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Apartments for Rent in Shelter Island, NY

Average rent

$15,000
decreased by54%

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42 North Menantic Road - Photo 1 of 1

3d ago

House for rent in Shelter Island

Residential, Contemporary - Shelter Island, NY

42 North Menantic Road, Shelter Island, NY 11964

In-unit laundry | Air conditioning | Garage parking

4 beds

2 baths

$7,500

House for rent

4 Ivy Pl - Photo 1 of 1

5d+ ago

House for rent in Shelter Island

Single Family Residence, Contemporary - Shelter Island, NY

4 Ivy Pl, Shelter Island, NY 11964

In-unit laundry | Furnished | Garage parking

3 beds

2 baths

$63,000

House for rent

Charming Contemporary Retreat with Spacious Loft

This delightful 3-bedroom, 2-bath home in Hay Beach offers a perfect blend of comfort and style. A large living room with a cozy fireplace opens to an awning-covered deck, ideal for relaxation. The spacious loft provides a versatile space for an office or guest overflow, while the fully furnished interior ensures ease and convenience. Enjoy the tranquil surroundings just minutes from Gardiners Bay Country Club in this charming contemporary sanctuary, spanning 1,487 square feet.

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.

28 Windermere Dr - Photo 1 of 1

5d+ ago

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Verified

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

Our team has verified this company

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

Our team has verified this company

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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Garage Parking

In-Unit Laundry

Hardwood Floor

Swimming Pool

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

131 Sixth Street #G - Photo 1 of 1

2d ago

Condo for rent in Greenport

CONDOS - Greenport, NY

131 Sixth Street #G, Greenport, NY 11944

In-unit laundry | Furnished | Garage parking

3 beds

2 baths

$5,000

Condo for rent

380 Ed's Road - Photo 1 of 1

5d+ ago

House for rent in Southold

SINGLE_FAMILY - Other - Southold, NY

380 Ed's Road, Southold, NY 11971

In-unit laundry | Furnished | Hardwood floor

4 beds

2 baths

$3,600

House for rent

1000 Rambler Road - Photo 1 of 1

5d+ ago

House for rent in Southold

SINGLE_FAMILY - Colonial - Southold, NY

1000 Rambler Road, Southold, NY 11971

In-unit laundry | Garage parking | Balcony

4 beds

3 baths

$50,000

House for rent

425 Cedar Point Drive East - Photo 1 of 1

5d+ ago

House for rent in Southold

SINGLE_FAMILY - Contemporary, Mediterranean, Modern - Southold, NY

425 Cedar Point Drive East, Southold, NY 11971

In-unit laundry | Garage parking | Swimming pool

5 beds

3 baths

$25,000

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

Our team has verified this company

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

Our team has verified this company

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

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Verified

21 Bull Run, East Hampton, NY 11937

Garage parking | Swimming pool | Fireplace

5 beds

6 baths

$70,000

House for rent

810 Waterview Drive - Photo 1 of 1

2d ago

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Verified

810 Waterview Drive, Southold, NY 11971

In-unit laundry | Furnished | Air conditioning

3 beds

1 bath

$9,409

Apartment 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

110 Sleepy Hollow Lane - Photo 1 of 1

5d+ ago

House for rent in Southold

SINGLE_FAMILY - Colonial - Southold, NY

110 Sleepy Hollow Lane, Southold, NY 11971

In-unit laundry | Garage parking | Swimming pool

4 beds

3 baths

$30,000

House for rent

Showing 1 - 25 of 25 results
Home > Apartments in Shelter Island
Updated: December 7, 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 size of an apartment in Shelter Island, NY?

The average size of a 3 bedroom apartment rental in Shelter Island is 2244 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 deal380 Ed's Road
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos