Skip to content
Sign up
Log in
Vacation rentals in Cummington

Vacation rentals in Cummington

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Cummington

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

  • Just Be Cabin
    SUPERHOSTEntire cabin · 2 guests · 1 bed · Half-bath
    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.

    What guests are saying:

    “Stacey's cabin on her family's property is a wonderfully simple and secluded cabin surrounded by tall trees. The wood stove kept things toasty, the airy living space is beautiful and peaceful. The cabin is at the edge of the forest about 100 feet behind the house and garden. The surrounding area is quiet, beautiful--gravel paths up and down wooded hills, orchards, old stone homesteads and weathered barns. The nearby Old Creamery coop is absolutely fantastic. I pulled up to the house and Stacey was out boiling sap from their sugar maples, and she sent me off with a fresh jar of the most rich, dark maple syrup. I came for just one night to get away from the city and real life, and I was very happy.”

  • Deer Hill House
    SUPERHOSTEntire apartment · 4 guests · 1 bed · 1 bath
    Deer Hill House

    The Deer Hill House was built in 1832 as a hotel. It has been an inn, dance hall, and cafe. Now it is four separate apartments under one roof. The house is located on a quiet country road with a river across the street, Deer Hill behind the house, and a large open yard. This spacious, sunlit, first-floor, one bedroom apartment provides a comfortable home base for your adventures. instargram @deerhillhouse Berkshire Trail 2 min Notchview 7 min Windsor Jams 10 min Lenox 35 min Northampton 40 min

    What guests are saying:

    “We stayed at Christine's place for a night amidst a quick Fall getaway. This was the perfect place to lay our heads after a busy day of sightseeing around the Mt Greylock. The apartment is cozy and comfortable with lots of homey touches like warm fuzzy throw blankets and boardgames. The space was spotless, and the bed incredibly comfortable. The location is perfect for enjoying the Berkshires and Pioneer Valley, and Christine was very helpful with recommendations for sightseeing (Chesterfield Gorge was beautiful!). Would definitely recommend and we are looking forward to coming back for a longer stay!”

  • In town, newly renovated studio with private deck
    SUPERHOSTEntire guesthouse · 2 guests · 1 bed · 1 bath
    In town, newly renovated studio with private deck

    Come explore our unique area and stay in a newly renovated, light filled studio with private entrance, 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, coffeehouse , 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!

    What guests are saying:

    “Located in a beautiful town this place is exactly as described and more. Our host was kind check in and say a quick hello! The place was sparkling clean and had little loving touches of welcome that I will leave unlisted so you too may be surprised as we were! Soft towels, lovely lotions and shampoo, a welcoming back porch, comfortable bed and crisp linens, and fresh ground coffee and cream left for us for our morning. The area is lovely for hiking and walking. The neighborhood is bustling yet the pad is quiet and serene. Thank you for a memorable stay!!”

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Cummington holiday rentals

  • Kitchen
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Cummington

Annies’ Place by The Bridge of Flowers ~
SUPERHOSTEntire apartment
Annies’ Place by The Bridge of Flowers ~
Price:$122 AUD / night
Secret Corner of Shelburne Falls
SUPERHOSTEntire loft
Secret Corner of Shelburne Falls
Price:$108 AUD / night
Rent a cottage
Entire cottage
Rent a cottage
Price:$122 AUD / night
The Camp - 20 Minutes to Berkshire East!
SUPERHOSTEntire cabin
The Camp - 20 Minutes to Berkshire East!
Price:$114 AUD / night
The Old Parish Hall, right in down town!
SUPERHOSTEntire apartment
The Old Parish Hall, right in down town!
Price:$144 AUD / night
Sunny carriage house apartment
SUPERHOSTEntire apartment
Sunny carriage house apartment
Price:$122 AUD / night
Upstairs at Deer Hill House
SUPERHOSTEntire apartment
Upstairs at Deer Hill House
Price:$137 AUD / night
View of Green, easy access to town
SUPERHOSTPrivate room
View of Green, easy access to town
Price:$58 AUD / night
Dinny's Place
SUPERHOSTEntire apartment
Dinny's Place
Price:$144 AUD / night
Lakefront w/ Private Beach & Kayaks/Canoe
SUPERHOSTEntire cottage
Lakefront w/ Private Beach & Kayaks/Canoe
Price:$257 AUD / night
Private Studio w Separate Entrance & Private Bath
SUPERHOSTEntire guest suite
Private Studio w Separate Entrance & Private Bath
Price:$87 AUD / night
Upstairs Guest Rooms-Near UMass/Deerfield Academy
SUPERHOSTPrivate room
Upstairs Guest Rooms-Near UMass/Deerfield Academy
Price:$94 AUD / night
Show all