Vacation rentals in Cummington

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Top-rated vacation rentals in Cummington

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Guest favorite

Rental unit in Shelburne Falls

4.96 out of 5 average rating, 320 reviews

Annies’ Place by The Bridge of Flowers ~

As a guest at Annie’s Place, enjoy access to a tastefully, renovated 3 room apartment, including a fully equipped kitchen, living room, sofa with 2 recliners, a spacious bedroom, walk-in closet, full bath, TV & Internet. There is a seasonal front porch and mudroom for convenience. Meticulously maintained and located in the downtown village area. Simply park and walk to specialty shops, restaurants & the Bridge of Flowers. Shelburne Falls, designated as one of the 15 “Great Places in America.”

Guest favorite

Guesthouse in Northampton

5 out of 5 average rating, 318 reviews

Mill River Cottage (pet friendly!)

Welcome to our peaceful and unique urban farm cottage. We are located in historic Florence, Massachusetts (a part of Northampton). While our place is no longer a working farm, the cottage was created many years ago to support the main dwelling. It has been modernized to offer every comfort while maintaining its cozy aesthetic. Free parking & lighted access to the cottage. The cottage is a private space where you can come and go as you please. Relax and unwind or head out to explore the area!

Guest favorite

Rental unit in Conway

4.95 out of 5 average rating, 138 reviews

A Country Retreat-Enhanced Studio Apartment

Welcome to our lovely apartment, located in the beautiful, quiet Western MA hill-town of Conway. This is our second time as Airbnb hosts, then known as "Goat Meadow Farm". We hosted almost 150 reservations and achieved Superhost status there. We built again and downsized but included this spacious studio apartment with a bedroom alcove. Wooded and quiet yet just 3 miles from the charming tourist town of Shelburne Falls, and not far off RT91 and the cities of Amherst, Northampton and Greenfield.

Superhost

Rental unit in Goshen

4.93 out of 5 average rating, 390 reviews

Experience Three Sisters Sanctuary

Stunning, artist-designed home surrounded by nature and centrally located to nearby cultural hubs and fine dining in Northampton and the Berkshires. Private apartment designed in the Arts and Crafts tradition accommodates 4 people with two bedrooms. Stay includes full access to 8-acres of enchanting healing sculpture gardens with fire pits for nighttime use. From recent review “There is really no way to know how peaceful, wonderous, and one of a kind this space is. Absolutely magical grounds.”

Guest favorite

Home in Cummington

4.9 out of 5 average rating, 109 reviews

Beautiful Secluded Country House

Spacious farmhouse on 80 acres with sweeping views of rolling hills. New FIOS cable to the house means fast and reliable internet, including strong ZOOM capabilities. Rambling old house offers many comfortable places, inside and out. It's private and quiet here but not fancy. With no lights in the landscape, it's great for stargazing, a bonfire and sleeping. Visit restaurants in Northampton, local swim holes; walk our trails and dirt roads. Note: Nightly base price is for up to 6 guests.

Guest favorite

Cabin in Cummington

4.98 out of 5 average rating, 196 reviews

Just Be Cabin

Small, rustic cabin in the woods behind our home. The cabin has electricity, but no running water. Drinking and cooking water are provided from a hand pumped container. The cabin is a beautiful place to slow down, connect to nature and one's self. If you love to camp, you will love the cabin. It is the perfect locale for a personal retreat. We are happy to arrange a yoga class at our home studio as well. It is like a tree house, where all are welcome to come, simplify life and just be.

Guest favorite

Loft in Shelburne Falls

4.94 out of 5 average rating, 289 reviews

The Railroad House

The Railroad House is a cute attached converted barn in the village center with parking, private entrance, 2 floors, fridge, microwave, coffee maker, toaster, WiFI, but no television. It is located within just a minute's walk from the famous Bridge of Flowers. Other local attractions include several dining choices from a drugstore soda shop on up to 5-star dining, as well as the country's 2nd oldest bowling alley. On weekends you can often find live music. Train goes by twice/day on average.

Guest favorite

Rental unit in Shelburne Falls

4.97 out of 5 average rating, 521 reviews

In town, newly renovated studio with private deck

Come explore our unique area and stay in a renovated, light filled studio with private entrance, secluded deck , kitchenette and bath located in the quaint New England village of Shelburne Falls.We are within easy walking distance to numerous shops, candlepin bowling, Glacial potholes, tennis/basketball courts, Bridge of Flowers, eateries/restaurants, Pothole pictures, groceries, playgrounds, hiking & swimming areas, a natural food store and art galleries.Close to Berkshire East and Zoar!

Guest favorite

Home in Huntington

4.91 out of 5 average rating, 128 reviews

Private house on the River

Get away from it all at this very private house on the Westfield River. Walk in and feel right at home in this comfortable 2 bedroom ranch. It has a large back porch with outdoor seating and table that is 50 steps from the river. We supply everything you need, from the sheets and towels to your basic cooking needs. All you need to do is the bring the food. This house is perfect for families, with a large yard, indoor and outdoor toys, tire swing, floats, pack & play and high chair.

Guest favorite

Home in Williamsburg

4.99 out of 5 average rating, 182 reviews

Hilltown Studio

Stunning 2nd floor studio (limited kitchenette with easy to prepare Breakfast foods provided) close to Northampton, Smith and the Five Colleges, scenic drive to the Berkshires, one mile to the Snow Farm and just minutes to Valley View Farm. Lovely space & private deck overlooking perennial gardens & wildlife wandering by. Perfect stop when traveling through Western Mass, touring local colleges or a trip to enjoy the music, museums and restaurants in the Pioneer Valley and Berkshires.

Guest favorite

Rental unit in Northampton

4.94 out of 5 average rating, 324 reviews

Bike Path Hideaway Near Smith, Cooley, Northampton

Modern cozy 1BR with living space, private bathroom, private driveway, screened porch, and coded door. Wooded neighborhood. Bike path along river. 5 min. drive to Look Park. 10 min. drive to Northampton. BR has luxury queen bed and single bed, AC. Cozy LR, WiFi, 55" TV, equipped kitchen with air fryer and induction hot plate. Near excellent hikes. A family lives in attached unit so there is some noise, not during sleep hours. Cats have lived here in the past. Great getaway spot!

Guest favorite

Rental unit in Plainfield

4.97 out of 5 average rating, 258 reviews

Sunny, light filled loft in 1873 Colonial

Relax in our bright, very spacious, and quiet loft, on six open acres. Lounge on the stone terrace, under the stars, by a cozy fire, near the garden. 35 min to Northampton, 35 min to MassMoca, 10 min to Berk. East. Pellet stove, Fiber Optic Wi-Fi, streaming options, and cell coverage. Fully outfitted kitchen with home made granola, and assorted beverages. Two hybrid bikes available for use. There are 3, 5-ft long skylights, and a cathedral ceiling= much natural light!