B&B Cummington

Massachusetts Vacation Rental w/ Deck & Grill

Pet-Friendly Cabin w/ Fire Pit, BBQ & Great Deck!

Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!

Hawley Home w/ Deck: 4 Mi to Berkshire East Resort

Mountain Biking Hub: 5 Mi to Berkshire East!

Picturesque Cottage with Sunroom on Ashmere Lake!

Hot Tub, Lake Views! All-Season Hinsdale Haven

Owl's Nest Lodging

Berkshires Getaway < 1 Mi Skiing & Hiking!

Blooming Inn Shelburne Falls

Cavalier Cottage B&B

Vintage Caboose Rental in Historic Small Town near Springfield, Massachusetts

Harbour House Inn B&B

Deerfield Inn

The Trail in Adams - Berkshires' Art Hotel

Becket Home w/ 3-Season Porch: Walk to Lake Access

Berkshire Vacation Rentals: Private Cabin On Over 12 Acres Of Woods

3 Mi to UMass Amherst: Peaceful New England Cabin

Elegant Pittsfield Home Near Downtown & Skiing!

Spacious Historic Home in the Berkshires!

The Black Walnut Inn

Berkshire Mountain Lodge

Berkshires Cabin 2 Mi to Appalachian Trail!

Beautiful Lenox Home, 3 Mi to Shakespeare & Co!