Top Chester Holiday Cottages in 2025

Our customers tell us that they can't get enough of the overall property condition at this cottage. During your stay, you're just a quick walk from Westfield River. An outdoor pool is available. Enjoy your stay with amenities like free WiFi and a private pool in the cottage.

During your stay at this cottage, you're just a quick walk from Lake Buel. The cottage includes amenities such as a fireplace and a patio.

During your stay at this cottage, you're just a quick walk from Lake Buel. Enjoy your stay with amenities like free WiFi and a kitchen in the cottage.

During your stay at this cottage, you're just a quick walk from Otis Reservoir. The cottage includes amenities such as a kitchen and a fireplace.

During your stay at this cottage, you'll be within walking distance of Nordeen Marsh Natural Heritage Area. The cottage includes amenities such as a kitchen and 2 bathrooms.

During your stay at this cottage, you'll be close to Bidwell House Museum. Enjoy your stay with amenities like a kitchen and a fireplace in the cottage.

During your stay at this cottage, you'll be close to Lyman Conservatory. Enjoy features like free WiFi in public areas and free self-parking, plus an arcade/games room. The cottage offers a kitchen and a TV.

During your stay at this cottage, you're just a quick walk from Otis Reservoir. The cottage includes amenities such as free WiFi and a kitchen.

During your stay at this cottage, you'll be within walking distance of Mount Greylock State Reservation. Free WiFi in public areas is available. The cottage offers free WiFi and a kitchen.

During your stay at this cottage, you'll be close to Tanglewood Music Center. The cottage includes amenities such as free WiFi and a kitchen.

During your stay at this cottage, you're just a quick walk from Nordeen Marsh Natural Heritage Area. The cottage offers a kitchen and 2 bathrooms.

During your stay at this cottage, you'll be close to Jiminy Peak Mountain Resort. A kitchen and 1.5 bathrooms are available in the cottage.

During your stay at this cottage, you'll be within walking distance of Iroquis Waterfront. Enjoy your stay with amenities like 2 bathrooms and a washing machine in the cottage.

During your stay at this cottage, you're just a quick walk from Lake Buel. The cottage offers a kitchen and a washer/dryer.

During your stay at this cottage, you'll be within walking distance of Schantz Galleries. The cottage includes amenities such as a kitchen and 2 bathrooms.