Holiday rentals with breakfast in Middlesex County

Find and book unique Holiday Accommodation with Breakfast on Airbnb

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Popular amenities for Middlesex County Holiday Accommodation with Breakfast

Holiday House Rentals with breakfast

Home in Cambridge

Modern Family Oasis near Harvard

SandraRating, 5 stars1 month ago
The house was very clean and organized. Additional seating in the living room would be nice and kings beds instead of queen size beds would be better. They left snacks and bottle water for us to have which was appreciated, but we found open gallons of beverages and open food packages in the refrigerator. We also questioned the sign in the kitchen stating no cooking allowed. Honestly, that’s why we stay at Airbnb’s Overall, our stay was comfortable.
Top Guest favourite
Private room in Wellesley
4.99 out of 5 average rating, 191 reviews

The 1850 Morse Home with award-winning updates

HughRating, 5 stars3 weeks ago
Staying at Marylin’s felt like visiting a relative (one you actually like). She made us feel like family. The home and garden are beautiful, the area is peaceful and idyllic, and the accommodations were better than described. Marylin is warm, gracious, and full of wonderful stories. We usually keep to ourselves and this was our first time sharing a space, but she made it feel easy and natural. She was never intrusive, always respectful of our privacy, yet a joy to talk with. Where else can you cover art, computer programming, literature, and gardening over coffee? She served breakfast daily and provided excellent tips on where to explore. The location is ideal, with Wellesley College, the town center, and a scenic trail along Morse Lake all within walking distance. And then there is Lily, the sweetest little puppy. Playing fetch with her was pure joy. The room was spotless, the bed super comfy. Marylin is a treasure. A bad review of her would say more about the guest than the host.
Home in Randolph
4.45 out of 5 average rating, 11 reviews

Comfortable and Convenient 3 Bed Home

MerlandeRating, 5 stars5 days ago
Absolutely perfect stay! The place was spotless, beautifully decorated, and exactly as described—if not better. The host was incredibly responsive, friendly, and made sure everything was smooth from check-in to check-out. The location was ideal, close to everything we needed but still peaceful and quiet. Would 100% stay here again and recommend it to anyone looking for a comfortable and hassle-free experience!
Superhost
Private room in Lexington
4.93 out of 5 average rating, 112 reviews

2 rooms and private bath in Historic Lexington!

LynnRating, 5 stars7 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!
Top Guest favourite
Private room in Boston
4.96 out of 5 average rating, 427 reviews

219 on the Ocean with Private Bath

BellaRating, 5 stars6 days ago
Nice place and good location near the seaport. Recommended if you want to stay at south part of Boston. Robin is a nice host.
Guest favourite
Private room in Billerica
4.85 out of 5 average rating, 363 reviews

Bedroom and sitting room in Lakeside Home

ElannaRating, 5 stars2 weeks ago
Carols place is a hidden gem. It was such a peaceful space to rest our heads at night, and it was an absolute joy to wake up to the sounds and view of nature. We would come back in a heartbeat.
Home in Shrewsbury

Colonial Home near Shrewsbury Center

JohnRating, 5 stars9 months ago
A great place to stay and within reach of many key places we needed to visit. Clean, welcoming and very family friendly. Would not bat an eyelid recommending!
Guest favourite
Home in Boston
4.94 out of 5 average rating, 18 reviews

Family-friendly House at Prime Location

JillRating, 5 stars1 month ago
We traveled as a family of five adults and one 2 year old. This house was perfect for us. We appreciated how it was set up for small children. We felt instantly comfortable, and at home. Very convenient to stores, restaurants, and the T stops. Before arriving I had questions about urban living with a toddler and Sophia kindly answered promptly. Great home, great communication! Thank you!

Apartment rentals with breakfast

Superhost
Private room in Everett
4.88 out of 5 average rating, 17 reviews

Great room, 15 min to Boston. 2 min walk to bus.

IanRating, 5 stars1 month ago
Big comfortable bed was waiting after your trips round Boston. There was everything you needed for a relaxing stay. Simone was especially helpful with arranging parking for my hire car. Would definitely recommend.
Apartment in Boston
4.68 out of 5 average rating, 34 reviews

Cozy 1 Bedroom in the Heart of Boston!

KatyRating, 5 stars2 weeks ago
Lavette put a lot of care into making sure her place was very welcoming and thought of lots of little things many bnb hosts do not. Neighborhood was quiet and the bed was as comfy. The kitchen had the basics like oil/spices/cookware which was nice. The towel warmer felt especially luxurious! As others mention, make sure you read the additional rules as there are a handful in addition to the bnb regulars you expect. If you are bringing a guest they will need to make an airbnb account and verify their identity if they have not already, which is not something we’ve been asked in the past, just as a heads up. Overall a lovely place to stay
Superhost
Apartment in Milton
New place to stay

14/2 - 5BR Milton | Spacious Home near Blue Hills

BonnieRating, 5 stars3 weeks ago
David & Jenny’s place was exactly as described. We felt welcomed there and their communication was top notch! We had an enjoyable stay and recommend them as hosts!
Guest favourite
Private room in Watertown
4.85 out of 5 average rating, 215 reviews

Bedroom w shared kitchen, bathroom & living room

Juan-AndresRating, 5 stars3 weeks ago
I used to live in the Boston area, and know what neighborhoods work well when I come back to visit. Watertown is one of them, with the 71 bus to Harvard Square, express bus to downtown Boston, and very nice surroundings reachable by bicycle (Blue Bikes) : Watertown, Belmont, Newton etc. --- so Patrick's location is great. The BnB itself works seamlessly, with Patrick upstairs and two other guests on the ground floor with me. A cleaner comes to tidy. All is provided. Patrick is always reachable. Arrival is easy with a code. Overall, exactly like a B and B is expected to work. Patrick also has full apartment available on the top floor that I would love to use when coming with others.
Apartment in Malden
4.76 out of 5 average rating, 119 reviews

Stunning 3-Bedroom Minutes From Boston & Everett

AmandaRating, 5 stars3 months ago
Great location, apartment was clean and looked like the photos. Very comfortable, all amenities within the apartment, we did tend to eat out, but everything was available if, we had wanted to cook in. Beds were very comfortable 😴😴. Linen & towels were spotless and a beautiful clean smell from them. Washer and dryer was a fab bonus 🥰 Definitely would stay again, but you need a car to travel, Boston was 20 minutes by car, but we also got a train in, when it was snowing. Uber picked us up within 4 minutes and dropped us to train station which was about 5-6 minutes away. Amanda 🥰
Guest favourite
Private room in Boston
4.92 out of 5 average rating, 24 reviews

A_Small Double Near Downtown Boston (5 miles)

KajRating, 5 stars3 months ago
great place, walking distance to transport. clean and with common living room and kitchen. clean and tidy.
Superhost
Apartment in Cambridge
4.8 out of 5 average rating, 123 reviews

Studio Apt private bath+ Hot Tub, free parking

ChristopherRating, 5 stars1 day ago
Annique's place is a second floor flat in a quiet street not far from the "T" and grocery stores. The flat has a beautiful wooden floor and spacious bathroom. For me, the high point was having an office space with a standing desk - I loved it! The amenities Annique provides shows she is an extremely thoughtful host and is very responsive. Definitely an excellent place to stay..
Top Guest favourite
Apartment in North Andover
4.98 out of 5 average rating, 134 reviews

3 room suite, 24 miles to Boston, British decor

JaynaRating, 5 stars4 months ago
Catherine was a great host and the place was very comfortable and quiet. Never had an issue and provided so many amenities. Will definitely book again when I visit.

Bed and breakfast rentals with breakfast

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 stars1 month 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 Arlington
4.97 out of 5 average rating, 319 reviews

Arlington Craftsman Blue Room, Int. Well Restored

JorgeRating, 5 stars5 days ago
Great place, would stay again.
Top Guest favourite
Private room in Cambridge
4.98 out of 5 average rating, 306 reviews

Smack dab between Harvard+Porter 2

LisaRating, 5 stars2 weeks ago
Connie’s place was a dream. I loved everything about it: the space, the comfort, the quiet, the location. And Connie herself is wonderful. I could t have imagined a better place to stay for my first time in Cambridge.
Top Guest favourite
Private room in Dedham
4.94 out of 5 average rating, 79 reviews

Antique Victorian Farmhouse

Alex And TracyRating, 5 stars2 weeks 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!
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!
Guest favourite
Private room in Somerville
4.91 out of 5 average rating, 918 reviews

Peter • Best of Boston

AlisonRating, 5 stars5 days ago
We were just in for a quick evening but everything was communicated very appropriately.
Guest favourite
Private room in Cambridge
4.83 out of 5 average rating, 192 reviews

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

MarieRating, 5 stars1 week ago
Sad to be leaving. First morning I was awoken by the sounds of birds chitchatting and a warm inviting glow peeking through the windows. Open the French door and listen to the gentle rustling of leaves, the cool breeze flowing in. I could do this for longer. But it’s time to go back to reality. Thank you Joan for hosting. Your place is wonderful.
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!

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