Holiday rentals with a pool in Boston

Find and book unique homes with a pool on Airbnb

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Popular amenities for Boston rentals with a pool

House rentals with a pool

Top guest favourite
Home in Newton
5 out of 5 average rating, 18 reviews

Villa with private Pool in Boston's Elite Enclave

BrandonRating, 5 stars2 weeks ago
We stayed for a graduation for our son and the house comfortable accommodated our entire family including parents/ in-laws. There was a creek in the back, pool, Firepit. We had fun playing pool (billiards) and darts. Nice Kitchen with new appliances. The 3 bedrooms are nice in size and we never felt cramped accommodating us all. The host communicated very quickly and was sooo nice. We unfortunately won’t be in Boston in near future however if we did and needed the space we would book again.
Top guest favourite
Home in Lakeside Marblehead
5 out of 5 average rating, 16 reviews

Large Pool, Nature Trails, Redd's Pond, 4-Bed

AlanaRating, 5 stars1 week ago
Amy was very responsive and communicative. The house was clean and maps took us right to the home. It was too early in the season to enjoy the pool but it was pristine and would have been great for hot summer weather. Amy was wonderful with trying to accomodate any requests and we liked the location from easy access to Salem and within a one hour drive to Boston!
Superhost
Home in Rockport
5 out of 5 average rating, 5 reviews

Rockport Pool House|4BR/3BA Walk to Bearskin Neck

MarthaRating, 5 stars3 days ago
Beautiful house in a lovely quiet neighborhood. Kitchen was amazing! Very walkable to Bearskin Neck and Old Garden Beach. We had a few little glitches the first night, but Rachel was very responsive and everything was perfect within 24 hours. Would absolutely be happy to stay there again. To future guests: Rockport is light on grocery stores, so even though most things are walkable, for groceries you might want a car.
Guest favourite
Home in Arlington
4.94 out of 5 average rating, 33 reviews

Beautiful Spacious 4BRM House!

EricRating, 5 stars2 weeks ago
Thoroughly delightful stay. Spacious. Immaculate. Comfortable. Generously stocked by Maxine with refrigerator and pantry items. Super comfortable beds and linens. Hosted an extended family dinner and had everything we could possibly need in kitchen and cabinets. Already planning our return. Maxine is communicative, responsive, helpful. She clearly enjoys hosting and providing guests with a positive experience. Thank you, Maxine!
Top guest favourite
Home in Norwood
4.95 out of 5 average rating, 41 reviews

the house of id; vintage shop, accessible space

KassiaRating, 5 stars5 days ago
We absolutely loved our stay at this home! It was extremely clean, cozy, and beautifully prepared — every detail made us feel so comfortable and welcome. You can truly feel the love and care the host put into the space. It felt like a warm home from the moment we arrived. We are already looking forward to coming back again. Thank you for such a special experience! 🙏✨💕☀️
Guest favourite
Home in Weston
4.97 out of 5 average rating, 94 reviews

Spacious vacation unit in premium suburban town

JenniferRating, 5 stars1 month 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.
Superhost
Home in Canton
4.88 out of 5 average rating, 25 reviews

Hidden Gem near Boston w/ Private lake access

RachaelRating, 5 stars2 weeks ago
Absolutely incredible stay. The host was very helpful. The house is absolutely beautiful, and the lake is stunning. The basement was so so fun- darts, ping pong, billiards, and more games. We miss the house already!
Guest favourite
Home in Waltham
4.9 out of 5 average rating, 48 reviews

Quiet/Private Neighborhood

AmeliaRating, 5 stars2 weeks ago
It is such a pleasure to stay in a spotless AirBnB with lots of fluffy white towels and a well-equipped kitchen. Michelle was very responsive. There was a nor'easter during our end of May stay, so we didn't get to enjoy the pristine pool. Next time!

Quick stats about holiday rentals with a pool in Boston

  • Total rentals

    510 properties

  • Nightly prices starting at

    ₹858 before taxes and fees

  • Total number of reviews

    6.6K reviews

  • Family-friendly rentals

    210 properties are a good fit for families

  • Pet-friendly rentals

    360 properties allow pets

  • Rentals with dedicated workspaces

    280 properties have a dedicated workspace

Destinations to explore