Bed and breakfast vacation rentals in Middlesex County
Find and book unique bed and breakfast rentals on Airbnb
Top-rated bed and breakfast rentals in Middlesex County
Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Middlesex County bed and breakfast rentals
Family-friendly bed and breakfast rentals
Private room in Hamden
5 out of 5 average rating, 26 reviewsBeautiful au pair suite - 800 sq ft
Serviced apartment in Port Jefferson
4.91 out of 5 average rating, 34 reviews'The Full Suite' at The Fox and Owl Inn
Private room in Bloomfield
4.98 out of 5 average rating, 329 reviewsSamuel Eggleston House
Private room in Stafford
4.96 out of 5 average rating, 26 reviewsBrimfield Show near Innkeeper Place B&B: Heritage
Private room in Hartford
4.95 out of 5 average rating, 303 reviewsPrivate suite in James Colt townhouse
Private room in Port Jefferson
4.83 out of 5 average rating, 54 reviews'The Cove' at The Fox and Owl Inn
Private room in Manchester
5 out of 5 average rating, 24 reviews2 Bedroom Guest Suite w/ Full Bath/Treetop views
Private room in Shelter Island
4.85 out of 5 average rating, 20 reviewsCandlelite Inn queen room private detached bath
Bed and breakfast rentals with breakfast
Private room in Westbrook
The Haddam Room at The Westbrook Inn
Private room in Westbrook
Dog Friendly Duck Island Room at The Westbrook Inn
Private room in East Hampton
The Bevin House B&B, 2 people, William Room
Private room in East Hampton
The Bevin House B&B, 2 people, Philo Suite
Private room in East Hampton
The Bevin House B&B, 2 people, Abner Room
Hotel room in Madison
Sunlight Serenade
Private room in Westbrook
The West Beach Suite at The Westbrook Inn
Bed and breakfast rentals with a patio
Private room in Columbia
Bluebird Bed and Breakfast with professional Chef
Private room in Southold
5 out of 5 average rating, 13 reviewsVine + Sand Southold, NY's Newest B&B-Room 2
Private room in Sag Harbor
5 out of 5 average rating, 4 reviewsRoom 1 Bed & Breakfast in the Heart of Sag Harbor
Private room in Water Mill
5 out of 5 average rating, 5 reviewsHead of Pond House - The Mill Pond Suite
Private room in Hamden
4 out of 5 average rating, 5 reviewsCozy /Relax 1 Master king Room & private bath
Private room in Water Mill
5 out of 5 average rating, 6 reviewsHead of Pond House- Edge of Woods Room
Private room in Southold
5 out of 5 average rating, 13 reviewsVine + Sand Southold, NY's Newest B&B-Room 3
Private room in Tolland
4.97 out of 5 average rating, 38 reviewsPrivate Country Suite near I-84
Destinations to explore
- Bed and breakfasts New York
- Rentals with breakfast New York
- Rentals with breakfast United States
- Bed and breakfasts United States
- Bed and breakfasts Manhattan
- Rentals with breakfast Manhattan
- Rentals with breakfast Boston
- Bed and breakfasts Boston
- Bed and breakfasts Connecticut
- Rentals with breakfast Connecticut
- Rentals with a fireplace Middlesex County
- Kid-friendly rentals Middlesex County
- Rentals with a patio Middlesex County
- Rentals with a washer and dryer Middlesex County
- Family-friendly rentals Middlesex County
- Rentals with a hot tub Middlesex County
- Rentals with an EV charger Middlesex County
- Cottage rentals Middlesex County
- Waterfront rentals Middlesex County
- Rentals with breakfast Middlesex County
- Guesthouse rentals Middlesex County
- Rentals with outdoor seating Middlesex County
- Rentals with a kayak Middlesex County
- Private suite rentals Middlesex County
- Fitness-friendly rentals Middlesex County
- Monthly Rentals Middlesex County
- Pet-friendly rentals Middlesex County
- Rentals with pools Middlesex County
- Rentals with beach access Middlesex County
- Rentals with lake access Middlesex County
- Apartment rentals Middlesex County
- Rentals with a fire pit Middlesex County
- Beachfront rentals Middlesex County
- House rentals Middlesex 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