Bed and breakfast vacation rentals in Berkshire County
Find and book unique bed and breakfast rentals on Airbnb
Top-rated bed and breakfast rentals in Berkshire County
Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Berkshire County bed and breakfast rentals
Family-friendly bed and breakfast rentals
Guest favorite
Private room in Sandisfield
4.9 out of 5 average rating, 79 reviewsBerkshire Hospitality and Comfort
Superhost
Private room in Sandisfield
4.92 out of 5 average rating, 136 reviewsHospitality in the Berkshire Woods
Private room in Becket
Canterbury Farm
Private room in Berkshire County
4.99 out of 5 average rating, 86 reviewsMtViews☆Gorgeous Meadowhurst Farm MoCA
Private room in Lenox
4.75 out of 5 average rating, 4 reviewsQUEEN ROOM Bed&Breakfast private bath
Guest favorite
Private room in Pittsfield
4.99 out of 5 average rating, 402 reviewsLarge guest suite w/private bath in the Berkshires
Guest favorite
Private room in Williamstown
4.96 out of 5 average rating, 115 reviewsCozy 3 bedroom cape at end of road in Williamstown
Bed and breakfast rentals with breakfast
Guest favorite
Private room in Sheffield
4.93 out of 5 average rating, 73 reviewsSheffield Lodge - Monument Room
Hotel room in Lenox
★ Private Romantic Room with Jacuzzi Tub & Fireplace
Superhost
Private room in Lenox
5 out of 5 average rating, 3 reviewsWhistler's Inn/The Hunt Room (#4)
Superhost
Private room in Lenox
5 out of 5 average rating, 4 reviewsWhistler's Inn/The Spanish Room (#1)
Superhost
Private room in Sheffield
5 out of 5 average rating, 14 reviewsSheffield Lodge
Guest favorite
Private room in Sheffield
4.98 out of 5 average rating, 45 reviewsSheffield Lodge - Ramblewood Master
Guest favorite
Private room in Lenox
4.94 out of 5 average rating, 16 reviewsWhistler's Inn/The Petite Chambre (#11)
Superhost
Private room in Lenox
4.7 out of 5 average rating, 10 reviewsWhistler's Inn/The Blue Room (#10)
Destinations to explore
- Rentals with breakfast United States
- Bed and breakfasts United States
- Bed and breakfasts New York
- Rentals with breakfast New York
- Rentals with breakfast Massachusetts
- Bed and breakfasts Massachusetts
- Rentals with breakfast Massachusetts
- Bed and breakfasts Massachusetts
- Beachfront rentals Berkshire County
- Hotel rentals Berkshire County
- Apartment rentals Berkshire County
- Rentals with lake access Berkshire County
- Condo rentals Berkshire County
- Rentals with outdoor seating Berkshire County
- Rentals with a patio Berkshire County
- Monthly Rentals Berkshire County
- Kid-friendly rentals Berkshire County
- Rentals with a sauna Berkshire County
- House rentals Berkshire County
- Private suite rentals Berkshire County
- Boutique hotel rentals Berkshire County
- Rentals with pools Berkshire County
- Guesthouse rentals Berkshire County
- Ski-in/ski-out rentals Berkshire County
- Chalet rentals Berkshire County
- Waterfront rentals Berkshire County
- Rentals with beach access Berkshire County
- Rentals with a kayak Berkshire County
- Rentals with an EV charger Berkshire County
- Farmstay rentals Berkshire County
- Cottage rentals Berkshire County
- Rentals with a fireplace Berkshire County
- Family-friendly rentals Berkshire County
- Rentals with a washer and dryer Berkshire County
- Rentals with a fire pit Berkshire County
- Rentals with breakfast Berkshire County
- Pet-friendly rentals Berkshire County
- Cabin rentals Berkshire County
- Rentals with a hot tub Berkshire County
- Fitness-friendly rentals Berkshire County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do United States
- Art and culture United States
- Food and drink United States
- Sports activities United States
- Wellness United States
- Sightseeing United States
- Entertainment United States
- Nature and outdoors United States
- Things to do Massachusetts
- Food and drink Massachusetts
- Sports activities Massachusetts
- Art and culture Massachusetts
- Sightseeing Massachusetts
- Nature and outdoors Massachusetts
- Things to do Berkshire County