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Bed and breakfast holiday rentals in Middlesex County

Find and book unique bed & breakfast rentals on Airbnb

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Popular amenities for bed & breakfast rentals in Middlesex County

Family-friendly bed & breakfast rentals

Top guest favourite
Private room in Hamden
5 out of 5 average rating, 30 reviews

Beautiful au pair suite - 800 sq ft

TeresaRating, 5 stars3 weeks ago
I have stayed with Laura before and it is always a good experience! Lovely accomodations, thoughtful touches and a friendly host!
Hotel room in Cornwall
5 out of 5 average rating, 5 reviews

Cornwall Lodge - King Room (pet friendly)

RobertRating, 5 stars42 months ago
Stacey was sweet and gracious. The Cornwall Inn is a cute little inn that is a mix of inn and roadside motel. We stayed in a room in the motel part and felt comfortable. The entire place was well maintained and cleaned. Nice job Stacey and family! We will be back!
Private room in Mystic
5 out of 5 average rating, 32 reviews

Mermaid Inn - Mermaid Room

BrittanyRating, 5 stars58 months ago
The Mermaid Inn was magical in every aspect. Josephine is the most gracious host, and her culinary skills are unmatched!
Private room in Stafford
4.96 out of 5 average rating, 26 reviews

Brimfield Show near Innkeeper Place B&B: Heritage

ValRating, 5 stars22 months ago
We enjoyed our stay at the Inn. We stayed in the Heritage Room which was on the top floor. The bathroom was beautiful, the room was very clean. We loved all the personal touches around the room. Chris was very hospitable and we enjoyed chatting with him and the other guests the next morning at the breakfast table-which Chris cooked and it was excellent. Unfortunately Danele was away for the weekend and we did not get to meet her. but there’s always a next time.
Hotel room in Cornwall
4.94 out of 5 average rating, 17 reviews

Cornwall Lodge - Queen Room (pet friendly)

BelindaRating, 5 stars13 months ago
Lovely place, very clean. Will be back.
Guest favourite
Private room in Manchester
5 out of 5 average rating, 26 reviews

Your own 2 Bedroom Guest Suite w/Full Bath

SvetlanaRating, 5 stars3 months ago
Virginia was a wonderful host! Everything was perfect - clean, cozy, and so peaceful. The place is in a quiet and pleasant area, making it a great spot to relax. A special thank you for the little breakfast each morning and the freshly brewed coffee - it was such a lovely touch! We truly enjoyed our stay and would love to come back.
Superhost
Private room in Shelter Island
4.85 out of 5 average rating, 20 reviews

Candlelite Inn queen room private detached bath

IanRating, 5 stars35 months ago
John's bed and breakfast / the Candlelight Inn is a wonderful experience. The room was clean, beautifully kept and just as advertised. I would highly recommend this stay and shelter island in general, as there are many beautiful beaches, stores and restaurants all 5-10 minutes away. The final night of our stay ended with our eating dinner on the porch with fireflies and other guests. We even snagged some furniture from the thrift store across the street!
Hotel room in Cornwall
5 out of 5 average rating, 6 reviews

Cornwall Inn - Suite w/2 bedrooms (sorry, no pets)

DianaRating, 5 stars21 months ago
Very beautiful place and peaceful surroundings. Breakfast is really good and hosts are very nice and friendly. The rooms were very clean and spacious. We enjoyed our stay

Bed and breakfast rentals with breakfast

Superhost
Hotel room in Madison
5 out of 5 average rating, 4 reviews

Sereno's Retreat

MirandaRating, 5 stars43 months ago
Lovely b&b in a cute town with everything you could want/need. Michael was a great host and the breakfast was delicious. Comfy sleeping arrangements and just all around a lovely experience. Will definitely be back!
Top guest favourite
Private room in Colchester
4.95 out of 5 average rating, 96 reviews

The Johnston Room at The O'Connell House B&B

JaneRating, 5 stars4 weeks ago
Brian and Jean were wonderful hosts. Their B&B is warm and welcoming. Our room was clean and cozy. After a delicious breakfast make by Brian, we left well rested and well fed!
Top guest favourite
Private room in Norfolk
4.98 out of 5 average rating, 41 reviews

Maple House, Birch Room

StaceyRating, 5 stars6 months ago
Gorgeous home with an artist’s touch. Bill and Pamela are kind and thoughtful. Very much enjoyed my stay with them.
Guest favourite
Private room in Roxbury
4.98 out of 5 average rating, 40 reviews

Mine Hill Getaway West Room

SarahRating, 5 stars8 months ago
Renee was a very nice host. The room was clean and the bed comfortable!
Top guest favourite
Private room in Pomfret
5 out of 5 average rating, 48 reviews

Barn Swallow Suite @TONMAR

ElliottRating, 5 stars2 weeks ago
We had a delightful stay at Tonmar. Here's how it started: as we pulled in, we had to slow the car to let three very plump, rather regal-looking chickens stroll across the driveway. We learned later that they are known as "The Ladies" (and we learned at breakfast the next day that they lay delicious eggs). Martha and Tony were warm and welcoming hosts, and Martha greeted us every morning with a sumptuous homemade breakfast. And we happened to be visiting when there was a litter of Labrador retriever puppies old enough to be held, and Martha let us hold some, and OMG the endorphins.... Everything about our stay at Tonmar was a treat. Many thanks to Martha and Tony for their true hospitality.
Guest favourite
Private room in Suffield
4.9 out of 5 average rating, 87 reviews

The Lily House - Liv's Garden Room

SteveRating, 5 stars1 month ago
Perfect for what I needed on a last minute trip as it was close to Bradley Int. Airport. It was very charming and the updated bath was quite nice! I enjoyed the coffee bar and snack table. The grounds were beautiful and overall I would recommend Brian and Andi's bnb to other guests.
Guest favourite
Private room in Sag Harbor
4.91 out of 5 average rating, 137 reviews

Peaceful Sag Harbor Geodesic Dome home

TracieRating, 5 stars21 months ago
I have stayed with Barbara 3 times now. She is always personable and helpful. The setting of her home is lovely and peaceful.
Top guest favourite
Private room in Stonington
4.93 out of 5 average rating, 14 reviews

House of 1833 Bed and Breakfast...The Ivy Room

AmeliaRating, 5 stars5 months ago
One night will never be enough. When you first walk in you are immediately immersed into another world. A world of a life well lived.. a world full of stories. We didn’t want to leave and have already decided to return! Thank you Evan!

Bed and breakfast rentals with a patio

Top guest favourite
Private room in Stonington
5 out of 5 average rating, 18 reviews

Private Room E at Dragonfly Inn

YasminaRating, 5 stars8 months ago
My daughter and I fell in love with the Dragonfly Inn. We are huge Gilmore Girls fans, so that was our initial draw, but our expectations were exceeded before we even arrived. The hosts are so communicative and we were made to feel right at home. The property is far enough from the hustle and bustle that you can truly relax but close enough that its a quick trip to local attractions. The Inn and its surrounding property are beautiful and we were even able to peek in to see the horses! We’re already discussing with our family to visit again soon!
Guest favourite
Private room in Litchfield County
4.92 out of 5 average rating, 12 reviews

Private en-suite Bedroom in Historic Inn

KarleneRating, 5 stars9 months ago
We totally loved our stay! The town of Norfolk is so quaint. But Airbnb bed-and-breakfast, we felt right at home really loved the breakfast in the morning when we all sat around the table and had conversations with all the guests that were staying. I would definitely stay there if we return to the area.
Private room in Old Saybrook

Miss James - Exquisite room / 18th c. landmark

SamanthaRating, 5 stars10 months ago
This space is in a lovely B&B a few minutes from cute shopping and eating in Old Saybrook. I've stayed here twice and loved it! The fabulous: - Spotless space. - Sophisticated decor. - Super comfortable bed. - Smaller rooms but laid out very well with sitting areas and high ceilings so it feels quite spacious. - Divine shower with great water pressure. - Extremely communicative, kind, and helpful property manager! - Fabulous French bakery and restaurant downstairs. (!) - Outdoor sitting area. Things to be aware of: - The stairs to the bedrooms are very steep and narrow— not appropriate for people with mobility issues. - The breakfast is a credit for a place down the street- this made timing a little complicated. - You might want to bring an eye mask as it's quite bright in the morning. - There is a beautiful church across the street, but the bells chime pretty late and pretty early so if you're a light sleeper, bring earplugs. Overall, highly recommend!
Top guest favourite
Private room in Putnam
4.98 out of 5 average rating, 89 reviews

The Albert C Luke House

JudithRating, 5 starstoday
Lovely home with gorgeous antique furniture. Gracious host and great dining for breakfast through dinners. Definitely would stay again. Charles was welcoming and informative of the area dining choices and tours. Very comfortable bed!
Guest favourite
Private room in Sag Harbor
5 out of 5 average rating, 6 reviews

Room 1 Bed & Breakfast in the Heart of Sag Harbor

AllaRating, 5 stars1 month ago
Perfect location, wonderful hosts, delicious breakfast, comfy beds, exciting osprey drama!
Guest favourite
Private room in Southold
5 out of 5 average rating, 14 reviews

Vine + Sand Southold, NY's Newest B&B-Room 3

MichelleRating, 5 stars2 months ago
What an amazing stay and such fabulous hosts! The home has so much charm and character with exquisite detail and high end amenities. Mark and Johnny went above and beyond to make our stay incredible! When I left, I felt like I was leaving my family! I can't wait to return!
Private room in New Haven
5 out of 5 average rating, 11 reviews

THE EMERALD INN AUTHENTIC BED & BREAKFAST

CharlesRating, 5 stars3 weeks ago
Nora was an exceptional host, very accommodating, helpful and friendly. She provides a great breakfast . Our private room had a private bath outside the room, which was no problem. I highly recommend Nora's BnB.
Private room in West Haven

A home made comfortable for Yale university staff

DavidRating, 5 stars37 months ago
Fantastic value and location!

Destinations to explore