Cummington Vacation Rentals

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Tonight
Oct 15 - Oct 16
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Oct 16 - Oct 17
This weekend
Oct 17 - Oct 19
Next weekend
Oct 24 - Oct 26

Vacation Rentals in Cummington

Outdoor pool
The Clearing - Quiet - Close To Nature
The Clearing - Quiet - Close To Nature
10.0 out of 10, Exceptional, (203)
"The property was beautiful and well maintained.The home where we stayed was perfect and cozy."
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)
"My friends and I had the most beautiful rainy weekend here to celebrate my 40th birthday. The spot was perfect for the 5 of us and the river was such a wonderful bonus to our peaceful trip!"
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
8.6 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
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 ￥22,169
￥24,762 total
includes taxes & fees
Oct 22 - Oct 23
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! "
The price is ￥52,859
￥59,044 total
includes taxes & fees
Oct 17 - Oct 18
Huttopia Berkshires
Indoor pool, outdoor pool, pool umbrellas, sun 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"
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."
The Kemble- Built by a US Secretary of State in Lenox
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."
Amore Estate - beautiful room with many places to explore and relax in.
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. "
The price is ￥63,669
￥119,956 total
includes taxes & fees
Oct 22 - Oct 23
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, (14)
"Amazing Inn. Cozy and everything we needed. "
The price is ￥83,344
￥159,005 total
includes taxes & fees
Oct 21 - Oct 22
Hancock Village Inn at Jiminy Peak
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! "
Peace and quiet on the lake
Exterior
Bear Creek Cabin
Bear Creek Cabin
10.0 out of 10, Exceptional, (41)
"We enjoyed our stay!!"
The price is ￥60,724
￥89,026 total
includes taxes & fees
Oct 19 - Oct 20
Bear Creek Cabin
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."
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."
The price is ￥24,441
￥73,577 total
includes taxes & fees
Oct 16 - Oct 17
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!"
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!"
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Terrace/patio
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
9.8 out of 10, Exceptional, (46)
"Great space in house. Great that each room had its own bathroom "
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
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)
"My wife and I stayed in the upper apartment for 2 nights. The place was perfect in every aspect. It was clean, quiet and well equipped. Beds were comfortable and it was close the UMASS. We will definitely stay here again when we are in the area. "
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
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. "
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
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 ￥27,326
￥42,563 total
includes taxes & fees
Oct 16 - Oct 17
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.
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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 22 hours 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.