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 East Hampton
4.93 out of 5 average rating, 141 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Nov 15 – 22
Home in Cutchogue
4.94 out of 5 average rating, 50 reviewsNassau Point, North Fork Home w/ Pool
Feb 4 – 11
Home in Mattituck
4.98 out of 5 average rating, 44 reviewsModern farmhouse w/ pool, beach, horses and winery
Mar 22 – 29
Home in Cutchogue
4.97 out of 5 average rating, 36 reviewsPrivate pool/walk to beach; farms/vineyards abound
Apr 20 – 27
Home in Mattituck
4.9 out of 5 average rating, 10 reviewsNorthFork FarmHouse, Amazing Pool, Beach,Vineyards
Dec 13 – 20
Home in Southold
4.94 out of 5 average rating, 18 reviewsNEW LISTING: COMPLETELY RENOVATED 4-BED, 3-BATH
Oct 16 – 23
Home in Southampton
5.0 out of 5 average rating, 23 reviewsRenovated Southampton Home+Pool
Feb 3 – 10
Home in Hampton Bays
4.97 out of 5 average rating, 29 reviews3 bedroom house with heated, salt water pool
Dec 5 – 12
Condo rentals with a pool
Condo in Greenport
4.89 out of 5 average rating, 81 reviewsSeaside Escape w Pool, Private Beach & Patio
Nov 6 – 13
Condo in Greenport
5.0 out of 5 average rating, 90 reviews"Breathtaking Waterfront Water's Edge view"
Sep 30 – Oct 7
Condo in Bridgehampton
4.92 out of 5 average rating, 13 reviewsBridgehampton w/ Pool steps to town 3 bd 2.5 Bath
Nov 18 – 25
Condo in Greenport
4.87 out of 5 average rating, 90 reviewsWaterfront Condo C-204 at The Cliffside Resort
Mar 27 – Apr 3
Condo in Greenport
4.81 out of 5 average rating, 88 reviewsBeautiful condo on Long Islands Northfolk
Feb 28 – Mar 7
Condo in Hampton Bays
4.97 out of 5 average rating, 33 reviewsA Unique Piece of Paradise, Water Front pool
Nov 3 – 10
Condo in Shelter Island Heights
5.0 out of 5 average rating, 5 reviewsPeaceful and Relaxing Waterfront.
Feb 14 – 21
Condo in Southampton
5.0 out of 5 average rating, 10 reviewsNewly Renovated Modern Townhouse w/Pool & Tennis
Jul 30 – Aug 6
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
Nov 16 – 23
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
Apr 7 – 14
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
Apr 4 – 11
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
Jan 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 1 – 8
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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