Holiday rentals with a pool in Brewster
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Brewster
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 Brewster rentals with a pool
House rentals with a pool
Home in Dennis
4.89 out of 5 average rating, 27 reviewsWalk to the beach or sit poolside! Updated studio!
27 May – 3 Jun
Home in Orleans
4.88 out of 5 average rating, 17 reviews5-bedroom Cape with a pool and yard games.
9–16 Sep
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 Chatham
4.96 out of 5 average rating, 23 reviewsClose2Beach, Sauna, Pool, PetsOk, CantinaBar
8–15 Jan
Home in Eastham
5.0 out of 5 average rating, 6 reviewsLovely villa w pool/hottub, central AC, near beach
27 Sep – 4 Oct
Home in Eastham
5.0 out of 5 average rating, 9 reviewsModern Beach House w/ Heated Pool & Game Room!
16–23 Dec
Home in North Truro
4.93 out of 5 average rating, 97 reviewsHeated Pool, Beach, Pets, ADA, 5 bath, EV Charge
22–29 Jan
Home in Dennis
4.91 out of 5 average rating, 43 reviewsCape Cod Lakefront Home
25 May – 1 Jun
Apartment rentals with a pool
Apartment in Brewster
4.95 out of 5 average rating, 19 reviewsEscape to the Cape
12–19 Apr
Apartment in Dennis
4.9 out of 5 average rating, 69 reviewsThe Sea Salt Studio - Steps to the Beach!
17–24 Sep
Apartment in Dennis
4.83 out of 5 average rating, 65 reviewsComfy Cape Escape! Spacious, Cozy, Close to Beach!
10–17 Dec
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 Dennis
4.83 out of 5 average rating, 18 reviews1BR 2nd Floor Condo with pool
3–10 Oct
Apartment in Yarmouth
5.0 out of 5 average rating, 5 reviewsCarolyn's Bass River Condo
21–28 Sep
Apartment in Truro
4.82 out of 5 average rating, 51 reviewsDesigner Studio Condo with peeks of Cape Cod Bay.
29 Aug – 5 Sep
Apartment in Dennis
4.81 out of 5 average rating, 36 reviewsBright & Airy - Condo In The Heart Of The Cape!
19–26 Jun
Quick stats about holiday rentals with a pool in Brewster
Total rentals
60 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
1.4K reviews
Nightly prices starting at
$164 SGD before taxes and fees
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