A lake with a rocky shoreline and a forested island.

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Western Massachusetts cottages

A deck with outdoor furniture, including a sofa and a glass table, overlooking a body of water.

1. Cozy Cottage-Sunset On The Lake

Cozy Cottage-Sunset On The Lake
Otis
9.8 out of 10, Exceptional, (55 reviews)
"Quiet and peaceful"
United States
Michael S.
The price is HK$1,923
HK$4,515 total
includes taxes & fees
15 Oct - 16 Oct
Cozy Cottage-Sunset On The Lake
A wooden deck with a table, benches, and outdoor furniture.

2. The Cottage on Mill Brook is walking distance to Berkshire East and the River.

The Cottage on Mill Brook is walking distance to Berkshire East and the River.
Charlemont
The price is HK$2,835
HK$4,359 total
includes taxes & fees
8 Nov - 9 Nov
The Cottage on Mill Brook is walking distance to Berkshire East and the River.
A wooden deck with outdoor furniture, overlooking a lake with boats and houses in the background.

3. 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, (49 reviews)
"Better than pictured. Beautiful lake and decks! Super comfortable living room furniture. Near great local restaurants."
United States
Julianne
The price is HK$981
HK$2,508 total
includes taxes & fees
19 Oct - 20 Oct
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
A house by a lake with a dock and a boat.

4. Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
10.0 out of 10, Exceptional, (13 reviews)
"Jim was a great host very friendly and welcoming, the cabin is in the perfect spot on the lake and we were able to see a fireworks show directly on the dock, thank you !"
United States
clifford t.
The price is HK$1,461
HK$2,258 total
includes taxes & fees
20 Oct - 21 Oct
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
A cabin with a wooden deck, a covered porch, and a gravel driveway.

5. 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 HK$1,758
HK$4,349 total
includes taxes & fees
15 Oct - 16 Oct
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
A red building with a white door and windows, a concrete driveway, and a grassy area with a lake in the background.

6. 2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce

2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce
Rindge
10.0 out of 10, Exceptional, (25 reviews)
"Everything was really great. Nice place...beautiful view of the lake, easy access, clean, well-equipped. "
United States
Dennis F.
The price is HK$1,530
HK$3,074 total
includes taxes & fees
15 Oct - 16 Oct
2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce
An outdoor patio with a fire pit, a grill, and outdoor furniture.

7. Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley

Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley
Stottville
The price is HK$1,554
HK$2,980 total
includes taxes & fees
22 Oct - 23 Oct
Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley
A house with a porch and a small shed in the background.

8. Waterfront Lake Cottage - Lake Access -Kayaks

Waterfront Lake Cottage - Lake Access -Kayaks
Avon
The price is HK$2,472
HK$4,616 total
includes taxes & fees
27 Oct - 28 Oct
Waterfront Lake Cottage - Lake Access -Kayaks
A two-story house with a balcony, a chimney, and a window with a view.

9. Berkshires farm, 30+ guests, 50 acres

Berkshires farm, 30+ guests, 50 acres
New Lebanon
10.0 out of 10, Exceptional, (1 review)
The price is HK$6,663
HK$14,728 total
includes taxes & fees
2 Nov - 3 Nov
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 Inn

The Yankee Inn

10/10 Excellent
"Clean room. Special thank you to the cleaning and breakfast staff. Great balcony view. We will come back again."
Christopher 2-night trip
Posted 3 hours ago
The Yankee Inn

Find out more about Western Massachusetts

Western Massachusetts Cottages information

Number of reviews
142
Accommodation
111 Cottages
Lowest Price
HK$2,258
Highest Price
HK$14,728

Frequently asked questions

How much do cottages in Western Massachusetts cost?
Cottages in Western Massachusetts range between HK$2,258 and HK$14,728 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 111 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!
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.

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