Bed and breakfast vacation rentals in Middlesex County

Find and book unique bed and breakfasts on Airbnb

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Popular amenities for Middlesex County bed and breakfasts

Family-friendly bed and breakfasts

Top guest favourite
Private room in Hamden
5 out of 5 average rating, 29 reviews

Beautiful au pair suite - 800 sq ft

TeresaRating, 5 stars5 months ago
I have used Airbnb for over 15 years and Laura is one of the finest and most interesting hosts I’ve had. She is so welcoming and warm you feel at home right away. The space is even nicer than the pictures and is spotless. I had a wonderful stay there. Highly recommend!
Superhost
Private room in New Haven
4.82 out of 5 average rating, 204 reviews

Amadeus "English Garden Studio"

SanaeRating, 5 stars3 days ago
I loved the house with skylights very much. On top of beautifully decorated interior, there were many thoughtful amenities that made longer stays very comfortable. I’d love to come back. Thanks!
Private room in Stafford
4.96 out of 5 average rating, 26 reviews

Brimfield Show near Innkeeper Place B&B: Heritage

ValRating, 5 stars21 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.
Top guest favourite
Private room in Hartford
4.95 out of 5 average rating, 327 reviews

Private suite in James Colt townhouse

PhillipRating, 5 stars3 days ago
I felt like family staying with Jane and Earl, but they were never intrusive at all. Most hosts are either hands off or in your business, and they were neither, just spot on terrific hosts and people! Would definitely stay again, perfect for 1-2 people and located 10-15 minutes from anywhere in downtown you’d need to go!
Superhost
Private room in Hampton Bays
4.83 out of 5 average rating, 6 reviews

1BR,Mins to Beaches, Kayaks Paddleboards,Wineries

LorriRating, 5 stars46 months ago
Such a wonderful lodging! My son and I stayed for a week for him to attend camp nearby and the hospitality with the entire staff was remarkable! Clean, quiet, communal feel and tended to my every request! I highly recommend this charming little place!
Guest favourite
Private room in Manchester
5 out of 5 average rating, 25 reviews

Your own 2 Bedroom Guest Suite w/Full Bath

HannahRating, 5 stars7 months ago
Virginia was very welcoming! I didn’t realize when booking that the accommodations were part of the main house (the whole second floor is the guest suite space), with the kitchen space shared. This was by no means a problem and was user error on my part. That being said staying here was the closest to a true bed and breakfast experience I’ve had using Airbnb. Virginia had a nice light breakfast with fresh fruit, pastries, bagels and coffee each morning which was delightful. It was one of the cleanest Airbnbs I’ve stayed in. Highly recommend if you’re comfortable with a partially shared space. If I’m back in the area, I would stay again!
Superhost
Private room in Shelter Island
4.85 out of 5 average rating, 20 reviews

Candlelite Inn queen room private detached bath

IanRating, 5 stars33 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!
Guest favourite
Private room in Southampton
4.96 out of 5 average rating, 152 reviews

Perfect in SH ~ Private Room Near Village Center

MorganRating, 5 stars8 months ago
Jayne was beyond accomodating. We felt at home from the minute we walked in the door. The amount of care and love taken on this home is unmatched. We loved lounging in the yard and reading, enjoying breakfast on the patio (including fresh tomatoes from the garden!). An absolute haven.

Bed and breakfast rentals with breakfast

Bed and breakfast rentals with a patio

Superhost
Private room in Sag Harbor
5 out of 5 average rating, 5 reviews

Room 1 Bed & Breakfast in the Heart of Sag Harbor

TaraRating, 5 stars20 months ago
Linley and her husband were wonderful hosts. Their place is a hidden gem in a great location in Sag Harbor. It's like a little oasis with a beautiful view of the bay, birds and sunsets. I stayed in the first floor room with the en suite bathroom. It was a nice size, large closet, comfortable bed, updated bathroom and mini fridge. The house is cozy and the outdoor space is so peaceful. Added bonus, a wonderful breakfast spread each morning. I can't say enough good things about how friendly and accommodating Linley and her husband, Capt Hagan are. They make you feel right at home. This will be my go to place to stay the next time I visit Sag Harbor.
Guest favourite
Private room in Water Mill
5 out of 5 average rating, 6 reviews

Head of Pond House - The Mill Pond Suite

AaronRating, 5 stars6 months ago
This property and its location in the Hamptons is perfect. And Monika goes long past the extra mile to make you feel properly “hosted”. Beyond that, the AirBnB review character limit prevents me from doing justice to how truly extraordinary Monika is as a host or how equally wonderful the property is to experience. Sufficed to say, this was the best AirBnB experience we have ever had anywhere, period, full stop. We will absolutely be back.
Superhost
Private room in Water Mill
5 out of 5 average rating, 3 reviews

Head of Pond House - The Water Mill Room

KristenRating, 5 stars8 months ago
What an idyllic Hamptons getaway! We loved the picturesque location right on the water, far from the maddening crowds. We had not previously shared a home with other guests and/or onsite hosts, but it wasn’t even an issue. Monica and her daughter were perfectly accessible but discreetly separated from the guests, who were all spread out enough to provide privacy. We loved the water facing pool, dedicated exercise space, and coffee & snacks we could help ourselves to. Best of all was the breakfast provided each morning. This is a terrific option if you want to avoid loud, crowded, scarce hotel options for a true Hamptons retreat. Note only there’s no tv, which didn’t bother us, and rooms are on the second floor if stairs are an issue. We would definitely return!!
Top guest favourite
Private room in Water Mill
5 out of 5 average rating, 8 reviews

Head of Pond House- Edge of Woods Room

FrancescaRating, 5 stars4 months ago
Monika was a great host - really responsive and proactive giving clear directions and offering lots of local knowledge and tips for our stay. We stayed in the cottage which was quaint and so quiet. The location is beautiful. The weather was not great, but the house was cosy and comfortable. It is well located near restaurants in Southhampton and Bridgehampton and other attractions. Nothing is far. Would highly recommend.
Superhost
Private room in Preston
4.8 out of 5 average rating, 5 reviews

Lake - Vineyard - Casinos Cottage Inn 1st Flr / #4

DaveRating, 5 stars4 months ago
John was nice and his house was great. Was happy to have a bite to eat in the morning and walk around his beautiful outside space. He was incredibly responsive when I was communicating about arriving late and was a pleasure to talk with. Super close to Foxwoods but also in nature at the same time.
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 stars1 month 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!
Top guest favourite
Private room in New Haven
5 out of 5 average rating, 10 reviews

THE EMERALD INN AUTHENTIC BED & BREAKFAST

MarianneRating, 5 stars11 months ago
We had an amazing stay at this lovely home! Nora and John could not have been more welcoming and went above and beyond to make our stay as comfortable as possible. The best!

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