Holiday rentals in Shelter Island Heights
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Top-rated holiday rentals in Shelter Island Heights
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Shelter Island Heights holiday rentals
Other great holiday rentals in Shelter Island Heights
Guest favourite
Home in Shelter Island
4.92 out of 5 average rating, 73 reviewsFamily Friendly Island Home
10–17 May
€ 611 per night
Guest favourite
Guest house in Shelter Island
5.0 out of 5 average rating, 25 reviewsSleek and Chic cottage/Pool House
27 Oct – 3 Nov
€ 198 per night
Guest favourite
Guest suite in Greenport
5.0 out of 5 average rating, 46 reviewsPrivate Suite in Greenport Historical District
20–27 Jun
€ 313 per night
Guest favourite
Cottage in Shelter Island
4.96 out of 5 average rating, 90 reviews3 Bedroom Cottage Gem
14–21 Jul
€ 717 per night
Guest favourite
Home in Greenport
4.98 out of 5 average rating, 85 reviewsDesigner's Dream - Charming Boathouse
1–8 Jul
€ 583 per night
Guest favourite
Home in Greenport
5.0 out of 5 average rating, 29 reviewsHistoric Stunner in Heart of Village
30 Nov – 7 Dec
€ 551 per night
Guest favourite
Home in Shelter Island
5.0 out of 5 average rating, 10 reviewsSpacious house with pool.
18–25 Sep
€ 854 per night
Guest favourite
Home in Shelter Island
4.97 out of 5 average rating, 76 reviewsModern, spacious SI home with pool
3–10 Oct
€ 971 per night
Quick stats about holiday rentals in Shelter Island Heights
Total rentals
290 properties
Rentals with a pool
100 properties have a pool
Pet-friendly rentals
110 properties allow pets
Family-friendly rentals
220 properties are a good fit for families
Total number of reviews
8.3K reviews
Nightly prices starting at
€ 94 before taxes and fees
Destinations to explore
- New City Holiday rentals
- Long Island Holiday rentals
- Martha's Vineyard Holiday rentals
- Newark Holiday rentals
- Montauk Holiday rentals
- Hoboken Holiday rentals
- Washington Holiday rentals
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- The Hamptons Holiday rentals
- Boston Holiday rentals
- Rentals with a fireplace Shelter Island Heights
- Fitness-friendly rentals Shelter Island Heights
- Rentals with a kayak Shelter Island Heights
- Rentals with a patio Shelter Island Heights
- Waterfront rentals Shelter Island Heights
- Rentals with a washing machine and dryer Shelter Island Heights
- Rentals with a firepit Shelter Island Heights
- Rentals with outdoor seating Shelter Island Heights
- Beachfront rentals Shelter Island Heights
- Family-friendly rentals Shelter Island Heights
- Rentals with beach access Shelter Island Heights
- Pet-friendly rentals Shelter Island Heights
- Rentals with breakfast Shelter Island Heights
- Rentals with pools Shelter Island Heights
- House rentals Shelter Island Heights
- Rentals with a hot tub Shelter Island Heights
- Monthly Rentals Shelter Island Heights
- Family-friendly rentals Shelter Island Heights
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