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-organised itinerary! Titanic Museum , Springfield Armoury 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 Centre too.

The Berkshires featuring snow as well as a family

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Our top choices for Western Massachusetts cottages

"Beautiful historical house in a rural setting. We were attending performances at Jacob’s Pillow. This house is approximately 20 minutes away, so very convenient."

"Wonderful property! Check-in was effortless, and communication was excellent. The property had the southern charm my family and I desired, with ample space. The kids and our dog Rider had a ball. All the amenities you could think of, just in case you may have forgotten something. The quiet and serene nature of the property was beautiful, and I am so happy we chose to stay here. It is a historic house with nice modern updates and a country appeal. Thank you for making our weekend pleasant...

Cottage (4 Bedrooms) | Front of property

"Perfect for a quiet, weekend getaway. We went to celebrate our 5 year anniversary and brought our dog, Ollie. Ollie's a very timid and nervous guy, but he felt very comfortable here. We went during the winter, but would be interested in returning in the summer because there seems to be a lot of outdoor activities (white water rafting, fishing, hiking). "

"I tried to reach out to the contact given regarding some checkout procedures and got zero response. "

"Nice location. Spacious with ample bedrooms. Would have been nice if there was a second bathroom on the second floor. It might be time to freshen the furniture in the sitting area."

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Western Massachusetts Cottages information

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Accommodation	80 Cottages
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Frequently asked questions

How much do cottages in Western Massachusetts cost?

Cottages in Western Massachusetts range between and 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 80 cottages to choose from. Enter your dates and destination and organise 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!

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Search Cottages in Western Massachusetts

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Browse Select Western Massachusetts Cottages

Our top choices for Western Massachusetts cottages

Massachusetts Vacation Rental w/ Deck

Westfield Vacation Rental w/ Porch, Pets Welcome!

Historic Huntington Home - Walk to Westfield River

Cozy Springfield Vacation Rental Near Downtown

Charlemont Retreat on Chickley River w/ EV Charger

Quaint Massachusetts Home w/ Yard & Grill!

1 Mi to Dtwn: Cottage w/ Large Yard in Stockbridge

A-frame Cabin w/ Furnished Deck in Becket!

Luxury Vacation Rental in the Berkshires!

Spacious Historic Home in the Berkshires!

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

Cavalier Cottage B&B

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

Cordelia by Avantstay Amazing Backyard, 10mins From Stockbridge!

Ashley Falls Home w/ Fire Pit: Hike & Ski!

Skiing & Hiking: Water-view Home in the Berkshires

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

Lakefront Otis Home w/ Stunning Views & Boats!

Cozy Stockbridge Cabin - Walk to Beach & Lake!

Whitney by Avantstay Private Berkshires Estate