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Holiday rentals with breakfast in Dorchester, Boston

Find and book unique Holiday Accommodation with Breakfast on Airbnb

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Popular amenities for Dorchester, Boston Holiday Accommodation with Breakfast

Holiday House Rentals with breakfast

Top Guest favourite
Private room in Salem
4.99 out of 5 average rating, 183 reviews

Blake’s Bungalow Large Room with King Bed

ErinRating, 5 stars5 days ago
We had a wonderful stay at this location! The space was exactly as advertised, very clean, tidy, spacious and comfortable. Wendy was a responsive and communicative host, as well as being very friendly and helpful. I would absolutely stay here again next time I’m in Salem!
Home in Cambridge

Modern Family Oasis near Harvard

SandraRating, 5 stars2 months 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, 192 reviews

The 1850 Morse Home with award-winning updates

KathleenRating, 5 stars1 week ago
Out weekend in Wellesley was a treat, from our check-in to departure, our host was engaging, communicative and a wealth of information about her abundant garden. Unforturnately, the weather did not cooperate, so we were not able to enjoy the outdoor space, but we are looking forward to a future visit. -K
Home in Randolph
4.5 out of 5 average rating, 12 reviews

Comfortable and Convenient 3 Bed Home

MerlandeRating, 5 stars2 weeks 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
Home in Charlestown
5 out of 5 average rating, 4 reviews

4BR - Visit Boston Like a Local!

AnnRating, 5 stars9 months ago
From the moment we stepped into this wonderful house in Charlestown we felt instantly at home. Every inch of the home is beautiful and the house is on the historic registry. Megan and Victor were amazing hosts, responding immediately to any question we had. We will definitely be staying there again when we travel to Charlestown. (Hopefully it will be available! 🤞)
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!
Guest favourite
Private room in Billerica
4.85 out of 5 average rating, 366 reviews

Bedroom and sitting room in Lakeside Home

JimRating, 5 stars2 weeks ago
Carol is a gracious host with a wonderful guest suite. She maintains a tranquil retreat that is surprisingly close to everything. Great for business or leisure travelers alike. Highly recommend!
Top Guest favourite
Private room in Dorchester
4.96 out of 5 average rating, 429 reviews

219 on the Ocean with Private Bath

PamelaRating, 5 stars1 week ago
Absolutely beautiful and felt like home. My bedroom looked out over an enormous formal garden and the bay, with an easy walk to the "T". This will be my go-to place in Boston.

Apartment rentals with breakfast

Guest favourite
Apartment in Lakeside Marblehead
4.94 out of 5 average rating, 197 reviews

Two bedroom Apt with a deck

AndrewRating, 5 stars2 days ago
Apartment was clean, comfortable and priced well. It was the perfect size for family of three. Loved the outdoor space and great location. Marblehead is stunning. Host is excellent
Top Guest favourite
Apartment in Salem
4.99 out of 5 average rating, 356 reviews

Maria's Casa

JaydenRating, 5 stars5 days ago
Maria’s place was an adorable stay for our honeymoon ! House was very homey and super comfortable. Maria was by far an amazing host, super communicative, and always made sure we were set! Would recommend!!!!
Superhost
Private room in Everett
4.89 out of 5 average rating, 19 reviews

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

NusratRating, 5 stars3 days ago
Simone was lovely and very responsive and helpful. It felt home.
Apartment in Lynn
4.55 out of 5 average rating, 11 reviews

Charmer 2 bdr near the beaches

JacquiRating, 5 stars2 days ago
I can't say enough about this beautiful apartment. The hostess met us upon our arrival and showed us where everything was located. She left fresh fruit, eggs, butter, bread, drinks, and coffee available. The place was clean and quiet. The best thing is that it is close to the ocean and Boston, as well as Salem, but without the crowds. The apartment itself is adorable and perfect for a romantic getaway—an outstanding value with a very responsive host/hostess. I can't wait to return!
Apartment in Roxbury
4.69 out of 5 average rating, 35 reviews

Cozy 1 Bedroom in the Heart of Boston!

CarolynRating, 5 stars1 week ago
This was a very comfortable place to stay in Boston! Lavette was outstanding and made us feel right at home!
Guest favourite
Private room in Watertown
4.85 out of 5 average rating, 216 reviews

Bedroom w shared kitchen, bathroom & living room

Juan-AndresRating, 5 stars1 month 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, 120 reviews

Stunning 3-Bedroom Minutes From Boston & Everett

AndreyRating, 5 stars2 months ago
Everything was perfect, I am recommend this apartments as a choice for your vacation near Boston.
Guest favourite
Apartment in Salem
4.96 out of 5 average rating, 300 reviews

The Creaky Cauldron-Wizards and Witches Welcome!

JulianaRating, 5 stars2 days ago
Zahar was a lovely host who never hesitated to answer any questions when we reached out. Her place was beautiful decorated with so much attention to detail. Great place to stay in Salem very on theme.

Bed and breakfast rentals with breakfast

Top Guest favourite
Private room in Arlington
4.98 out of 5 average rating, 321 reviews

Arlington Craftsman Blue Room, Int. Well Restored

ThomasRating, 5 stars1 week ago
Thomas is a great host. He lives in the house, however he is very quiet. You almost wouldn't know he lived there if he did tell you. This was the second time I stayed here. The first time was a few years back. Thomas had improved the stairs since then. I was pleased to see that he had, as I had mentioned this to him the last time. That was my only complaint then, and now I have no complaints. The house was built around 1905, the interior was redone as some point and electricity has been added (so no worries there ;) ). My room was on the second floor. The stairs like all of the house were wood. The stairs creak when you climb them. It's not a complaint, but it wouldn't hard/expensive to make that stop. He has fresh flowers in every room which is a nice touch. I didn't realize it when I booked the place, but it came with breakfast; Select cereals, organic milk, oats, toasts and bananas. Thanks Thomas!
Superhost
Private room in Chelsea
4.85 out of 5 average rating, 437 reviews

Private comfortable, colorful Red Room@Washburn!

RickyRating, 5 stars2 weeks ago
Donnell is very responsive and accommodating. Comfortable lodging. Would recommend, he went above and beyond for us in our stay :)
Top Guest favourite
Private room in Cambridge
4.98 out of 5 average rating, 307 reviews

Smack dab between Harvard+Porter 2

KatherineRating, 5 stars2 weeks ago
Connie was uncommonly hospitable, friendly, and helpful. I was set to arrive before the usual check-in time, and she allowed me to arrive early. She helped me carry my heavy bag upstairs and downstairs. She has breakfast items (yogurt, granola, milk, cereal, coffee) available. The room was charming and clean, as was the bathroom. The A/C works very well. I really enjoyed my stay and just chatting with Connie. The location is really great -- walking distance to Harvard and Porter squares and pretty close to the Porter T. I highly recommend her place!
Guest favourite
Private room in Somerville
4.92 out of 5 average rating, 921 reviews

Peter • Best of Boston

AlexanderRating, 5 stars5 days ago
We are very grateful for our stay at Peter's. The apartment was very cozy, we appreciated the easy communication with the hosts and would recommend the stay to anyone looking for a place from where to venture into the city (especially helpful were Peter's tips for Little Italy) and then return for a quiet place in a nice neighbourhood.
Superhost
Private room in Charlestown
4.85 out of 5 average rating, 155 reviews

"Casita" on the Water - Harbor View

AlexanderRating, 5 stars1 month ago
Melissa was helpful and proactive. The rocking boat helped put me to sleep!
Guest favourite
Private room in Salem
4.95 out of 5 average rating, 366 reviews

Witches Dorm-Salem School of Witchcraft

J MichaelRating, 5 stars4 weeks ago
A+. This place is why I come to Airbnb: unique, immersive, and full of character. I stayed in the Witches Dorm, and it felt like part of the adventure, not just a place to sleep. The decor was rich and authentic, and the common room was so cozy I spent hours writing and reading there. The 2 twin beds were comfy (even for a 6'1" guest.) Hope, the host, is fascinating and has some amazing stories, but also totally respects your space. She keeps the common area well-stocked with snacks, coffee, and drinks, which made mornings and late nights easy. Uber was always available and affordable (~$6–10), making it easy to get around if you don’t feel like walking the scenic 25–30 mins to downtown. The walk downtown can be super varied tho—walking along the coastline one day, thru a park the next, and a myriad of ways down tiny New England streets w cute houses all about the same travel time. My first time in Salem. Felt safe at all hours. Would absolutely stay at this property again. A+
Guest favourite
Private room in Quincy Center
4.9 out of 5 average rating, 123 reviews

Room with private 1/2 bath, a few 5 min walk to T

CaronRating, 5 stars1 week ago
Christie’s house was a good place to stay whilst visiting Boston. It was a 15 min ride to South station, and about a 7-8min walk to the station. Our room was small but we did have half a bathroom. The kitchen was right outside the room. Christie was a great host and provided everything we needed. Side note… you are staying in her home in one of her bedrooms and she does have a young child. Our stay was great and we were very happy.
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 stars3 weeks 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.

Quick stats about holiday rentals with breakfast included in Dorchester, Boston

  • Total rentals

    30 properties

  • Nightly prices starting at

    $83 NZD before taxes and fees

  • Total number of reviews

    5K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 properties include access to Wi-Fi

Destinations to explore