947 stays

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Superhost
Tiny home in Orange
The Writer's Retreat: A Sweetwater Stay
1 queen bed
May 7 – 14
$184 per night
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Superhost
Tiny home in Orange
The Photographer's Hut: A Sweetwater Stay
1 queen bed
Mar 5 – 12
$161 per night
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Superhost
Cottage in Ashfield
hope house
2 beds
Sep 16 – 23
$154 per night
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Place to stay in Buckland
Idyllic, private country retreat
1 bed
Jun 12 – 19
$101 per night
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Cabin in North Adams
Mahican Cabin - A Private Nature's Reserve For 2
1 queen bed
May 18 – 25
$255 per night
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Superhost
Cottage in Petersham
Cider House Cottage
1 queen bed
Nov 14 – 21
$160 per night
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Superhost
Cabin in Warwick
Artsy Pine Cabin in the Woods
1 queen bed
Aug 11 – 18
$74 per night
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Superhost
Home in Northampton
Florence Cottage
3 beds
Mar 7 – 14
$150 per night
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Superhost
Bungalow in Easthampton
The Creation Station
5 beds
Sep 20 – 27
$152 per night
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Superhost
Cottage in Becket
Berkshires Modern Comfy Private Retreat! Hot tub!
2 queen beds
Oct 15 – 22
$113 per night
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Superhost
Cottage in Great Barrington
Artist Cottage and lodge get-a-way
1 queen bed
Sep 23 – 30
$211 per night
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Superhost
Home in Dalton
Brooksong, the perfect Berkshires getaway
7 beds
Jan 16 – 23
$311 per night
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Superhost
Private room in Amherst
Cozy bedroom in a family home, downtown Amherst
1 queen bed
Aug 13 – 20
$52 per night
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Superhost
Chalet in Peru
Swiss Chalet Style Timberframe Home in Berkshires
5 beds
Sep 6 – 13
$185 per night
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Superhost
Guesthouse in Northampton
Large Studio – Walk to Town
2 beds
Apr 16 – 23
$116 per night
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Cabin in Ashfield
The Pondhouse - A Magical Place
3 beds
Jun 10 – 17
$279 per night
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Superhost
Cabin in Monterey
Secluded cabin with babbling brook
3 beds
Sep 6 – 13
$194 per night
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Cottage in Heath
Serene Artist's Cottage with Mountain Views
1 queen bed
Feb 12 – 19
$142 per night
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Home in Ashfield
Sunny Chalet Nestled in the Woods of Ashfield
5 beds
Mar 13 – 20
$255 per night
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Cottage in Williamstown
Artistic Nature Cottage
1 bed
Jun 12 – 19
$191 per night