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, 200 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, 120 reviewsPeaceful Retreat in Immaculate Architect’s House
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4.92 out of 5 average rating, 120 reviewsBeach Barn w/ Sauna and Heated Pool - Dog Friendly
Home
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!
Home
4.98 out of 5 average rating, 128 reviewsExplore the Water & Woods at a Relaxing Retreat
Home
4.95 out of 5 average rating, 150 reviewsWaterview, DogsStayFree! Kayaks, Ping-Pong
Weekly house rentals
Home
5 out of 5 average rating, 11 reviewsModern Farmhouse Oasis in GP Village
Home
4.92 out of 5 average rating, 13 reviewsCharming Home in Village Center!
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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
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4.9 out of 5 average rating, 78 reviewsShangri-la Cedar Cottage on Shelter Island
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
Home
5 out of 5 average rating, 59 reviewsThe Big Easy... A gentle, slow and easy going stay
Home
4.93 out of 5 average rating, 15 reviewsShelter Island GEM Farm House
Home
4.95 out of 5 average rating, 39 reviewsmodern 3 bedroom home with fireplace
Home
4.96 out of 5 average rating, 53 reviews1 block to town, bay views, in Greenport Village.
Home
4.91 out of 5 average rating, 11 reviewsSound Front Home with Pool and Outdoor Shower
Home
4.88 out of 5 average rating, 24 reviewsNEWLY RENOVATED W/ POOL & FIREPLACE
Quick stats about house rentals in Shelter Island Heights
Total rentals
200 properties
Nightly prices starting at
€ 111 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 a patio Shelter Island Heights
- Rentals with a kayak Shelter Island Heights
- Rentals with beach access Shelter Island Heights
- Rentals with outdoor seating Shelter Island Heights
- Rentals with breakfast Shelter Island Heights
- Fitness-friendly rentals Shelter Island Heights
- Family-friendly rentals Shelter Island Heights
- Waterfront rentals Shelter Island Heights
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- Rentals with a fireplace Shelter Island Heights
- Rentals with a washing machine and dryer Shelter Island Heights
- Rentals with pools Shelter Island Heights
- Pet-friendly rentals Shelter Island Heights
- Rentals with a hot tub Shelter Island Heights
- Rentals with a firepit Shelter Island Heights
- Family-friendly rentals Shelter Island Heights
- Monthly Rentals Shelter Island Heights
- Yurt Rentals United States
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