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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Cummington vacation homes

Fridge, microwave, oven, stovetop
Cozy Home in Holyoke with 3 bedrooms

Cozy Home in Holyoke with 3 bedrooms

Cozy Home in Holyoke with 3 bedrooms
Holyoke
9.8 out of 10, Exceptional, (12)
"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."
United States
Eric W.
The price is AED 477
AED 1,182 total
includes taxes & fees
14 Dec - 15 Dec
Cozy Home in Holyoke with 3 bedrooms
Interior
Home in the Woods

Home in the Woods

Home in the Woods
Russell
10.0 out of 10, Exceptional, (3)
"We really enjoyed our stay at the Home in the Woods. We stayed for 1 night on the way to Amherst for a graduation. The home is very cozy and clean. Jessica was easy to communicate with and the check-in/check out process was simple. Highly recommend!"
United States
Travis H.
The price is AED 621
AED 1,176 total
includes taxes & fees
13 Dec - 14 Dec
Home in the Woods
Interior
Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!

Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!

Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!
Sherwood Forest
10.0 out of 10, Exceptional, (5)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is AED 535
AED 1,373 total
includes taxes & fees
15 Dec - 16 Dec
Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!
Interior
Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (45)
"Our stay was so amazing. The hosts were wonderul and really adapatable to our family needs."
United States
Wendy M.
The price is AED 426
AED 743 total
includes taxes & fees
14 Dec - 15 Dec
Lovely 2nd Floor Apartment
Smart TV, books
Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine

Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine

Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine
Sherwood Forest
9.6 out of 10, Exceptional, (10)
"Very nice location with tons of privacy, yet not too far from things to do. Very easy for our dog to navigate the property as well."
United States
James D.
The price is AED 588
AED 1,433 total
includes taxes & fees
15 Dec - 16 Dec
Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine
Desk, iron/ironing board, travel crib, WiFi
The Creation Station is a cozy place so make yourself at home.

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, (72)
"The place is wonderful. Our 2nd visit and will be back. Has everything you need and then some. For us its centrally located so more family came for day trips. "
United States
Connie P.
The price is AED 661
AED 1,017 total
includes taxes & fees
22 Dec - 23 Dec
The Creation Station is a cozy place so make yourself at home.
Game room
Couples 2 Bedroom Retreat-Close to Shelburne Falls

Couples 2 Bedroom Retreat-Close to Shelburne Falls

Couples 2 Bedroom Retreat-Close to Shelburne Falls
Colrain
10.0 out of 10, Exceptional, (4)
"This place was great! Even though it was raining we enjoyed the hot tub! It was super clean and comfortable. "
United States
KayKay S.
The price is AED 567
AED 1,311 total
includes taxes & fees
14 Dec - 15 Dec
Couples 2 Bedroom Retreat-Close to Shelburne Falls
TV
Florida Mountain Log Cabin

Florida Mountain Log Cabin

Florida Mountain Log Cabin
2.0 star property
Florida
10.0 out of 10, Exceptional, (4)
"Place was super clean. Beds were comfortable. Location was great."
United States
Tristan e.
The price is AED 675
AED 1,245 total
includes taxes & fees
21 Dec - 22 Dec
Florida Mountain Log Cabin
Exterior
Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed

Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed

Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed
Whitingham
10.0 out of 10, Exceptional, (14)
"Extended family of 10 stayed 6 nights and all had a great stay. Beds were comfortable, house was very clean with everything you need to enjoy yourself and was in good repair. "
United States
Jacklyn D.
The price is AED 984
AED 2,168 total
includes taxes & fees
14 Dec - 15 Dec
Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed
Outdoor dining
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
2.0 star property
Pittsfield
7.8 out of 10, Good, (6)
"Very clean and spacious! We enjoyed our stay with our small pup!"
United States
Ann C.
The price is AED 988
AED 1,797 total
includes taxes & fees
13 Dec - 14 Dec
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Exterior
The Greylock Cabin

The Greylock Cabin

The Greylock Cabin
Florida
10.0 out of 10, Exceptional, (4)
"Wonderful view, peaceful quiet area, cosy cabin."
United States
Anonymous traveler
The price is AED 771
AED 1,368 total
includes taxes & fees
17 Dec - 18 Dec
The Greylock Cabin
Exterior
North Getaway Cottage

North Getaway Cottage

North Getaway Cottage
Williamstown
9.2 out of 10, Wonderful, (24)
"The cottage was the perfect accommodations for our overnight stay in town for a funeral. Thank you Claudia. "
United States
Mary Alice H.
The price is AED 859
AED 1,752 total
includes taxes & fees
12 Dec - 13 Dec
North Getaway Cottage
Fridge, microwave, oven, stovetop
FaLL Western Mass Getaway-Airhockey-Firepit

FaLL Western Mass Getaway-Airhockey-Firepit

FaLL Western Mass Getaway-Airhockey-Firepit
Colrain
9.8 out of 10, Exceptional, (38)
"Great house for family gatherings "
United Kingdom
John Paul B.
The price is AED 1,097
AED 2,423 total
includes taxes & fees
12 Dec - 13 Dec
FaLL Western Mass Getaway-Airhockey-Firepit
Fridge, microwave, oven, stovetop
Historic downtown house. Unscented products and sustainability practices.

Historic downtown house. Unscented products and sustainability practices.

Historic downtown house. Unscented products and sustainability practices.
Northampton
10.0 out of 10, Exceptional, (6)
"We stayed here to move our daughter into Smith, and it was a great property in a beautiful area. Debra was incredibly responsive and helpful and made a stressful time much easier."
United States
Lindsay R.
The price is AED 1,543
AED 2,720 total
includes taxes & fees
31 Dec - 1 January 2026
Historic downtown house. Unscented products and sustainability practices.
Property grounds
Riverbend Berkshire East Basecamp - 3 bedrooms available

Riverbend Berkshire East Basecamp - 3 bedrooms available

Riverbend Berkshire East Basecamp - 3 bedrooms available
Charlemont
The price is AED 588
AED 1,526 total
includes taxes & fees
12 Dec - 13 Dec
Riverbend Berkshire East Basecamp - 3 bedrooms available
Pool
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
Hancock
9.8 out of 10, Exceptional, (72)
"We had a wonderful stay, thank you! "
United States
Gary L.
The price is AED 970
AED 2,010 total
includes taxes & fees
14 Dec - 15 Dec
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
Outdoor dining
Hancock Village Inn Near Jiminy Peak

Hancock Village Inn Near Jiminy Peak

Hancock Village Inn Near Jiminy Peak
Hancock
10.0 out of 10, Exceptional, (16)
"Amazing Inn. Cozy and everything we needed. "
United States
Price F.
The price is AED 2,163
AED 4,035 total
includes taxes & fees
15 Dec - 16 Dec
Hancock Village Inn Near Jiminy Peak
Terrace/patio
Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass

Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass

Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass
Amherst
10.0 out of 10, Exceptional, (8)
"Amazing house"
United States
Anonymous traveler
The price is AED 4,036
AED 6,310 total
includes taxes & fees
9 Jan - 10 January 2026
Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass
Outdoor dining
Beautiful Victorian Downtown Amherst w/ Electric Car Charger

Beautiful Victorian Downtown Amherst w/ Electric Car Charger

Beautiful Victorian Downtown Amherst w/ Electric Car Charger
Amherst
10.0 out of 10, Exceptional, (1)
"My family and I stayed for graduation weekend this spring; the house was huge and had plenty of space, beds, towels and linens for all of us, along with any kitchen items we could have thought to need!The neighborhood is so lovely, and its an easy walk into downtown Amherst or little pubs and shops nearby; there's a driveway big enough for several cars, and a dining room that sat all of us very comfortably for meals.On a more personal note, it is clear that this home is full of good memories,...
United States
Katherine M.
The price is AED 1,836
AED 2,343 total
includes taxes & fees
30 Dec - 31 Dec
Beautiful Victorian Downtown Amherst w/ Electric Car Charger
A heated pool
Comfortable Berkshires retreat on mtn resort, SISO

Comfortable Berkshires retreat on mtn resort, SISO

Comfortable Berkshires retreat on mtn resort, SISO
Hancock
9.0 out of 10, Wonderful, (7)
"Kind and responsive host."
United States
Javier
The price is AED 1,183
AED 2,690 total
includes taxes & fees
12 Dec - 13 Dec
Comfortable Berkshires retreat on mtn resort, SISO
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

Comfort Inn & Suites

Comfort Inn & Suites

10/10 Excellent
"Front desk ladies were very pleasant and professional and helpful. We were very satisfied spending night there"
Nuzhat 1-night trip
Posted 1 day ago
Comfort Inn & Suites