Vacation rentals with a pool in Westhampton
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Westhampton
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 Westhampton rentals with a pool
House rentals with a pool
Home in Shelter Island
4.97 out of 5 average rating, 195 reviewsHuge Island Getaway Pool HotTub Walk To Beach
Dec 6 – 13
Home in Sag Harbor
4.89 out of 5 average rating, 166 reviewsKiddo Approved! Heated Pool/Hotub Renovated Home
Oct 15 – 22
Home in Westhampton
5.0 out of 5 average rating, 14 reviewsNewly Renovated Home Minutes From WHB
Jun 12 – 19
Home in Westhampton
5.0 out of 5 average rating, 5 reviews1940’s waterfront renovated bungalow
Nov 17 – 24
Home in Westhampton
5.0 out of 5 average rating, 27 reviewsThe Hamptons Oasis Private, Heated Pool, Home Gym
Apr 9 – 16
Home in Westhampton Beach
4.94 out of 5 average rating, 62 reviewsHampton Oasis with pool and lush landscape
Apr 21 – 28
Home in Westhampton Beach
4.92 out of 5 average rating, 26 reviewsWestHampton Beach Village house with heated pool
Aug 20 – 27
Home in Southampton
5.0 out of 5 average rating, 23 reviewsRenovated Southampton Home+Pool
May 6 – 13
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 20 – 27
Condo in Greenport
4.83 out of 5 average rating, 145 reviewsSound front condominium
Apr 26 – May 3
Condo in Greenport
4.92 out of 5 average rating, 125 reviewsBeautiful Waterview Condo on the North Fork of LI
May 22 – 29
Condo in Greenport
4.89 out of 5 average rating, 81 reviewsSeaside Escape w Pool, Private Beach & Patio
Nov 20 – 27
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
Condo in Greenport
5.0 out of 5 average rating, 90 reviews"Breathtaking Waterfront Water's Edge view"
Sep 27 – Oct 4
Condo in Southampton
5.0 out of 5 average rating, 10 reviewsNewly Renovated Modern Townhouse w/Pool & Tennis
Jul 30 – Aug 6
Condo in Hampton Bays
4.97 out of 5 average rating, 33 reviewsA Unique Piece of Paradise, Water Front pool
Sep 5 – 12
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
Dec 31 – Jan 7
Home in Water Mill
4.91 out of 5 average rating, 110 reviewsBeach Barn w/ Sauna and Heated Pool - Dog Friendly
Jan 1 – 8
Home in East Hampton
4.94 out of 5 average rating, 16 reviewsWalk to Water. Stunning Home with Gorgeous Pool & Grounds.
Sep 18 – 25
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
Apr 3 – 10
Bungalow in East Hampton
4.93 out of 5 average rating, 99 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
May 31 – Jun 7
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
Dec 24 – 31
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
Jan 1 – 8
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
Jan 30 – Feb 6
Quick stats about vacation rentals with a pool in Westhampton
Total rentals
110 properties
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
100 properties are a good fit for families
Total number of reviews
1.2K reviews
Nightly prices starting at
$140 before taxes and fees
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