Bed and breakfast holiday rentals in Middlesex County
Find and book unique bed & 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for bed & breakfast rentals in Middlesex County
Family-friendly bed & breakfast rentals
Home in Greenport
5.0 out of 5 average rating, 36 reviewsGreenport Victorian Captains House
Guest suite in Stafford
5.0 out of 5 average rating, 5 reviewsBrimfield Antiques near Innkeeper Place B&B: Suite
Flat in Port Jefferson
4.91 out of 5 average rating, 33 reviews'The Full Suite' at The Fox and Owl Inn
Place to stay in New Haven
4.82 out of 5 average rating, 952 reviewsMaritime Neighborhood Family/Pet Friendly
Room in Manchester
4.97 out of 5 average rating, 299 reviewsCharles Cheney Mansion
Room in Hartford
4.95 out of 5 average rating, 286 reviewsPrivate suite in James Colt townhouse
Room in Bloomfield
4.99 out of 5 average rating, 302 reviewsSamuel Eggleston House
Room in Southampton
4.96 out of 5 average rating, 137 reviewsPerfect in SH ~ Private Room Near Village Center
Bed and breakfast rentals with breakfast
Room in East Hampton
The Bevin House B&B, 2 people, Abner Room
Hotel room in Madison
5.0 out of 5 average rating, 15 reviewsOcean Dreams
Hotel room in Madison
5.0 out of 5 average rating, 3 reviewsSereno's Retreat
Hotel room in Madison
5.0 out of 5 average rating, 3 reviewsThe Seahorse
Hotel room in Madison
5.0 out of 5 average rating, 3 reviewsThe Town View
Hotel room in Westbrook
The Saybrook Suite at The Westbrook Inn
Room in Westbrook
The West Beach Suite at The Westbrook Inn
Room in Westbrook
The Haddam Room at The Westbrook Inn
Bed and breakfast rentals with a patio
Room in Harwinton
4.86 out of 5 average rating, 42 reviewsPrivateRoom/Sunny/Clean/Peace/SelfCheckIn
Room in New Haven
5.0 out of 5 average rating, 8 reviewsTHE EMERALD INN AUTHENTIC BED & BREAKFAST
Room in Southold
5.0 out of 5 average rating, 12 reviewsVine + Sand Southold, NY's Newest B&B-Room 3
Room in Sag Harbor
5.0 out of 5 average rating, 4 reviewsRoom 1 Bed & Breakfast in the Heart of Sag Harbor
Room in Columbia
Bluebird Bed and Breakfast with professional Chef
Room in Hamden
3.75 out of 5 average rating, 4 reviewsCozy /Relax 1 Master king bedroom with mini fridge
Room in New Haven
5.0 out of 5 average rating, 27 reviewsTHE EMERALD INN AUTHENTIC BED AND BREAKFAST
Room in Southold
5.0 out of 5 average rating, 7 reviewsVine + Sand Southold, NY's Newest B&B-4
Destinations to explore
- Rentals with breakfast New York
- Bed and breakfasts New York
- Bed and breakfasts United States
- Rentals with breakfast United States
- Rentals with breakfast Manhattan
- Bed and breakfasts Manhattan
- Rentals with breakfast Boston
- Bed and breakfasts Boston
- Bed and breakfasts Connecticut
- Rentals with breakfast Connecticut
- Rentals with a kayak Middlesex County
- Cottage rentals Middlesex County
- Waterfront rentals Middlesex County
- Monthly Rentals Middlesex County
- Pet-friendly rentals Middlesex County
- Rentals with a hot tub Middlesex County
- Rentals with pools Middlesex County
- Family-friendly rentals Middlesex County
- Flat rentals Middlesex County
- Rentals with lake access Middlesex County
- Rentals with a patio Middlesex County
- Rentals with breakfast Middlesex County
- Fitness-friendly rentals Middlesex County
- Rentals with a firepit Middlesex County
- Rentals with outdoor seating Middlesex County
- Family-friendly rentals Middlesex County
- Beachfront rentals Middlesex County
- Rentals with a fireplace Middlesex County
- House rentals Middlesex County
- Rentals with beach access Middlesex County
- Private suite rentals Middlesex County
- Rentals with a washing machine and dryer Middlesex County
- Guest house rentals Middlesex County
- Rentals with an EV charger 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