
Holiday rentals with a pool in South Boston Waterfront
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in South Boston Waterfront
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
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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 reviewsVilla 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 reviewsLarge 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 reviewsBeautiful 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 reviewsthe 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 reviewsSpacious 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 reviewsWeymouth 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 reviewsHidden 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 reviewsQuiet/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
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- Family-friendly rentals South Boston Waterfront
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- Hampton Beach
- Boston Common
- Fenway Park
- Revere Beach
- TD Garden
- Harvard University
- Lynn Beach
- Brown University
- Duxbury Beach
- North Hampton Beach
- New England Aquarium
- Sagamore Beach
- Faneuil Hall Marketplace
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Sandwich Glass Museum
- Good Harbor Beach
- Prudential Center
- Roger Williams Park Zoo
- MIT Museum
- Rye North Beach
- Museum of Fine Arts, Boston
- Oakland Beach