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Search results; Over 1,000 places
Over 1,000 places
Boutique hotel in Lenox
Standard King in Boutique Lenox Hotel
1 king bed
1 king bed
Apr 19 – 24
Apr 19 – 24
G$20,559 GYD
night
G$20,559 GYD per night
4.62 out of 5 average rating, 262 reviews
4.62 (262)
Superhost
Superhost
Home in Becket
Tranquil 3-BR Waterfront Retreat
4 beds
4 beds
Apr 23 – 28
Apr 23 – 28
G$62,291 GYD
G$29,662 GYD
night
G$29,662 GYD per night, originally G$62,291 GYD
4.89 out of 5 average rating, 44 reviews
4.89 (44)
Guest favorite
Guest favorite
Home in Lee
1817 Berkshire Farmhouse- Close to Everything.
3 beds
3 beds
Apr 22 – 27
Apr 22 – 27
G$38,695 GYD
G$31,488 GYD
night
G$31,488 GYD per night, originally G$38,695 GYD
4.9 out of 5 average rating, 202 reviews
4.9 (202)
Guest favorite
Guest favorite
Apartment in Copake Falls
Modern Copake Falls Getaway - 8 Mins to Catamount
1 queen bed
1 queen bed
May 5 – 10
May 5 – 10
G$27,306 GYD
G$16,861 GYD
night
G$16,861 GYD per night, originally G$27,306 GYD
4.93 out of 5 average rating, 255 reviews
4.93 (255)
Guest favorite
Guest favorite
Cottage in Becket
Cozy lakeside cottage
3 beds
3 beds
May 27 – Jun 1
May 27 – Jun 1
G$51,638 GYD
G$44,222 GYD
night
G$44,222 GYD per night, originally G$51,638 GYD
4.95 out of 5 average rating, 124 reviews
4.95 (124)
Guest favorite
Guest favorite
Cabin in North Adams
Mahican Cabin - A Private Nature's Reserve For 2
1 queen bed
1 queen bed
Apr 28 – May 3
Apr 28 – May 3
G$41,982 GYD
night
G$41,982 GYD per night
4.95 out of 5 average rating, 182 reviews
4.95 (182)
Guest favorite
Guest favorite
Guesthouse in Great Barrington
Sweet Victorian in Housatonic
6 beds
6 beds
Apr 22 – 27
Apr 22 – 27
G$40,471 GYD
G$34,413 GYD
night
G$34,413 GYD per night, originally G$40,471 GYD
5.0 out of 5 average rating, 46 reviews
5.0 (46)
Guest favorite
Guest favorite
Guest suite in Great Barrington
Sweet 1-bedroom with salt water pool
1 queen bed
1 queen bed
May 6 – 11
May 6 – 11
G$30,770 GYD
G$26,885 GYD
night
G$26,885 GYD per night, originally G$30,770 GYD
5.0 out of 5 average rating, 43 reviews
5.0 (43)
Guest favorite
Guest favorite
Apartment in Great Barrington
King Bed | Stylish | Wi-Fi | *2m Ski Resort*
1 bed
1 bed
May 5 – 10
May 5 – 10
G$35,066 GYD
G$24,789 GYD
night
G$24,789 GYD per night, originally G$35,066 GYD
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Guest favorite
Guest favorite
Cottage in Becket
BERKSHIRE COTTAGE NEAR CRYSTAL CLEAR LAKE.
2 double beds
2 double beds
Apr 19 – 24
Apr 19 – 24
G$43,018 GYD
night
G$43,018 GYD per night
4.94 out of 5 average rating, 237 reviews
4.94 (237)
Cabin in Monterey
Secluded cabin with babbling brook
3 beds
3 beds
Apr 26 – May 1
Apr 26 – May 1
G$57,742 GYD
night
G$57,742 GYD per night
4.86 out of 5 average rating, 196 reviews
4.86 (196)
Guest favorite
Guest favorite
Barn in Great Barrington
Serene Renovated Barn w/ Firepit
2 beds
2 beds
Apr 21 – 26
Apr 21 – 26
G$43,022 GYD
night
G$43,022 GYD per night
5.0 out of 5 average rating, 46 reviews
5.0 (46)
Guest favorite
Guest favorite
Home in Becket
Lake front retreat - Stylish Berkshire home
5 beds
5 beds
Apr 26 – May 1
Apr 26 – May 1
G$74,918 GYD
G$58,541 GYD
night
G$58,541 GYD per night, originally G$74,918 GYD
4.93 out of 5 average rating, 118 reviews
4.93 (118)
Guest favorite
Guest favorite
Treehouse in Tyringham
Gingerbread House Tower in the Berkshire Hills
2 beds
2 beds
May 5 – 10
May 5 – 10
G$71,560 GYD
night
G$71,560 GYD per night
5.0 out of 5 average rating, 225 reviews
5.0 (225)
Guest favorite
Guest favorite
Cabin in Stockbridge
Hip Stockbridge Cabin - A stroll to the lake
5 beds
5 beds
Apr 20 – 25
Apr 20 – 25
G$69,526 GYD
G$48,470 GYD
night
G$48,470 GYD per night, originally G$69,526 GYD
4.88 out of 5 average rating, 189 reviews
4.88 (189)
Guest favorite
Guest favorite
Chalet in Otis
Mid-Century Glass Octagon in the Berkshires
2 beds
2 beds
May 19 – 24
May 19 – 24
G$79,086 GYD
G$71,775 GYD
night
G$71,775 GYD per night, originally G$79,086 GYD
4.94 out of 5 average rating, 347 reviews
4.94 (347)
Superhost
Superhost
Cabin in Stephentown
Cabin in the woods w cedar Hot Tub + private pond
2 queen beds
2 queen beds
Apr 25 – 30
Apr 25 – 30
G$62,758 GYD
G$54,194 GYD
night
G$54,194 GYD per night, originally G$62,758 GYD
4.84 out of 5 average rating, 236 reviews
4.84 (236)
Guest favorite
Guest favorite
Home in Great Barrington
Granite Ledge, Modern home in a unique setting
3 beds
3 beds
May 2 – 7
May 2 – 7
G$83,963 GYD
G$58,900 GYD
night
G$58,900 GYD per night, originally G$83,963 GYD
5.0 out of 5 average rating, 65 reviews
5.0 (65)
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