
Vacation rentals with a pool in Brookline
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Brookline
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Brookline rentals with a pool
House rentals with a pool

Home in West Roxbury
4.71 out of 5 average rating, 7 reviewsLuxury Ultra Modern House in Newton ; Boston
Ryan MRating, 5 stars40 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!
Top guest favourite

Home in Newton
5 out of 5 average rating, 14 reviewsVilla with private Pool in Boston's Elite Enclave
LucyRating, 5 stars3 days ago
Serge was helpful with marathon weekend details and was very responsive. House is as described, quite spacious and easily sleeps 8 adults. The game room includes billiards, darts, a massage chair, and 3 comfortable theater chairs. The kitchen is fully equipped with everything needed to prepare large family meals. It’s a 30 minute walk to the Newton Center green line train stop, which is recommended for transportation to and from downtown Boston. The price was a little high, but everything in the area was increased for marathon weekend. Would recommend.

Home in Revere
4.8 out of 5 average rating, 54 reviewsBoston 15 min away.
MelissaRating, 5 stars9 months ago
This is the third year we were able to rent Ediangela’s house. As always it’s beautiful and clean. The pool is spotless. Plenty of space for big groups and absolutely perfect for families with kids of all ages. There’s so much to do on the property itself. She is so kind and responsive. It’s always been amazing every time we stay. It’s becoming our summer staple to come and stay by the pool for a few days of vacation. 10/10 absolutely worth renting this space. This year we brought two 10 year olds, a 5 year old, and a 2 year old, with 4 adults. They had the best time in the little play houses and pool. The adults had a great time as well. If you’re looking for a low key - big fun spot where you don’t have to run around to entertain, this is perfect! Everything you need or may need is on site or minutes away if you need to shop. Including the actual beach. I sincerely hope we get the chance to make it year 4 next summer!
Guest favourite

Home in Arlington
4.93 out of 5 average rating, 29 reviewsBeautiful Spacious 4BRM House!
SusanRating, 5 stars1 day ago
Maxine anticipated every possible need and so much more available. She went beyond any host I have ever stayed with and I travel quite often. I highly recommend Maxine's place
Top guest favourite

Home in Norwood
4.97 out of 5 average rating, 35 reviewsthe house of id; vintage shop, accessible space
NatalieRating, 5 stars2 weeks ago
This has to be the neatest little place on Airbnb in the Boston area, and that's something to be said. Paige and Dara described the place and the experience perfectly, were a dream to communicate with, and were overall humorous hosts. Their in-house shop was very entertaining for us. We will absolutely be staying here again in the future.
Top guest favourite

Home in Weston
4.98 out of 5 average rating, 91 reviewsSpacious vacation unit in premium suburban town
RanuRating, 5 stars4 weeks ago
Thank you Scott for hosting us! The location was perfect for our son’s therapy intensive, and it was peaceful, calm, and a bonus that it was right near the park. Projector worked well, comfortable desk upstairs for working, strong internet, and a great layout for a family. Our kids really enjoyed the books, and we loved the open layout, as well as the backyard space. We also appreciated the fresh eggs — thank you!

Home in Weymouth
4.93 out of 5 average rating, 42 reviewsWeymouth Waterfront Getaway w/ Hot Tub & Pool!
JessicaRating, 5 stars1 week ago
We had a great time staying here. It was raining our entire stay but the closed in porch area allowed us to still feel like we were on vacation and enjoy the view of the harbor.
Guest favourite

Home in Hull
4.96 out of 5 average rating, 23 reviewsSpacious 3-BR Furnished Beach Home
BriannaRating, 5 stars10 months ago
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 with a pool in Brookline
Total rentals
90 properties
Nightly prices starting at
$55 CAD before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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- Hampton Beach
- Boston Common
- TD Garden
- Fenway Park
- Harvard University
- North Hampton Beach
- Brown University
- New England Aquarium
- Sagamore Beach
- Faneuil Hall Marketplace
- Freedom Trail
- Onset Beach
- Prudential Center
- Symphony Hall
- Roger Williams Park Zoo
- Oakland Beach
- Boston Public Library
- Crane Beach
- Scusset Beach
- Pinehills Golf Club
- Aaronap Cellars
- John Hancock Tower
- Boston Children's Museum
- Quincy Market