Vacation rentals with a pool in Cutchogue
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Cutchogue
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 Cutchogue rentals with a pool
House rentals with a pool
Home in Manorville
4.99 out of 5 average rating, 201 reviewsUltimate House with Heated Pool, Hot Tub and Sauna
May 28 – Jun 4
Home in East Hampton
4.93 out of 5 average rating, 141 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Jan 15 – 22
Home in Cutchogue
5.0 out of 5 average rating, 24 reviewsNorth Fork paradise between beaches and vineyards
Nov 9 – 16
Home in Southold
5.0 out of 5 average rating, 10 reviewsGorgeous home with heated gunnite pool!
Mar 9 – 16
Home in Cutchogue
4.94 out of 5 average rating, 50 reviewsNassau Point, North Fork Home w/ Pool
Mar 6 – 13
Home in Mattituck
4.98 out of 5 average rating, 43 reviewsModern farmhouse w/ pool, beach, horses and winery
Mar 14 – 21
Home in Mattituck
4.9 out of 5 average rating, 10 reviewsNorthFork FarmHouse, Amazing Pool, Beach,Vineyards
Dec 11 – 18
Home in Cutchogue
4.97 out of 5 average rating, 36 reviewsPrivate pool/walk to beach; farms/vineyards abound
Jan 10 – 17
Condo rentals with a pool
Condo in Montauk
4.99 out of 5 average rating, 181 reviewsMontauk Waterfront Condo w/ Sunset Views
Apr 2 – 9
Condo in Montauk
4.8 out of 5 average rating, 232 reviewsMontauk Royal Atlantic Beach Resort North
Aug 1 – 8
Condo in Montauk
4.95 out of 5 average rating, 107 reviewsDeluxe Studio Apt@The Montauk Manor
Apr 23 – 30
Condo in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
Apr 12 – 19
Condo in Greenport
4.89 out of 5 average rating, 81 reviewsSeaside Escape w Pool, Private Beach & Patio
Dec 3 – 10
Condo in Greenport
5.0 out of 5 average rating, 90 reviews"Breathtaking Waterfront Water's Edge view"
Sep 29 – Oct 6
Condo in Bridgehampton
4.92 out of 5 average rating, 13 reviewsBridgehampton w/ Pool steps to town 3 bd 2.5 Bath
Dec 2 – 9
Condo in Montauk
4.82 out of 5 average rating, 87 reviewsBeautiful Condo on the Ocean Bluffs
Oct 21 – 28
Home rentals with a private pool
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
Sep 23 – 30
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
Apr 5 – 12
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
Feb 1 – 8
Bungalow in East Hampton
4.93 out of 5 average rating, 99 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
May 7 – 14
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
Jan 13 – 20
Quick stats about vacation rentals with a pool in Cutchogue
Total rentals
30 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
570 reviews
Nightly prices starting at
$190 before taxes and fees
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