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Vacation rentals in Middlefield

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Top-rated vacation rentals in Middlefield

Guests agree: these stays are highly rated for location, cleanliness, and more.

Cottage in Hinsdale
Cozy 1BR Cottage with Loft, Patio, and Fire Pit
Cozy, fully renovated cottage with modern finishes, just steps from Lake Ashmere! Everything is brand new as of Jan 2022. Home features one private bedroom plus four additional beds in the loft area. Relax in the sunny living room, and cook a meal or make morning coffee in the wide galley kitchen with all new appliances. The patio just off the kitchen is a peaceful escape surrounded by nature. Large & spacious bathroom features a waterfall shower and includes a washer and dryer. Enjoy your stay!
$99 per night
Home in Becket
Nerd Preservation Sanctuary
Nerdscapist, geekmantic country home; perfect for oddballs who wish for a crafty, private, hilarious country retreat. Featuring a bad art print collection from the glorious MA Museum of Bad Art (Or Mass MOBA). Original bad art and sculpture. Much scope for the imagination's doofiest crevices. Redonkulously close to all the local fun: tiny drive to 5 lakes, Jacob's Pillow, Tanglewood 17 mi, Otis ski, 1/2 hr to Butternut Ski & Tubing Pittsfield & Great Barrington, hour to Berkshire E & Mass MOCA.
$97 per night
Cabin in Chester
HavenHaus: Cozy A-Frame Cabin
Escape to the mountains with this charming A-frame home in Western MA. Perfect for a family or group of 4-6, this cozy retreat offers scenic views and all the amenities you need for a relaxing getaway. With 2 lofted beds, an open-concept living area, and a full kitchen, you'll have everything you need to feel right at home. Enjoy a cup of coffee on the deck, surrounded by nature, or curl up by the fireplace with a good book. Book your stay today and experience the beauty of the Berkshires!
$149 per night

Other great vacation rentals in Middlefield

Home in Chester
Riverfront Getaway
$140 per night
Guesthouse in Lenox
The Granary at House on Golden Hill
$105 per night
Private room in Huntington
Ancient Colony
$55 per night
Cottage in Becket
Cozy lakeside cottage
$135 per night
Private room in Dalton
Dalton in the Beautiful Berkshires
$65 per night
Guesthouse in Becket
Country Cabin
$94 per night
Rental unit in Easthampton
Private Farm Apartment, Close to Everything - 1BR
$82 per night
Home in Easthampton
Private Home~Old World Charm, Modern Conveniences
$117 per night
Cottage in Hinsdale
Cozy Cottage in the Berkshires
$168 per night
Home in Becket
Rustic 3-bedroom Hidden Gem Amongst the Forest
$139 per night
Home in Lee
1817 Berkshire Farmhouse- Close to Everything.
$132 per night
Cabin in Becket
Tranquil Cabin steps from Lake
$164 per night