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Apartments for Rent in Shelter Island, NY

Average rent

$23,000
decreased by27%

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9 Johnston Road - Photo 1 of 1

4d ago

Townhouse for rent in Shelter Island

9 Johnston Road, Shelter Island, NY 11964

In-unit laundry | Swimming pool | Dishwasher

4 beds

2 baths

$20,000

House for rent

Charming Mid-Century Ranch with Heated Pool Oasis

This enchanting 4-bedroom, 2-bath mid-century ranch features a new heated Gunite pool, separate hot tub, and outdoor shower, all set on a private .6-acre lot. Embrace the breezy nautical theme in the spacious kitchen, or enjoy fun-filled nights in the groovy media room. With a large record collection, ping pong, foosball, and nearby attractions like Sylvester Manor Farm and Hay Beach, this home blends relaxation and entertainment perfectly.

24 S Midway Rd - Photo 1 of 1

4d ago

Townhouse for rent in Shelter Island

24 S Midway Rd, Shelter Island, NY 11964

Garage parking | Fitness center | Fireplace

4 beds

4 baths

$45,000

House for rent

Waterfront Townhouse with Private Dock & Stunning Views

Experience luxury living in this beautifully renovated 4-bedroom townhouse, boasting 2,775 sq ft of space and breathtaking views of Menantic Creek. An open floor plan features a modern chef's kitchen and walls of glass doors leading to a spacious waterfront deck. The lower level offers an additional lounge, gym, and a cozy fireplace area with a pizza oven. Perfect for boating enthusiasts, this home includes its own deep-water dock and is close to charming local eateries and stunning beaches.

6 Crab Creek Rd - Photo 1 of 1

5d+ ago

House for rent in Shelter Island

Shelter Island-Silver Beach Community

6 Crab Creek Rd, Shelter Island, NY 11964

In-unit laundry | Furnished | Balcony

3 beds

2 baths

$10,000

House for rent

Available Jun 1

Bright & Inviting Shelter Island Retreat with Deck

This charming 3-bedroom, 2-bath rental features an open floor plan and a sunlit enclosed porch perfect for unwinding. Enjoy the outdoor deck overlooking a peaceful grassy yard and an outdoor shower after a day at the nearby beach. The master suite boasts a brand-new bathroom, complemented by an additional full bath and a finished basement. Flexible rental rates make this home an ideal seasonal escape.

24 Worthy Way - Photo 1 of 1

5d+ ago

House for rent in Shelter Island

Shelter Island-Neat, Clean and close to beaches

24 Worthy Way, Shelter Island, NY 11964

In-unit laundry | Balcony | Hardwood floor

3 beds

2 baths

$15,000

House for rent

Newly Renovated Ranch with Spacious Backyard Deck

Ideal for a summer getaway, this charming 3-bedroom, 2-bath ranch is recently renovated and offers a large backyard deck perfect for outdoor dining. Located close to beautiful beaches, this rental also features an EV Level 2 charging outlet. Available for July at $15,000 and August at $16,000, it provides a perfect blend of comfort and convenience for summer fun.

4 Glynn Dr - Photo 1 of 1

5d+ ago

House for rent in Shelter Island

SINGLE_FAMILY - Modern - Shelter Island, NY

4 Glynn Dr, Shelter Island, NY 11964

Furnished | Swimming pool | Outdoor space

4 beds

3 baths

$30,000

House for rent

Chic & Inviting Oasis with Private Pool Retreat

This stylish 4-bedroom, 3-bathroom home spans 2,604 sq ft and showcases modern design with bright, sun-filled interiors and multiple living spaces. Recently renovated and furnished, it offers an effortless flow for summer enjoyment, from morning coffee to poolside relaxation. The private backyard creates a resort-like atmosphere perfect for entertaining, while quick access to Peconic and Gardiners Bay enhances the nautical lifestyle. Experience the serene charm of Shelter Island living.

42 N Menantic Rd - Photo 1 of 1

5d+ ago

House for rent in Shelter Island

Residential, Contemporary - Shelter Island, NY

42 N Menantic Rd, Shelter Island, NY 11964

In-unit laundry | Air conditioning | Garage parking

4 beds

2.5 baths

$7,500

House for rent

Modern Mid-Century Retreat with Heated Pool

This beautifully renovated 4-bedroom, 2.5-bath home offers a stunning blend of mid-century style and modern comfort, spanning 2,800 sq ft. Enjoy seamless indoor-outdoor living with five sliding glass doors leading to a heated gunite pool and expansive deck. The gourmet kitchen features a granite island and Electrolux appliances, while the lower level includes a kitchenette and recreational space. Ideal for relaxation or entertaining, this retreat is just moments from beaches and local dining on Shelter Island.

4 Ivy Pl - Photo 1 of 1

5d+ ago

House for rent in Shelter Island

SINGLE_FAMILY - 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.

Undisclosed Address - Photo 1 of 1

4d ago

Townhouse for rent in North Haven

2 beds

2 baths

$45,000

House for rent

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40 Stirling Cv - Photo 1 of 1

5d+ ago

Condo for rent in Greenport

CONDOS - Greenport, NY

40 Stirling Cv, Greenport, NY 11944

In-unit laundry | Swimming pool | Hardwood floor

2 beds

3 baths

$27,500

Condo for rent

744 Main St #2 - Photo 1 of 1

5d+ ago

House for rent in Greenport

Residential Rental, Traditional - Greenport, NY

744 Main St #2, Greenport, NY 11944

In-unit laundry | Garage parking | Hardwood floor

2 beds

2 baths

$3,400

House for rent

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Hardwood Floor

Outdoor Space

Dishwasher

In-Unit Laundry

237 6th St - Photo 1 of 1

5d+ ago

House for rent in Greenport

SINGLE_FAMILY - Other - Greenport, NY

237 6th St, Greenport, NY 11944

In-unit laundry | Garage parking | Hardwood floor

2 beds

2.5 baths

$16,000

House for rent

165 Marine Pl - Photo 1 of 1

5d+ ago

House for rent in Greenport

SINGLE_FAMILY - Modern - Greenport, NY

165 Marine Pl, Greenport, NY 11944

In-unit laundry | Swimming pool | Hardwood floor

4 beds

4.5 baths

$20,000

House for rent

300 Fiddler Ln - Photo 1 of 1

5d+ ago

House for rent in Greenport

SINGLE_FAMILY - Colonial - Greenport, NY

300 Fiddler Ln, Greenport, NY 11944

In-unit laundry | On-site laundry | Balcony

3 beds

4 baths

$16,000

$8,000

Price drop

House for rent

1510 Maple Ln - Photo 1 of 1

5d+ ago

House for rent in Greenport

SINGLE_FAMILY - Colonial - Greenport, NY

1510 Maple Ln, Greenport, NY 11944

Dishwasher

4 beds

3.5 baths

$16,000

House for rent

326 6th St Apt 1 #Apt 1 - Photo 1 of 1

5d+ ago

Apartment for rent in Greenport

2 beds

3 baths

$3,500

Apartment for rent

880 Wiggins St - Photo 1 of 1

5d+ ago

Apartment for rent in Greenport

APARTMENT - Greenport, NY

880 Wiggins St, Greenport, NY 11944

Furnished | Balcony | Hardwood floor

1 bed

1 bath

$2,750

Apartment for rent

Find sweet deals near Shelter Island

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

450 Sterling Woods Ln - Photo 1 of 1

5d+ ago

House for rent in Southold

SINGLE_FAMILY - Other - Southold, NY

450 Sterling Woods Ln, Southold, NY 11971

In-unit laundry | Swimming pool | Hardwood floor

4 beds

3 baths

$100,000

House for rent

131 6th St #G - Photo 1 of 1

5d+ ago

Condo for rent in Greenport

CONDOS - Greenport, NY

131 6th St #G, Greenport, NY 11944

In-unit laundry | Furnished | Garage parking

3 beds

2.5 baths

$5,000

Condo for rent

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425 Cedar Point Dr E - Photo 1 of 1

5d+ ago

House for rent in Southold

SINGLE_FAMILY - Contemporary, Mediterranean, Modern - Southold, NY

425 Cedar Point Dr E, Southold, NY 11971

In-unit laundry | Garage parking | Swimming pool

5 beds

3.5 baths

$20,000

House for rent

517 Flint St - Photo 1 of 1

5d+ ago

House for rent in Greenport

SINGLE_FAMILY - Bungalow - Greenport, NY

517 Flint St, Greenport, NY 11944

In-unit laundry | Outdoor space

2 beds

1 bath

$3,500

House for rent

64230 Route 48 - Photo 1 of 1

5d+ ago

House for rent in Greenport

SINGLE_FAMILY - Other - Greenport, NY

64230 Route 48, Greenport, NY 11944

In-unit laundry | On-site laundry | High ceilings

4 beds

3 baths

$6,500

House for rent

7 Fox Xing - Photo 1 of 1

2d ago

Townhouse for rent in Sag Harbor

7 Fox Xing, Sag Harbor, NY 11963

Garage parking | Balcony | Swimming pool

5 beds

4.5 baths

$99,000

$50,000

Price drop

House for rent

30 Sunset Rd - Photo 1 of 1

4d ago

Townhouse for rent in Sag Harbor

30 Sunset Rd, Sag Harbor, NY 11963

On-site laundry | Swimming pool | Fireplace

3 beds

2.5 baths

$50,000

House for rent

424 4th St - Photo 1 of 1

5d+ ago

House for rent in Greenport

SINGLE_FAMILY - Cottage - Greenport, NY

424 4th St, Greenport, NY 11944

In-unit laundry | Swimming pool | Hardwood floor

1 bed

1 bath

$3,500

House for rent

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

5d+ ago

Townhouse for rent in Sag Harbor

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

Furnished | Swimming pool | Storage

3 beds

2.5 baths

$40,000

House for rent

Showing 1 - 25 of 25 results
Home > Apartments in Shelter Island
Updated: April 23, 2026

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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 deal880 Wiggins St
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos