Search Western Massachusetts Cottages

    bundle and save illustration

    Bundle & Save

    Get more, spend less wherever you see Bundle & Save deals
    one key illustration

    OneKeyCash

    Earn OneKeyCash for all your eligible bookings
    ftc illustration

    Upfront pricing

    We're not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Cottages in Western Massachusetts

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 1 - Sep 2
Total with taxes and fees
The Blue Elm - A Historic Berkshire Cottage

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
Aug 31 - Sep 1
Total with taxes and fees
Trainmaster's Inn - Caboose

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!"
$310 nightly
The price is $351
Sep 1 - Sep 2
Total with taxes and fees
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

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."
$309 nightly
The price is $335
Aug 31 - Sep 1
Total with taxes and fees
Finnish Cabin with Sauna on Lake Monomonac

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
Aug 31 - Sep 1
Total with taxes and fees
Grey Cabin with Sauna on Lake Monomonac

Berkshires farm, 30+ guests, 50 acres

2.0 star property
$1,621 nightly
The price is $1,635
Sep 9 - Sep 10
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Western Massachusetts Hotel Reviews

Find out more about Western Massachusetts

Find out more about Western Massachusetts

Western Massachusetts Cottages information

Number of reviews
7
Accommodation
122 Cottages
Lowest Price
$404
Highest Price
$404

Explore a world of travel with Expedia

Explore a world of travel with Expedia