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Family-friendly vacation rentals in Dorchester, Boston

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Dorchester, Boston family-friendly rentals

Family-friendly home rentals with a hot tub

A spacious living room features a comfortable sectional sofa in a neutral color, paired with a coffee table positioned on a patterned area rug. Natural light fills the room through a large window, complemented by soft drapes. A flat-screen TV and elegant lighting complete the inviting space.
Apartment in Fenway-Kenmore
4.73 out of 5 average rating, 83 reviews

Renovated 2Bed, 0.5 mile to Longwood Med Hospital

AmyRating, 5 stars1 month ago
This condo was perfect for what we needed. Just two bedrooms, a kitchen and living room, so we could relax in between walking adventures. I wish I had come across this back in the fall when my daughter was playing soccer for Northeastern because the soccer field is literally across the street. There is a nice walking trail about a quarter of a mile away. We really liked Coolidge Corners. Easy to get Ubers. The place was perfect and comfortable and easy to get in/out.
Guest favorite
A spacious living room features a comfortable white sofa paired with an accent chair. Natural light floods in through multiple windows, creating a bright atmosphere. A large area rug lies on the hardwood floor, and a decorative painting adds a touch of color above the fireplace.
Home in Brighton
4.96 out of 5 average rating, 266 reviews

Spacious 3 bed, in unit laundry, central Air

BillRating, 5 stars3 weeks ago
We had a great stay! This house was in a great location, and very nice/spacious. We also appreciated the very thorough and clear communication regarding check-in etc, before the stay. I highly recommend Joel as a host!
Guest favorite
The kitchen features modern cabinetry and high-end stainless steel appliances, including a refrigerator and microwave. A dark countertop extends to a breakfast bar with two white stools. Warm hardwood floors and soft overhead lighting create an inviting cooking space.
Apartment in South Boston
4.91 out of 5 average rating, 66 reviews

South Boston. Minutes away from Convention Center

LeeRating, 5 stars2 weeks ago
The apartment was exactly like described in an amazing location. I was attending a conference at the EXPO center, and it was an easy 25 minute walk there and back. Area is safe and clean. The best feature is the is less than a minute walk from a beautiful park and beach. Multiple Restaurants within walking distance and had no trouble getting items delivered. Would definitely stay again. Thank you so much Tanya!
Superhost
The open layout showcases a living area with a comfortable sofa and decorative pillows. A granite counter separates the kitchen from the space, which features natural light from large windows adorned with light-filtering shades. A piece of framed art and a potted plant complete the ambiance.
Apartment in Roxbury
4.78 out of 5 average rating, 329 reviews

Modern, Spacious 1BR for 4 - Easy Marathon Access!

YsamarRating, 5 stars2 weeks ago
Very quiet area. Close to the orange Line and multiple busses. Check In/out was easy. Apt room temp was good. Hot water was extra hot, so also a plus. Cable TV was nice.

Family- and pet-friendly home rentals

Guest favorite
A modern dining area features a glass table surrounded by upholstered chairs. A small potted plant adds a touch of greenery. The kitchen is visible in the background, showcasing dark cabinetry and stainless steel appliances, along with a bar area with sleek stools.
Townhouse in Everett
4.91 out of 5 average rating, 253 reviews

#9 Modern Home 15 min to Boston. Relax in Style!

DawnRating, 5 stars2 weeks ago
Great place. We loved the location and the surroundings. Wally was you receptive and proactive. Everything we needed was available. The instructions and local information was great and even though we had a plan of things to do, it provided us a couple of awesome ideas for our down time. Would definitely stay there again and would recommend. Thanks Wally.
Guest favorite
An outdoor space is presented, featuring a wooden picnic table surrounded by a sprawling lawn. A slide is integrated into the landscape, complemented by vibrant greenery and a nearby garden area. Outdoor seating is also visible in the background, enhancing the communal atmosphere.
Condo in East Boston
4.95 out of 5 average rating, 202 reviews

Family Home + Near Downtown + Cool Backyard!

RogerRating, 5 stars3 months ago
We had a great stay! Quiet, safe neighborhood, easy to get to the city. Lots of space for the six of us to eat and relax together. Beautiful view of the Boston skyline just minutes walk from the place. Comfortable beds and soft sheets too! We also had no troubles parking nearby and leaving our car (for free) for our entire stay.
Guest favorite
A serene bedroom is presented with soft blue walls and natural light flowing through the windows. A spacious bed is centered in the room, complemented by bedside tables, a lamp, and decorative wall art. A comfortable bench is positioned at the foot of the bed.
Apartment in Milton
4.85 out of 5 average rating, 119 reviews

Retreat Milton/Boston line (transit close) Pets

GeraldineRating, 5 stars7 months ago
We were a group of four guys on a sports-trip to Boston. The location was perfect, 30 minute drives from Downtown, Foxborough and Boston College. Lovely neighbourhood, quiet and nice walks nearby. The house was as described in the listing, plenty of space for four, clean and comfortable with a well-equipped kitchen.
Guest favorite
A sitting area features a classic blue wall with two framed botanical prints above a marble fireplace. An orchid in a pink pot and a small potted plant add color. A comfortable armchair and a leather sofa complete the cozy layout, enhancing the inviting atmosphere.
Apartment in South End
4.96 out of 5 average rating, 381 reviews

Charming South End Duplex (Pets Ok)

StephanieRating, 5 stars3 days ago
This is such an amazing place. We arrived very late but the instructions to get in were great and there was stuff in the fridge to keep us going until the morning. Maude had left detailed instructions and tips to work the lights etc. We felt really comfortable and probably the most relaxed on our US trip. It is also a very walkable and safe area. Don't hesitate to stay here!
Guest favorite
A welcoming living room is equipped with two comfortable sofas, a wooden coffee table at the center, and a wall-mounted TV. Natural light enters through multiple windows, while a modern electric fireplace adds warmth to the space, enhanced by a vibrant area rug.
Townhouse in Allston
4.93 out of 5 average rating, 189 reviews

Sparkling Condo With Modern Amenities

MelissaRating, 5 stars2 weeks ago
Had a wonderful stay with my friends in Boston. The rooms and living spaces were very comfortable and clean. Michelle was very reachable and responded quickly. Would recommend this home to anyone.
Guest favorite
A newly remodeled kitchen features modern stainless steel appliances and ample counter space. White cabinetry contrasts with warm wood paneling and flooring. A dining area with a wooden table and chairs is visible, along with soft lighting from pendant fixtures above.
Cabin in Cohasset
4.92 out of 5 average rating, 336 reviews

Lionsgate at Cohasset

TerriRating, 5 stars2 weeks ago
Kao’s home worked great for us. His garden is absolutely beautiful and the area is quite serene. Would definitely stay there again.
Guest favorite
A cozy living area is highlighted by a light-colored sofa and a matching armchair. A wooden coffee table sits at the center on a textured rug. Natural light filters through a nearby window, while a ceiling fan adds a touch of comfort.
Apartment in Cambridge
4.87 out of 5 average rating, 444 reviews

Cambridge Getaway @ Harvard & MIT

MarkRating, 5 stars3 days ago
We very much enjoyed our stay at Kevin’s place. Great location. Easy access to the train and the city. Lots of nearby restaurants. Kevin was friendly and accommodating and provided some nice treats to eat and drink. The apartment was very comfortable. We especially enjoyed sitting out on the rooftop patio. We will be sure to stay again when visiting the area.
Top guest favorite
The cozy bedroom features a large bed situated against a wall, complemented by a bedside table with a small item on it. A decorative fireplace adorned with colorful artwork is prominently displayed, while two windows provide natural light. A cabinet stands nearby, enhancing the room's vintage charm.
Home in Cambridge
4.93 out of 5 average rating, 102 reviews

Private Apartment. Dog friendly. Parking

JenRating, 5 stars1 month ago
We had a fantastic stay at Laurie's place. We loved the extras in the kitchen like half & half and coffee! We had enough towels for our stay. The beds were comfy. Laurie was very responsive to the questions I had. I would recommend this place for sure!!

Family-friendly home rentals with a pool

An open-concept kitchen and dining area features modern furnishings, including a long dining table surrounded by black chairs. Large windows offer views of greenery, allowing natural light to fill the space. A sleek kitchen island with bar stools complements the contemporary design.
Home in West Roxbury
4.71 out of 5 average rating, 7 reviews

Luxury Ultra Modern House in Newton ; Boston

Ryan MRating, 5 stars42 months ago
Excellent location! Great stay for a family away from home! House was magnificent and modern. Beautiful upstairs with an open layout and a downstairs living room. Plenty of space to relax and enjoy each other’s company. Close to the Newton center to access the (T)rain so Boston is easily accessible. Great communication with Amir! He responded quickly with any questions I had! Would definitely come back for another family vacation!
Guest favorite
A spacious outdoor area features a crystal-clear pool surrounded by a paved deck. Several lounge chairs are positioned nearby for relaxation. The house in the background displays a welcoming design with a cozy porch. Lush greenery provides a serene backdrop to this inviting space.
Apartment in Winthrop
4.96 out of 5 average rating, 313 reviews

Cody's Place Boston Airport Pool/Beaches ParkFree

BethRating, 5 stars2 weeks ago
We had a wonderful stay! It's very close to Boston, and other area attractions like Salem and beaches, but still peaceful. We enjoyed sitting at the pool. Kathy was very responsive and checked in with us to make sure we had everything we needed. They provided clear instructions for getting into the space and I had no issues navigating in and out of the neighborhood or to the basement apartment. I would definitely stay again if I'm needing a place in the area!
Guest favorite
A spacious backyard is shown, featuring a wooden playset with a slide and swings. Lush greenery surrounds the yard, with tall trees providing shade and privacy. The grass is well-maintained, creating a suitable area for outdoor activities.
Guest suite in Canton
4.71 out of 5 average rating, 108 reviews

Newly renovated, close to Foxboro and Boston

StacyRating, 5 starstoday
Smaranda was outside when we arrived, she greeted us and since it was around dinner time she offered some recommendations for dinner. It had been quite windy that day so the pool and hot tub had some leaves and debris in them. She was very apologetic (obviously not her fault, we can't control Mother Nature) and was very attentive and worked hard to get both the pool and hot tub ready for us to use. She showed us how everything worked and the instructions were clear and easy to follow. We used both the pool and hot tub after we got back to the space after dinner and they were both very nice and relaxing. We enjoyed our stay and everything went as planned. We would definitely stay again if Smaranda would have us! Stacy and Ray
Guest favorite
A tranquil outdoor pool area is surrounded by lush greenery, featuring a swimming pool with a waterfall. Colorful chairs in pink and turquoise are positioned nearby, inviting relaxation. A hot tub is situated adjacent to the pool, contributing to the serene atmosphere.
Apartment in Holliston
4.96 out of 5 average rating, 121 reviews

Loch Link

ValentinaRating, 5 stars1 month ago
Se fosse possibile avremmo dato 6 stelle! immersi nella natura ma a due passi da ogni comfort, l'alloggio di Michael si è rivelato oltre le nostre aspettative. Istruzioni chiare su tutto e disponibilità dell'host a dare indicazioni e suggerimenti. Scelta come base per la maratona di Boston, questo alloggio si è rivelato perfetto anche per visitare lo splendido New England! lo consigliamo vivamente e speriamo di poter tornare presto!

Quick stats about vacation rentals that are family-friendly in Dorchester, Boston

  • Total rentals

    390 properties

  • Nightly prices starting at

    G$6,280 GYD before taxes and fees

  • Total number of reviews

    19K reviews

  • Pet-friendly rentals

    120 properties allow pets

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wifi availability

    390 properties include access to wifi

Destinations to explore