%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Display total before taxes

Search results; Over 1,000 places in Pittsfield

Superhost
Apartment in Pittsfield
Cozy Chic - Studio Apartment
1 queen bed
Apr 2 – 7
New place to stay
Apartment in Pittsfield
Renovated, Spacious, and Ideal for Families
Apr 1 – 6
New place to stay
Guest favorite
Home in Pittsfield
Lake/Mountain View Getaway
3 beds
Apr 2 – 7
4.98 out of 5 average rating, 41 reviews
Guest favorite
Farm stay in Pittsfield
Private 2nd-floor studio on a working produce farm
1 bed
Apr 1 – 6
4.99 out of 5 average rating, 101 reviews
Guest favorite
Room in Dalton
Stay with MaryHosting for 5 years,
Mother in Law unit in Dalton
Apr 1 – 6
4.96 out of 5 average rating, 137 reviews
Superhost
Apartment in Pittsfield
Sharon's Place 5 420 friendly!!!!!!
2 beds
Apr 3 – 10
4.75 out of 5 average rating, 141 reviews
Guest favorite
Guesthouse in Pittsfield
The Nest at Birdland
4 beds
Apr 1 – 6
4.98 out of 5 average rating, 46 reviews
Guest favorite
Apartment in Pittsfield
HawksNest: quiet 2BR apt, heart of the Berkshires
2 beds
Apr 1 – 6
4.83 out of 5 average rating, 153 reviews
Guest favorite
Home in Pittsfield
Cantabile life in the Berkshires
5 beds
Apr 7 – 12
4.94 out of 5 average rating, 98 reviews
Guest favorite
Apartment in Pittsfield
Modern Gem in the Heart of Berkshires
2 beds
Apr 1 – 6
4.9 out of 5 average rating, 10 reviews
Home in Pittsfield
Enjoy Big City Vibes at City Place!
4 beds
Apr 1 – 6
4.86 out of 5 average rating, 21 reviews
Guest favorite
Home in Pittsfield
BB's Central Berkshire Home
5 beds
Apr 1 – 6
4.96 out of 5 average rating, 48 reviews
Guest favorite
Apartment in Pittsfield
Comfortable Pittsfield Loft
1 queen bed
Apr 1 – 6
4.92 out of 5 average rating, 24 reviews
Guest favorite
Cottage in Pittsfield
Cozy Berkshire cottage with indoor fireplace
3 beds
Apr 1 – 6
5.0 out of 5 average rating, 81 reviews
Guest favorite
Home in Pittsfield
Dancing Horse Lodge
6 beds
Apr 5 – 10
4.87 out of 5 average rating, 246 reviews
Superhost
Villa in Pittsfield
Luxurious Berkshire Mountain Retreat!!
5 beds
Apr 1 – 6
4.93 out of 5 average rating, 30 reviews
Guest favorite
Home in Pittsfield
Spacious 4 Br+ house in the heart of Berkshires
5 beds
Apr 1 – 6
4.98 out of 5 average rating, 47 reviews
Guest favorite
Home in Pittsfield
Family-Centric Berkshire Getaway by Evergreen Home
4 beds
Apr 1 – 6
4.96 out of 5 average rating, 24 reviews
Guest favorite
Home in Pittsfield
Berkshire Lakefront Home W/Pool-100%Renovated
10 beds
Apr 7 – 12
4.97 out of 5 average rating, 35 reviews
Guest favorite
Home in Pittsfield
Berkshire Pontoosuc Lake- Modern and Updated
9 beds
Apr 1 – 6
4.97 out of 5 average rating, 95 reviews