House holiday rentals in Shelter Island Heights
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Top-rated house rentals in Shelter Island Heights
Guests agree: these houses 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 house rentals in Shelter Island Heights
House rentals with a pool
Home
4.97 out of 5 average rating, 201 reviewsPrivate Oasis W/Stunning Vinyard and Pool Views
Home
4.93 out of 5 average rating, 107 reviewsPrivate & Pristine with Pool and Kid’s Playard
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4.94 out of 5 average rating, 121 reviewsPeaceful Retreat in Immaculate Architect’s House
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4.89 out of 5 average rating, 109 reviewsGorgeous East Hampton Getaway
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4.94 out of 5 average rating, 155 reviews1800 Historical East Hampton Home, 1 Mile to Town!
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4.98 out of 5 average rating, 128 reviewsExplore the Water & Woods at a Relaxing Retreat
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4.95 out of 5 average rating, 151 reviewsWaterview, DogsStayFree! Kayaks, Ping-Pong
Home
4.89 out of 5 average rating, 117 reviewsBeauty and the Beach!
Weekly house rentals
Home
4.98 out of 5 average rating, 53 reviewsVictorian Pearl
Home
5 out of 5 average rating, 11 reviewsModern Farmhouse Oasis in GP Village
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4.93 out of 5 average rating, 15 reviewsShelter Island GEM Farm House
Home
4.98 out of 5 average rating, 99 reviewsDesigner's Dream - Charming Boathouse
Home
5 out of 5 average rating, 29 reviewsFamily Friendly Oasis Steps to Water - Heated Pool
Home
5 out of 5 average rating, 12 reviewsBeautiful Home on Shelter Island
Home
5 out of 5 average rating, 63 reviewsCASA GYPSEA - a chic and peaceful 3 bedroom house
Home
5 out of 5 average rating, 29 reviewsRelaxation in Greenport
Private house rentals
Home
5 out of 5 average rating, 23 reviewsElegant Victorian in the Heart of Greenport
Home
5 out of 5 average rating, 17 reviewsNewly renovated farmhouse - steps to Village
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5 out of 5 average rating, 60 reviewsThe Big Easy... A gentle, slow and easy going stay
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4.96 out of 5 average rating, 54 reviews1 block to town, bay views, in Greenport Village.
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4.92 out of 5 average rating, 12 reviewsNorth Fork Sound Front Home with Pool
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4.88 out of 5 average rating, 24 reviewsNEWLY RENOVATED W/ POOL & FIREPLACE
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4.95 out of 5 average rating, 38 reviewsWater Views Beach Greenport Getaway
Home
4.92 out of 5 average rating, 26 reviewsScandinavian family home on the water
Quick stats about house rentals in Shelter Island Heights
Total rentals
200 properties
Nightly prices starting at
£96 before taxes and fees
Total number of reviews
5.8K reviews
Family-friendly rentals
190 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
80 properties have a pool
Destinations to explore
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- Rentals with beach access Shelter Island Heights
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- Family-friendly rentals Shelter Island Heights
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- Rentals with pools Shelter Island Heights
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