
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 favorite

Home in Newton
5 out of 5 average rating, 14 reviewsVilla with private Pool in Boston's Elite Enclave
LucyRating, 5 stars1 week 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.
Guest favorite

Home in Arlington
4.93 out of 5 average rating, 29 reviewsBeautiful Spacious 4BRM House!
SusanRating, 5 stars1 week 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 favorite

Home in Norwood
4.97 out of 5 average rating, 36 reviewsthe house of id; vintage shop, accessible space
NatalieRating, 5 stars3 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 favorite

Home in Weston
4.98 out of 5 average rating, 92 reviewsSpacious vacation unit in premium suburban town
JenniferRating, 5 stars3 days ago
I had a wonderful stay at this Airbnb in Weston, MA. The house was spacious, spotless, and located in a peaceful, wooded neighborhood right next to Cat Rock Park—perfect for relaxing or enjoying nature. It was incredibly quiet, which made for a restful stay. Parking was convenient, and check-in was seamless. Everything about the experience was easy and comfortable. I would absolutely recommend this place to anyone looking for a clean, quiet, and well-located home away from home.
Guest favorite

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!
Superhost

Home in Canton
4.87 out of 5 average rating, 23 reviewsHidden Gem near Boston w/ Private lake access
ShannonRating, 5 stars6 months ago
The property was stunning and impeccably clean, matching the description perfectly. We had a wonderful time and enjoyed the convenient location with a trail to see horses and access to the lake. The host was incredibly accommodating, and we are looking forward to returning with our family. One suggestion for improvement would be to provide garage access to the house for elderly guests who may have difficulty with stairs, as the pathway, although beautiful, was quite lengthy for my elderly parents. Nonetheless, we all had a fantastic time. Thank you.
Guest favorite

Home in Waltham
4.89 out of 5 average rating, 44 reviewsQuiet/Private Neighborhood
JeffRating, 5 stars1 week ago
Our stay at Michelle's was absolutely fantastic! I can't say enough good things about the house and the amenities. The kitchen was fully stocked and she really seemed to think of everything, including a gift basket! I stay at a lot of Air B&Bs and the small touches Michelle put on the house and the amount she cared for her guests was second to none! I could not recommend staying here more.
Quick stats about vacation rentals with a pool in Brookline
Total rentals
90 properties
Nightly prices starting at
ﺩ.ﺇ147 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
- Faneuil Hall Marketplace
- Sagamore Beach
- Prudential Center
- Freedom Trail
- Onset Beach
- Good Harbor Beach
- Crane Beach
- Symphony Hall
- Roger Williams Park Zoo
- Oakland Beach
- Boston Public Library
- Scusset Beach
- Pinehills Golf Club
- Aaronap Cellars
- Minot Beach
- Isabella Stewart Gardner Museum