
Luxury Homes for Rent in Shelter Island, NY (67 Rentals)
The most luxurious Homes in Shelter Island with high-end amenities, features, and finishes.


3 St Johns St

12 W Thomas St

6 Crab Creek Rd

103 S Midway Rd

10 Crescent Way

11 Tims Trail

16 Wesley Ave

71 Gardiners Bay Dr

44 Lake Dr
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

3 Primrose Pl

5 Bay Ave

21 Peconic Ave

185 Ram Island Dr

28 Cobbetts Ln

37 Tuthill Dr

15 N Cartwright Rd
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

63 S Menantic Rd

20A N Cartwright Rd

9 Montclair Ave

91 Shore Rd

6 Cobbetts Ln

61 Peconic Ave

7 Sandpiper Rd

20 Sunshine Rd

28 Gardiners Bay Dr

14A Heron Ln

151 N Ferry Rd
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

5 Penny's Path

2 E Brander Pkwy

11 Hillside Dr

15 Montclair Ave

23 Tuthill Dr

516 Main St

248 5th Ave

220 Fiddler Ln

424 4th St

8 Oyster Pt

3650 Bay Shore Rd

36 Stirling Cove

446 6th St

70 Bay View Dr W

165 Sterling St

157 Central Ave

82 Hillside Dr E

21 Stirling Cove

905 9th St

123 Sterling Ave

130 6th St
Shelter Island, NY Local Guide

How much does it cost to rent a home in Shelter Island?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Shelter Island 2 Bedroom Homes for Rent | $16,144 | $3,800 | $10,000+ |
Shelter Island 3 Bedroom Homes for Rent | $33,913 | $3,000 | $10,000+ |
Shelter Island 4 Bedroom Homes for Rent | $28,533 | $10,000 | $10,000+ |
Shelter Island 5 Bedroom Homes for Rent | $45,000 | $10,000 | $10,000+ |
Shelter Island 6 Bedroom Homes for Rent | $85,000 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Shelter Island
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Shelter Island, NY Local Guide
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Quick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Frequently Asked Questions about Shelter Island
What type of rentals are currently available in Shelter Island?
There are currently 55 Apartments for Rent in Shelter Island, NY with pricing that ranges from $905 to $70,000. There are also 74 Single Family Homes for rent, Condos, and Townhome rentals currently available in Shelter Island ranging from $3,000 to $95,000.
What is the current price range for Rental Homes in Shelter Island?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Shelter Island ranges from $3,000 to $95,000 with an average monthly rent of $35,381.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Written by: Christine Leonard, Esq.
Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.