A lake with a rocky shoreline and a forested island.

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Western Massachusetts cottages

Terrace/patio

1. 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, (46 reviews)
"We had a great time swimming and kayaking. The house was spotless. Lake front with great parking."
United States
Christy
The price is NZ$554
includes taxes & fees
11 Sept - 12 Sept
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
House (3 Bedrooms) | Interior

2. 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 NZ$939
includes taxes & fees
24 Aug - 25 Aug
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
Exterior

3. Perfect for a peaceful get away in clean fresh Vermont air!

Perfect for a peaceful get away in clean fresh Vermont air!
Woodford
10.0 out of 10, Exceptional, (84 reviews)
"Cozy cabin with a big yard right on a beautiful lake."
United States
Adam a.
The price is NZ$640
includes taxes & fees
31 Aug - 1 Sept
Perfect for a peaceful get away in clean fresh Vermont air!
Exterior

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)
"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 NZ$524
includes taxes & fees
6 Sept - 7 Sept
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Terrace/patio

5. 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, (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 NZ$665
includes taxes & fees
8 Sept - 9 Sept
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Exterior

6. 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 NZ$3,802
includes taxes & fees
8 Sept - 9 Sept
Berkshires farm, 30+ guests, 50 acres
House (4 Bedrooms) | Interior

7. Mtn-view Retreat in Huson Valley: Great for Groups

Mtn-view Retreat in Huson Valley: Great for Groups
3.0 star property
Hudson
The price is NZ$1,290
includes taxes & fees
21 Aug - 22 Aug
Mtn-view Retreat in Huson Valley: Great for Groups
House (4 Bedrooms) | Interior

8. 3 Mi to Mount Snow: Spacious West Dover Home

3 Mi to Mount Snow: Spacious West Dover Home
3.0 star property
West Dover
The price is NZ$1,107
includes taxes & fees
20 Aug - 21 Aug
3 Mi to Mount Snow: Spacious West Dover Home
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
"This is a great resort with large, clean, well equipped rooms. My only gripe is the location is quite remote and you have to drive 10 minutes for food."
Benjamin 7-night trip
Posted 1 hour ago
Vacation Village in the Berkshires

Find out more about Western Massachusetts

Western Massachusetts Cottages information

Number of reviews
168
Accommodation
115 Cottages
Lowest Price
NZ$524
Highest Price
NZ$3,802

Frequently asked questions

How much do cottages in Western Massachusetts cost?
Cottages in Western Massachusetts range between NZ$524 and NZ$3,802 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 115 cottages to choose from. Enter your dates and destination and organise your ideal getaway today.
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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