
Family-friendly vacation rentals in Brookline
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Top-rated family-friendly rentals in Brookline
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Brookline family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Ultra Modern House in Newton ; Boston
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!

Modern, Spacious 1BR for 4 - Easy Marathon Access!
Alex’s place was wonderful and a perfect location for someone who wants to travel Boston on foot. Very close to the T which made getting around really easy. Alex was also a very flexible, responsive, and kind host for our stay. Would definitely stay there again!

Newly renovated, close to Foxboro and Boston
The host communicated well and was very thoughtful. The bed wasn't very comfortable and the heating unit was a bit tricky to figure out, but overall, we had a great stay.

Lake Link
Our second time, weeklong stay! And we hope to do it again next year. Just simply meets our needs very well. It's a joy to stay here!
Family- and pet-friendly home rentals

Walk to Everything Great about Marblehead!
Great stay, house perfectly as advertised, super cute and great for a big group. John was easy to reach and was able to accommodate an early check-in and a late check-out. Would come back again!

Welcoming 7-room house <15 miles to Boston & Salem
We loved staying here! Plenty of space for our family of 6, including one little one. It was exactly as pictured and well-stocked with spices in the kitchen and shampoo etc in the bathroom! Beds were super comfy and we loved how close it was to the lake, restaurants, and a playground. Would definitely stay here again!!

Family Home + Near Downtown + Cool Backyard!
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.

Charming South End Duplex (Pets Ok)
Absolutely amazing place to stay! The host is sweet and responsive and it's in a great area :) lots to do just by walking around. My groups and I had a great time here and would come back again!

Sparkling Condo With Modern Amenities
Michelle was very responsive and great at communicating leading up to our stay. The house was easy to find, good neighborhood, perfectly clean and had everything we needed. Parking was included which was awesome. The T was easy to walk to so we could go downtown every day easily. The host recommendation for Lulu’s Allston was spot on, it was nearby and great. We felt right at home and had a wonderful stay and check out was also easy. Thank you Michelle for hosting a wonderful place!

Lovely 2 Bedroom Victorian 1.5 Blocks To Ocean!!!
Great place and host! The ocean, great food, close to Endicott College, quiet and a beautiful area. Johanna was responded to questions and was proactive to leave lights on for us, knowing our flight would get us in late. There were some breakfast items waiting for us too! A nice welcoming touch to our stay!
Sunny home minutes from Boston. Free parking.
Nice two-night family stay in this Medford neighborhood to coincide with Tufts graduation. Easy parking with convenient proximity to other commercial areas. Hosts were proactive in trying to address a temporary problem with the TV before we checked in - we had no plans to use the TV but appreciated the outreach and intention to address quickly. No problem during the stay but had the confidence that we could have reached out if there were any problems.

Upscale 5BR Family Home Near Boston
The home was in a very nice and quiet area of town with groceries, gas and restaurants a short walk or drive away even in during busy hours of Boston traffic. The home was actually larger than expected with two full bathrooms, one on each floor. Everything was clean and ready for us with a well equipped kitchen and filtered water. There was a nice booth area to eat as well as counter seating and a dining room. We only had three in our party, but you could comfortably house a much larger family in the rental. We have a few more trips planned to Boston this year and will book this first if it is available, would like to stay again.
Family-friendly home rentals with a pool

Luxury Ultra Modern House in Newton ; Boston
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!

Newly renovated, close to Foxboro and Boston
The host communicated well and was very thoughtful. The bed wasn't very comfortable and the heating unit was a bit tricky to figure out, but overall, we had a great stay.

Cody's Place Boston Airport Pool/Beaches ParkFree
The apartment was exceptionally clean, and exactly as shown in the photos. It had everything I needed for a comfortable stay — from a well-bathroom to a cozy bed and reliable Wi-Fi. The location was also a big plus: safe and quite. Katy, was a fantastic host — very responsive, friendly and proactive. They reached out to make sure everything was going well and answered any questions I had quickly and clearly. It really made the whole experience feel smooth and stress-free. Overall, I’d absolutely recommend this place to anyone looking for a comfortable and reliable stay. I’d be happy to return on my next trip!

Country Cottage in the City
What a perfect weekend in a private cottage by the pool. Although the weather did not cooperate for pool time, Mark & Susan’s cottage was a perfect place to have a central location outside of Boston. You would never know you were close to the city. Absolutely lovely! Their cottage was super clean and inviting and lacked nothing necessary for a long weekend away. They were very proactive in communicating with us about checking in and if we needed anything during our stay. Really terrific!

Lake Link
Our second time, weeklong stay! And we hope to do it again next year. Just simply meets our needs very well. It's a joy to stay here!

Spacious 3-BR Furnished Beach Home
We had a wonderful stay. Perfect place for families with children. So close to the beach with all the beach and home necessities you need while on vacation! Quaint town that was quiet but still has plenty of restaurants to visit. Overall, a great place!
Quick stats about vacation rentals that are family-friendly in Brookline
Total rentals
410 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
14K reviews
Pet-friendly rentals
130 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
190 properties have a dedicated workspace
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