed
Apr 21 – 26
4.92 out of 5 average rating, 25 reviews
Guest favorite
Guesthouse in Pittsfield
The Nest at Birdland
4 beds
Apr 21 – 26
4.98 out of 5 average rating, 47 reviews
Guest favorite
Apartment in Pittsfield
The sweet place in the beautiful Berkshires!
3 beds
May 24 – 29
4.96 out of 5 average rating, 48 reviews
Guest favorite
Apartment in Pittsfield
Marie's Place
2 queen beds
Apr 20 – 25
4.92 out of 5 average rating, 224 reviews
Guest favorite
Cottage in Pittsfield
Cozy Berkshire cottage with indoor fireplace
3 beds
Apr 21 – 26
5.0 out of 5 average rating, 81 reviews
Guest favorite
Home in Pittsfield
Family-Centric Berkshire Getaway by Evergreen Home
4 beds
Apr 21 – 26
4.96 out of 5 average rating, 24 reviews
Guest favorite
Home in Pittsfield
Spacious 4 Br+ house in the heart of Berkshires
5 beds
Apr 22 – 27
4.98 out of 5 average rating, 47 reviews
Guest favorite
Home in Lanesborough
Tranquil mid-century modern Berkshires retreat
4 beds
Apr 21 – 26
5.0 out of 5 average rating, 88 reviews
Guest favorite
Home in Pittsfield
Berkshire Pontoosuc Lake- Modern and Updated
9 beds
Apr 28 – May 3
4.97 out of 5 average rating, 95 reviews