Vacation rentals with a pool in Hillsborough County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Hillsborough County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Hillsborough County rentals with a pool
House rentals with a pool
Superhost
Home in Winchendon
New place to stayThe Perfect Spot at the Lake @ Tatum's Place
Nov 2 – 9
$250 per night
Superhost
Home in Temple
5.0 out of 5 average rating, 5 reviewsThe Historic Homestead at Stepping Stones Farm
Nov 10 – 17
$937 per night
Guest favorite
Home in Derry
4.88 out of 5 average rating, 90 reviewsSanctum by the Lake
Mar 13 – 20
$184 per night
Superhost
Home in Winchendon
Amazing Lakefront Home with Pool- Tatum's Place
May 27 – Jun 3
$618 per night
Guest favorite
Home in Litchfield
4.79 out of 5 average rating, 14 reviewsCheerful two bedroom home with pool, Dog Friendly
Apr 25 – May 2
$275 per night
Guest favorite
Home in Weare
4.73 out of 5 average rating, 182 reviewsAbijah Manor at Zulip Farm
Apr 16 – 23
$412 per night
Home in Hollis
Quiet, open, modern Hollis home w/pool
Jun 19 – 26
$495 per night
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