Book Holiday Homes in Cummington

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Featured Holiday Homes in Cummington

Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

Lanesborough
The price is NZ$389 per night from 30 Mar to 31 Mar
NZ$389
includes taxes & fees
30 Mar - 31 Mar
Stay at this vacation home in Lanesborough. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions Jiminy Peak Mountain Resort and Crane ...
Berkshire Village Carriage House - Super Private!!
Peace and quiet on the lake

Peace and quiet on the lake

Becket
Stay at this vacation home in Becket. Enjoy free WiFi, a garden, and patios. Popular attractions Pyramid Lake and Becket Land Trust Historic Quarry are located ...
Peace and quiet on the lake
Author Stephen Oates Once Owned

Author Stephen Oates Once Owned

Amherst
The price is NZ$700 per night from 18 Mar to 19 Mar
NZ$700
includes taxes & fees
18 Mar - 19 Mar
Stay at this vacation home in Amherst. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Puffers Pond South Beach and UMass ...
Author Stephen Oates Once Owned
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Hancock Village Inn at Jiminy Peak

Hancock Village Inn at Jiminy Peak

Hancock
The price is NZ$1,849 per night from 28 Mar to 29 Mar
NZ$1,849
includes taxes & fees
28 Mar - 29 Mar
Book a stay at this family-friendly vacation home in Pittsfield. Enjoy a pool table, in-room washers/dryers, and an in-room coffeemaker. Popular attractions ...
Hancock Village Inn at Jiminy Peak
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

Amherst
The price is NZ$360 per night from 18 Mar to 19 Mar
NZ$360
includes taxes & fees
18 Mar - 19 Mar
Book a stay at this family-friendly vacation home in Amherst. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Puffers Pond South ...
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Heart of Lenox Walk to Town Cozy Cottage!

Heart of Lenox Walk to Town Cozy Cottage!

Lenox
Stay at this vacation home in Lenox. Enjoy free WiFi, a garden, and in-room washers/dryers. Popular attractions Tanglewood Music Center and The Bookstore are ...
Heart of Lenox Walk to Town Cozy Cottage!
Enjoy comfortable elegance in this secluded grand home located in town

Enjoy comfortable elegance in this secluded grand home located in town

Lenox
Stay at this vacation home in Lenox. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Tanglewood Music Center and Ventfort Hall Mansion ...
Enjoy comfortable elegance in this secluded grand home located in town
Comfortable Berkshires retreat on mtn resort, SISO

Comfortable Berkshires retreat on mtn resort, SISO

Hancock
The price is NZ$843 per night from 2 Apr to 3 Apr
NZ$843
includes taxes & fees
2 Apr - 3 Apr
Stay at this vacation home in Hancock. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster ...
Comfortable Berkshires retreat on mtn resort, SISO
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

Cummington
Stay at this vacation home in Cummington. Enjoy a garden, patios, and an in-room coffeemaker.
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft
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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 Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Cummington vacation homes are the perfect way for you to wing it.

Holiday houses in Cummington let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Cummington in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Cummington adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Cummington with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Cummington vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Cummington Holiday Homes essential information

Accommodation
207 Holiday Homes
Lowest Price
NZ$188
Highest Price
NZ$1,849
Popular accommodation
Berkshire Village Carriage House - Super Private!!, Peace and quiet on the lake, Author Stephen Oates Once Owned, Hancock Village Inn at Jiminy Peak, kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley, Heart of Lenox Walk to Town Cozy Cottage!, Enjoy comfortable elegance in this secluded grand home located in town, Comfortable Berkshires retreat on mtn resort, SISO, Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

Top trending hotels in Cummington

D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd, Holyoke, MA
Fully refundable
The price is NZ$238 per night from 18 Mar to 19 Mar
NZ$238
includes taxes & fees
18 Mar - 19 Mar
Stay at this 3-star spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants, and room service. Our guests praise the breakfast and the pool in our reviews. ...
D. Hotel Suites & Spa
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is NZ$246 per night from 23 Mar to 24 Mar
NZ$246
includes taxes & fees
23 Mar - 24 Mar
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and in-room massages. Our guests praise the helpful staff in ...
Vacation Village in the Berkshires
Life House Berkshires

Life House Berkshires

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is NZ$188 per night from 30 Mar to 31 Mar
NZ$188
includes taxes & fees
30 Mar - 31 Mar
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
Life House Berkshires
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Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
400 Russell St, Hadley, MA
Fully refundableReserve now, pay when you stay
The price is NZ$235 per night from 14 Apr to 15 Apr
NZ$235
includes taxes & fees
14 Apr - 15 Apr
Book a stay at this business-friendly hotel in Hadley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Comfort Inn & Suites
Don't see what you're looking for?
See all available properties in Cummington
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.