Holiday 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.
Holiday 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!
8–15 Oct
Home in Mattituck
4.98 out of 5 average rating, 43 reviewsModern farmhouse w/ pool, beach, horses and winery
26 Jan – 2 Feb
Home in Cutchogue
4.97 out of 5 average rating, 36 reviewsPrivate pool/walk to beach; farms/vineyards abound
19–26 Oct
Home in Mattituck
4.9 out of 5 average rating, 10 reviewsNorthFork FarmHouse, Amazing Pool, Beach,Vineyards
23 Feb – 2 Mar
Home in Greenport
5.0 out of 5 average rating, 19 reviewsThe Corwin House
20–27 May
Home in Hampton Bays
4.97 out of 5 average rating, 29 reviews3 bedroom house with heated, salt water pool
9–16 Feb
Home in Southold
4.94 out of 5 average rating, 18 reviewsNEW LISTING: COMPLETELY RENOVATED 4-BED, 3-BATH
7–14 Oct
Home in Hampton Bays
4.97 out of 5 average rating, 34 reviewsSplendid private cottage
3–10 Jan
Apartment rentals with a pool
Apartment in Greenport
4.89 out of 5 average rating, 81 reviewsSeaside Escape w Pool, Private Beach & Patio
3–10 Oct
Apartment in Greenport
5.0 out of 5 average rating, 90 reviews"Breathtaking Waterfront Water's Edge view"
8–15 Jan
Apartment in Bridgehampton
4.92 out of 5 average rating, 13 reviewsBridgehampton w/ Pool steps to town 3 bd 2.5 Bath
9–16 Oct
Apartment in Greenport
4.87 out of 5 average rating, 90 reviewsWaterfront Condo C-204 at The Cliffside Resort
11–18 Oct
Apartment in Greenport
4.81 out of 5 average rating, 88 reviewsBeautiful condo on Long Islands Northfolk
28 Jan – 4 Feb
Apartment in Hampton Bays
4.97 out of 5 average rating, 33 reviewsA Unique Piece of Paradise, Water Front pool
16–23 Nov
Apartment in Southampton
5.0 out of 5 average rating, 10 reviewsNewly Renovated Modern Townhouse w/Pool & Tennis
30 Jul – 6 Aug
Apartment in Shelter Island Heights
5.0 out of 5 average rating, 5 reviewsPeaceful and Relaxing Waterfront.
6–13 Mar
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
13–20 Nov
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
1–8 Apr
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
27 Jan – 3 Feb
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
25 Mar – 1 Apr
Bungalow in East Hampton
4.93 out of 5 average rating, 99 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
29 May – 5 Jun
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
12–19 Jan
Quick stats about holiday 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
£152 before taxes and fees
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