Search Western Massachusetts Cottages

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Sep 5 - Sep 7
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Sep 12 - Sep 14
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Sep 26 - Sep 28
In two months
Oct 24 - Oct 26

Cottages in Western Massachusetts

Our top choices for Western Massachusetts cottages

The Blue Elm - A Historic Berkshire Cottage
Exterior

The Blue Elm - A Historic Berkshire Cottage

10.0 out of 10, Exceptional, (10)
"Housing is just as beautiful as the pictures show and the residential neighborhood is quiet, conveniently situated. Hosts are very responsive. We really enjoyed our stay!! "
$362 nightly
The price is $404
Sep 2 - Sep 3
Total with taxes and fees
The Blue Elm - A Historic Berkshire Cottage
Perfect Vacation Get Away - Historical New Marlborough
Property grounds

Perfect Vacation Get Away - Historical New Marlborough

9.2 out of 10, Wonderful, (57)
"Lovely place!"
$253 nightly
The price is $278
Oct 1 - Oct 2
Total with taxes and fees
Perfect Vacation Get Away - Historical New Marlborough
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Property grounds

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

9.6 out of 10, Exceptional, (19)
"This lake house is a perfect, quiet & very pretty getaway! We absolutely loved our stay! The host was so sweet and easy to contact. We will be back!"
$288 nightly
The price is $326
Oct 1 - Oct 2
Total with taxes and fees
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Trainmaster's Inn - Caboose
Private kitchen

Trainmaster's Inn - Caboose

9.6 out of 10, Exceptional, (8)
"A great stay in a vintage RR caboose. Thanks to everyone at Trainmasters Inn!"
$310 nightly
The price is $328
Sep 7 - Sep 8
Total with taxes and fees
Trainmaster's Inn - Caboose
Finnish Cabin with Sauna on Lake Monomonac
Exterior

Finnish Cabin with Sauna on Lake Monomonac

2.0 star property
10.0 out of 10, Exceptional, (10)
"This was a very nice cozy cottage, with a nice view of the water. The host was friendly and accommodating. We look forward to staying again."
$308 nightly
The price is $334
Sep 2 - Sep 3
Total with taxes and fees
Finnish Cabin with Sauna on Lake Monomonac
Grey Cabin with Sauna on Lake Monomonac
Property grounds

Grey Cabin with Sauna on Lake Monomonac

2.0 star property
7.6 out of 10, Good, (4)
"Great location host was on it.anything u needed he was there.no ac was the only thing.but it was unusally hot.i would go again"
$348 nightly
The price is $378
Sep 2 - Sep 3
Total with taxes and fees
Grey Cabin with Sauna on Lake Monomonac
Hike & Swim On-site: Cozy Falls Brook Cabin
House (2 Bedrooms) | Interior

Hike & Swim On-site: Cozy Falls Brook Cabin

3.0 star property
10.0 out of 10, Exceptional, (2)
$344 nightly
The price is $374
Oct 1 - Oct 2
Total with taxes and fees
Hike & Swim On-site: Cozy Falls Brook Cabin
Berkshires farm, 30+ guests, 50 acres
Exterior

Berkshires farm, 30+ guests, 50 acres

2.0 star property
$1,754 nightly
The price is $1,773
Oct 1 - Oct 2
Total with taxes and fees
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

Find out more about Western Massachusetts

Western Massachusetts Cottages information

Number of reviews
Accommodation
122 Cottages
Lowest Price
$278
Highest Price
$404

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