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Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Featured Cottages in Western Massachusetts

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

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

Stafford
9.8 out of 10, Exceptional, (29)
"FANTASTIC STAY! there was an issue after arrival that was QUICKLY addressed... rest of stay was amazing! Beautiful home. Great kayaks.. lots of fishing!QUICK AND PLEASANT COMMUNICATIONS.THANK YOU!!!"
United States
Michelle O.
The price is AU$482
includes taxes & fees
8 Dec - 9 Dec
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Private kitchen
Trainmaster's Inn - Caboose

Trainmaster's Inn - Caboose

Palmer
9.6 out of 10, Exceptional, (9)
"This place is a unique stay, that's for sure! If you are looking for an unforgettable experience, you should come. If you love trains, you should come. However, if you are not that fond of tight spaces or old-fashioned style and your traveling companions are looking for luxury and privacy, you might want to look elsewhere. The bathroom is a big tight (it's a caboose bathroom). But the location is really fun. And the owners are very accommodating! "
United States
Lisa B.
The price is AU$488
includes taxes & fees
1 Dec - 2 Dec
Trainmaster's Inn - Caboose
Exterior
Pet-Friendly Hudson Escape w/ Hot Tub

Pet-Friendly Hudson Escape w/ Hot Tub

2.0 star property
Stottville
The price is AU$511
includes taxes & fees
2 Dec - 3 Dec
Pet-Friendly Hudson Escape w/ Hot Tub
Exterior
Tiny house on the Ashuelot river family and pet friendly

Tiny house on the Ashuelot river family and pet friendly

Swanzey
The price is AU$136
includes taxes & fees
1 Dec - 2 Dec
Tiny house on the Ashuelot river family and pet friendly
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, (22)
"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 AU$568
includes taxes & fees
1 Dec - 2 Dec
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Exterior
Berkshires farm, 30+ guests, 50 acres

Berkshires farm, 30+ guests, 50 acres

2.0 star property
New Lebanon
The price is AU$2,537
includes taxes & fees
1 Dec - 2 Dec
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

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"This is our second time here and it was fantastic. Always super clean, great amenities,and staff is always nice and respectful. My fiance and I will be coming here once or twice a year, every year. Starting new tradition for my birthday. It is such a nice room to relax and enjoy each others company in comfort. "
Yazbeth 2-night trip
Posted 3 days ago
The Yankee, Trademark Collection by Wyndham

Find out more about Western Massachusetts

Western Massachusetts Cottages information

Number of reviews
59
Accommodation
109 Cottages
Lowest Price
AU$136
Highest Price
AU$2,537

Frequently asked questions

How much do cottages in Western Massachusetts cost?
Prepare to pay between AU$136 and AU$2,537 per night for cottages in Western Massachusetts. Whatever your budget, an epic stay is only a few clicks away on Expedia. This price was 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?
You can select from 109 cottages in Western Massachusetts. Whether you're travelling with the kids, as a twosome or with a group of pals, Expedia makes it a cinch to find your ideal place.
What is there to do in Western Massachusetts near my cottage?
The best accessory to pack for your Western Massachusetts adventure is a well-designed itinerary! Naismith Memorial Basketball Hall of Fame, Titanic Museum and Springfield Science Museum are some of the top sights if you're on your way to Springfield. Amherst is also home to impressive attractions, such as Emily Dickinson Museum. In the mood to explore more? Check out Amherst Farm Winery and Mead Art Museum too.

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