Search Western Massachusetts Cottage Rentals from CA $354

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Our top choices for Western Massachusetts cottages

The price is CA $218
CA $363 total
includes taxes & fees
Mar 8 - Mar 9
Beautiful 2-bedroom cottage on Robert Frost Trail
3.0 star property
The price is CA $332
CA $743 total
includes taxes & fees
Mar 13 - Mar 14
12-acre Vacation Rental in the Berkshires!
9.6 out of 10, Exceptional, (33 reviews)
"Great location, beautiful view completely relaxing "
United States
Carlos T.
The price is CA $104
CA $354 total
includes taxes & fees
Mar 8 - Mar 9
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
10.0 out of 10, Exceptional, (12 reviews)
"Amazing place. We really enjoyed our brief stay. Great host. "
United States
Gary S.
The price is CA $224
CA $360 total
includes taxes & fees
Mar 8 - Mar 9
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
The price is CA $249
CA $445 total
includes taxes & fees
Apr 5 - Apr 6
Pet-Friendly Hudson Escape w/ Hot Tub
3.0 star property
The price is CA $267
CA $755 total
includes taxes & fees
Mar 8 - Mar 9
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
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 CA $209
CA $469 total
includes taxes & fees
Mar 8 - Mar 9
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
10.0 out of 10, Exceptional, (1 review)
The price is CA $1,437
CA $2,636 total
includes taxes & fees
Mar 31 - Apr 1
Berkshires farm, 30+ guests, 50 acres
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

Find out more about Western Massachusetts

Western Massachusetts Cottages information

Number of reviews
45
Accommodation
110 Cottages
Lowest Price
CA $354
Highest Price
CA $2,636

Frequently asked questions

How much do cottages in Western Massachusetts cost?
Cottages in Western Massachusetts range between CA $354 and CA $2,636 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 110 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.
What is there to do in Western Massachusetts near my cottage?
The most important travel accessory for your Western Massachusetts trip is a well-organized itinerary! Titanic Museum, Springfield Armory and Springfield City Library are some of the well-known sights if you're heading to Springfield. West Springfield is also packed with wonderful attractions, such as Big E. Need more travel inspo? Find time for Eastern States Exposition and Olympia Ice Center too.

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