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Our top choices for Western Massachusetts cottages
Hiking Trails On-site: Cozy Falls Brook Cabin
Hiking Trails On-site: Cozy Falls Brook CabinBrattleboro
10.0 out of 10, Exceptional, (2 reviews)
"This is exactly how it’s described- perfect cozy spot- babbeling brook to keep you company while sitting on the porch - fire pit for cozy evenings and cabin inside is perfection- cozy cozy cozy!! Matt was the perfect host and readily available- hoping to return!! 15 mins from farmers markets, covered bridges, shops, food, drinks and entertainment ❤️"
sarah
The price is AED 562
AED 1,506 total
includes taxes & fees
27 Jun - 28 Jun
Trainmaster's Inn - Caboose
Trainmaster's Inn - CaboosePalmer
9.4 out of 10, Exceptional, (10 reviews)
"A great stay in a vintage RR caboose. Thanks to everyone at Trainmasters Inn!"
Edward L.
The price is AED 551
AED 1,272 total
includes taxes & fees
28 Jun - 29 Jun
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville LakeStafford
9.6 out of 10, Exceptional, (40 reviews)
"Very nice area."
maureen p.
The price is AED 551
AED 1,253 total
includes taxes & fees
15 Jul - 16 Jul
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, (83 reviews)
"We had the most wonderful stay! The house and the property were beautiful, the amentities were excellent, and Linda Jane was an incredibly generous and accommodating host. We visit Bennington every year for Thanksgiving with family and we hope to rent with Linda Jane again in the future."
Karissa A.
The price is AED 628
AED 1,415 total
includes taxes & fees
30 Jun - 1 Jul
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Cabin & Sauna on Lake Monomonac near Mt. MonadnockRindge
10.0 out of 10, Exceptional, (12 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! "
Rebecca
The price is AED 1,249
AED 1,750 total
includes taxes & fees
28 Jun - 29 Jun
Berkshires farm, 30+ guests, 50 acres
Berkshires farm, 30+ guests, 50 acresNew Lebanon
10.0 out of 10, Exceptional, (1 review)
The price is AED 5,164
AED 9,157 total
includes taxes & fees
21 Jul - 22 Jul
10.0 out of 10, Exceptional, (1 review)
The price is AED 540
AED 1,595 total
includes taxes & fees
29 Jun - 30 Jun
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ DeckStephentown
The price is AED 720
AED 2,033 total
includes taxes & fees
30 Jun - 1 Jul
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
Quality Inn Great Barrington
8/10 Good
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