Vacation rentals with a pool in Northwest Harbor
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Northwest Harbor
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 Northwest Harbor rentals with a pool
House rentals with a pool
Home in Sag Harbor
4.81 out of 5 average rating, 109 reviewsSag Harbor Gem, private, 4 Bedrooms, Pool w Summer
Jun. 6 – 13
Home in East Hampton
5.0 out of 5 average rating, 8 reviewsChic & Sun-Filled Modern Oasis, Heated Pool & Spa
Nov. 10 – 17
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsEast hampton 3 bedroom home w/ pool great location
Dec. 26 – Jan. 2
Home in East Hampton
4.94 out of 5 average rating, 17 reviewsEast Hampton Secluded Escape with Gunite Pool
Oct. 7 – 14
Home in East Hampton
4.96 out of 5 average rating, 25 reviewsBright Modern Home With Stunning Yard & Pool
Dec. 4 – 11
Home in East Hampton
5.0 out of 5 average rating, 5 reviewsHampton Oasis with private Tennis, Pool, Theater
Dec. 6 – 13
Home in East Hampton
4.85 out of 5 average rating, 75 reviews4 BD w/ Heated Pool in E Hampton, Fully Furnished
Oct. 5 – 12
Home in East Hampton
5.0 out of 5 average rating, 16 reviewsStunning 3 BR / 2.5 New Construction with Pool
Nov. 24 – Dec. 1
Condo rentals with a pool
Condo in Greenport
4.91 out of 5 average rating, 107 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
Oct. 25 – Nov. 1
Condo in Montauk
4.99 out of 5 average rating, 181 reviewsMontauk Waterfront Condo w/ Sunset Views
Mar. 18 – 25
Condo in Greenport
4.92 out of 5 average rating, 125 reviewsBeautiful Waterview Condo on the North Fork of LI
Nov. 10 – 17
Condo in Greenport
4.83 out of 5 average rating, 145 reviewsSound front condominium
Oct. 9 – 16
Condo in Montauk
4.95 out of 5 average rating, 107 reviewsDeluxe Studio Apt@The Montauk Manor
Aug. 26 – Sep. 2
Condo in Montauk
4.8 out of 5 average rating, 232 reviewsMontauk Royal Atlantic Beach Resort North
Jul. 20 – 27
Condo in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
Oct. 26 – Nov. 2
Condo in Bridgehampton
4.92 out of 5 average rating, 13 reviewsBridgehampton w/ Pool steps to town 3 bd 2.5 Bath
Nov. 15 – 22
Home rentals with a private pool
Home in Water Mill
4.91 out of 5 average rating, 110 reviewsBeach Barn w/ Sauna and Heated Pool - Dog Friendly
Nov. 29 – Dec. 6
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
Jan. 6 – 13
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
Jan. 14 – 21
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
Oct. 25 – Nov. 1
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
Apr. 6 – 13
Bungalow in East Hampton
4.93 out of 5 average rating, 99 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
May 14 – 21
Quick stats about vacation rentals with a pool in Northwest Harbor
Total rentals
380 properties
Rentals with dedicated workspaces
240 properties have a dedicated workspace
Pet-friendly rentals
160 properties allow pets
Family-friendly rentals
370 properties are a good fit for families
Total number of reviews
4.8K reviews
Nightly prices starting at
$164 CAD before taxes and fees
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