Holiday 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.
Holiday 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 Yarmouth
4.89 out of 5 average rating, 36 reviewsWinslow Acres [heated] Pool Escape; pool May 15
26 Jan – 2 Feb
Home in Dennis
4.91 out of 5 average rating, 43 reviewsCape Cod Lakefront Home
25 May – 1 Jun
Home in Plymouth
4.95 out of 5 average rating, 38 reviewsOur families slice of heaven
7–14 Oct
Home in Chatham
4.96 out of 5 average rating, 23 reviewsClose2Beach, Sauna, Pool, PetsOk, CantinaBar
8–15 Jan
Home in Falmouth
5.0 out of 5 average rating, 26 reviewsCheerful residential home with swimming pool
2–9 Jun
Home in Cotuit
4.91 out of 5 average rating, 11 reviewsShoestringBayHouse, waterfront & pool in Cotuit
19–26 Dec
Home in Barnstable
4.94 out of 5 average rating, 99 reviewsPrivate Pool, near beaches, 3 BR/3 BA, Central Air
11–18 Nov
Home in East Sandwich
4.92 out of 5 average rating, 52 reviewsLarge Home Heated Swimming Pool Private Beach
21–28 Feb
Apartment rentals with a pool
Apartment in Dennis
4.83 out of 5 average rating, 18 reviews1BR 2nd Floor Condo with pool
3–10 Oct
Apartment in Dennis
4.81 out of 5 average rating, 36 reviewsBright & Airy - Condo In The Heart Of The Cape!
19–26 Jun
Apartment in Dennis
4.92 out of 5 average rating, 25 reviewsApril promo-Location-5 mins to beach-Pvt balcony
27 Jun – 4 Jul
Apartment in Brewster
4.84 out of 5 average rating, 31 reviewsGolf Course Views and Pools
22–29 May
Apartment in Yarmouth
5.0 out of 5 average rating, 5 reviewsCarolyn's Bass River Condo
21–28 Sep
Apartment in Brewster
4.87 out of 5 average rating, 23 reviewsStylish Ocean Edge Condo #TheCouplesNest
18–25 Feb
Apartment in Brewster
5.0 out of 5 average rating, 52 reviewsOcean Edge Resort/Pool access/2bedroom-2bath Condo
9–16 Jan
Apartment in Brewster
4.97 out of 5 average rating, 39 reviewsOcean Edge 2 Bed 2 Bath, Golf & Resort Free Access
30 Sep – 7 Oct
Quick stats about holiday rentals with a pool in Dennis
Total rentals
180 properties
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
80 properties are a good fit for families
Total number of reviews
2K reviews
Nightly prices starting at
$14 SGD before taxes and fees
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