Vacation rentals with a pool in Brookline

Find and book unique homes with a pool on Airbnb

When results are available, navigate with up and down arrow keys or explore by touch or swipe gestures.
0 of 0 items showing
1 of 3 pages

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 reviews

Luxury Ultra Modern House in Newton ; Boston

Ryan MRating, 5 stars36 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!

Home in Revere

4.8 out of 5 average rating, 54 reviews

Boston 15 min away.

MelissaRating, 5 stars5 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 favorite

Home in Arlington

4.92 out of 5 average rating, 24 reviews

Beautiful Spacious 4BRM House!

LeanneRating, 5 stars2 months ago
We were attending a wedding in the area. We had 4 couples and a baby. We had a perfect stay .. the home exceeded our expectations. Upon arrival Maxine provided food in the fridge and snacks . Totally unexpected . We sat in the backyard and enjoyed the beautiful trees ..would definitely go back and highly recommend the home ..
Guest favorite

Home in Norwood

4.96 out of 5 average rating, 28 reviews

the house of id; vintage shop, accessible space

DianneRating, 5 stars2 weeks ago
Our stay at the House of Id was more than we could have hoped for. The property was thoughtfully and creatively put together. We had so much fun exploring all of the rooms, the showroom boutique and shopping for eclectic treasures. Beautifully designed, we will be back again.
Guest favorite

Home in Weston

4.98 out of 5 average rating, 88 reviews

Spacious vacation unit in premium suburban town

StevenRating, 5 stars1 month ago
The near 5 star rating over a huge number of reviews is proof enough, but in case you need convincing - Scott is an outstanding host and his Weston vacation unit is a uniquely perfect place to spend an autumn day. The amenities were exactly as described, and Scott went above and beyond - offered some great tips on local spots, and also gave us some eggs from his chickens he keeps on the property! The property itself is extremely spacious, but also quite cozy! Gets lots of light from the large front window, but the privacy blinds let you control exactly how much! Watching a movie using the projector after a day exploring the Boston area was an amazing experience. You could not ask for a better space for a weekend away.

Home in Weymouth

4.91 out of 5 average rating, 33 reviews

Weymouth Waterfront Getaway w/ Hot Tub & Pool!

StephanieRating, 5 stars2 months ago
Beautiful and quiet location. Spent a lot of time in the hot tub and the scenery of the bridge was beautiful. Night time was literally the sound of nature so if you're looking for an escape from the city, this is your place!

Home in Canton

4.87 out of 5 average rating, 23 reviews

Hidden Gem near Boston w/ Private lake access

ShannonRating, 5 stars2 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

4.87 out of 5 average rating, 38 reviews

Quiet/private street

SharonRating, 5 stars3 weeks ago
Michelle‘s home is my favorite place to stay when I’m traveling in the area, have been there many times and the stay is always wonderful. Terrific amenities, it’s a very cozy home and Michele goes out of her way to make you feel welcome. I highly recommend when you need a place to stay in the area!

Quick stats about vacation rentals with a pool in Brookline

  • Total rentals

    60 properties

  • Nightly prices starting at

    $40 before taxes and fees

  • Total number of reviews

    720 reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore