Cummington Holiday Rentals

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Holiday Rentals in Cummington

Charming 2-bedroom house in beautiful countryside of Cummington, Ma
2.0 star property
The price is AU$436
includes taxes & fees
27 Oct - 28 Oct
Charming 2-bedroom house in beautiful countryside of Cummington, Ma
Vacation Village in the Berkshires
3.0 star property
8.8 out of 10, Excellent, (2076)
"Clean and great pool and hot tub facilities "
Alyce
The price is AU$175
includes taxes & fees
2 Nov - 3 Nov
Vacation Village in the Berkshires
Florida Mountain Log Cabin!
2.0 star property
10.0 out of 10, Exceptional, (4)
"Place was super clean. Beds were comfortable. Location was great."
Tristan e.
The price is AU$631
includes taxes & fees
26 Oct - 27 Oct
Florida Mountain Log Cabin!
Cozy Home in Holyoke with 3 bedrooms
9.6 out of 10, Exceptional, (9)
"What a great house and such gracious hosts!The location is just minutes from Mount Holyoke College which was perfect for our trip Super clean and well maintained house. I highly recommend staying here."
Eric W.
The price is AU$503
includes taxes & fees
23 Oct - 24 Oct
Cozy Home in Holyoke with 3 bedrooms
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very good, (981)
"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."
Amy
The price is AU$231
includes taxes & fees
31 Oct - 1 Nov
Jiminy Peak Mountain Resort
Button's Modern Luxury Walkup Downtown Northampton
10.0 out of 10, Exceptional, (1)
"This was the best rental apartment I've stayed at and definitely the cleanest. Check-in is easy, the pictures are accurate, the kitchen and bathroom are great, and the location in downtown Northampton is super walkable to cafes, shops, Smith, etc. If I'm ever back anywhere near the area, I will definitely try to stay there again. 10/10"
Meghan C.
The price is AU$785
includes taxes & fees
3 Nov - 4 Nov
Button's Modern Luxury Walkup Downtown Northampton
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
10.0 out of 10, Exceptional, (3)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
Sharon K.
The price is AU$622
includes taxes & fees
28 Oct - 29 Oct
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
9.2 out of 10, Wonderful, (15)
"Great property! Thank you for a wonderful stay."
David
The price is AU$480
includes taxes & fees
22 Oct - 23 Oct
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
The price is AU$353
includes taxes & fees
27 Oct - 28 Oct
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
Must See Jurassic Jiminy Suite Country Inn - Sleeps 4 Ski On/Off Mountain
10.0 out of 10, Exceptional, (3)
"We had a great stay! The kids absolutely loved the room. Great location and lots to do. Thanks again!!"
Jen B.
The price is AU$382
includes taxes & fees
20 Oct - 21 Oct
Must See Jurassic Jiminy Suite Country Inn - Sleeps 4 Ski On/Off Mountain
Lovely 2nd Floor Apartment
10.0 out of 10, Exceptional, (40)
"Quiet location and comfortable stay. The space was clean and perfect for a quick overnight. Owner was on site and very responsive. "
Shanyn
The price is AU$316
includes taxes & fees
20 Oct - 21 Oct
Lovely 2nd Floor Apartment
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
10.0 out of 10, Exceptional, (8)
"Great location. Howie is very communicative. Wish we could have stayed longer. "
Una D.
The price is AU$380
includes taxes & fees
19 Oct - 20 Oct
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
10.0 out of 10, Exceptional, (2)
"as advertised."
Joshua G.
The price is AU$1,047
includes taxes & fees
3 Nov - 4 Nov
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
The Creation Station is a cozy place so make yourself at home.
10.0 out of 10, Exceptional, (69)
"This was our second time staying here and we had a great time!"
Andy L.
The price is AU$435
includes taxes & fees
20 Oct - 21 Oct
The Creation Station is a cozy place so make yourself at home.
Bear Creek Cabin
10.0 out of 10, Exceptional, (41)
"We enjoyed our stay!!"
Hillary S.
The price is AU$934
includes taxes & fees
20 Oct - 21 Oct
Bear Creek Cabin
2-Bdr Apt In Town, By the Water
9.6 out of 10, Exceptional, (8)
"Lovely property, in good shape. Close to many Williamstown attractions."
Scott M.
The price is AU$419
includes taxes & fees
30 Oct - 31 Oct
2-Bdr Apt In Town, By the Water
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
10.0 out of 10, Exceptional, (4)
"It was great experience and we loved the ammenities."
Carrie C.
The price is AU$382
includes taxes & fees
20 Oct - 21 Oct
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base
9.6 out of 10, Exceptional, (30)
"Perfect 1 bedroom, ski in ski off , updated unit with great amenities! Owner super responsive and accommodating. Will definitely be back "
Doris B.
The price is AU$364
includes taxes & fees
20 Oct - 21 Oct
Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base
The Greylock Cabin - True Cabin in the woods on 30 acres. Pet-Friendly
10.0 out of 10, Exceptional, (3)
"Wonderful view, peaceful quiet area, cosy cabin."
Anonymous traveller
The price is AU$693
includes taxes & fees
26 Oct - 27 Oct
The Greylock Cabin - True Cabin in the woods on 30 acres. Pet-Friendly
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

Find out more about Cummington

Everything you need to know about Cummington holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cummington holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cummington holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Cummington holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cummington. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cummington holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cummington holiday rentals we have selected for you start as low as AU$175 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Cummington rentals

At Expedia, we put the best Cummington holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cummington rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cummington holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cummington. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.