Holiday rentals with breakfast in Middlesex County

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Popular amenities for Middlesex County Holiday Accommodation with Breakfast

Holiday House Rentals with breakfast

Top Guest favourite
Private room in Wellesley
4.99 out of 5 average rating, 188 reviews

The 1850 Morse Home with award-winning updates

MitsukaRating, 5 stars3 weeks ago
I can’t thank Marilyn enough for her warm and welcoming hospitality, whether it’s my first visit or the hundredth. She is incredibly thoughtful, always making sure I feel comfortable—whether I want a quiet moment or an engaging conversation. I absolutely love her intelligent and witty chats. My daughters are also big fans of Marilyn and Lili!
Home in Randolph
4.43 out of 5 average rating, 7 reviews

Comfortable and Convenient 3 Bed Home

JahnayaRating, 5 stars3 days ago
This was a pleasant stay. My family and I enjoyed our stay. Everything was beautiful, clean and comfy.
Guest favourite
Home in Dedham
4.93 out of 5 average rating, 107 reviews

Cozy house close to Boston

RebeccaRating, 5 stars4 months ago
Karen’s home truly is cozy. We were here two weeks before Christmas and it was decorated and beautiful. Beds are comfortable, the kitchen was clean and well stocked, nice big fluffy towels and I loved the shower! We have stayed in several,places in the Boston area and this is one of the best. Even my dogs loved it!
Guest favourite
Private room in Lexington
4.95 out of 5 average rating, 108 reviews

2 rooms and private bath in Historic Lexington!

LynnRating, 5 stars5 months ago
Let me start with this: THESE HOSTS MAKE THEIR OWN MAPLE SYRUP. As if that weren’t enough, they were warm and welcoming, making me comfortable in their home from moment one. The space was cozy and exactly what I needed—and walking distance from beautiful wooded conservation land. And Deborah’s breakfast—and conversation—were truly a delicious, sweet, and savory way to start the day. I hope to be back!
Guest favourite
Private room in Billerica
4.85 out of 5 average rating, 350 reviews

Bedroom and sitting room in Lakeside Home

Dan & DebbieRating, 5 stars2 weeks ago
This is our second time staying at Carols place. We really enjoy going there. Lovely home. Comfortable, quiet. Bedroom with a nice sitting room overlooking a lake. Arol is very nice. Look forward to staying there again.
Top Guest favourite
Private room in Boston
4.96 out of 5 average rating, 416 reviews

219 on the Ocean with Private Bath

KiraRating, 5 stars4 days ago
Beautiful, well-kept home full of charm and history. Robin was a thoughtful host who made sure we had everything and more to make our stay comfortable. Great location—an easy walk from the train in a quiet, friendly neighbourhood :)
Guest favourite
Home in Boston
5 out of 5 average rating, 14 reviews

Family-friendly House at Prime Location

JessicaRating, 5 stars1 week ago
BNB was wonderful! Very clean and perfect for my family and friends. My 2yr old loved the space and looked forward to going back to the bnb to play with the toys/read the books that were provided by the host. We had issues with the heating for the toddler room but Sophia and Spyros were quick to respond and provide assistance. The neighborhood is extremely kid friendly and quiet. We loved the fact that there was no TV - no TV means no screen time, which translates to having more thoughtful interactions between our family/friends. My only issue was that there was no microwave so it was hard to warm up any pre-made food/leftovers, but the kitchen is well equipped with everything you may need, so I was able to pivot and warm up food using the stove. 10/10 experience and would book this home again if we come back to Boston! Thanks for having us!

Apartment rentals with breakfast

Private room in Somerville
4.22 out of 5 average rating, 51 reviews

R5 Free Parking Private Room Walk to T & Shops

AuroraRating, 5 stars2 weeks ago
Very nice room and sweet hosts. 10/10 stay highly recommended
Superhost
Private room in Boston
5 out of 5 average rating, 3 reviews

B_Triple Bed Near Downtown Boston (5 miles)

TaylorRating, 5 stars2 weeks ago
Extremely clean, inexpensive option in Boston. Parking can be difficult but I was able to find some on the same street or one street over each of the nights I stayed. Park, Target, and various restaurants nearby made it easy as a place to do remote work from and take breaks and get food.
Superhost
Private room in Everett
4.83 out of 5 average rating, 18 reviews

Nice room, 20 min from Boston, bus stop.

WilhelmRating, 5 stars4 months ago
I enjoyed the time staying in the room. The pictures do a good job of representing the size of the room, and the closet is quite spacious. Adding to that, Simone is a great and very helpful host, and she helped out with everything I needed. I really recommend staying here with Simone as a host.
Apartment in Boston
4.63 out of 5 average rating, 27 reviews

Boston Marathon and Boston Anime!

MowtesRating, 5 stars2 months ago
Amazing and beautiful space. Lavette was very helpful. We also had the opportunity to meet Tony who got us in the place and he was so kind. We would come back again!
Private room in Medford
New place to stay

Studio Near Tufts University.

DevinRating, 5 stars3 days ago
Our stay at Mary’s place was absolutely wonderful. She was friendly, welcoming, and incredibly responsive to any messages we sent. One highlight was her recommendation of a local Mexican restaurant—it was outstanding! Her home is beautifully decorated and thoughtfully stocked with everything we needed and more. The walk to the studio takes you through her gorgeous outdoor garden, which added such a peaceful touch to the experience. All in all, it was a fantastic stay, and we would definitely return!
Private room in Malden
4.64 out of 5 average rating, 11 reviews

Lovely one bedroom one bath rental in Malden ma

NguyenRating, 5 stars5 months ago
Christian's place was exactly what we needed for the weekend while we spent the day in Salem. He responded quickly and was very helpful the whole weekend. I would definitely book again the next time I'm in Boston!
Guest favourite
Private room in Cambridge
4.71 out of 5 average rating, 515 reviews

Quiet private room in N. Cambridge

Jeong HyunRating, 5 stars1 week ago
John's a wonderful host! He's met a lot of people from all over the world and has a lot of stories to tell, very pleasant to chat with and makes you feel at home. The location is great, with very easy access to public transportation (both bus and train). The neighborhood is quiet and the bed is comfortable. I slept really well. John also let me use his guest parking permit so I could park my car on the street which was really nice of him. Highly recommend!
Superhost
Private room in Watertown
4.85 out of 5 average rating, 212 reviews

Bedroom w shared kitchen, bathroom & living room

NafisaRating, 5 stars5 days ago
Patrick was a great host, very kind and attentive. He left some recommendations for places to visit, and I really enjoyed the city diner, their breakfast menu and milkshakes. The room is small, but has everything you need for a short stay. I was also grateful for being able to wash my clothes during my stay, as it rarely possible in Airbnbs. Other tenants Masoud and Jon were also kind, so I had overall very positive impressions and will gladly come back again.

Bed and breakfast rentals with breakfast

Guest favourite
Private room in Boston
4.97 out of 5 average rating, 70 reviews

1863 House Bed and Breakfast M307 Room 2

GlynisRating, 5 stars5 months ago
We were delighted to stay at the airbnb and had a wonderful time! We definitely plan to revisit and look forward to our next trip to Boston. The stay with our hosts made the whole experience very special.
Guest favourite
Private room in Arlington
4.97 out of 5 average rating, 310 reviews

Arlington Craftsman Blue Room, Int. Well Restored

DavidRating, 5 stars4 days ago
Excellent airbnb, in a really cool neighborhood in Arlington. Thomas is a great host, check-in was easy, and everything went smoothly. Thomas even provides breakfast in the morning, which was an unexpected bonus. Its also only a short walk to many cafes and restaurants in Arlington, as well as bus stops where you can take a bus to the red line stations. I had an enjoyable stay at Thomas's house, and would highly recommend his place to others!
Top Guest favourite
Private room in Cambridge
4.98 out of 5 average rating, 296 reviews

Smack dab between Harvard+Porter 2

KhueRating, 5 stars2 weeks ago
The location was very convenient, easy to find, and walkable. The room and bathroom were very clean. Connie was a great host: she is so nice, was very responsive to inquiries, is a great conversationalist, and gave great local restaurant/cafe suggestions. Would 100% recommend this AirBnB to anyone looking to stay in the Cambridge/Harvard area.
Guest favourite
Private room in Somerville
4.91 out of 5 average rating, 904 reviews

Peter • Best of Boston

JoshRating, 5 stars2 weeks ago
The stay that we had was not only memorable for the space itself and the proximity to the public transportation, but for the host as well. Peter made the space feel like home and will take care of you like family. The space is beautiful and has so much history. If you are looking for a space to be, this is it!
Top Guest favourite
Private room in Newton
4.99 out of 5 average rating, 78 reviews

Alderwood Bed & Breakfast Single Room

KikeRating, 5 stars7 months ago
i had an incredible experience staying at Myra’s airbnb. the place was clean, cozy, and exactly as described. Myra was extremely responsive and made sure i had everything i needed during my stay. the location was perfect, and all the little touches in the home made it feel special. i highly recommend staying here and will definitely book again in the future.
Guest favourite
Private room in Cambridge
4.84 out of 5 average rating, 186 reviews

A Room at the Top-sep. entrance, private bath

DeirdreRating, 5 stars1 month ago
Joan’s room was exactly what I was looking for! Quiet, tidy, and walkable. Providing breakfast was a lovely bonus.
Guest favourite
Private room in Boston
4.91 out of 5 average rating, 65 reviews

Cozy Double Room in a quiet Boston neighborhood

MarkRating, 5 stars2 days 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 Boston
4.99 out of 5 average rating, 900 reviews

◇Cozy Townhouse Suite, with Private Bath ◇

PaulaRating, 5 stars1 week ago
Roger Michael’s place is exactly is described. The host is proactive. Instructions are clear. Everything is spotless and welcoming. Close to everything and walkable. Stay at this property.

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