Cummington Vacation Rentals

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Check prices for these dates

In two weeks
Oct 31 - Nov 2
In one month
Nov 14 - Nov 16
In two months
Dec 12 - Dec 14
In three months
Jan 9 - Jan 11

Vacation Rentals in Cummington

Terrace/patio
Charming 2-bedroom house in beautiful countryside of Cummington, Ma
Charming 2-bedroom house in beautiful countryside of Cummington, Ma
2.0 star property
The price is ￥29,427
￥42,111 total
includes taxes & fees
Oct 26 - Oct 27
Charming 2-bedroom house in beautiful countryside of Cummington, Ma
Lobby
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3.0 star property
8.6 out of 10, Excellent, (2071)
"Nice room clean and friendly staff"
The price is ￥13,925
￥17,219 total
includes taxes & fees
Nov 2 - Nov 3
Vacation Village in the Berkshires
TV
Florida Mountain Log Cabin!
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."
The price is ￥29,034
￥61,659 total
includes taxes & fees
Oct 23 - Oct 24
Florida Mountain Log Cabin!
Terrace/patio
Cozy Home in Holyoke with 3 bedrooms
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."
The price is ￥19,618
￥48,042 total
includes taxes & fees
Oct 26 - Oct 27
Cozy Home in Holyoke with 3 bedrooms
Exterior
Jiminy Peak Mountain Resort
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."
The price is ￥22,037
￥24,615 total
includes taxes & fees
Oct 22 - Oct 23
Jiminy Peak Mountain Resort
Oven, stovetop, dishwasher
Button's Modern Luxury Walkup Downtown Northampton
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"
The price is ￥37,953
￥76,478 total
includes taxes & fees
Nov 3 - Nov 4
Button's Modern Luxury Walkup Downtown Northampton
Outdoor dining
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
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."
The price is ￥24,447
￥60,178 total
includes taxes & fees
Oct 29 - Oct 30
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Fridge, microwave, oven, stovetop
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
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."
The price is ￥19,694
￥46,441 total
includes taxes & fees
Oct 22 - Oct 23
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
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
The price is ￥11,816
￥34,270 total
includes taxes & fees
Oct 27 - Oct 28
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
TV, DVD player, books
Must See Jurassic Jiminy Suite Country Inn - Sleeps 4 Ski On/Off Mountain
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!!"
The price is ￥17,155
￥37,306 total
includes taxes & fees
Oct 22 - Oct 23
Must See Jurassic Jiminy Suite Country Inn - Sleeps 4 Ski On/Off Mountain
Interior
Lovely 2nd Floor Apartment
Lovely 2nd Floor Apartment
10.0 out of 10, Exceptional, (39)
"Quiet location and comfortable stay. The space was clean and perfect for a quick overnight. Owner was on site and very responsive. "
The price is ￥17,521
￥30,697 total
includes taxes & fees
Oct 27 - Oct 28
Lovely 2nd Floor Apartment
Exterior
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
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. "
The price is ￥17,155
￥37,306 total
includes taxes & fees
Oct 22 - Oct 23
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
3 bedrooms, iron/ironing board, WiFi, bed sheets
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
10.0 out of 10, Exceptional, (2)
"as advertised."
The price is ￥58,100
￥101,918 total
includes taxes & fees
Nov 16 - Nov 17
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
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, (69)
"This was our second time staying here and we had a great time!"
The price is ￥27,164
￥42,142 total
includes taxes & fees
Oct 21 - Oct 22
The Creation Station is a cozy place so make yourself at home.
Exterior
Bear Creek Cabin
Bear Creek Cabin
10.0 out of 10, Exceptional, (41)
"We enjoyed our stay!!"
The price is ￥60,364
￥90,858 total
includes taxes & fees
Oct 21 - Oct 22
Bear Creek Cabin
Outdoor dining
2-Bdr Apt In Town, By the Water
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."
The price is ￥18,217
￥40,964 total
includes taxes & fees
Oct 30 - Oct 31
2-Bdr Apt In Town, By the Water
Exterior
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
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."
The price is ￥17,053
￥37,085 total
includes taxes & fees
Oct 22 - Oct 23
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Exterior
Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base
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 "
The price is ￥17,306
￥37,475 total
includes taxes & fees
Oct 20 - Oct 21
Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base
Interior
The Greylock Cabin - True Cabin in the woods on 30 acres. Pet-Friendly
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."
The price is ￥33,955
￥66,198 total
includes taxes & fees
Oct 20 - Oct 21
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

Hotel UMass

Hotel UMass

10/10 Excellent
"Comfortable beds. Would have liked complimentary conditioner. Convenient location. Bathroom was very small."
Laurie 1-night trip
Posted 1 day ago
Hotel UMass

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 vacation rentals in Cummington?

Yes, we give you a choice of vacation rentals close to popular sights in Cummington, or you can go with 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 vacation rentals that Cummington has to offer?

Kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley: Located near Cummington, this vacation home rental is located in the city center 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 vacation rentals are there in Cummington?

Expedia has 4 vacation 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 larger area, you’ll find Three Sisters Sanctuary and Ashfield Lake.

What’s a vacation rental in Cummington like?

A vacation rental is a private property where you can stay for a long or short time in Cummington. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for families.