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Berkshire County
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Over 1,000 places
Boutique hotel in Lenox
Standard King in Boutique Lenox Hotel
1 king bed
1 king bed
Apr 1 – 6
Apr 1 – 6
$106
night
$106 per night
4.61 out of 5 average rating, 250 reviews
4.61 (250)
Superhost
Superhost
Apartment in Pittsfield
Cozy Chic - Studio Apartment
1 queen bed
1 queen bed
Apr 2 – 7
Apr 2 – 7
$45
night
$45 per night
New place to stay
New
Guest favorite
Guest favorite
Guesthouse in Lenox
Modern Barn with Loft at House on Golden Hill
3 beds
3 beds
May 12 – 17
May 12 – 17
$137
$114
night
$114 per night, originally $137
4.93 out of 5 average rating, 115 reviews
4.93 (115)
Guest favorite
Guest favorite
Cottage in Becket
Cozy lakeside cottage
3 beds
3 beds
Apr 21 – 26
Apr 21 – 26
$140
night
$140 per night
4.95 out of 5 average rating, 122 reviews
4.95 (122)
Guest favorite
Guest favorite
Guesthouse in Lenox
The Granary at House on Golden Hill
2 beds
2 beds
Apr 17 – 22
Apr 17 – 22
$141
night
$141 per night
4.94 out of 5 average rating, 271 reviews
4.94 (271)
Guest favorite
Guest favorite
Farm stay in Pittsfield
Private 2nd-floor studio on a working produce farm
1 bed
1 bed
Apr 1 – 6
Apr 1 – 6
$102
night
$102 per night
4.99 out of 5 average rating, 101 reviews
4.99 (101)
Guest favorite
Guest favorite
148
Reviews
4.96
Rating
3
Years hosting
Room in Great Barrington
Stay with Elaine
Stay with Elaine
Quiet refuge in Great Barrington
Jun 8 – 13
Jun 8 – 13
$55
night
$55 per night
4.96 out of 5 average rating, 148 reviews
4.96 (148)
Guest favorite
Guest favorite
Chalet in Otis
Mid-Century Glass Octagon in the Berkshires
2 beds
2 beds
Apr 1 – 6
Apr 1 – 6
$316
$268
night
$268 per night, originally $316
4.94 out of 5 average rating, 346 reviews
4.94 (346)
Superhost
Superhost
Guest suite in Lee
Cozy Guesthouse Near Downtown, Lee
2 queen beds
2 queen beds
Apr 1 – 6
Apr 1 – 6
$99
night
$99 per night
4.71 out of 5 average rating, 90 reviews
4.71 (90)
Cottage in New Lebanon
Carriage house suite in heart of the Berkshires
4 beds
4 beds
Apr 1 – 6
Apr 1 – 6
$105
$79
night
$79 per night, originally $105
4.62 out of 5 average rating, 253 reviews
4.62 (253)
Guest favorite
Guest favorite
Treehouse in Tyringham
Gingerbread House Tower in the Berkshire Hills
2 beds
2 beds
Apr 5 – 10
Apr 5 – 10
$245
night
$245 per night
5.0 out of 5 average rating, 222 reviews
5.0 (222)
Superhost
Superhost
Home in Becket
Real Estate:Therapy - Lake, Laundry, Love it
4 beds
4 beds
Apr 1 – 6
Apr 1 – 6
$155
$75
night
$75 per night, originally $155
4.86 out of 5 average rating, 286 reviews
4.86 (286)
Guest favorite
Guest favorite
Apartment in Copake Falls
Modern Copake Falls Getaway - 8 Mins to Catamount
1 queen bed
1 queen bed
Apr 14 – 19
Apr 14 – 19
$99
$69
night
$69 per night, originally $99
4.93 out of 5 average rating, 250 reviews
4.93 (250)
Guest favorite
Guest favorite
Guest suite in Great Barrington
Sweet 1-bedroom with salt water pool
1 queen bed
1 queen bed
Apr 22 – 27
Apr 22 – 27
$125
$111
night
$111 per night, originally $125
5.0 out of 5 average rating, 42 reviews
5.0 (42)
Guest favorite
Guest favorite
Apartment in Pittsfield
HawksNest: quiet 2BR apt, heart of the Berkshires
2 beds
2 beds
Apr 1 – 6
Apr 1 – 6
$69
night
$69 per night
4.83 out of 5 average rating, 153 reviews
4.83 (153)
Guest favorite
Guest favorite
Cottage in Great Barrington
Artist Cottage
1 queen bed
1 queen bed
Apr 29 – May 4
Apr 29 – May 4
$179
night
$179 per night
4.93 out of 5 average rating, 234 reviews
4.93 (234)
Guest favorite
Guest favorite
Home in Stockbridge
Bright Stockbridge country home, near everything!
4 beds
4 beds
Apr 22 – 27
Apr 22 – 27
$160
night
$160 per night
4.94 out of 5 average rating, 86 reviews
4.94 (86)
Guest favorite
Guest favorite
Vacation home in Great Barrington
Home in Great Barrington. Steps from downtown!
3 beds
3 beds
Jun 2 – 7
Jun 2 – 7
$226
$200
night
$200 per night, originally $226
4.94 out of 5 average rating, 131 reviews
4.94 (131)
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