Kid-friendly holiday rentals in Brookline

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Brookline family-friendly rentals

Kid-friendly house rentals

Home in Stoneham
5 out of 5 average rating, 5 reviews

Newly Renovated 2BR in Stoneham

AdrielRating, 5 stars1 day ago
Cute neighborhood. I loved the experience. comfortable bed. close enough to downtown Boston.
Guest favourite
Private room in East Boston
4.9 out of 5 average rating, 780 reviews

★ Chic, Clean & Large ★ Professionally Cleaned! ★

NestorRating, 5 stars1 week ago
Clean, cozy, and comfortable. Daily cleaning was a nice touch. Quiet East Boston neighborhood with quick access to the T and buses. Hosts were attentive. Felt a bit like a hostel with other rooms in the house, but everything was peaceful and well-kept. Great stay!
Guest favourite
Private room in Mission Hill
4.9 out of 5 average rating, 194 reviews

Clean room near Longwood

BetheRating, 5 stars3 weeks ago
My husband and I had a lovely couple of nights at Siena's. The room was very clean, well equipped, and quiet. Martin and Siena were very accommodating, brought me an iron and ironing board when we asked. We were in Boston for just a couple of days for a wedding and this was a perfect location for us. We could easily walk to many places such local cafes and coffee shops, (highly recommend Mike's Donuts!) and to the Museum of Fine Arts and the Isabella Stuart Gardener Museum, as well as to two different T lines, the orange and the green. We took Martin up on his suggestion of walking up the hill to the top of the mission hill park and had a lovely view of Boston Harbour. Will definitely recommend to friends visiting Boston!
Home in Brookline Village
4.74 out of 5 average rating, 19 reviews

Private single-family house

RebeccaRating, 5 stars6 months ago
We enjoyed our stay here for the holiday! The home was beautiful & located in a great spot -made our travel convenient. Delphine & Markus provided clear instructions prior to our arrival & also had local recommendations. Overall, it was a great stay & we would book again!
Guest favourite
Home in West Roxbury
5 out of 5 average rating, 7 reviews

Bright & Spacious Boston

AmyRating, 5 stars6 days ago
Great place, very spacious and just what we expected.
Guest favourite
Home in Jamaica Plain
4.89 out of 5 average rating, 321 reviews

Treetop Haven in the City

JaneRating, 5 stars1 week ago
This is a great place to stay in the Boston area. It’s the third floor of a house on a quiet street. Very comfortable bed. Air conditioning was nice! Full kitchen and great shower. The host was especially friendly and accommodating — good communication about our arrival and how to find the place. We hope to stay there again on a future visit!
Guest favourite
Home in Jamaica Plain
4.94 out of 5 average rating, 165 reviews

Fully-Equipped, Private 1st Floor 1-Bed/1-Bath Apt

ArleenRating, 5 stars2 weeks ago
Our trip to Boston was phenomenal. The Airbnb wasn’t hard to find from the subway station. The neighborhood was beautiful and felt very safe walking thru it. The Airbnb wasn’t hard to find, it felt very welcoming, it felt like I was staying a loved ones home, everything was very well thought out. The bed was very cozy and comfortable for sure something I looked forward to after a long day of sightseeing.
Top guest favourite
Home in Roslindale
5 out of 5 average rating, 13 reviews

New modern cozy 3BR condo: free parking&near train

LeighRating, 5 stars2 days ago
This is a great place in a quiet and extremely walkable neighborhood. We especially appreciated the private, off-street parking. I’d definitely stay here again!

Family-friendly apartment rentals

Flat in South End
4.83 out of 5 average rating, 81 reviews

(CL2) Studio, Clean & Cozy, South End / Back Bay!

GabyRating, 5 stars1 month ago
Secure, local, and most importantly comfortable. Would stay again!
Flat in Mission Hill
4.72 out of 5 average rating, 25 reviews

Adorable Apartment-Longwood/Fenway

OksanaRating, 5 stars2 weeks ago
great location and Cassandra was very quick to respond and answer any questions we had.
Superhost
Flat in Mission Hill
4.9 out of 5 average rating, 67 reviews

Longwood/Fenway Hill Top 2-Levels Loft 1BR Apt

CarolineRating, 5 starstoday
Janice’s place was perfect! Exactly as described, very spacious and cozy. Janice was very responsive and parking was a breeze. Everything is walkable from the apartment and we had the best time exploring the city and waking to Fenway for the Red Sox Yankees game. Would absolutely stay again and highly recommend!
Superhost
Flat in Jamaica Plain
4.81 out of 5 average rating, 77 reviews

Cozy 1B1B in the heart of JP

MikeRating, 5 stars1 month ago
Alexis’ place was perfect for our graduation weekend stay. Directions to the location were spot on. Close to the Jamaica Plains Business district which was great for a walk or to grab a bite to eat. Would stay there on a future visit.
Top guest favourite
Flat in Jamaica Plain
4.97 out of 5 average rating, 62 reviews

All new 2-bedroom garden apartment on great block.

JenniferRating, 5 stars2 weeks ago
This apartment was in a very safe and lovely neighborhood. It was bit outside Boston, but the city was easily accessible by car or nearby T station. The apartment was modern, clean and well furnished with a designer's touch, and looked exactly like the photos. We also had access to a beautiful outdoor patio with an adjacent garden that was perfectly manicured. Jonathan was very welcoming when we arrived and super responsive and accommodating to all our needs throughout.
Flat in Brookline Village
4.88 out of 5 average rating, 117 reviews

Skyrise Two Stories - Centrally Located

ErgunRating, 5 stars1 month ago
Great stay! The place was clean, comfortable, and exactly as described. The host was friendly and helpful. Highly recommended!
Superhost
Flat in Back Bay
4.73 out of 5 average rating, 56 reviews

(3-ONE) Charming Studio in Back Bay Boston

JennineRating, 5 stars1 month ago
We enjoyed our stay at Paige’s place for the weekend! It was the perfect space for two and close to many bars and restaurants.
Top guest favourite
Flat in Newtonville
5 out of 5 average rating, 31 reviews

Apartment in Newton, MA

VictoriaRating, 5 starstoday
Grey and Leslie’s place was perfect for my fiancé and I while visiting Boston! It was very easy to get to the commuter rail, which we rode to get to a Red Sox game. Grey and Leslie gave great suggestions and were very responsive when I had any questions. Highly recommend!

Family-friendly apartment rentals

Top guest favourite
Apartment in Back Bay
4.96 out of 5 average rating, 463 reviews

Cozy Back Bay Boston Retreat!

AbrarRating, 5 stars2 weeks ago
Tim's place really is a gem; the location in Back Bay makes it incredibly convenient to get Downtown as needed, and it located just a couple blocks from the Harvard Bridge, which makes it incredibly convenient for those who'd like to take a short walk over the river to MIT. The kitchen comes well stocked with lots of really high-quality utensils and cookware (for those who enjoy having access to a good chef's or santoku knife, it was fun to see that Tim has a set of Schmidt knives for guests to use). I didn't require using the loft at all, but did need to remote work for about 8 hours during the day -- I managed to get a great set-up right by the bay window (wi-fi works great). Would definitely come back!
Top guest favourite
Apartment in Cambridgeport
4.92 out of 5 average rating, 780 reviews

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

DavidRating, 5 stars1 day ago
Dan's place is equidistant to Harvard and MIT, a short walk to great restaurants and cafes, and a wonderful base for exploring Cambridge. Would happily stay here again with my family.
Superhost
Apartment in Brookline Village
4.9 out of 5 average rating, 101 reviews

2Bedroom - WALK to subway, hospitals, food, & more

RegieRating, 5 stars1 week ago
Christian's place was perfect for our Boston Trip. We were a short walk from all the public transportation stops and it was easy to get to and from the area to the bulk of Boston. Christian was a great host and very helpful, attentive, and all around made our stay that much better. The space was perfect for four adults.
Superhost
Apartment in Brighton
4.93 out of 5 average rating, 102 reviews

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA

NayelyRating, 5 stars4 weeks ago
Reda was so wonderful with us!! Extremely communicative and friendly, the apartment is exactly like the pictures and so much better in person. My family & I had a great time in Boston but the apartment was definitely a big highlight. I recommend this place 10/10🩵
Guest favourite
Apartment in Roslindale
4.89 out of 5 average rating, 109 reviews

Transit friendly condo on quiet street

KimberlyRating, 5 stars2 weeks ago
We loved Andy’s place! Comfortable beds, hot strong shower, very roomy. Two balconies! Shops, restaurants, diners, grocery stores, discount stores, all in easy walking distance. There are quite a lot of steps to get up to the apartment, but they’re well-lit and there are hand rails everywhere. My sister lives less than a mile away from Andy’s house and doesn’t always have room for all of us. We’ll definitely be back!
Superhost
Apartment in Cambridgeport
4.87 out of 5 average rating, 1,008 reviews

Private studio w/ parking by MIT/Harvard/BU/Fenway

JohnRating, 5 stars1 week ago
My stay at the Lighthouse was great! Perfect location, walking distance to Harvard, and made for a nice, cozy stay. I would definitely stay here again when visiting Boston!
Guest favourite
Apartment in Jamaica Plain
4.88 out of 5 average rating, 540 reviews

Historic JP Brownstone with Parking. Pets Welcome!

ChristopherRating, 5 stars3 weeks ago
Adorable brownstone in JP! Close to the orange line, quiet neighborhood with lots of families. House was great, lots of space.
Superhost
Apartment in Cambridge
4.86 out of 5 average rating, 104 reviews

#2A MIT & Harvard amazing location!

LisaRating, 5 stars2 weeks ago
Great stay! Perfect for our needs while visiting our son. Cute and comfortable living space, comfortable bed, hot shower, great coffeemaker with pods provided, nice dining table, good location. Really appreciated the offer to check in early/out late, though we didn't end up taking advantage of it. We'll be back!

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

  • Total rentals

    50 properties

  • Nightly prices starting at

    $64 SGD 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

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