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Cummington Holiday Rentals

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Cummington holiday rentals

Lobby

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,467 reviews)
"Great and tranquil location, good sleeps, friendly and helpful staff, would do it again."
United States
Melanie
The price is HK$859
HK$1,046 total
includes taxes & fees
18 Aug - 19 Aug
Vacation Village in the Berkshires
Property grounds

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Hinsdale
9.8 out of 10, Exceptional, (38 reviews)
"Gorgeous place.Great stay.Will diff be backG"
United States
Gerard C.
The price is HK$1,545
HK$3,513 total
includes taxes & fees
26 Jul - 27 Jul
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,023 reviews)
"Clean room, friendly staff, nice property"
United States
Joseph
The price is HK$871
HK$1,148 total
includes taxes & fees
23 Aug - 24 Aug
Berkshire Mountain Lodge
Smart TV, fireplace, books

5BR Berkshire Home Mins To The Mountain

5BR Berkshire Home Mins To The Mountain
Charlemont
10.0 out of 10, Exceptional, (6 reviews)
"What an amazing house to stay at! Tons of room, well equipped kitchen and a great location! "
United States
Jason F.
The price is HK$1,858
HK$4,843 total
includes taxes & fees
27 Jul - 28 Jul
5BR Berkshire Home Mins To The Mountain
Exterior

Bear Creek Cabin

Bear Creek Cabin
Charlemont
10.0 out of 10, Exceptional, (48 reviews)
"We enjoyed our stay!!"
United States
Hillary S.
The price is HK$3,136
HK$4,721 total
includes taxes & fees
28 Jul - 29 Jul
Bear Creek Cabin
Property grounds

Riverbend Berkshire East Basecamp - 3 bedrooms available

Riverbend Berkshire East Basecamp - 3 bedrooms available
Charlemont
10.0 out of 10, Exceptional, (4 reviews)
"Very nice house and the stay was unproblematic!"
United States
Noah K.
The price is HK$1,633
HK$3,671 total
includes taxes & fees
21 Aug - 22 Aug
Riverbend Berkshire East Basecamp - 3 bedrooms available
Exterior

Hummingbird Haven is a woodland retreat surrounded by Nature and Local Charm.

Hummingbird Haven is a woodland retreat surrounded by Nature and Local Charm.
Hinsdale
10.0 out of 10, Exceptional, (8 reviews)
"Kendra was an excellent host! Very nice and welcoming and answered questions promptly. The house was beautiful and the country setting and lake was picturesque. "
United States
Joseph L.
The price is HK$2,313
HK$4,659 total
includes taxes & fees
10 Aug - 11 Aug
Hummingbird Haven is a woodland retreat surrounded by Nature and Local Charm.
Interior

Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (60 reviews)
"Beautiful decor, cozy furnishings, comfy comfy beds, all the amenities we needed and more, such a perfect apartment. Great communication with the host. Lots of yummy restaurant options in the area. We loved staying here!"
United States
Christa B.
The price is HK$910
HK$1,586 total
includes taxes & fees
27 Jul - 28 Jul
Lovely 2nd Floor Apartment
Coffee/tea maker, fridge, microwave, oven

Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton

Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton
Dalton
9.8 out of 10, Exceptional, (28 reviews)
"Clean and just as pictured. Comfortable bed and furniture"
United States
Kathleen O.
The price is HK$1,137
HK$2,680 total
includes taxes & fees
10 Aug - 11 Aug
Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton
Exterior

Light-filled treetop apartment close to downtown Greenfield and Highland Park

Light-filled treetop apartment close to downtown Greenfield and Highland Park
Greenfield
9.8 out of 10, Exceptional, (8 reviews)
"Nice place"
United States
Tom
The price is HK$1,588
HK$2,001 total
includes taxes & fees
27 Jul - 28 Jul
Light-filled treetop apartment close to downtown Greenfield and Highland Park
TV, fireplace, books

Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting

Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting
Charlemont
10.0 out of 10, Exceptional, (2 reviews)
"Our stay at the chalet was exactly what we hoped it would be! The space is in a beautiful location that is perfect for dogs. The host was very helpful and responsive and check in was a breeze. We'll be back for sure!"
United States
Georgia P.
The price is HK$2,823
HK$10,361 total
includes taxes & fees
23 Aug - 24 Aug
Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting
Iron/ironing board, WiFi, bed sheets

Cozy private 2 bed apartment in Shelburne Falls

Cozy private 2 bed apartment in Shelburne Falls
Shelburne Falls
The price is HK$1,317
HK$2,934 total
includes taxes & fees
29 Jul - 30 Jul
Cozy private 2 bed apartment in Shelburne Falls
Smart TV

kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Amherst
9.8 out of 10, Exceptional, (112 reviews)
"Lovely place to stay and close to a nice cafe/market. Hosts were friendly and had fresh breakfast food in the refrigerator waiting for us. "
United States
Bill K.
The price is HK$1,023
HK$1,493 total
includes taxes & fees
29 Jul - 30 Jul
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Exterior

Private bed with En-suite bathroom Marigold Room

Private bed with En-suite bathroom Marigold Room
Shelburne Falls
The price is HK$941
HK$1,673 total
includes taxes & fees
26 Jul - 27 Jul
Private bed with En-suite bathroom Marigold Room
Property grounds

Cozy Valley View Post & Beam Villa!

Cozy Valley View Post & Beam Villa!
Whately
10.0 out of 10, Exceptional, (10 reviews)
"Thanks for a great stay"
United States
Andrea M.
The price is HK$5,489
HK$7,007 total
includes taxes & fees
4 Aug - 5 Aug
Cozy Valley View Post & Beam Villa!
Coffee/tea maker, fridge, microwave, oven

Spacious 5BR w/ Hot Tub & Games

Spacious 5BR w/ Hot Tub & Games
Colrain
10.0 out of 10, Exceptional, (52 reviews)
"Our 4th week here and our crew could not be happier with the accommodations"
United States
Maureen A.
The price is HK$2,376
HK$5,238 total
includes taxes & fees
9 Aug - 10 Aug
Spacious 5BR w/ Hot Tub & Games
Interior

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Sherwood Forest
10.0 out of 10, Exceptional, (5 reviews)
The price is HK$1,819
HK$3,801 total
includes taxes & fees
17 Aug - 18 Aug
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Exterior detail

Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
Greenfield
9.6 out of 10, Exceptional, (9 reviews)
"We had a great"
United States
Meredith B.
The price is HK$1,059
HK$2,268 total
includes taxes & fees
15 Aug - 16 Aug
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
Interior

Button's Modern Luxury Walkup Downtown Northampton

Button's Modern Luxury Walkup Downtown Northampton
Northampton
10.0 out of 10, Exceptional, (6 reviews)
"The apartment was very comfortable and had everything we needed for the weekend including nice coffee, cava and a treat. Well equipped kitchen and good bed, towels, storage. Will stay here again"
United States
AMY
The price is HK$1,914
HK$3,898 total
includes taxes & fees
5 Aug - 6 Aug
Button's Modern Luxury Walkup Downtown Northampton
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cummington Hotel Reviews

Hotel Northampton

Hotel Northampton

10/10 Excellent
"Q"
David 1-night trip
Posted 2 hours ago
Hotel Northampton

Find out more about Cummington

Search for holiday rentals in Cummington on Expedia! You can easily find your home rentals, villas, holiday apartments in Cummington using one of the methods below:

  • View our selection of featured holiday rentals in Cummington
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Look no further and take a look at our great range of rental properties in Cummington!

Frequently asked questions

Can I find holiday rentals in Cummington?

Yes, there are holiday rentals close to the most popular sights in Cummington, or you can select a more secluded option if you're looking for a relaxing stay. Cummington is known for its shopping and restaurants.

What are some of the best holiday rentals that Cummington has to offer?

Experience Three Sisters Sanctuary in Goshen, MA: This holiday home rental outside of Cummington is equipped with a garden, air conditioning and a Smart TV to help you feel comfortable during your stay.

How many holiday rentals are there in Cummington?

Expedia has 5 holiday rentals for your stay in Cummington.

What’s there to see and do in Cummington?

Swift River and Westfield River are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Three Sisters Sanctuary and Chesterfield Gorge.

What’s a holiday rental in Cummington like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cummington. Holiday rentals feature amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for small groups.