Search Cottages in Cummington
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 48 Cottages in Cummington with updated reviews, rates, and availability.

Charming historic cottage on scenic road to Mt. Greylock
Charming historic cottage on scenic road to Mt. Greylock
10.0 out of 10, Exceptional, (107)

Family-Friendly Richmond Cottage w/ Private Yard
Family-Friendly Richmond Cottage w/ Private Yard
10.0 out of 10, Exceptional, (4)

The Clearing - Quiet - Close To Nature
The Clearing - Quiet - Close To Nature
10.0 out of 10, Exceptional, (187)

Cozy Berkshire cottage with fireplace.
Cozy Berkshire cottage with fireplace.
10.0 out of 10, Exceptional, (24)

Massachusetts Vacation Rental w/ Deck
Massachusetts Vacation Rental w/ Deck

4 Mi to Skiing: Cottage w/ Fire Pit in Richmond!
4 Mi to Skiing: Cottage w/ Fire Pit in Richmond!
10.0 out of 10, Exceptional, (1)

Private Lake Cottage on 3 acres w/350 sq. ft. deck
Private Lake Cottage on 3 acres w/350 sq. ft. deck

Lake Views & Dock Access - Pittsfield Cottage!
Lake Views & Dock Access - Pittsfield Cottage!
10.0 out of 10, Exceptional, (1)
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.
Save an average of 15% on thousands of hotels when you're signed in
Other property types in Cummington

The Clearing - Quiet - Close To Nature
The Clearing - Quiet - Close To Nature
10.0 out of 10, Exceptional, (187)

Vacation Village in the Berkshires
Vacation Village in the Berkshires
8.6 out of 10, Excellent, (1788)
The price is SAR 402
SAR 482 total
includes taxes & fees
17 Mar - 18 Mar

The Ponds at Foxhollow
The Ponds at Foxhollow
8.6 out of 10, Excellent, (120)
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.
Recent reviews of Cummington hotels
Recent reviews of Cummington hotels

The Williams Inn
5/5 Excellent
"Quality, tasteful decor and coffee/water station om each floor. Sitting/reading/game areas are very homey and super comfortable. Adding a self service microwave on each floor would be thoughtful. "
A verified traveler stayed at The Williams Inn
Posted 2 days ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Popular Destinations
Top Cottages in Other Destinations
More Accommodation Types in Cummington
- Vacation Homes in Cummington
- Apartments in Cummington
- Condo Rentals in Cummington
- Resorts in Cummington
- B&B in Cummington
- Motels in Cummington
- Cabin Rentals in Cummington
- Farmstay in Cummington
- Guest Houses in Cummington
- Aparthotels in Cummington
- Chalets in Cummington
- Inns in Cummington
- Condo Resorts in Cummington
- Lodges in Cummington
- Villas in Cummington
- Hotels