Holiday rentals with a pool in Brookhaven
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Brookhaven
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 Brookhaven rentals with a pool
House rentals with a pool
Home in Pound Ridge
5.0 out of 5 average rating, 126 reviewsPeaceful Light-Filled Guesthouse 1 Hour From NYC
14–21 Dec
Home in Westhampton Beach
4.93 out of 5 average rating, 134 reviewsHampton's Haven
30 Oct – 6 Nov
Home in Sag Harbor
4.89 out of 5 average rating, 166 reviewsKiddo Approved! Heated Pool/Hotub Renovated Home
7–14 May
Home in Sag Harbor
4.94 out of 5 average rating, 102 reviewsSag Harbor Village Cottage with Pool
11–18 Jun
Home in Brookhaven
4.78 out of 5 average rating, 49 reviewsStyle and comfort in beautiful Bellport/Brookhaven
20–27 Oct
Home in Bellport
4.8 out of 5 average rating, 20 reviewsThe Bellport house
23–30 Nov
Home in Bellport
4.86 out of 5 average rating, 7 reviewsBellport Abode
24 Sep – 1 Oct
Home in Rocky Point
4.98 out of 5 average rating, 66 reviewsLuxury modern farmhouse with heated pool & hot tub
15–22 Dec
Apartment rentals with a pool
Apartment in Greenport
4.91 out of 5 average rating, 107 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
20–27 Oct
Apartment in Greenport
4.83 out of 5 average rating, 145 reviewsSound front condominium
26 Apr – 3 May
Apartment in Greenport
4.92 out of 5 average rating, 125 reviewsBeautiful Waterview Condo on the North Fork of LI
23–30 May
Apartment in Bridgehampton
4.92 out of 5 average rating, 13 reviewsBridgehampton w/ Pool steps to town 3 bd 2.5 Bath
24–31 Dec
Apartment in Greenport
4.83 out of 5 average rating, 100 reviewsSeaside Escape w Pool, Private Beach + Patio
2–9 Jan
Apartment in Greenport
5.0 out of 5 average rating, 90 reviews"Breathtaking Waterfront Water's Edge view"
28 Sep – 5 Oct
Apartment in Mount Sinai
5.0 out of 5 average rating, 27 reviews1856 Trading House close to water
2–9 Oct
Apartment in Southampton
5.0 out of 5 average rating, 10 reviewsNewly Renovated Modern Townhouse w/Pool & Tennis
30 Jul – 6 Aug
Home rentals with a private pool
Home in East Hampton
4.97 out of 5 average rating, 116 reviewsExplore the Water & Woods at a Relaxing Retreat
8–15 Nov
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
4–11 Apr
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
3–10 Feb
Bungalow in East Hampton
4.93 out of 5 average rating, 99 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
31 May – 7 Jun
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
1–8 Jan
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
30 Jan – 6 Feb
Quick stats about holiday rentals with a pool in Brookhaven
Total rentals
440 properties
Rentals with dedicated workspaces
230 properties have a dedicated workspace
Pet-friendly rentals
180 properties allow pets
Family-friendly rentals
310 properties are a good fit for families
Total number of reviews
7.3K reviews
Nightly prices starting at
€ 9 before taxes and fees
Destinations to explore
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