House vacation rentals in Dorchester, Boston

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Popular amenities for Dorchester, Boston house rentals

House rentals with a pool

Top guest favorite
A welcoming living area features a large yellow sectional sofa, paired with woven chairs. A colorful area rug anchors the space, complemented by a light wood floor. The walls are adorned with a tropical mural, and a kitchen area is visible in the background.
Home in Hull
5 out of 5 average rating, 18 reviews

NEW! Walk To Beach! Sunshine House

TraciRating, 5 stars3 months ago
We had a Great Stay for a Few Days from Texas! The house is super Cute, and Perfect to have Family gathering. Thanks for welcoming us into Your Bnb!
Top guest favorite
A private heated pool is surrounded by lush greenery, providing a tranquil setting. Loungers are positioned nearby, and a blue lane divider is visible across the pool. Sunlight reflects off the water, enhancing the serene atmosphere.
Home in Newton
5 out of 5 average rating, 19 reviews

Villa with private Pool in Boston's Elite Enclave

JonRating, 5 stars3 weeks ago
Great option when staying in Newton and right down the street from an incredible entrance to a hiking trail. Serge was a great host and kept us informed the entire trip.
Top guest favorite
The outdoor space features a spacious fenced-in pool surrounded by a neatly manicured lawn. Several lounge chairs are set up around the pool, which is accompanied by colorful floats. A tree-lined backdrop and a house with multiple windows enhance the serene atmosphere.
Home in Lakeside Marblehead
5 out of 5 average rating, 17 reviews

Large Pool, Nature Trails, Redd's Pond, 4-Bed

AlanaRating, 5 stars3 weeks ago
Amy was very responsive and communicative. The house was clean and maps took us right to the home. It was too early in the season to enjoy the pool but it was pristine and would have been great for hot summer weather. Amy was wonderful with trying to accomodate any requests and we liked the location from easy access to Salem and within a one hour drive to Boston!
Top guest favorite
The exterior of a two-story house is displayed, featuring white siding and red shutters. A well-maintained front yard is visible, showcasing green grass and shrubs. A brick pathway leads to the front door, framed by two planters with greenery.
Home in Arlington
4.94 out of 5 average rating, 34 reviews

Beautiful Spacious 4BRM House!

NicholasRating, 5 stars2 weeks ago
I loved everything Maxine said and how she helped navigate around every even in the house, everything was so clean, very quite place good for professional working, everything was just beyond, amazing & lovely place you feel right at home with so much space to move around the house. Being free having your privacy. Thank you Maxine 🙏👏🏽
Top guest favorite
An inviting bedroom features wood-paneled ceilings and soft lighting. A spacious bed is situated near a window with light filtering through. A vintage-style chair and a wooden bench add to the room's charm, complemented by a decorative area rug underfoot.
Home in Norwood
4.95 out of 5 average rating, 44 reviews

the house of id; vintage shop, accessible space

JasonRating, 5 stars1 week ago
Super fun and eclectic house! What really made the stay were the owners, they are thoughtful and very responsive, they clearly care a lot about their guests!
Guest favorite
The backyard features a shared pool surrounded by a brick patio, reflecting the greenery of nearby trees. The area is enclosed by a fence, providing a sense of privacy. A wooden bench is visible nearby, offering a spot to relax by the water.
Home in Weston
4.97 out of 5 average rating, 95 reviews

Spacious vacation unit in premium suburban town

LucyRating, 5 stars3 weeks ago
Scott was very easy to communicate with, and he was very nice. They were so thoughtful and even left us a dozen eggs from their backyard chickens! The place was spacious and peaceful. Check in and checkout process was very easy!
The image shows a hot tub situated on a shaded deck, overlooking a calm waterfront. The view includes a distant skyline with industrial buildings, framed by greenery. The clear water of the hot tub reflects the serene outdoor setting.
Home in Weymouth
4.93 out of 5 average rating, 45 reviews

Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub

JenniferRating, 5 stars1 week ago
We had a great time staying in Weymouth, (June 2025). Shortly after our arrival, the host came over to welcome us and show us the place, which is accurate to the listing photos. He gave us some local recommendations. (Take the ferry to Boston!) The house was well stocked with kitchen plates/utensils, blankets/towels, etc. We enjoyed the pool/hot tub, playing pool, board games in the dining room, etc. It was a great place for my family to chill out after the busy days in Boston, Salem, etc. The beds were very comfy memory foam style. Lots of places to relax watching boats on the river and amazing sunsets. My family loved the house and we would stay there again.
Superhost
A welcoming entrance is displayed with a polished brick pathway leading to a well-maintained white house. The front features large black-framed windows and a pair of bold red doors flanked by pots of colorful flowers, complemented by lush green landscaping.
Home in Canton
4.88 out of 5 average rating, 25 reviews

Hidden Gem near Boston w/ Private lake access

RachaelRating, 5 stars1 month ago
Absolutely incredible stay. The host was very helpful. The house is absolutely beautiful, and the lake is stunning. The basement was so so fun- darts, ping pong, billiards, and more games. We miss the house already!

Weekly house rentals

Top guest favorite
A spacious living room is shown, featuring comfortable grey sofas adorned with orange cushions. A round coffee table sits centrally, surrounded by a natural wood floor. A large television is mounted on the wall, with soft lighting from recessed ceiling fixtures enhancing the space.
Home in Greater Mattapan
4.98 out of 5 average rating, 62 reviews

Brand New 4BR 2.5Bath House 20Min Downtown Boston

KellyRating, 5 stars1 day ago
Pamela’s place was very comfortable and well-equipped. We really appreciated the convenience of having two parking spaces. The rooms were cozy, spotless, and thoughtfully arranged. Pamela provided everything we needed for a seamless stay. The apartment is about a 20-minute drive to downtown Boston, making it easy for us to explore top attractions like the Freedom Trail, Harvard, MIT, various museums, and a wide array of great restaurants. Pamela was a very attentive host and always responded promptly to our messages. One of the standout features of our stay was the stress-free check-out process. Unlike some Airbnb hosts who charge a high cleaning fee and still require guests to strip beds, take out the trash, etc., Pamela had no check-out demands—the cleaning crew handled everything. This was a huge relief as we had to catch a flight. Pamela made our stay in Boston truly enjoyable, and we will book her place again the next time we visit Boston.
Guest favorite
A light-filled dining area features a round white table surrounded by six white chairs. A modern light fixture hangs above the table, and a large mirror reflects the space. Natural light streams through the two windows, illuminating a decorative rug on the polished wooden floor.
Home in Jamaica Plain
4.96 out of 5 average rating, 84 reviews

Beaut private close univ+hospital

KatherineRating, 5 stars2 weeks ago
Maria was very helpful and kind. The airbnb was in a great location - I chose it to be close to a friend’s home. Maria was helpful in recommending an excellent breakfast diner close by. The Airbnb was clean, spacious and lovely. I highly recommend Maria!
Superhost
A welcoming living area is highlighted by polished hardwood flooring and natural light streaming through shuttered windows. A comfortable sofa is complemented by a patterned throw, while a plush chair and small table create an inviting space for relaxation. A subtle rug adds warmth to the room.
Home in Dorchester
4.7 out of 5 average rating, 20 reviews

Stylish Condo with Parking/Wi-Fi

AyushRating, 5 stars3 weeks ago
It was a very pleasant stay at your house - it was very clean and very safe. Our parents had the most wonderful time staying there. Irvin was very responsive and always available during the entirety of our stay.
Superhost
A seaside deck extends over the water, offering panoramic views of the coastline. A single lounge chair and a wicker chair provide seating. The deck's surface is light-colored, and the surrounding area features low greenery and a calm, cloudy sky.
Home in Quincy
5 out of 5 average rating, 3 reviews

Studio w seaside deck access

GarlandRating, 5 stars3 months ago
This is my third booking at Kay's place. That should say enough when there are many other choices.
Guest favorite
An inviting entryway is adorned with a decorative mirror and a houseplant next to a console table. The living area is visible in the background, featuring a comfortable black sofa, a patterned area rug, and a mounted television on the wall.
Home in Dorchester
4.93 out of 5 average rating, 98 reviews

New Spacious Home in Boston

HannahRating, 5 stars3 days ago
We celebrated our bride to be at this airbnb and it was the perfect place to do so- clean, spacious, modern and stocked with just about every amenity you could need! Esther was responsive and kind. When we went to downtown Boston, we took 20 minute drives with Uber, which was very convenient for us. The driveway parking and street parking was also very helpful for our group. Would highly recommend this airbnb!
Top guest favorite
The bedroom features a wooden bed with a light-colored blanket. A small bedside lamp emits soft light next to the bed, while a tall black dresser stands against the opposite wall. Natural light brightens the space through a nearby window.
Home in Cambridge
5 out of 5 average rating, 53 reviews

Pvt Bedrm/Bathrm/Kitch'ette on Quiet Tree Lined St

ChristaRating, 5 stars1 day ago
Beautiful space in a beautiful neighborhood! Close to local restaurants and shops, but the noise of those spaces didn’t affect sleep.
Guest favorite
The exterior of a multi-story residential building is shown, featuring a warm red and cream color scheme. Large windows, adorned with flower baskets, offer a welcoming appearance. Surrounding greenery enhances the setting, while a fenced yard and parking area are visible.
Home in Roslindale
4.91 out of 5 average rating, 32 reviews

Kailyn Apartment Boston, Massachusetts

KristopherRating, 5 stars1 day ago
This was the perfect place to stay if you are going to be in Boston! Clean, quite and comfortable. Even had some snacks and drinks for us. Parking and using public transportation was great too!
Top guest favorite
A spacious living area showcases a modern leather sofa facing a wall-mounted television. Natural light filters through large windows, creating a bright atmosphere. A dining table with light-colored chairs is positioned nearby, with a decorative plant placed in the center.
Home in Lakeside Marblehead
4.98 out of 5 average rating, 125 reviews

Walk To Everything

AmyRating, 5 stars6 days ago
David and Jessica were wonderful hosts and very prompt in responding to any questions we had. My mom and sister and I had a great time and loved all of the recommendations for local restaurants that were within walking distance. The home was beautiful, clean, and comfortable- would absolutely stay again or recommend to others!

Private house rentals

Superhost
The exterior of a charming, two-car garage is showcased, featuring natural stone and a shingle roof. Wooden double doors with decorative hardware are visible, along with a basketball hoop attached to the side. The surrounding landscape includes lush green grass and trees.
Home in Westwood
4.83 out of 5 average rating, 86 reviews

sweet little house

WillRating, 5 stars2 months ago
This is a cute ADU within walking distance to the Route 128 station. The unit is very spacious and reasonably priced. Wuke graciously helped us out when we needed laundry detergent. We would stay here again. Only downside is that the ADU has a bit of an unfinished feel. The shower did not have a curtain, the bedroom skylight window was papered over, and there was command-strip residue leftover in a few places.
Superhost
A cozy family room features a large leather sectional sofa arranged around a wooden coffee table. A wall-mounted television is positioned above a contemporary fireplace, and framed artwork adorns the walls. Soft lighting is provided by recessed ceiling lights.
Home in Dorchester
4.81 out of 5 average rating, 32 reviews

Hidden Gem in Port Norfolk

MauryaRating, 5 stars4 weeks ago
We are a group of six traveling for a soccer tournament. We love to bring my husband’s parents and it is always cheaper to stay in an Airbnb … it allows us the option to eat in, run a load of dirty soccer clothes, and relax in a space together…we are pretty low maintenance and just like a clean space together rest… we made a few meals with lots of available dishes and places to sit… we also took advantage of local Irish pub, Mexican, and a sweet coffee shop. Parking was free and available on the street. Quick hop into Boston by car and could have taken the T as well. Easy to get inside and very responsive, but we didn’t really need anything!
Guest favorite
The kitchenette features wooden cabinets and a granite countertop, equipped with a sink, stove, microwave, and coffee maker. A small dining table is set with green plates and utensils. Bright lighting illuminates the space, enhancing functionality.
Home in Stoneham
4.94 out of 5 average rating, 54 reviews

Explore Stoneham

PeterRating, 5 stars6 months ago
Stayed here for 10 days in late November. My mom was transitioning from the hospital to rehab and then to her home. I worked all day everyday getting her place ready. John's Place came to be known as My Sanctuary at the end of the day. Very comfortable and very quiet. And John is a very nice, accommodating, compassionate guy. He asked about my mom everyday. I will definitely stay here for my next trip to the Boston area. Thanks for everything, John!
Guest favorite
The dining area features a round glass table surrounded by five upholstered chairs, positioned beneath a decorative light fixture. A spacious kitchen bar with four stools is visible in the background, complemented by large windows allowing natural light to fill the space.
Home in Roslindale
4.99 out of 5 average rating, 76 reviews

Upscale Boston 2 BR w/ Off Street Parking

LindaRating, 5 stars2 weeks ago
Pristine clean, great beds, comfortable, onsite parking, safe
Guest favorite
A cozy lounge area features a large flat-screen TV displaying a streaming service. Soft seating is provided with gray sofas and blue armchairs. A light-colored coffee table is centered on a blue and cream patterned rug, complementing the room's neutral walls and bright window treatments.
Home in South Boston
4.91 out of 5 average rating, 23 reviews

Three level townhouse near South Boston's Best!

RachelRating, 5 stars2 weeks ago
It was our family’s first trip to Boston and we traveled with five people and our goldendoodle. Holly’s place worked out well for us to explore the things we wanted to do in the city. We liked having so much space to spread out! The beds were comfortable and once we learned our way around and used the T we could get to places around the city easily. The parking garage is about a 20 min walk away so that took a bit of planning for us since we drove; however, we were able to get closer street parking for shorter times in the day to load and unload our vehicle. We packed our time full of activities and there was so much to explore! We felt safe walking around here and would certainly recommend it!
Superhost
A cozy living area features two blue sofas adorned with white and patterned throw pillows. Natural light filters through large windows, complemented by sheer curtains. A green plant adds a touch of nature, while a staircase leads to another level in the background.
Home in Greater Mattapan
4.94 out of 5 average rating, 34 reviews

The Enchanted Red Doors

MichaelRating, 5 stars1 month ago
Clean, comfortable, great location/spot.
Guest favorite
A well-lit living area features a light-colored sectional sofa positioned beside a small round table. Soft, neutral tones create a calming environment, while large windows with shades allow natural light to filter in. A glimpse of a bedroom is visible through an open door.
Home in Roslindale
4.93 out of 5 average rating, 28 reviews

Cozy 3-Bd Apartment in Boston!

JamesRating, 5 stars5 months ago
Ana's cozy apartment was perfect for our four-day stay in the Boston area. It was clean and organized and had all the amenities needed for cooking. We parked right in front of the home and were only three minutes from Dunkin Donuts. :) We would definitely stay there again in the future.
Superhost
A modern kitchen is seen, featuring sleek white cabinets and a gray stone island with seating for three. Stainless steel appliances, including a refrigerator and microwave, are positioned thoughtfully. Natural light pours in through large windows, illuminating the warm wooden flooring.
Home in Somerville
4.93 out of 5 average rating, 61 reviews

Beautiful appartement - quiet location - downtown

ReginaRating, 5 stars4 weeks ago
Lionel’s place was spotless and was in the perfect location! The easy parking was a huge plus too. Lionel was incredibly accommodating and responsive, and we will absolutely be staying here again next time we go to Boston!

Quick stats about house rentals in Dorchester, Boston

  • Total rentals

    200 properties

  • Nightly prices starting at

    ﺩ.ﺇ73 before taxes and fees

  • Total number of reviews

    14K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

Destinations to explore

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  4. Suffolk County
  5. Boston
  6. Dorchester
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