Search Cottages in Western Massachusetts

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Check prices for these dates

In two weeks
17 Apr - 19 Apr
In two months
29 May - 31 May
In three months
26 Jun - 28 Jun
In four months
24 Jul - 26 Jul

Our top choices for Western Massachusetts cottages

Interior

12-acre Vacation Rental in the Berkshires!

12-acre Vacation Rental in the Berkshires!
3.0 star property
Charlemont
The price is AED 893
AED 2,000 total
includes taxes & fees
3 Apr - 4 Apr
12-acre Vacation Rental in the Berkshires!
Living area

Beautiful 2-bedroom cottage on Robert Frost Trail

Beautiful 2-bedroom cottage on Robert Frost Trail
Amherst
The price is AED 760
AED 1,169 total
includes taxes & fees
13 Apr - 14 Apr
Beautiful 2-bedroom cottage on Robert Frost Trail
Exterior

Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
10.0 out of 10, Exceptional, (12 reviews)
"Super cute cabin. It was winter so we didn’t get to see a lot of the lake/property but everything was very comfortable and Jim was a fantastic host. Would definitely stay again! "
United States
Rebecca
The price is AED 603
AED 961 total
includes taxes & fees
5 Apr - 6 Apr
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Terrace/patio

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Stafford
9.6 out of 10, Exceptional, (34 reviews)
"Great location, beautiful view completely relaxing "
United States
Carlos T.
The price is AED 441
AED 1,152 total
includes taxes & fees
24 Apr - 25 Apr
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
House (4 Bedrooms) | Interior

Outdoor Adventure Hub! Family Home in West Dover

Outdoor Adventure Hub! Family Home in West Dover
3.0 star property
West Dover
The price is AED 562
AED 1,916 total
includes taxes & fees
3 Apr - 4 Apr
Outdoor Adventure Hub! Family Home in West Dover
Terrace/patio

Pet-Friendly Hudson Escape w/ Hot Tub

Pet-Friendly Hudson Escape w/ Hot Tub
Stottville
The price is AED 661
AED 1,140 total
includes taxes & fees
29 Apr - 30 Apr
Pet-Friendly Hudson Escape w/ Hot Tub
Living area

Backyard Tiny House in the Woods

Backyard Tiny House in the Woods
Tolland
The price is AED 387
AED 518 total
includes taxes & fees
13 Apr - 14 Apr
Backyard Tiny House in the Woods
Terrace/patio

2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock

2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Rindge
10.0 out of 10, Exceptional, (23 reviews)
"The cottage was a great place to stay. Very conveniently located to where we wanted to travel to. It has a great view of the lake, very clean and comfortable."
United States
Nicole B.
The price is AED 612
AED 1,277 total
includes taxes & fees
13 Apr - 14 Apr
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Exterior

Brookside cottage near the mountains and outdoor recreation

Brookside cottage near the mountains and outdoor recreation
Readsboro
10.0 out of 10, Exceptional, (1 review)
"This place is simply fantastic. If you are looking for quiet...and I mean ABSOLUTE quiet...this is your place! Nestled just five minutes south of Readsboro, VT, Brookside Cottage is the place to get disconnected and just breathe a bit. Our family needed this place...I needed to be here...with our kids growing up so fast, now at 14 and 11, my wife and I just wanted to have a few days to be together, play some games, watch some movies, and enjoy each other's company. I'm convinced we found the...
United States
Jason H.
The price is AED 661
AED 1,082 total
includes taxes & fees
5 Apr - 6 Apr
Brookside cottage near the mountains and outdoor recreation
House (3 Bedrooms) | Interior

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
Stephentown
The price is AED 720
AED 2,034 total
includes taxes & fees
3 Apr - 4 Apr
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
House (4 Bedrooms) | Interior

Outdoor Adventure Haven 14 Mi to Mount Snow Skiing

Outdoor Adventure Haven 14 Mi to Mount Snow Skiing
3.0 star property
Newfane
The price is AED 826
AED 2,113 total
includes taxes & fees
5 Apr - 6 Apr
Outdoor Adventure Haven 14 Mi to Mount Snow Skiing
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 Western Massachusetts Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Our entire experience was great! The check in was easy, the rooms were clean and well maintained. The staff was friendly and kind. The pool and hot tub were a great source of relaxation and fun with our Granddaughter, we just never figured out where the theatre was. Most of all could not beat the price. Hoping to stay again at either a different location or the same one. "
Susan 4-night trip
Posted 10 hours ago
Vacation Village in the Berkshires

Frequently asked questions

How much do cottages in Western Massachusetts cost?
Cottages in Western Massachusetts range between AED 518 and AED 2,113 per night. These stays offer a chance to reconnect with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Western Massachusetts?
Western Massachusetts has 105 cottages to choose from. Enter your dates and destination and organize your ideal getaway today.
Why book your cottage in Western Massachusetts with Expedia?
Reserving a cottage in Western Massachusetts is as easy as entering your travel dates and picking your ideal place for a getaway in nature. From luxurious retreats to low-cost stays and cottages that come with perks like a hot tub, Expedia has something for all styles. As for irresistible deals? We've got you covered!
How can I find cheap cottages in Western Massachusetts?
Expedia can help you easily locate cheap cottages in Western Massachusetts. To lock in your perfect stay in a few clicks, simply use our handy filter tool to tailor your search results by budget, amenities and star rating.

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