Kid-friendly holiday rentals in Brookline

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Brookline kid-friendly rentals

Child-friendly house rentals

Top Guest favourite
Home in Wakefield
4.96 out of 5 average rating, 261 reviews

Welcoming 7-room house <15 miles to Boston & Salem

TyroneRating, 5 stars2 weeks ago
Karen was absolutely incredible. She was very responsive, respectful, and accommodating. We very much enjoyed our stay as my team and I were there on business. She was able to take care of us even on short notice. I really couldn’t be happier with her communication, the quality of their home, and the entire experience. Thank you so much Karen for inviting us into your home. This was truly a 12/10 experience. 😃😃
Guest favourite
Home in South Weymouth
4.93 out of 5 average rating, 117 reviews

Entire House Near South Shore Hospital/Whole Foods

ChloeRating, 5 stars1 month ago
My groups stayed at Trang’s home for 2 night and our stay was perfect. The home was exactly as pictured in the listing and was very clean and spacious. Check-in instructions were straight forward and easy to understand. Would definitely stay again in the future if we ever find ourselves in the area.
Guest favourite
Home in Reading
4.95 out of 5 average rating, 61 reviews

Charming Home in Reading with a Large Yard

T.J.Rating, 5 stars2 weeks ago
We thoroughly enjoyed our stay. The location was wonderful and the hosts were extremely easy to work with
Superhost
Home in Canton
4.83 out of 5 average rating, 170 reviews

3 bedroom impeccable private home, quiet street

PhilipRating, 5 stars3 days ago
We found the perfect spot to visit Trillium for the Boston Hot Sauce Party! The guys from Full Slice Podcast and Table Top Trio say thank you and hope to come back next year!
Top Guest favourite
Home in Norwood
4.95 out of 5 average rating, 39 reviews

The Cozy Colonial - 4 BDRM house with parking

CalebRating, 5 stars3 weeks ago
What an absolutely lovely home that our family was thrilled to stay at! Very clean, quiet, and comfortable. Close to everything!! Certainly a 5 star stay!
Guest favourite
Home in Framingham
4.97 out of 5 average rating, 145 reviews

2BR—Charming 1900s Home—1st Floor—25min to Boston

NathanRating, 5 stars5 months ago
Amazing price and amazing place to spend Halloween! Great places to eat and adventure around! The house was peaceful but had very friendly atmosphere with the neighbors. If I could have Andrea be the host for every air bnb I would be greatful knowing I have someone that's reliable and great with communication. She will treat you right and has great recommendations!
Top Guest favourite
Home in Melrose
4.96 out of 5 average rating, 105 reviews

Spacious 5BR Near Boston | Family-Friendly Stay.

KevinRating, 5 stars2 weeks ago
I really enjoyed the house very clean and classy, Big up Greg keep the great work See you next time because i won't hesitate to come back.🫡
Guest favourite
Home in Weymouth
4.92 out of 5 average rating, 104 reviews

Beautiful 3BR Home by the Water - Family Friendly

KrisdaRating, 5 stars2 weeks ago
Great location near Ferry to go to and from Boston without being stuck in traffic. Quiet, secluded. Lots of rooms to sleep. A toddler/baby crib perfect for our family. Lots of TVs to use. Easy access to local family-friendly restaurants. Nearby to World's End and a short drive to Plymouth, MA. Overall would recommend.

Kid-Friendly apartment rentals

Top Guest favourite
Apartment in Cambridge
4.87 out of 5 average rating, 660 reviews

Lovely East Cambridge Apartment

LaurenRating, 5 stars3 days ago
Jimmy was so helpful and clear with all information on how to get there, where everything was, and how to get in. Communication was fast and specific. I got to meet him and just loved that him and his family were close just incase we needed anything. The place was so clean and comfortable which was perfect for my 3 friends and I. The area was beautiful and everything was walkable for restaurants and bars around the area. It was rainy on our longest stay and we still had a great time. It was a home away from home and we are so grateful to find it and with a good price.
Superhost
Apartment in Charlestown
4.88 out of 5 average rating, 600 reviews

3 bed apt next to T- fast wifi-off street parking

ValerieRating, 5 stars1 week ago
We were extremely satisfied with Jurak’s place. We were thankful for timely responses and the flexibility to use entryway space for our luggage as we had many hours in the city without a place for our luggage. Three very comfortable beds with great linens. Lots of comfortable space for three friends to catch up and have access to the city. We would definitely come to this space again!
Guest favourite
Apartment in East Boston
4.97 out of 5 average rating, 124 reviews

Quiet brownstone close to city

AndresRating, 5 stars2 weeks ago
Very quiet and walkable neighborhood away from downtown madness but still just one train stop away(Maverick Blue Line station is a 5 min safe walk) from everything. Communication with host was great.
Superhost
Apartment in Malden
4.81 out of 5 average rating, 192 reviews

ENTIRE APARTMENT 3 BEDROOM CLOSE TO BOSTON

AndreaRating, 5 stars1 week ago
Very beautiful and spacious house close to the metro station for Boston. The host is Ana amazing and helpful person
Guest favourite
Apartment in Jamaica Plain
4.85 out of 5 average rating, 196 reviews

1st Flr 2BR unit with parking + steps from train

JessicaRating, 5 stars1 week ago
We came to Boston for the marathon and are so grateful we chose to stay at George and Ann-Marie's bnb in Jamaica Plain. It is super close to the train that zips you right into the heart of Boston and is far enough away we could get some peace and enjoy the beautiful neighborhood away from all the race chaos. The home itself was very comfortable. We slept great. We enjoyed having coffee and drinks on the patio and lounging on the giant couches. It felt spacious with the 4 of us. We really liked walking 10 minutes up to Central for ice cream and restaurants, or 5 minutes over to the Sam Adams brewery. The neighborhood has tons of trees and was really quiet. George and Ann-Marie were very responsive and checked in with us during the stay to make sure we had all we needed. They also were able to accommodate a later check out, which was really helpful. Awesome spot!! We highly recommend it :)
Guest favourite
Apartment in Cambridge
4.87 out of 5 average rating, 438 reviews

Cambridge Getaway @ Harvard & MIT

LindaRating, 5 stars1 month ago
This is an authentic Cambridge home that has been owned by the host's family for multiple generations. Kevin is accommodating, and he generously left some snacks and drinks in the full kitchen for us. Well-stocked kitchen was super convenient for eating breakfasts. Note: there are significant stairs to get into the unit. Once there it's quite spacious. And I love the operable bathroom window. :) Thanks for a lovely stay in a convenient, walkable neighborhood!
Superhost
Apartment in Allston
4.86 out of 5 average rating, 424 reviews

3 Bedroom Apartment with Parking

PatrickRating, 5 stars3 weeks ago
What a fantastic spot in a great area. Kevin couldn't have been a better host, so good on communication. The apartment itself was absolutely spotless, very spacious with every amenity provided. The area of Allston is beautiful, clean and safe, two big grocery shops close by, lots of nice coffee shops and restaurants close aswell. Train station is only 10 minute walk, make sure and check the times of these as not as frequent as the T as this is a commuter rail. There are plenty of bus options aswell that will get you to downtown. All in all one of the nicest places I've stayed and really made our trip to Boston perfect 👌. Thanks for everything Kevin.
Guest favourite
Apartment in East Boston
4.97 out of 5 average rating, 201 reviews

Apartment w/Parking, minutes to airport / Downtown

KatieRating, 5 stars1 week ago
My family, including two young kids, found everything we needed here. We appreciated the kids' books and toys, snacks, etc. Joseph was very easy to communicate with and we felt right at home. Great to having on-site parking. It is a bit noisy because of the airplanes, but the kids had sound machines and were fine. Keep in mind that it's a bit of a drive if you want to do anything in Boston, although the nearby T is probably great for those with older kids. Overall a great stay and we would visit again!

Child-Friendly Holiday Condos

Superhost
Condo in Downtown Boston
4.89 out of 5 average rating, 107 reviews

Condo in downtown Boston

JonathanRating, 5 stars1 month ago
The spot was super clean and had everything you needed, the location of it was great, and Griffin was a responsive and helpful host.
Guest favourite
Condo in Lakeside Marblehead
4.94 out of 5 average rating, 123 reviews

Luxury 2 Bed, 2 Bath, Plus Loft, Modern Condo

JoshuaRating, 5 stars4 months ago
Our family really enjoyed our long weekend at Donald’s place. The location is great, right in the middle of Marblehead, walkable to old town and the various shops and restaurants that dot the area— a great base for visiting friends and family on the north shore. We’ll definitely look to stay here again if available the next time we’re in the area.
Guest favourite
Condo in East Boston
4.95 out of 5 average rating, 202 reviews

Family Home + Near Downtown + Cool Backyard!

RogerRating, 5 stars1 month 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.
Superhost
Condo in Framingham
4.89 out of 5 average rating, 102 reviews

Boston Suburb Luxury condo

LynnRating, 5 stars1 month ago
The condo was the perfect size for 3 of us in separate rooms and two bathrooms. Condo was very clean, simple with comfortable space and we had everything we needed for the stay. Finding the place in the dark was a little tricky as the numbers are faded but overall 5 stars and I would book again if in the area and listing is available.
Top Guest favourite
Condo in Salem
4.97 out of 5 average rating, 244 reviews

My Place - 2 Bedroom Condo with Parking

KaraRating, 5 stars1 week ago
We really enjoyed our stay with Kelly! It was very kid friendly and she was extremely accommodating. We will be back if we ever make the travels to Salem again!
Guest favourite
Condo in Dracut
4.85 out of 5 average rating, 116 reviews

Cozy Entire Unit Condo close to UMASS Lowell

GiselleRating, 5 stars1 month ago
Amir’s condo was perfect for what I was looking for. It had all the kitchen essentials for my month-long stay, and the place was neat, tidy, and perfect for studying or working during the day with little to no noise from outside. Parking was right out front with easy in/out. Amir was proactive whenever I had any questions, and he resolved things right away. I’d recommend it to anyone looking for a nice, quiet place in the area.
Guest favourite
Condo in Roslindale
4.88 out of 5 average rating, 101 reviews

Transit friendly condo on quiet street

JaneRating, 5 stars2 weeks ago
The home was comfortable and clean. Bed was comfortable. We appreciated being able to stream our favorite shows on the TV and the Keurig in the kitchen.
Guest favourite
Condo in South End
4.93 out of 5 average rating, 409 reviews

Victorian Charm, Modern Style w/Private Entrance

RachelRating, 5 stars4 days ago
Great spot in the middle of a good area. The beds were some of the most comfortable we have slept in at any AirBnB spot!

Quick stats about holiday rentals that are kid-friendly in Brookline

  • Total rentals

    50 properties

  • Nightly prices starting at

    $78 AUD before taxes and fees

  • Total number of reviews

    4.6K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

Destinations to explore