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 Southampton
4.87 out of 5 average rating, 237 reviewsSecluded Southampton Luxury Estate with tennis 288
Dec 24 – 31
Home in Southold
5.0 out of 5 average rating, 10 reviewsGorgeous home with heated gunnite pool!
Mar 10 – 17
Home in Mattituck
4.98 out of 5 average rating, 43 reviewsModern farmhouse w/ pool, beach, horses and winery
Apr 1 – 8
Home in Cutchogue
4.97 out of 5 average rating, 36 reviewsPrivate pool/walk to beach; farms/vineyards abound
Mar 24 – 31
Home in Mattituck
4.9 out of 5 average rating, 10 reviewsNorthFork FarmHouse, Amazing Pool, Beach,Vineyards
Oct 12 – 19
Home in Greenport
5.0 out of 5 average rating, 19 reviewsThe Corwin House
May 15 – 22
Home in Hampton Bays
4.97 out of 5 average rating, 29 reviews3 bedroom house with heated, salt water pool
Jan 21 – 28
Home in Southold
4.94 out of 5 average rating, 18 reviewsNEW LISTING: COMPLETELY RENOVATED 4-BED, 3-BATH
Oct 8 – 15
Condo rentals with a pool
Condo in Greenport
4.89 out of 5 average rating, 81 reviewsSeaside Escape w Pool, Private Beach & Patio
Dec 4 – 11
Condo in Greenport
5.0 out of 5 average rating, 90 reviews"Breathtaking Waterfront Water's Edge view"
Sep 26 – Oct 3
Condo in Bridgehampton
4.92 out of 5 average rating, 13 reviewsBridgehampton w/ Pool steps to town 3 bd 2.5 Bath
Jun 15 – 22
Condo in Greenport
4.87 out of 5 average rating, 90 reviewsWaterfront Condo C-204 at The Cliffside Resort
Jun 23 – 30
Condo in Old Saybrook
4.91 out of 5 average rating, 57 reviewsSeashore getaway - CT shoreline
May 5 – 12
Condo in Greenport
4.81 out of 5 average rating, 88 reviewsBeautiful condo on Long Islands Northfolk
Aug 13 – 20
Condo in Hampton Bays
4.97 out of 5 average rating, 33 reviewsA Unique Piece of Paradise, Water Front pool
Sep 3 – 10
Condo in Shelter Island Heights
5.0 out of 5 average rating, 5 reviewsPeaceful and Relaxing Waterfront.
Apr 4 – 11
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 30 – Jan 6
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
Apr 2 – 9
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
Jan 28 – Feb 4
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
Feb 17 – 24
Bungalow in East Hampton
4.93 out of 5 average rating, 99 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
May 30 – Jun 6
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
Jan 12 – 19
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
G$39,742 GYD before taxes and fees
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