Hot Cummington Cottage Rates

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Featured Cottages in Cummington

Charming historic cottage on scenic road to Mt. Greylock

Charming historic cottage on scenic road to Mt. Greylock

Lanesboro
Stay at this cottage in Lanesborough. Enjoy free WiFi, a garden, and Netflix. Popular attractions Jiminy Peak Mountain Resort and Mount Greylock State Reservation ...
Charming historic cottage on scenic road to Mt. Greylock
Cozy Berkshire cottage with fireplace.

Cozy Berkshire cottage with fireplace.

Pittsfield
Stay at this cottage in Pittsfield. Enjoy free WiFi, a garden, and patios. Popular attractions Bousquet Ski Area and Colonial Theater are located nearby.
Cozy Berkshire cottage with fireplace.
Massachusetts Vacation Rental w/ Deck

Massachusetts Vacation Rental w/ Deck

3 out of 5
Easthampton
Stay at this 3-star cottage in Easthampton. Enjoy free parking, a garden, and an in-room coffeemaker. Popular attractions Lyman Conservatory and Smith College ...
Massachusetts Vacation Rental w/ Deck
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Private Lake Cottage on 3 acres w/350 sq. ft. deck

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

Becket
Stay at this cottage in Becket. Popular attractions Iroquis Waterfront and Pyramid Lake are located nearby.
Private Lake Cottage on 3 acres w/350 sq. ft. deck
The Clearing - Quiet - Close To Nature

The Clearing - Quiet - Close To Nature

Cummington
Stay at this cottage in Cummington. Enjoy free WiFi, private pools, and a garden. Our guests praise the property condition in our reviews. Popular attractions ...
The Clearing - Quiet - Close To Nature
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort

Hawley Home w/ Deck: 4 Mi to Berkshire East Resort

3 out of 5
Charlemont
Stay at this 3-star cottage in Charlemont. Enjoy free parking, in-room fireplaces, and air conditioning. Popular attractions Hawley Bog Preserve and Berkshire ...
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
Spacious Historic Home in the Berkshires!

Spacious Historic Home in the Berkshires!

3 out of 5
Pittsfield
Stay at this 3-star cottage in Pittsfield. Enjoy free parking, balconies, and in-room fireplaces. Popular attractions Colonial Theater and Berkshire Museum are ...
Spacious Historic Home in the Berkshires!
Pet-friendly Cabin w/ Fire Pit, BBQ & Great Deck!

Pet-friendly Cabin w/ Fire Pit, BBQ & Great Deck!

3 out of 5
Williamsburg
Stay at this 3-star cottage in Williamsburg. Enjoy free parking, in-room fireplaces, and air conditioning. Popular attractions Chesterfield Public Library and ...
Pet-friendly Cabin w/ Fire Pit, BBQ & Great Deck!
Charlemont Retreat on Chickley River w/ EV Charger

Charlemont Retreat on Chickley River w/ EV Charger

3 out of 5
Charlemont
Stay at this 3-star cottage in Charlemont. Enjoy balconies, in-room fireplaces, and air conditioning. Popular attractions Hawley Bog Preserve and Mohawk Trail ...
Charlemont Retreat on Chickley River w/ EV Charger
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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.

Cummington Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Cummington will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Cummington definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Cummington, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Cummington Cottages essential information

Accommodation
48 Cottages
Lowest Price
NZ$192
Highest Price
NZ$288
Popular accommodation
Charming historic cottage on scenic road to Mt. Greylock, Cozy Berkshire cottage with fireplace., Massachusetts Vacation Rental w/ Deck, Private Lake Cottage on 3 acres w/350 sq. ft. deck , The Clearing - Quiet - Close To Nature, Hawley Home w/ Deck: 4 Mi to Berkshire East Resort, Spacious Historic Home in the Berkshires!, Pet-friendly Cabin w/ Fire Pit, BBQ & Great Deck!, Charlemont Retreat on Chickley River w/ EV Charger

Top trending hotels in Cummington

D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd, Holyoke, MA
Fully refundableReserve now, pay when you stay
The price is NZ$241 per night from 4 Jan to 5 Jan
NZ$241
includes taxes & fees
4 Jan - 5 Jan 2025
Stay at this 3-star spa hotel in Holyoke. Enjoy free breakfast, free parking, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. ...
D. Hotel Suites & Spa
Hotel Downstreet

Hotel Downstreet

3 out of 5
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is NZ$229 per night from 6 Jan to 7 Jan
NZ$229
includes taxes & fees
6 Jan - 7 Jan 2025
Stay at this 3-star hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
Hotel Downstreet
Hotel UMass

Hotel UMass

2.5 out of 5
1 Campus Center Way, Amherst, MA
Fully refundableReserve now, pay when you stay
The price is NZ$288 per night from 5 Jan to 6 Jan
NZ$288
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this hotel in Amherst. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Mullins ...
Hotel UMass
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The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is NZ$192 per night from 1 Jan to 2 Jan
NZ$192
includes taxes & fees
1 Jan - 2 Jan 2025
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
The Yankee, Trademark Collection by Wyndham
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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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^Subject to availability and chosen travel dates.