
Holiday rentals with breakfast in Dorchester, Boston
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Top-rated Holiday Accommodation with Breakfast in Dorchester, Boston
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Popular amenities for Dorchester, Boston Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

Modern Family Oasis near Harvard
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.

2 cozy twin bed,free breakfast,a few min walk to T
Christie’s place exceeded our expectations. The house was very clean and had all the amenities we needed, plus the free breakfast! The house is in a very peaceful neighborhood with nice restaurants around. It is also a short walk from the Quincy Center train station, so it was easy to travel to downtown Boston as well. Would definitely recommend this place!

Comfortable and Convenient 3 Bed Home
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!

Arlington Craftsman Green Room, Int. Well Restored
I recently had the pleasure of staying at thomas’s place, and I can't recommend it enough! The house is perfectly located, making it easy to commute to Cambridge. Thomas was truly kind and accommodating, ensuring that my stay was comfortable and enjoyable. The room was cozy, and I was impressed with how clean everything was — the bathroom and shared spaces were spotless, which made for a pleasant experience. Overall, this stay exceeded my expectations, and I would definitely return. Thank you for an amazing experience!

4BR - Visit Boston Like a Local!
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! 🤞)

Private, Intimate Ocean Blue Room @ The Washburn!
Hospitable host. Made sure breakfast was available every day. The place is beautiful, well decorated. It made me want to stay longer. Donnell is great to talk to, respectful of your privacy, and available if you need anything. I had a great time.

Bedroom and sitting room in Lakeside Home
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!

219 on the Ocean with Private Bath
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

Two bedroom Apt with a deck
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

Maria's Casa
Maria is a very thoughtful and proactive host. She was very communicative, especially when there was an unexpected power outage right before check-in. All worked out. The stay was great. Maria truly covered everything you’d want in a little home away from home stay.

Great room, 15 min to Boston. 2 min walk to bus.
Simone was lovely and very responsive and helpful. It felt home.

Back-Bay Central Condo w/Roof top, Gym & Parking!
Had a wonderful stay! Jonah was extremely easy to communicate with and we felt right at home in the lovely space. The building was very safe, the apartment was comfortable, and you couldn’t beat the amazing location with the ability to walk to all the best areas of Boston! Would definitely stay here again!

Charmer 2 bdr near the beaches
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!

Cozy 1 Bedroom in the Heart of Boston!
This was a very comfortable place to stay in Boston! Lavette was outstanding and made us feel right at home!

Bedroom w shared kitchen, bathroom & living room
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.

Stunning 3-Bedroom Minutes From Boston & Everett
Everything was perfect, I am recommend this apartments as a choice for your vacation near Boston.
Bed and breakfast rentals with breakfast

Antique Victorian Farmhouse
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!

Sunny and Spacious B&B in a Lakeside Neighborhood
Fantastic stay and super recommended to discover Newton and swim at the Crystal Lake!

Queen Ann Brookline B&B M605 #2
Grace was a wonderful host. She was so friendly , flexible and accommodating. Would definitely stay again!

Peter • Best of Boston
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.

Alderwood Bed & Breakfast Single Room
Staying at Myra’s beautiful home was one of the most joyful experiences in all my travels. Though far from family, I felt instantly welcomed into a space full of warmth and character. The house exudes timeless charm—book-lined rooms, plush couches, and sunlit corners that invite you to relax. My cosy single room was ideal—even for a tall guest just off a long flight from Australia—and I could happily have stayed much longer. Each morning began with a nourishing, delicious breakfast and truly exceptional coffee. Myra’s attention to detail and genuine care made every part of the stay feel special. Set in a peaceful neighbourhood just 15 minutes by car or 30 by train from the city, the location was perfect for both business and leisure. Once free of luggage (a taxi was ideal), I enjoyed the pleasant walk to Newton Centre and easy commute into town. This home radiates care, comfort, and quiet charm. I hope to return soon and enjoy another coffee in those bright, welcoming rooms.

"Casita" on the Water - Harbor View
Melissa was helpful and proactive. The rocking boat helped put me to sleep!

Witches Dorm-Salem School of Witchcraft
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+
A Room at the Top-sep. entrance, private bath
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
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- Hampton Beach
- Boston Common
- Fenway Park
- Revere Beach
- TD Garden
- East Sandwich Beach
- Harvard University
- Lynn Beach
- Brown University
- Duxbury Beach
- North Hampton Beach
- New England Aquarium
- Sagamore Beach
- Faneuil Hall Marketplace
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Sandwich Glass Museum
- Good Harbor Beach
- Prudential Center
- Roger Williams Park Zoo
- MIT Museum
- Museum of Fine Arts, Boston
- Oakland Beach