Pittsfield Cottages

With a stay at this cottage in Otis, you'll be on the waterfront, just steps from Otis Reservoir and a 4-minute drive from Larkum Pond.

With a stay at this cottage in Richmond, you'll be within a 15-minute drive of Tanglewood Music Center and Nordeen Marsh Natural Heritage Area.

Located in Becket, this cottage is a 4-minute drive from Iroquis Waterfront and 6 minutes from October Mountain State Forest.

When you stay at this cottage in Averill Park, you'll be on a lake and 14 minutes by car from Pineridge Cross Country Ski Center.

With a stay at this cottage in Pittsfield, you'll be in the mountains, within a 15-minute drive of Tanglewood Music Center and Guido's Marketplace.

Located in Valatie, this cottage is in a rural location, within a 10-minute drive of Shaker Museum and Library and Valatie Free Library.

With a stay at this cottage in Lanesborough, you'll be in the mountains, within a 10-minute drive of Jiminy Peak Mountain Resort and Mount Greylock State Reservation.

Located in Great Barrington, this cottage is on a lake, within a 5-minute drive of Lake Buel and Les Trois Emme Winery.

Located in Cummington, this cottage is in a rural location, a 1-minute drive from Westfield River and 8 minutes from Chesterfield Gorge Reservation.

With a stay at this cottage in Richmond, you'll be on the waterfront, within a 15-minute drive of Tanglewood Music Center and Nordeen Marsh Natural Heritage Area.

With a stay at this cottage in Glendale, you'll be within a 15-minute drive of Tanglewood Music Center and Schantz Galleries.

Located in Pittsfield, this cottage is on the waterfront, within a 10-minute drive of Pittsfield Dog Park and Crane Museum of Papermaking.