
Holiday rentals with a pool in Downtown
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Downtown
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Downtown rentals with a pool
House rentals with a pool

Nana-tucket Inn

Villa with private Pool in Boston's Elite Enclave

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

Hopkinton Mass 3+ Bedrooms - Great location!

Beautiful Spacious 4BRM House!

the house of id; vintage shop, accessible space

Spacious vacation unit in premium suburban town

Seaview Summit | Ocean Views, Indoor Pool, Beach
Other holiday rentals with a pool

Peaceful suite in Boston with city views

Ideal for long stays | Chic downtown glass suite

Gallery like studio with room divider near city

Luxurious 2BR w/ Pool, Gym & W/D, nr Blue Line,

Stylish studio with room divider near downtown

Lavish Boston studio with separate bedroom

Apartment @ MIT | 1BR + Study

Boston Harbor Full Kitchen! 1BR nr Airport
Quick stats about holiday rentals with a pool in Downtown
Total rentals
50 properties
Nightly prices starting at
$17 NZD before taxes and fees
Total number of reviews
790 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
- Pet-friendly rentals Downtown
- Rentals with breakfast Downtown
- Condo rentals Downtown
- Rentals with a patio Downtown
- House rentals Downtown
- Rentals with an EV charger Downtown
- Apartment rentals Downtown
- Fitness-friendly rentals Downtown
- Rentals with a washing machine and dryer Downtown
- Rentals with a fireplace Downtown
- Rentals with outdoor seating Downtown
- Rentals with pools Boston
- Rentals with pools Suffolk County
- Rentals with pools Massachusetts
- Rentals with pools United States
- Hampton Beach
- Fenway Park
- Boston Common
- TD Garden
- Revere Beach
- Harvard University
- Brown University
- Lynn Beach
- Duxbury Beach
- Onset Beach
- New England Aquarium
- Canobie Lake Park
- Good Harbor Beach
- Crane Beach
- Freedom Trail
- Faneuil Hall Marketplace
- Rye North Beach
- MIT Museum
- North Hampton Beach
- Jenness State Beach
- Oakland Beach
- Museum of Fine Arts, Boston
- Quincy Market
- Prudential Center
- Things to do Downtown
- Things to do Boston
- Sports activities Boston
- Art and culture Boston
- Food and drink Boston
- Sightseeing Boston
- Tours Boston
- Things to do Suffolk County
- Food and drink Suffolk County
- Tours Suffolk County
- Sightseeing Suffolk County
- Art and culture Suffolk County
- Things to do Massachusetts
- Nature and outdoors Massachusetts
- Food and drink Massachusetts
- Tours Massachusetts
- Sports activities Massachusetts
- Sightseeing Massachusetts
- Art and culture Massachusetts
- Things to do United States
- Sightseeing United States
- Wellness United States
- Nature and outdoors United States
- Entertainment United States
- Sports activities United States
- Tours United States
- Art and culture United States
- Food and drink United States