Vacation rentals with a pool in Dennis
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Dennis
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Dennis rentals with a pool
House rentals with a pool
Home in Barnstable
4.77 out of 5 average rating, 13 reviewsCape winter rental home, Barnstable
Home in East Harwich
4.78 out of 5 average rating, 32 reviewsFamilies: Enjoy Harwich, Pool, Large Hot Tub & AC!
Home in New Seabury
5 out of 5 average rating, 13 reviewsCape Cod multi-structure family compound with Pool
Home in Plymouth
4.95 out of 5 average rating, 41 reviewsOur families slice of heaven
Home in Centerville
4.91 out of 5 average rating, 11 reviewsbeautiful cape cod home with pool and hot spa
Home in Orleans
4.89 out of 5 average rating, 18 reviews5-bedroom Cape with a pool and yard games.
Home in New Seabury
5 out of 5 average rating, 3 reviewsWaterfront Home w/ Dock, Heated Pool, Kayaks & A/C
Home in Buzzards Bay
5 out of 5 average rating, 20 reviewsCape House with Pool by Canal
Condo rentals with a pool
Condo in New Seabury
4.97 out of 5 average rating, 111 reviewsSleep 6 @ New Seabury w/ Pool Access, All Seasons!
Condo in Brewster
4.98 out of 5 average rating, 162 reviewsOcean Edge Resort-Pool Access-End Unit-2 bdr/2 bth
Condo in Tisbury
4.91 out of 5 average rating, 45 reviewsPrivate 3bdrm Condo Tashmoo Woods
Condo in West Dennis
4.85 out of 5 average rating, 20 reviews1BR 2nd Floor Condo with pool
Condo in Brewster
4.86 out of 5 average rating, 37 reviewsGolf Course Views and Pools
Condo in Brewster
5 out of 5 average rating, 56 reviewsOcean Edge Resort/Pool access/2bedroom-2bath Condo
Condo in West Dennis
4.79 out of 5 average rating, 34 reviewsHidden Hideaway
Condo in West Dennis
5 out of 5 average rating, 8 reviewsCarolyn's Bass River Condo
Quick stats about vacation rentals with a pool in Dennis
Total rentals
180 properties
Nightly prices starting at
$10 before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
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