Vacation rentals in Western Massachusetts

Book unique cabins, vacation rentals, and more on Airbnb

Top-rated vacation rentals in Western Massachusetts

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

1 of 1 item showing
SUPERHOST
Private room · Huntington
Nice Old Country Home
My place is close to Northampton, art and culture, restaurants and dining. You’ll love my place because of the coziness and the location.There is no public transportation in Huntington. I have three rooms on airbnb so can host larger groups or families when available. The bedrooms are on the second floor. Stairways are STEEP.
$49 per night
1 of 1 item showing
SUPERHOST
Entire rental unit · Greenfield
Mohawk Trail View/ private apt. no cleaning Fee
Apartment: Entrance, bathroom & driveway are all private. Backyard with gas bbq. Kitchenette has microwave, toaster oven, Keurig coffee maker & sink. 2 TV’s one in living room & bedroom. Netflix, Amazon Prime , HBO & Local programs. High speed internet. Bedroom has Queen bed & desk. Apt. Is 2 min's to Rt. 2 Mohawk Trail, Rt. 91, Supermarket, Restaurants & GCC. Less than 5 min's to Greenfield Center. <10 minutes to Deerfield Academy, Bement, Stonleigh. Berkshire East Resort Ski Area 24 minutes.
$69 per night
1 of 1 item showing
Private room · Becket
Pinewood Lodge: Cozy single room with private bath
Pinewood Lodge is a lovely, quiet hideaway in the heart of the beautiful Berkshires. Our standard single room includes a classic farm-house dresser, twin bed, an amazing rocking chair made of logs, and a private full bath next door.
$75 per night

Vacation rentals for every style

Get the amount of space that is right for you

  • Cabins
  • Houses
  • Unique stays

Stay near Western Massachusetts's top sights

Photo of Naismith Memorial Basketball Hall of Fame
Naismith Memorial Basketball Hall of Fame23 locals recommend
Photo of Dr. Seuss National Memorial Sculpture Garden
Dr. Seuss National Memorial Sculpture Garden3 locals recommend
Photo of Bridge of Flowers
Bridge of Flowers27 locals recommend
Photo of The Big E
The Big E4 locals recommend
Photo of Ski Butternut
Ski Butternut52 locals recommend
Photo of Springfield Museums
Springfield Museums10 locals recommend

Cabin rentals in Western Massachusetts

1 of 1 item showing
SUPERHOST
Entire cabin · North Adams
Mahican Cabin - A Private Nature's Reserve For 2
$246 per night
1 of 1 item showing
SUPERHOST
Entire cabin · Warwick
Artsy Pine Cabin in the Woods
$94 per night
1 of 1 item showing
SUPERHOST
Entire cabin · Monterey
Secluded cabin with babbling brook
$229 per night
1 of 1 item showing
Entire cabin · Becket
Tranquil Cabin steps from Lake
$195 per night
1 of 1 item showing
Entire cabin · Plainfield
Peaceful Cabin in the Woods
$245 per night
1 of 1 item showing
SUPERHOST
Entire cabin · North Adams
The Wampanoag Cabin @ The Wigwam Western Summit
$182 per night
1 of 1 item showing
SUPERHOST
Entire cabin · Chesterfield
Hilltown Cabin Hideaway: A River Runs Through It!
$215 per night
1 of 1 item showing
SUPERHOST
Entire cabin · Cummington
Just Be Cabin
$65 per night
1 of 1 item showing
SUPERHOST
Entire cabin · Savoy
The Camp - 20 Minutes to Berkshire East!
$99 per night
1 of 1 item showing
SUPERHOST
Entire cabin · Canaan
Rustic Barn Studio Apartment
$140 per night
1 of 1 item showing
SUPERHOST
Entire cabin · Stephentown
Cabin in the woods w cedar Hot Tub + private pond
$381 per night
1 of 1 item showing
SUPERHOST
Entire cabin · Washington
Berkshires Log Cabin, Peace and Tranquility Awaits
$290 per night

House rentals in Western Massachusetts

1 of 1 item showing
SUPERHOST
Entire home · Northampton
The Farmhouse - Eclectic country home with hot tub
$226 per night
1 of 1 item showing
SUPERHOST
Entire home · Amherst
Cozy get-away!
$80 per night
1 of 1 item showing
SUPERHOST
Entire home · Dalton
The Yellow House
$78 per night
1 of 1 item showing
SUPERHOST
Private room · Northampton
Warm Country Home Minutes from Town
$62 per night
1 of 1 item showing
SUPERHOST
Private room · Amherst
Room with a bit of whimsy
$47 per night
1 of 1 item showing
Entire home · Ashfield
Light Filled Modern Country Home
$150 per night
1 of 1 item showing
SUPERHOST
Private room · Holyoke
Comfortable Suite in Historic Home
$112 per night
1 of 1 item showing
SUPERHOST
Private room · Huntington
Cozy room in a nice old home.
$54 per night
1 of 1 item showing
SUPERHOST
Private room · Montague
Comfy room
$40 per night
1 of 1 item showing
SUPERHOST
Private room · Chicopee
Nice space, Quiet place, Easy Access: Room 2
$53 per night
1 of 1 item showing
SUPERHOST
Private room · Suffield
Simple living in Suffield
$36 per night
1 of 1 item showing
SUPERHOST
Private room · Amherst
The Bailey's
$66 per night