Default HTG hotel image

Cummington Holiday Rentals

  • 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

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Cummington holiday rentals

Lobby

1. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,137 reviews)
"Clean & comfortable stay"
United States
Robert
The price is HK$624
HK$872 total
includes taxes & fees
1 Oct - 2 Oct
Berkshire Mountain Lodge
Interior

2. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (65 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
13 Sept - 14 Sept
Lovely 2nd Floor Apartment
Exterior

3. 2 Twin beds on 1st floor with En-suite bathroom.

2 Twin beds on 1st floor with En-suite bathroom.
Shelburne Falls
The price is HK$721
HK$1,410 total
includes taxes & fees
16 Sept - 17 Sept
2 Twin beds on 1st floor with En-suite bathroom.
Interior

4. Real Estate: Therapy - Lake, Laundry, Love it

Real Estate: Therapy - Lake, Laundry, Love it
Sherwood Forest
8.0 out of 10, Very good, (1 review)
"Very good trip overall. Great location. Just a few things needed to make it over the top!"
United States
William C B.
The price is HK$408
HK$2,278 total
includes taxes & fees
13 Sept - 14 Sept
Real Estate: Therapy - Lake, Laundry, Love it
Exterior

5. 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
28 Sept - 29 Sept
Private bed with En-suite bathroom Marigold Room
Lobby

6. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,625 reviews)
"Great all around stay and lots for the kids to do"
United States
Sarah
The price is HK$746
HK$919 total
includes taxes & fees
15 Sept - 16 Sept
Vacation Village in the Berkshires
Property grounds

7. 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, (39 reviews)
"The house was very clean! The hot tub was great! From checking in and checking out the host made everything so easy. We will definitely stay again!"
United States
Kyle R.
The price is HK$1,482
HK$3,408 total
includes taxes & fees
13 Sept - 14 Sept
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Property grounds

8. Charming, updated 3 bedroom farmhouse farm stay.

Charming, updated 3 bedroom farmhouse farm stay.
Williamsburg
10.0 out of 10, Exceptional, (41 reviews)
"Great hosts! Very nice and helpful. "
United States
Anonymous traveller
The price is HK$1,990
HK$3,239 total
includes taxes & fees
23 Sept - 24 Sept
Charming, updated 3 bedroom farmhouse farm stay.
Coffee/tea maker, fridge, microwave, oven

9. 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, (31 reviews)
"We were on a girls backpacking trip and this was the perfect location right off the trail to clean up, get some great rest and grab dinner. The people are so friendly in Dalton and this place had everything we needed!"
United States
Allie T.
The price is HK$1,482
HK$3,127 total
includes taxes & fees
19 Sept - 20 Sept
Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton
Living area

10. Penthouse Apartment on Park Street

Penthouse Apartment on Park Street
Adams
9.6 out of 10, Exceptional, (15 reviews)
"Our stay was beautiful! The check in process was super easy and the building was easy to access. The apartment was very clean and it was a lovely stay."
United States
Margaret C.
The price is HK$1,137
HK$2,207 total
includes taxes & fees
15 Sept - 16 Sept
Penthouse Apartment on Park Street
Exterior

11. Getaway Near Mass MoCA, Great Hiking, Scenic Views

Getaway Near Mass MoCA, Great Hiking, Scenic Views
Stamford
10.0 out of 10, Exceptional, (34 reviews)
"Perfect for our weekend getaway. Close to the activities we wanted in North Adams, Mass, but just across the state line in a lovely rural setting. A very nice apartment... just as described. So happy to have chosen this for our stay!"
United States
Bill
The price is HK$529
HK$1,120 total
includes taxes & fees
13 Sept - 14 Sept
Getaway Near Mass MoCA, Great Hiking, Scenic Views
Iron/ironing board, WiFi, bed sheets

12. Cozy private 2 bed apartment in Shelburne Falls

Cozy private 2 bed apartment in Shelburne Falls
Shelburne Falls
"I really enjoyed the kitchen setup and how everything I needed was there. The beds were very comfortable and having a light nearby for reading was a plus. The walk to downtown was nice. We explored Shelburne Falls out days and it did have something for everyone. I would stay here again."
United States
maureen
The price is HK$1,262
HK$2,864 total
includes taxes & fees
17 Sept - 18 Sept
Cozy private 2 bed apartment in Shelburne Falls
Exterior detail

13. 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$1,016
HK$2,274 total
includes taxes & fees
22 Sept - 23 Sept
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
Interior

14. 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, (9 reviews)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is HK$1,143
HK$2,933 total
includes taxes & fees
14 Sept - 15 Sept
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Desk, iron/ironing board, travel cot, WiFi

15. The Creation Station is a cozy place so make yourself at home.

The Creation Station is a cozy place so make yourself at home.
Easthampton Ma.
10.0 out of 10, Exceptional, (77 reviews)
"We had such a great stay at the Creation Station! The host John, showed us around the property and explained how to use everything. He also recommended a great restaurant in town. It was a great experience and would definitely recommend it!"
United States
Paula
The price is HK$1,412
HK$2,102 total
includes taxes & fees
14 Sept - 15 Sept
The Creation Station is a cozy place so make yourself at home.
Interior

16. A Scenic Townhouse Near Amherst (Next to a Horse Farm)

A Scenic Townhouse Near Amherst (Next to a Horse Farm)
Sunderland
The price is HK$765
HK$2,178 total
includes taxes & fees
14 Sept - 15 Sept
A Scenic Townhouse Near Amherst (Next to a Horse Farm)
Property grounds

17. Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (6 reviews)
"Loved this spot. Beautiful view of the mountain. Beyond easy checkin and check out process. Everything you need is on the mountain - we didnt have to leave all weekend. Highly recommend! "
United States
Maura D.
The price is HK$878
HK$1,918 total
includes taxes & fees
14 Sept - 15 Sept
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Exterior

18. Rose room Victorian home queen bed private bath

Rose room Victorian home queen bed private bath
Shelburne Falls
The price is HK$812
HK$1,511 total
includes taxes & fees
14 Sept - 15 Sept
Rose room Victorian home queen bed private bath
1 bedroom, WiFi, bed sheets

19. WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn

WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn
Hancock
9.0 out of 10, Wonderful, (17 reviews)
"Great stay! Perfect location by the pool and nicely renovated as advertised!"
United States
Matthew B.
The price is HK$894
HK$1,927 total
includes taxes & fees
15 Sept - 16 Sept
WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn
Living area

20. Spacious & Cozy Ground Floor 2/3 Bed private suite

Spacious & Cozy Ground Floor 2/3 Bed private suite
Shelburne Falls
9.6 out of 10, Exceptional, (5 reviews)
"we had a wonderful"
United States
Rini A.
The price is HK$1,529
HK$3,162 total
includes taxes & fees
16 Sept - 17 Sept
Spacious & Cozy Ground Floor 2/3 Bed private suite
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

Berkshires Untold

Berkshires Untold

10/10 Excellent
"beautiful place, great staff, would love to go back!"
Sam 1-night trip
Posted 9 hours ago
Berkshires Untold

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?

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 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 Bardwell's Ferry Bridge.

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.