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Apartments for Rent in Shelter Island, NY

Average rent

$20,000
decreased by49%

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4 Ivy Pl - Photo 1 of 1

3h ago

House for rent in Shelter Island

4 Ivy Pl, Shelter Island, NY 11964

In-unit laundry | Furnished | Garage parking

3 beds

2 baths

$63,000

House for rent

15 Montclair Ave - Photo 1 of 1

5d+ ago

House for rent in Shelter Island

Single Family Residence - Shelter Island, NY

15 Montclair Ave, Shelter Island, NY 11964

Swimming pool | Hardwood floor | Walk-in closets

6 beds

4 baths

$75,000

House for rent

Luxurious Waterfront Oasis with Private Dock

Nestled in West Neck Harbor, this 4,600 sq ft waterfront home features a private dock with a boat and captain, a designer interior, and breathtaking harbor views. Enjoy a first-floor primary suite, an adjacent guest cottage, and luxurious outdoor living with a heated saltwater pool, spa, sauna, and sunset-facing deck. This masterfully designed retreat offers six bedrooms, three living spaces, and a seamless blend of elegance and leisure.

15 S Cartwright Rd - Photo 1 of 1

5d+ ago

House for rent in Shelter Island

Single Family Residence, Mid-century Modern - Shelter Island, NY

15 S Cartwright Rd, Shelter Island, NY 11964

In-unit laundry | Garage parking | Swimming pool

4 beds

4 baths

$30,000

House for rent

Stylishly Renovated Home with Heated Pool Retreat

This stunning 4-bedroom, 4-bath home spans 3,100 sq ft and features a modern open-plan great room that seamlessly connects to the pool and expansive fenced garden. Enjoy the beautifully landscaped grounds from the rock garden patio and relax in the 20x40 heated pool. Conveniently located within walking distance to beaches and local cafe, it perfectly combines comfort with the allure of Shelter Island living.

18 Xxxxxx Dickerson Drive - Photo 1 of 1

5d+ ago

House for rent in Shelter Island

Single Family Residence, Colonial - Shelter Island, NY

18 Xxxxxx Dickerson Drive, Shelter Island, NY 11964

In-unit laundry | Furnished | Garage parking

4 beds

3 baths

$40,000

House for rent

Stunning Renovated Retreat with Heated Pool

This immaculate 4-bedroom, 3.5-bathroom home boasts over 2,700 sq ft of exquisite living space, perfect for tranquil getaways. Recently renovated and beautifully furnished, the property features a brand new heated gunite pool, set in one of the quietest neighborhoods. Enjoy the stunning design and tasteful decor that make this rental a magnificent choice for relaxation and entertainment. A true escape not to be missed!

28 Gardiners Bay Drive - Photo 1 of 1

5d+ ago

House for rent in Shelter Island

Single Family Residence, Contemporary - Shelter Island, NY

28 Gardiners Bay Drive, Shelter Island, NY 11964

In-unit laundry | Garage parking | On-site laundry

3 beds

3 baths

$50,000

House for rent

Tranquil Waterfront Escape with Infinity Pool

Enjoy breathtaking panoramic water views and mesmerizing sunrises over Gardiner's Bay from every room in this luxurious 3,000 sq ft contemporary retreat. Featuring open-plan living spaces, a chef's kitchen, and an oversized primary suite with private deck. The outdoors delights with a waterside infinity pool, dining pavilion, and professionally landscaped gardens, making this an unforgettable waterfront sanctuary.

5 Bay Rd - Photo 1 of 1

5d+ ago

House for rent in Shelter Island

Single Family Residence, Ranch - Shelter Island, NY

5 Bay Rd, Shelter Island, NY 11964

In-unit laundry | Garage parking | Swimming pool

3 beds

3 baths

$25,000

House for rent

Beach House Retreat with Stunning Water Views

Celebrate the summer in style with this open-plan beach house in Montclair Colony. Boasting breathtaking water views and 1,675 sq ft, it includes 3 bedrooms, 3 baths, a sunroom, a private deck, and a luxurious gunite pool. Enjoy water access at the end of the street, with town beaches and popular spots conveniently nearby. This home promises tranquility and modern comfort just moments from the island's conveniences.

28 Windermere Dr - Photo 1 of 1

5d+ ago

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28 Windermere Dr, Sag Harbor, NY 11963

Swimming pool | Fireplace | Residents lounge

4 beds

3 baths

$45,000

House for rent

30 Sunset Rd - Photo 1 of 1

5d+ ago

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Verified

30 Sunset Rd, Sag Harbor, NY 11963

On-site laundry | Swimming pool | Fireplace

3 beds

2 baths

$45,000

House for rent

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68 W Water St ##Unit - Photo 1 of 1

5d+ ago

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Verified

68 W Water St ##Unit, Sag Harbor, NY 11963

Furnished | Swimming pool | Storage

3 beds

2 baths

$40,000

House for rent

28 Dartmouth Rd - Photo 1 of 1

5d+ ago

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Verified

28 Dartmouth Rd, Sag Harbor, NY 11963

Garage parking | Balcony | Swimming pool

5 beds

6 baths

$100,000

House for rent

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In-Unit Laundry

23 Marjorie Ln - Photo 1 of 1

5d+ ago

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Verified

23 Marjorie Ln, Sag Harbor, NY 11963

Garage parking | Fireplace | Outdoor space

2 beds

2 baths

$30,000

House for rent

156 Main St - Photo 1 of 1

5d+ ago

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Verified

156 Main St, Sag Harbor, NY 11963

Furnished | Swimming pool | Fireplace

5 beds

6 baths

$25,000

House for rent

3600 Rocky Point Rd - Photo 1 of 1

1d ago

House for rent in East Marion

3600 Rocky Point Rd, East Marion, NY 11939

In-unit laundry | Dishwasher | Outdoor space

3 beds

2 baths

$52,000

House for rent

1075 Inlet Ln - Photo 1 of 1

5d+ ago

House for rent in Greenport

Single Family Residence, Ranch - Greenport, NY

1075 Inlet Ln, Greenport, NY 11944

In-unit laundry | Air conditioning | Garage parking

3 beds

2 baths

$10,000

House for rent

3693 Pine Neck Rd - Photo 1 of 1

5d+ ago

House for rent in Southold

3693 Pine Neck Rd, Southold, NY 11971

In-unit laundry | Swimming pool | Dishwasher

6 beds

4 baths

$35,000

House for rent

1 Dogwood St - Photo 1 of 1

5d+ ago

House for rent in Sag Harbor

1 Dogwood St, Sag Harbor, NY 11963

In-unit laundry | Ceiling fan | Dishwasher

5 beds

2 baths

$8,500

House for rent

Find sweet deals near Shelter Island

These rentals are 10%-30% cheaper than the local average price for similar rentals.

Listings within 10 miles
10 Quadrant Hill Rd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

10 Quadrant Hill Rd, East Hampton, NY 11937

On-site laundry | Swimming pool | Walk-in closets

3 beds

3 baths

$90,000

House for rent

2524 Noyac Rd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2524 Noyac Rd, Sag Harbor, NY 11963

Garage parking | On-site laundry | Swimming pool

7 beds

9 baths

$15,000

House for rent

4315 Noyac Rd - Photo 1 of 1

5d+ ago

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Verified

4315 Noyac Rd, Sag Harbor, NY 11963

In-unit laundry | Furnished | Swimming pool

3 beds

2 baths

$4,500

House for rent

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11 N Cape Ln - Photo 1 of 1

5d+ ago

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Verified

11 N Cape Ln, East Hampton, NY 11937

Swimming pool | Fireplace | Outdoor space

4 beds

2 baths

$15,000

House for rent

643 Stephen Hands Path - Photo 1 of 1

5d+ ago

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Verified

643 Stephen Hands Path, East Hampton, NY 11937

Garage parking | Swimming pool | Fireplace

4 beds

3 baths

$70,000

House for rent

21 Bull Run - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

21 Bull Run, East Hampton, NY 11937

Garage parking | Swimming pool | Fireplace

5 beds

6 baths

$70,000

House for rent

3825 S Harbor Rd - Photo 1 of 1

5d+ ago

House for rent in Southold

Single Family Residence, Ranch - Southold, NY

3825 S Harbor Rd, Southold, NY 11971

In-unit laundry | Furnished | Hardwood floor

2 beds

1 bath

$3,500

House for rent

51 Brandywine Dr - Photo 1 of 1

5d+ ago

House for rent in Sag Harbor

51 Brandywine Dr, Sag Harbor, NY 11963

In-unit laundry | Garage parking | On-site laundry

6 beds

6 baths

$100,000

House for rent

15 Mount Misery Dr - Photo 1 of 1

5d+ ago

House for rent in Sag Harbor

A-frame, Single Family Residence - Sag Harbor, NY

15 Mount Misery Dr, Sag Harbor, NY 11963

In-unit laundry | Dishwasher

3 beds

3 baths

$75,000

House for rent

Showing 1 - 25 of 25 results
Home > Apartments in Shelter Island
Updated: October 23, 2025

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Learn more about renting in Shelter Island, NY

Shelter Island, NY apartment availability

Shelter Island has a relatively small rental market, with an average of 5 listings available per month. The majority of these listings are 3-bedroom apartments, making up 40% of the market, followed by 2-bedroom apartments at 20%. One-bedroom apartments and studios are scarce.

Many Shelter Island apartments cater to pet owners, with a significant number allowing dogs of all sizes. In fact, 37 apartments permit small, large, and general dog ownership, making Shelter Island a great option for renters with canine companions. Keep in mind that these figures are based on historical data, but they should give you a sense of what to expect in the current market.

Methodology: How we got this data

Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2024 rental inventory and prices.

Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.

Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.

Apartment rentals Shelter Island, NY FAQ

What is the average price for 3 bedroom apartments for rent in Shelter Island, NY?

The average price for 3 bedroom apartments for rent in Shelter Island is $50000 per month. As of today, there are 2 3 bedroom apartments for rent in Shelter Island, NY.

What is the average size of an apartment in Shelter Island, NY?

The average size of a 3 bedroom apartment rental in Shelter Island is 2338 square feet.

Can I afford an apartment for rent in Shelter Island, NY?

To help you better understand how much rent you can afford, check out Zumper's rent calculator. Our rent calculator can help you learn more about Shelter Island average rent prices.

Looking for apartments in Shelter Island, NY near you?

🔑Available apartment rentals25
💰Best rent deal1 Dogwood St
Popular amenities, ,
🍽With dishwasher
🏠With photos