Bed and breakfast holiday rentals in Berkshire County
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Top-rated bed and breakfast rentals in Berkshire County
Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness and more.
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Popular amenities for bed & breakfast rentals in Berkshire County
Family-friendly bed & breakfast rentals
Room in Becket
Canterbury Farm
15–22 Sep
Room in Williamstown
4.83 out of 5 average rating, 387 reviewsA Beautiful Home & Gardens In The Berkshires
24–31 May
Room in Pittsfield
4.99 out of 5 average rating, 375 reviewsLarge guest suite w/private bath in the Berkshires
9–16 Nov
Room in Williamstown
4.95 out of 5 average rating, 106 reviewsCozy 3 bedroom cape at end of road in Williamstown
17–24 Nov
Room in Lenox
4.75 out of 5 average rating, 4 reviewsQUEEN ROOM Bed&Breakfast private bath
25 Dec – 1 Jan
Bed and breakfast rentals with breakfast
Room in New Marlborough
5.0 out of 5 average rating, 14 reviewsThe Inn at Freeman Elms Farm B&B- Harriot's Room
23–30 Jun
Room in Lenox
5.0 out of 5 average rating, 3 reviewsRoom 7: Leighton Rollins Room - Apple Tree Inn
16–23 Aug
Room in Lenox
Modern Apt w/Kitchen in a Classic Bed & Breakfast
21–28 Oct
Nature lodge in Sheffield
5.0 out of 5 average rating, 14 reviewsSheffield Lodge
21–28 Nov
Nature lodge in Sheffield
4.93 out of 5 average rating, 67 reviewsSheffield Lodge - Greylock Room
8–15 Oct
Nature lodge in Sheffield
4.92 out of 5 average rating, 39 reviewsSheffield Lodge - Washington Room
21–28 Jun
Nature lodge in Sheffield
4.93 out of 5 average rating, 68 reviewsSheffield Lodge - Monument Room
15–22 Nov
Nature lodge in Sheffield
4.97 out of 5 average rating, 65 reviewsSheffield Lodge - Everett Room
22–29 Nov
Bed and breakfast rentals with a patio
Room in Pittsfield
Duchess of Pomeroy Queen Bed
7–14 Dec
Bed and breakfast in Cheshire
Field of Dreams-Harbour House Inn
2–9 Mar
Cottage in Williamstown
4.97 out of 5 average rating, 72 reviewsArtistic Nature Cottage
24–31 Dec
Cabin in West Stockbridge
4.98 out of 5 average rating, 48 reviewsModern Cabin near Tanglewood
24 Sep – 1 Oct
Room in Becket
Canterbury Farm
15–22 Sep
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