Bed and breakfast vacation rentals in The Berkshires
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Top-rated bed and breakfast rentals in The Berkshires
Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness, and more.
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Popular amenities for The Berkshires bed and breakfast rentals
Family-friendly bed and breakfast rentals
Townhouse in Hudson
4.94 out of 5 average rating, 194 reviewsPalazzo Hudson: Luxury Pool, Hot Tub, and Sauna
Sep 3 – 10
Apartment in Rexford
4.96 out of 5 average rating, 327 reviewsNeed a Getaway??
Jan 15 – 22
Cottage in West Hurley
4.94 out of 5 average rating, 251 reviewsWoodstock Carriage House HotTub FirePit Pool
Oct 12 – 19
Barn in Highmount
4.97 out of 5 average rating, 142 reviewsThe Catskills Red Barn near Belleayre
Jun 8 – 15
Barn in Guilford
4.99 out of 5 average rating, 97 reviewsThe Carriage Barn
Jul 22 – 29
Farm stay in Kent
4.77 out of 5 average rating, 305 reviewsThe Spirit Horse Farm in Kent, Ct.
Apr 12 – 19
Home in Rhinebeck
5.0 out of 5 average rating, 4 reviewsUnique Converted Carriage House and Barn Compound
Feb 24 – Mar 3
Home in Beacon
4.9 out of 5 average rating, 143 reviewsHiking Hideaway on the Ridge
Nov 12 – 19
Bed and breakfast rentals with breakfast
Home in Kinderhook
4.88 out of 5 average rating, 106 reviewsJenny’s Folk Art Museum
Aug 16 – 23
Guest suite in Wilton
4.99 out of 5 average rating, 100 reviewsRidge with a View 1000 sf private guest suite/pool
Apr 26 – May 3
Room in Pittsfield
4.99 out of 5 average rating, 379 reviewsLarge guest suite w/private bath in the Berkshires
Apr 14 – 21
Room in North Chatham
4.96 out of 5 average rating, 476 reviewsCharming Eyebrow Colonial North Chatham, NY
Mar 16 – 23
Room in Athens
4.95 out of 5 average rating, 352 reviewsBrick Row House in the Woods, private 2nd floor
Jan 29 – Feb 5
Room in Hyde Park
4.95 out of 5 average rating, 521 reviewsScandinavian Designed Dutchess County Room
Feb 2 – 9
Bed and breakfast in Greenfield Center
4.98 out of 5 average rating, 303 reviewsThe Ironhorse Inn
Apr 21 – 28
Room in Deerfield
4.99 out of 5 average rating, 145 reviewsBe at Home in Old Deerfield 2 (queen)
Oct 11 – 18
Bed and breakfast rentals with a patio
Room in Brewster
4.93 out of 5 average rating, 30 reviewsSuite by the Lake, HudsonValley
Dec 2 – 9
Room in Belchertown
4.97 out of 5 average rating, 72 reviewsThe Lacey Rose - The Golden Room
Dec 2 – 9
Room in Rensselaerville
5.0 out of 5 average rating, 30 reviewsRomantic King room in Historic Bed and Breakfast
Oct 3 – 10
Room in Kingston
4.98 out of 5 average rating, 50 reviewsUpstate Daydreamers Guest Suite
Jun 30 – Jul 7
Room in Harwinton
4.86 out of 5 average rating, 42 reviewsPrivateRoom/Sunny/Clean/Peace/SelfCheckIn
Jul 8 – 15
Room in Litchfield County
5.0 out of 5 average rating, 7 reviewsPrivate en-suite Bedroom in Historic Inn
Aug 26 – Sep 2
Room in Amsterdam
4.97 out of 5 average rating, 34 reviewsBig & Cozy King Room@ Knickerbocker Farmhouse 1797
Dec 8 – 15
Room in Alstead
5.0 out of 5 average rating, 43 reviewsCozy Country Bed & Breakfast - Sugar Maple Room
Jul 9 – 16
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