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

Guest favourite
Private room in Belmont
5 out of 5 average rating, 82 reviews

Sweet apt in Belmont 2-family on quiet street

JanRating, 5 stars4 weeks ago
We had a wonderful stay at Robin's place... like home away from home. Very comfortable beds, fabulous kitchen for those who love to cook. Kitchen is FULLY stocked with all essential and then some! You'll love this place! Thanks so much Robin! I'm sure we'll be back!!
Top guest favourite
Private room in Cambridge
4.93 out of 5 average rating, 288 reviews

West Cambridge, 1 BR in House near Harvard

LaurenRating, 5 stars1 month ago
Caroline is a wonderful host and the house is beautiful! She made us breakfast of our choice every morning and gave us many great suggestions. We also loved the location, it's a short bus ride to Harvard Square and transportation into the city. It is also walkable to a bodega and restaurants.
Top guest favourite
Private room in Shrewsbury
4.97 out of 5 average rating, 239 reviews

Bed & Breakfast with a warm Irish welcome (King 1)

LaurenRating, 5 stars6 months ago
Mary is absolutely amazing in every way! She is extremely hospitable, thoughtful, kind, helpful, and welcoming. I loved chatting with her and listening to her Irish accent through her stories from when she was in Ireland and beyond. Her house is very spacious and the bed is so comfortable. Her dog is darling too!
Guest favourite
Private room in Medford
4.85 out of 5 average rating, 101 reviews

Grand Victorian gets Contemporary Facelift! #1

JonathanRating, 5 stars1 month ago
I really enjoyed Rajib's place. Just to get it out of the way, the shower in the bathroom is the nicest once I've ever used - skylights with houseplants around - honestly forgot where I was for a few minutes, because it really feels like you're at a resort. Rajib's house is a cosy Victorian on the corner of two cross-streets, has lots of trees and greenery around, is in a nice-quiet neighborhood, and is accessible to the city via the T (shoutout Green Line Extension). It felt like home. There was just the right amount of communication (some hosts inundate you with information), so it was refreshing for everything to be short and to the point. Pippy, the resident house dog, was also very sweet - and sometimes followed me around when I was the only one home at the time.
Top guest favourite
Private room in Cambridge
4.93 out of 5 average rating, 565 reviews

Home on quiet street near Harvard

JillRating, 5 stars2 weeks ago
Out of all the places I've stayed through 10+ years of Airbnb visits, this is definitely one of my favorites. The space was clean, comfortable, well-appointed, quiet, and convenient to all that Boston & Cambridge have to offer, but Deborah's calm nature and friendly disposition were the best. Perfectly welcoming and secure for a woman traveling alone. I hope to have the chance to stay here again.
Guest favourite
Private room in Brookline
4.97 out of 5 average rating, 63 reviews

Queen Ann Brookline B&B M605 #2

BethRating, 5 stars3 weeks ago
Grace the owner was very nice. The house was magnificent if you appreciate Victorian architecture. But the first night our room was very hot and it seemed like there was no air conditioning. Other wise, it was perfect!
Top guest favourite
Private room in Shrewsbury
4.96 out of 5 average rating, 204 reviews

Bed & Breakfast with a warm Irish welcome (King 2)

DonnaRating, 5 stars3 weeks ago
My husband and I felt right at home when we arrived. Mary served us tea and fresh baked bread. We met her adorable little dog, Asher and two delightful guests. Her house is immaculate and cozy. Our king sized bed was soooo comfortable with organic cotton sheets that Mary actually ironed! We slept very well. The street is a little busy during the day, but light throughout the night. Her backyard is very green, beautiful and spacious! A lovely deck beckons, but alas, the weather did not! We would not hesitate to stay there again if the opportunity presents itself. Mary served us a delicious breakfast and we enjoyed our conversations with her. All in all, our stay was like our home away from home! Thank you, Mary, for everything and kisses to little Asher!
Superhost
Private room in Brookline
4.84 out of 5 average rating, 82 reviews

Queen Anne Brookline Bed and Breakfast M605 #1

GinnyRating, 5 stars7 months ago
Marie's organization actually books this home for Grace, the host. Grace runs an "old fashioned" bnb, with a friendly greeting as you arrive and a light breakfast featuring fresh breakfast breads and her homemade granola. We loved staying with Grace! We had plenty of privacy, a comfortable and quiet room, a private parking spot and key to come and go as we pleased. Her home is clean and safe. Grace is not intrusive at all, but she was gracious and helpful with any advice we needed during our stay. We picked exactly the right place for a perfect vacation.

Bed and breakfast rentals with breakfast

Guest favourite
Private room in Boston
4.97 out of 5 average rating, 71 reviews

1863 House Bed and Breakfast M307 Room 2

AaronRating, 5 stars6 months ago
Ben and Jane were so kind! Felt like the old days of Airbnb, when you were really staying with someone and getting to know them.
Top guest favourite
Private room in Dedham
4.94 out of 5 average rating, 79 reviews

Antique Victorian Farmhouse

Alex And TracyRating, 5 stars1 week ago
Absolutely loved my stay and the home was full of so much character and charm! Most of all, I enjoyed our chats. I hope to be back soon!
Top guest favourite
Private room in Newton
4.9 out of 5 average rating, 133 reviews

Historic relaxing clean home for 1- 2 adults

GeralynRating, 5 stars2 weeks ago
Kate was very friendly and responded quickly to texts/questions. She knows the area well, gave good recommendations for restaurants, etc and even drove us a couple times when it was raining. We were here for a graduation and were perfectly located close to BC and the law campus. The house and gardens were beautiful.
Top guest favourite
Private room in Newton
4.99 out of 5 average rating, 81 reviews

Alderwood Bed & Breakfast Single Room

MargaretRating, 5 stars1 month ago
What a wonderful experience! I rented the smaller room with the single bed. The room and linens were clean and tidy. The bed was very comfortable. I slept very well, it is a quiet street on a cul-de-sac, no street traffic. Newton is a beautiful suburb of Boston, Myra's is about 6 miles from downtown Boston, I believe. It is 2 mins by car, very walkable, from the Boston College Newton Campus. It is about 10 mins by car from the Boston College Chstnut Hill Campus. The bathroom is shared with the other rented room, very clean with everything you need provided and a nice strong, hot shower. The guest rooms and bathroom are up one flight of stairs. Now, the best part - Myra! She is the best host I have ever stayed with! I instantly felt so comfortable with her and chatted incessantly, lol. She made awesome breakfasts, too, so yummy. Overall, just such a wonderful stay, highly recommend!
Private room in Cambridge

LUX 1BR with City Views

PranjalRating, 5 stars18 months ago
Unexpectedly great place. It’s a pity I didn’t find it sooner
Guest favourite
Private room in Boston
4.98 out of 5 average rating, 62 reviews

1863 House Bed and Breakfast M307 Room 1

JackRating, 5 stars2 weeks ago
Great value in Boston! Ben and Jane were delightful hosts - eager to share their knowledge of the area. Breakfast was tasty and timed to our request each morning and the house was a beautiful, restful place to spend a few nights. Will be lucky to stay with them again if we are in town!
Top guest favourite
Private room in Boston
4.91 out of 5 average rating, 66 reviews

Cozy Double Room in a quiet Boston neighborhood

MarkRating, 5 stars1 month ago
I enjoyed my stay at Natalie’s place. Not only is she a nice host, she is extremely responsive. The self check in made it easy to get in. I saw Natalie on my way out. She graciously offered me breakfast. Sadly I declined because I was in a rush to get to an appointment. I recommend her place!
Top guest favourite
Private room in Newton
5 out of 5 average rating, 82 reviews

Alderwood Bed & Breakfast double room

tylerRating, 5 stars2 days ago
Staying with Myra is like visiting a great old friend in an incredibly warm and pleasant home located in a terrific part of town. Loved my stay and would absolutely return…and probably will.

Bed and breakfast rentals with a patio

Guest favourite
Private room in Carlisle
4.88 out of 5 average rating, 51 reviews

Postmodern Pastoral Suite | 25min to Cambridge

SarahRating, 5 stars3 weeks ago
Our stay was absolutely wonderful, thanks to such a considerate and thoughtful host. It truly felt like we were visiting an old friend’s home—the crib and toys thoughtfully set up for our toddler made us feel instantly at ease, and the fresh fruit and pastries waiting for us at check-in were a lovely touch. Örs was warm, welcoming, and always available if we needed anything. The location itself is stunning and couldn’t have been more perfect. We left feeling relaxed and grateful—highly recommend!
Guest favourite
Private room in Newton
5 out of 5 average rating, 11 reviews

Cozy & Safe Room in Modern House

HuiyingRating, 5 stars2 weeks ago
I had a great stay at Peter and Jean’s place. They are friendly hosts who respect your privacy, which made the experience feel relaxed and comfortable. The room was pleasant—bright with the shades up, and nicely dark when the shades were down to block out sunlight. The community is lovely and peaceful—perfect for a walk or just enjoying the calm atmosphere. Car parking was easy, which made coming and going stress-free. Jean was especially helpful and accommodating, which made my stay even more enjoyable. Overall, a peaceful and positive experience. I would recommend their place to others.
Guest favourite
Private room in Newton
4.88 out of 5 average rating, 41 reviews

Sunny and Spacious B&B in a Lakeside Neighborhood

Devin PatrickRating, 5 stars8 months ago
A beautiful craftsman style house near the center of Newton and a short drive to anywhere in the Boston area.
Private room in Tewksbury
4.42 out of 5 average rating, 12 reviews

From us to you

VikasRating, 5 stars1 month ago
I had a truly wonderful stay at Flavia’s home! The space was spotless, cozy, and thoughtfully prepared, making it feel like a home away from home. Flavia was an incredibly kind and responsive host, always ready to help while also respecting privacy. The neighborhood was quiet and safe, with everything I needed close by. I couldn’t have asked for a better Airbnb experience — thank you, Flavia, for your warm hospitality!
Superhost
Private room in Newton
4.83 out of 5 average rating, 86 reviews

King Room w/Kitchenette+Balcony

DonghongRating, 5 stars2 months ago
Good place 5 stars

Destinations to explore