Sheffield, MA, USA apartments for rent

Relax with the whole family at this peaceful Berkshire getaway with easy access to all the area has to offer. A quick 20-minute drive to Butternut or Catamount ski hills, as well as downtown Great Barrington. Tanglewood and Jacob's Pillow are a half-...

Game Room | 2,734 Sq Ft | ~6 Mi to Campbell Falls State ParkWhether you’re chasing waterfalls in the summer, leaf-peeping in the fall, or skiing in the winter, this all-season home is ideal for enjoying the beauty of the Berkshires. Situated on a...

Take a break from the city and relax at this charming Sheffield vacation rental in the Berkshires! The 3-bedroom, 2-bath house sits right on Mill Pond and boasts a retro interior, a full kitchen, a dining room, an enclosed porch with seating, stellar...

Beautiful country home with 3 bedrooms plus a kids loft, 6 minutes to Great Barrington with lots to discover. 12 minutes to Butternut Skiing, 15 minutes to Catamount Skiing. Electric car charger, hot tub, fire place, game room with pool table and pac...

Situated on 26 acres in the heart of the Berkshires in the small town of South Egremont, MA, this early 19th c. house combines the charm of the antique with all the modern conveniences including two screened-in porches. Conveniently located five minu...

I JUST purchased my dream house! I have been searching for a lake house in the Berkshires for years & when this came on the market I just had to say YES! It is a cozy newly renovated home situated on a 2 acre private peninsula surrounded on 3 sides b...

Fresh, cozy & serene, the Little House is set back from the road with several acres of woods behind & a wildlife preserve just across the road. Sheffield is the oldest town in the Berkshires, home to beautiful houses from the 1700's that overlook gor...

Welcome to The Blue Elm - a cozy and historic Berkshire getaway located in Ashley Falls, MA.Set on 3.5 tranquil acres, the cottage ties into an early 19th century barn and is nestled amongst old growth maple trees.Enjoy this peaceful and conv...

Your perfect country escape. Clean, spacious, light and airy home set in the middle of a meadow on 20 acres. Complete privacy, yet 10 minutes to downtown Great Barrington. Close to skiing at both Catamount and Butternut. There is room for everyone, w...

Undermountain Lodge offers an escape to a serene cabin, nestled between pristine natural spring lakes with panoramic mountain views, it comfortably accommodates up to 12 guests. Beyond the 6th guest, there's a $135 per person fee. Couples enjoy speci...

Perfect Refuge in a Charming Berkshire Cottage with Vaulted Ceilings, Two-Person Sauna, Wrap Around Deck, Amazing Sunlight, and Privacy on One-Acre and just 10 minutes from town, hiking and two ski lodges....

A-frame Chalet style home with total privacy and beautiful mountain views. Set on 40 acres, floor to ceiling windows, wrap-around deck with a grill, table, and chairs. You can't see any other houses and they can't see you. Winding driveway 3/4 of a m...

Shingled farmhouse with modern interior. Spacious & sunny kitchen that connects to the large outdoor patio with fireplace, living room with flat screen TV, first floor guest bedroom, laundry and full bath with tub. The second floor master suite has c...

This rambling farmhouse has a balanced mix of meticulous restoration with an eccentric flair. Undermountain Farm is a home carefully designed with warmth and spirit. It also has a unique collection of fascinating antiques and collectibles.Enjoy c...

Family or couples getaway! 3 bedrooms plus library, Sleeps6-8 Abeautiful 3050 Sq. Ft., 2-Story Colonial and attached 2 car garage. Large, upscale chefs kitchen where everything is first class. Marble counters. Professional Blue Star (6 burner) gas ra...

Our secluded property is a great place to relax and enjoy the company of your friends and family. The house has all the amenities: well-equipped kitchen, fireplace, sauna, Foosball and Ping-Pong tables, patio and an outdoor fire pit. Sheffield is a p...

One of the very few waterfront homes available for rent. What other houses offer you 150 feet private lakefront where you can awake to birdsong? absolute best house in the best little town for the full Berkshire experience. If you want your own total...

High on the slopes of Race Mountain, this spacious 4-bedroom villa offers sweeping east-facing views. In the early hours, the house floods with morning light and sunrises are spectacular. The inviting, creative design invokes a true sense of retreat....

Enjoy your vacation in a beautiful historic house located in the heart of the Berkshires. Located two and a quarter hours north of New York City, this circa-1770s center chimney colonial will charm and delight your family and guests. The rarest o...

Beautiful, comfortable artist's house, that is tastefully furnished. Located on a very quiet 5 acre property abutting Mt Everett State Reservation with Race Brook runs past the house. A 2.5hour drive from New York City and Boston. You can just relax,...

Our home is a beautiful mountain-style home (exposed beams, wood floors, all new appliances) on a quiet rural road with commanding views of the Housatonic valley and Mt. Everett. Six miles to Great Barrington in the heart of the Berkshires. The house...

Bring friends or the whole family to this cozy accessible Berkshire County Country getaway. Only 5 minutes to Great Barrington! Close to Butternut and Catamount ski areas, Twin Lakes for boating, fishing, skiing, boarding etc., state parks, Tanglewoo...