Holiday rentals with a pool in South Boston Waterfront

Find and book unique homes with a pool on Airbnb

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Popular amenities for South Boston Waterfront rentals with a pool

House rentals with a pool

Top Guest favourite
Home in Newton
5 out of 5 average rating, 19 reviews

Villa with private Pool in Boston's Elite Enclave

JonRating, 5 stars3 weeks ago
Great option when staying in Newton and right down the street from an incredible entrance to a hiking trail. Serge was a great host and kept us informed the entire trip.
Top Guest favourite
Home in Lakeside Marblehead
5 out of 5 average rating, 17 reviews

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

AlanaRating, 5 stars2 weeks 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!
Top Guest favourite
Home in Arlington
4.94 out of 5 average rating, 34 reviews

Beautiful Spacious 4BRM House!

NicholasRating, 5 stars1 week ago
I loved everything Maxine said and how she helped navigate around every even in the house, everything was so clean, very quite place good for professional working, everything was just beyond, amazing & lovely place you feel right at home with so much space to move around the house. Being free having your privacy. Thank you Maxine 🙏👏🏽
Top Guest favourite
Home in Norwood
4.95 out of 5 average rating, 44 reviews

the house of id; vintage shop, accessible space

JasonRating, 5 stars1 week ago
Super fun and eclectic house! What really made the stay were the owners, they are thoughtful and very responsive, they clearly care a lot about their guests!
Guest favourite
Home in Weston
4.97 out of 5 average rating, 95 reviews

Spacious vacation unit in premium suburban town

LucyRating, 5 stars3 weeks ago
Scott was very easy to communicate with, and he was very nice. They were so thoughtful and even left us a dozen eggs from their backyard chickens! The place was spacious and peaceful. Check in and checkout process was very easy!
Home in Weymouth
4.93 out of 5 average rating, 44 reviews

Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub

MiaRating, 5 stars1 month ago
Beautiful location and great house! We had a great time celebrating my 30th birthday with friends. The hot tub/pool is perfect for hanging out after sunset.
Superhost
Home in Canton
4.88 out of 5 average rating, 25 reviews

Hidden Gem near Boston w/ Private lake access

RachaelRating, 5 stars1 month 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, 50 reviews

Quiet/Private Neighborhood

ElmerRating, 5 stars1 week ago
Hands down one of the best Airbnbs my family and I have stayed in! We didn't want to leave this place. To top it off, Michelle is a great host. 5/5 rating for sure!

Quick stats about holiday rentals with a pool in South Boston Waterfront

  • Total rentals

    30 properties

  • Nightly prices starting at

    $186 AUD before taxes and fees

  • Total number of reviews

    120 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore