Cummington Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
19 Oct - 20 Oct
Tomorrow
20 Oct - 21 Oct
Next weekend
24 Oct - 26 Oct
In two weeks
31 Oct - 2 Nov

Holiday Rentals in Cummington

Outdoor pool
The Clearing - Quiet - Close To Nature
The Clearing - Quiet - Close To Nature
10.0 out of 10, Exceptional, (204)
"The property was beautiful and well maintained.The home where we stayed was perfect and cozy."
United States
colleen M.
The Clearing - Quiet - Close To Nature
Fireplace, books
3BR Riverfront Log Home with Steam Sauna, Soaring Glass Wall & Private Forest
3BR Riverfront Log Home with Steam Sauna, Soaring Glass Wall & Private Forest
9.6 out of 10, Exceptional, (37)
"We really enjoyed our stay in Cummington. The house was very clean, the kitchen well stocked with utencils and cookware. The creek behind the house was great for meditation and quiet time and the flowers beautiful.We only used the Master bedroom upstairs and found it comfortable.It was a perfect place to set up base camp while we traveled around New England."
United States
Lisa C.
3BR Riverfront Log Home with Steam Sauna, Soaring Glass Wall & Private Forest
Lobby
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3.0 star property
8.8 out of 10, Excellent, (2081)
"Clean and great pool and hot tub facilities "
United States
Alyce
The price is HK$713
HK$881 total
includes taxes & fees
2 Nov - 3 Nov
Vacation Village in the Berkshires
Exterior
Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very good, (982)
"This is our second time staying here. We love the property, the suites work for us as there is a bedroom which is separate from the living space. There are plenty of things to do on the property and in the surrounding area. Mt. Greylock, antiquing, great breakfast spots! The Country Store on the property has great sandwiches and things needed for your stay."
United States
Amy
The price is HK$1,088
HK$1,216 total
includes taxes & fees
20 Oct - 21 Oct
Jiminy Peak Mountain Resort
Restaurant
Huttopia Berkshires
Huttopia Berkshires
1.0 star property
10.0 out of 10, Exceptional, (5)
"Perfect place for a relaxing getaway! We loved everything! "
United States
Cammie
Huttopia Berkshires
Indoor pool, outdoor pool, pool umbrellas, pool loungers
The Ponds at Foxhollow
The Ponds at Foxhollow
3.0 star property
8.6 out of 10, Excellent, (131)
"We were 4 adult friends sharing a 2-bedroom and enjoyed the size of the space and the location of the condo was under a 10 min drive to all the sights"
United States
michelle
The Ponds at Foxhollow
Exterior detail
The Kemble- Built by a US Secretary of State in Lenox
The Kemble- Built by a US Secretary of State in Lenox
10.0 out of 10, Exceptional, (17)
"Loved the property. Perfect for our gathering."
United States
Stephanie R.
The Kemble- Built by a US Secretary of State in Lenox
Terrace/patio
Spacious 5-bedroom house in charming Lee with WiFi
Spacious 5-bedroom house in charming Lee with WiFi
8.0 out of 10, Very good, (1)
"House was large, clean, and comfortable. "
United States
John Z.
The price is HK$2,971
HK$5,775 total
includes taxes & fees
25 Oct - 26 Oct
Spacious 5-bedroom house in charming Lee with WiFi
Exterior
Hancock Village Inn at Jiminy Peak
Hancock Village Inn at Jiminy Peak
10.0 out of 10, Exceptional, (15)
"Amazing Inn. Cozy and everything we needed. "
United States
Price F.
The price is HK$4,265
HK$8,137 total
includes taxes & fees
21 Oct - 22 Oct
Hancock Village Inn at Jiminy Peak
Fridge, microwave, oven, stovetop
Amore Estate - beautiful room with many places to explore and relax in.
Amore Estate - beautiful room with many places to explore and relax in.
9.2 out of 10, Wonderful, (31)
"Beautiful property. The house and grounds, including a beautiful pool were amazing. Loved sitting on the porch and watching the birds.So much to do in the Berkshires, would definitely like to come back."
United States
Jacquie S.
Amore Estate - beautiful room with many places to explore and relax in.
Exterior
Bear Creek Cabin
Bear Creek Cabin
10.0 out of 10, Exceptional, (41)
"We enjoyed our stay!!"
United States
Hillary S.
The price is HK$3,107
HK$4,677 total
includes taxes & fees
20 Oct - 21 Oct
Bear Creek Cabin
Interior
Peace and quiet on the lake
Peace and quiet on the lake
9.6 out of 10, Exceptional, (226)
"Property was very clean and had all amenities that we needed. It was perfect for a cozy winter getaway weekend. Would definitely stay there again! "
United States
Anika J.
Peace and quiet on the lake
Outdoor dining
Amherst, Perfect Location, UMass, Smith, MHC!
Amherst, Perfect Location, UMass, Smith, MHC!
10.0 out of 10, Exceptional, (17)
"Everything was clean and comfortable. It was a perfect getaway."
United States
Sean O.
Amherst, Perfect Location, UMass, Smith, MHC!
A heated pool
Comfortable Berkshires retreat on mtn resort, SISO
Comfortable Berkshires retreat on mtn resort, SISO
8.8 out of 10, Excellent, (6)
"Kind and responsive host."
United States
Javier
The price is HK$1,251
HK$3,730 total
includes taxes & fees
20 Oct - 21 Oct
Comfortable Berkshires retreat on mtn resort, SISO
Property grounds
Hadley Amherst Location.Explore the Valley Colleges!
Hadley Amherst Location.Explore the Valley Colleges!
10.0 out of 10, Exceptional, (132)
"Stayed here for my child’s graduation weekend. Enough room for everyone and great location. Loved the nearby walking trail!"
United Kingdom
Julie M.
Hadley Amherst Location.Explore the Valley Colleges!
Exterior
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
9.6 out of 10, Exceptional, (132)
"We really enjoyed our stay. Watching all the wildlife come and go around the pond was a highlight. Thanks!"
United States
Anonymous traveller
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Property grounds
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
9.8 out of 10, Exceptional, (19)
"Very friendly hosts, great location. "
United States
Dan M.
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
Terrace/patio
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
9.8 out of 10, Exceptional, (108)
"Cute country apartment, lots of sweet touches added by the thoughtful host. Calm & quiet, close to the activities my family was doing. Beautiful flowers near the porch."
United States
House Of S.
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Property grounds
2400sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox
2400sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox
9.8 out of 10, Exceptional, (69)
"Beautiful location, very spacious, comfortable and clean."
United States
Aubrey G.
2400sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox
Property grounds
The Creation Station is a cozy place so make yourself at home.
The Creation Station is a cozy place so make yourself at home.
10.0 out of 10, Exceptional, (70)
"This was our second time staying here and we had a great time!"
United States
Andy L.
The price is HK$1,398
HK$2,169 total
includes taxes & fees
20 Oct - 21 Oct
The Creation Station is a cozy place so make yourself at home.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cummington Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"The place is immaculate . Everyone at front desk very helpful . The grounds are beautifully landscaped . Has all the amenities of home . My hubby joked and said he'd move into this room for his retirement . Lots of nice restaurants in the area . Shops and beauty all around ."
martin 1-night trip
Posted 1 day ago
Vacation Village in the Berkshires

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
  • Use the map to find apartments and other holiday homes in the Cummington neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cummington while they last

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?

Kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley: This holiday home rental outside of Cummington is located in the city centre, and offers a balcony, air conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Cummington?

Expedia has 4 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 Ashfield Lake.

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.