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Over 1,000 homes

Home in Lee
1817 Berkshire Farmhouse- Close to Everything.
1 king bed
Apr 8 – 15
$125 per night, originally $199
Superhost
Home in West Stockbridge
New! Berkshires Forest Retreat with Hot Tub
3 beds
Apr 1 – 6
$276 per night
Cottage in Cheshire
Entire Berkshires Lakehouse With Views
3 beds
Apr 1 – 6
$200 per night
Superhost
Chalet in Otis
Mid-Century Glass Octagon in the Berkshires
2 beds
Apr 30 – May 5
$317 per night
Superhost
Guesthouse in Stockbridge
Modern studio with views of the treetops
2 beds
Apr 2 – 7
$136 per night, originally $170
Superhost
Hotel room in Lenox
Standard King in Boutique Lenox Hotel
1 king bed
Apr 1 – 6
$103 per night, originally $114
Home in Becket
Private Cabin On Over 12 Acres Of Woods!
3 queen beds
Apr 1 – 6
$161 per night, originally $254
Superhost
Guesthouse in Lenox
Lenox - Sunny cottage nestled in the garden
1 double bed
Apr 1 – 6
$90 per night, originally $100
Superhost
Cottage in Great Barrington
Cozy Country Cottage w Fireplace near Ski Mtns!
1 queen bed
Apr 1 – 6
$157 per night, originally $209
Superhost
Farm stay in Pittsfield
Private 2nd floor studio on a working produce farm
1 bed
Apr 9 – 14
$89 per night
Superhost
Tiny home in Lee
Enchanted Tiny Tower nestled in the Berkshires
1 queen bed
Apr 23 – 28
$221 per night
Superhost
Loft in Tyringham
Carriage House Loft - Tyringham
2 beds
Apr 3 – 8
$133 per night, originally $167
Superhost
Cabin in Stockbridge
Hip Stockbridge Cabin - A stroll to the lake
5 beds
Apr 1 – 6
$230 per night, originally $399
Superhost
Cottage in Becket
Cozy lakeside cottage
3 beds
Apr 20 – 25
$183 per night
Superhost
Private room in Great Barrington
Quiet refuge in Great Barrington
1 double bed
Apr 30 – May 5
$50 per night
Superhost
Private room in Lee
Beautiful Downtown Lee setting
1 bed
Apr 1 – 6
$70 per night
Superhost
Vacation home in Great Barrington
Home in Great Barrington. Steps from downtown!
3 beds
Apr 16 – 21
$196 per night, originally $230
Apartment in Copake Falls
Modern Copake Falls Getaway - 8 Mins to Catamount
1 queen bed
Apr 2 – 7
$89 per night, originally $118
Superhost