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

Guest favourite
Private room in Wellesley
4.99 out of 5 average rating, 187 reviews

The 1850 Morse Home with award-winning updates

AmaniRating, 5 stars1 month ago
Marilyn’s place is my home away from home! It’s my 3rd time staying there and I absolutely love my stay there and enjoy the moments spent with Marilyn and her super cute Lilly.
Superhost
Private room in Belmont
4.78 out of 5 average rating, 120 reviews

Near Harvard-MIT-Tufts-BU-BC-Bentley Floor1-Room#1

ClaralynnRating, 5 stars1 month ago
Great stay. Felt very at ease and welcomed. Totally amazing that Annie shared some of her Chinese new year homemade dumplings. Very unexpected and delicious! Clean, quiet room. Very good night’s sleep. It was freezing cold outside but i was warm with the lovely blanket and comforter. Nice hot shower, too. Close to the train station (10 min walk) where there’s a great cafe (Tatte) nearby.
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 stars4 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
4.84 out of 5 average rating, 342 reviews

Bedroom and sitting room in Lakeside Home

NathanRating, 5 stars1 month ago
We loved staying at Carol’s place. It is peaceful and conveniently located. Carol provides everything you might need with thoughtfulness and charming touches. 2nd visit and hope to be back again next year.
Guest favourite
Private room in Boston
4.96 out of 5 average rating, 409 reviews

219 on the Ocean with Private Bath

SanaRating, 5 stars3 months ago
Robin was exceptional and incredibly kind. She goes above and beyond to ensure you have all the information you need during your stay. Her home is not just a place to stay—it’s an experience in itself.
Guest favourite
Home in Boston
5 out of 5 average rating, 11 reviews

Family-friendly House at Prime Location

AbbieRating, 5 stars18 months ago
Great location! Beautiful neighborhood. Close to downtown JP. Thank you Sophie!
Home in Wellesley
4.95 out of 5 average rating, 19 reviews

Stylish family home; 3 min walk to Marathon course

MariaRating, 5 stars65 months ago
Leda is a wonderful host who welcomes family and friendly get together a at her home. She also has unbelievable taste! The basement is a great area for kids, as well as the backyard. The wine, coffee, and baked goods were also a special touch. We would definitely stay at her home again! It was actually our second visit:)
Guest favourite
Private room in Boston
4.92 out of 5 average rating, 226 reviews

Sunlit room with private bath

LucijaRating, 5 stars3 months ago
Had a great time at Evelyn's. Her place is located 7min away on foot from Orange line and is in a residential area which makes it easy to get to anywhere in Boston. The place was pristine with attention to detail paid to everything. Would stay here again no doubt.

Apartment rentals with breakfast

Apartment in Cambridge
4.93 out of 5 average rating, 45 reviews

Spacious Inman Sq Apt mins from MIT/Harvard

KristyRating, 5 stars30 months ago
This was a great spot - comfortable, exactly as pictured, and met all our needs. Short walk to the T to get into Boston or explore other parts of Cambridge. The best part was the really nice touch of having some staples in the fridge (eggs, muffins, etc.) along with coffee. Having arrived at 2am given a flight change it was a much appreciated thoughtful touch. Would definitely stay here again!!
Superhost
Apartment in Cambridge
4.77 out of 5 average rating, 13 reviews

Central Upscale Condo w/Gym, Office & Parking

PaulRating, 5 stars1 month ago
I had to change locations from another property and Johna did a fantastic job placing me in this place. The location worked and apartment was perfect. The communications about the change and the new place were smooth. I appreciated the fact that a new location was found that was close by my original rental. I have rented from Johna a few times before and will continue to do so when in Boston.
Private room in Everett
4.82 out of 5 average rating, 17 reviews

Nice room, 20 min from Boston, bus stop.

WilhelmRating, 5 stars2 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

Cozy Space in the Heart of Boston Nr NEU & BMC

MowtesRating, 5 stars2 weeks 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 Malden
4.64 out of 5 average rating, 11 reviews

Lovely one bedroom one bath rental in Malden ma

NguyenRating, 5 stars4 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, 512 reviews

Quiet private room in N. Cambridge

BrianRating, 5 stars3 months ago
We had an excellent weekend stay at John’s place. The location is quaint and quiet, but the nearby transit makes it easy to access the sights of Boston quickly and reliably. John was such an amazing host, a pleasure to chat with and his space is so cozy and homey. Our only regret was that we couldn’t stay longer!
Superhost
Private room in Watertown
4.84 out of 5 average rating, 206 reviews

Bedroom w shared kitchen, bathroom & living room

AlexRating, 5 stars3 weeks ago
Patrick is an extremely friendly and attentive host who really cares about the people staying at his house. The place was a great value. Picky details: There is an adjacent roommate who sometimes plays TV so if you are sound sensitive like me you might want to bring ear plugs. I'm pretty sensitive and only resorted to earplugs maybe one night out of ten. The other issue is that the house is normally at 70F day and night, if you like it cooler you might want to cover off the heating vent in the room and stick a towel under the door. Overall a great stay, I plan on going back.
Superhost
Private room in Dorchester
4.74 out of 5 average rating, 27 reviews

H_Room 4 miles To Downtown Boston/BCEC

SherryRating, 5 stars6 months ago
I had a wonderful stay in this cozy and well-appointed room. From the moment I arrived, I felt welcomed and at ease. The room was spotless, with comfortable furnishings. The bed was incredibly comfortable, and I appreciated the quiet atmosphere. The host was friendly and responsive, ensuring I had everything I needed for a pleasant stay. I would highly recommend it to anyone looking for a comfortable and convenient place to stay. I look forward to returning on my next visit!

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 stars3 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, 302 reviews

Arlington Craftsman Blue Room, Int. Well Restored

GolnarRating, 5 stars1 month ago
We really enjoyed our stay at this place. We found clear instructions for everything all over the house which we really appreciated. Thomas was nice and responsive. The location is walkable with plenty of restaurants and a nice lake nearby.
Guest favourite
Private room in Cambridge
4.98 out of 5 average rating, 290 reviews

Smack dab between Harvard+Porter 2

AbigailRating, 5 stars2 months ago
This was my second stay at Connie’s place, and I couldn’t have had a better experience! From the beginning, Connie was so communicative and helpful about my check in, which I immensely appreciated and made my arrival stress-free and easy. The quiet neighborhood, gorgeous room I stayed in, plentiful amenities, and Connie’s incredible hospitality (and her cat — I miss you, Aiko!) made my time in Cambridge an absolute dream, and I couldn’t have loved my second stay at Smack Dab any more. I’m so happy to have spent my trip to Boston here — the location is fantastic for commuting into the city — and I’m immeasurably grateful for Connie, her lovely home, and the kindness and warmth I was shown as a guest. It’s truly a special place to stay!
Guest favourite
Private room in Somerville
4.92 out of 5 average rating, 892 reviews

Peter • Best of Boston

Anne-MarieRating, 5 stars2 weeks ago
This is a great place to stay- you're walking distance to a subway station to take you into Boston, but the place itself is on a quiet street with no real city noise, which is rare. Super comfy bed, and cute little personal living room off the bedroom. Super clear directions on how to access the place. I appreciated that a parking pass is available if you bring a car. Very clean shared kitchen, and breakfast nook with a very clean private bathroom with two shower nozzles. I'd stay here again next time I'm in town.
Guest favourite
Private room in Newton
4.99 out of 5 average rating, 78 reviews

Alderwood Bed & Breakfast Single Room

KikeRating, 5 stars5 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, 181 reviews

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

RachelRating, 5 stars2 months ago
I rented this room for my aunt who was in town visiting. Joan was a great host and the room was perfect. Super comfortable places to sit and a comfy bed and beautiful natural light from all the windows. Highly recommend to anyone looking for an affordable and comfortable spot in Cambridge.
Guest favourite
Private room in Shrewsbury
4.97 out of 5 average rating, 238 reviews

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

LaurenRating, 5 stars3 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 Boston
4.9 out of 5 average rating, 63 reviews

Cozy Double Room in a quiet Boston neighborhood

SarahRating, 5 stars2 weeks ago
Such a comfortable place! Natalie was welcoming and accommodating. Would recommend for anyone.

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