$35 Car Rental Shelter Island, NY

These Shelter Island insights are based on real traveler data from Expedia, aggregated using AI to help you plan your trip. Updated: September 7, 2026.

Reasons to book a car rental in and around Shelter Island

Renting a car in Shelter Island offers travelers the freedom to explore the area at their own pace. With a rental car, you can easily manage your luggage and create flexible travel plans, making it an ideal choice for those seeking outdoor adventures, romantic getaways, or beach-related activities. You can visit key attractions like Gardiner's Bay Country Club for a round of golf, enjoy the sun at Shell Beach, or explore the natural beauty of Mashomack Preserve, all within the area. Additionally, a rental car allows you to venture beyond Shelter Island to popular destinations like the Hamptons, located 9 miles away, where you can find beautiful beaches and charming towns. Greenport, just 3 miles away, features attractions such as 67 Steps Beach and the East End Seaport Maritime Museum. Sag Harbor, 5 miles from Shelter Island, offers access to scenic parks and beaches. Whether you're traveling with family, friends, or on a romantic trip, having a rental car makes it easy to discover all that Shelter Island and its surroundings have to offer.

Where to stay around Shelter Island

• Greenport: Located 3 miles from Shelter Island, Greenport is an ideal spot for those seeking an outdoor, romantic, and beach experience. Visitors can enjoy popular activities such as golfing and attending music concerts. Key attractions include the scenic 67 Steps Beach, perfect for a beach vacation, and the Orient Point County Park, which offers a great urban park experience for families and outdoor enthusiasts. Additionally, the East End Seaport Maritime Museum provides cultural insight. Greenport also features nearby wineries and vineyards for those looking to indulge in local flavors.
• Hamptons: Situated 9 miles from Shelter Island, the Hamptons offer a vibrant beach and outdoor experience, making it a perfect romantic getaway. Travelers can enjoy access to several beautiful beaches, including The Hamptons Beaches and Cooper's Beach, which are ideal for sunbathing and relaxing. East Hampton Main Beach is another highlight, providing a quintessential beach atmosphere. The area also boasts nearby wineries and vineyards for wine enthusiasts. The best time to visit is during the summer months when the beaches are bustling and activities abound.
• Sag Harbor: Located 5 miles from Shelter Island, Sag Harbor is known for its outdoor and beach activities, making it a romantic destination as well. Visitors can explore the Sag Harbor Marine Park, perfect for adventure and relaxation by the water. The serene Havens Beach offers an excellent spot for beach vacations, while East Hampton Main Beach is also within reach for those wanting additional beach options. Like its neighbors, Sag Harbor features nearby wineries and vineyards, adding a touch of local charm to your stay.

10 tips to save on your car rental in and around Shelter Island

1. Use filters to find the right car: Refine your search by vehicle type and features. Whether you're looking for an SUV for added space, a convertible for summer fun, or an economy car for budget-friendly travel, utilize filters on Expedia to help you discover the best option for your journey.
2. Book in advance to help lower costs: Rental rates can vary based on demand, so it's advisable to reserve your vehicle well ahead of your trip. By booking early, you’re likely to lock in lower rates and enjoy better vehicle availability, particularly during peak seasons.
3. Consider a smaller car for savings: Smaller cars typically come at a lower rental cost and are easier to park in crowded areas. Mid-size rentals strike a good balance between price, comfort, and fuel efficiency.
4. Age guidelines: Drivers under the age of 30 may encounter higher deposits or daily fees, and certain vehicles—such as SUVs or luxury models—might not be available. This can also apply to renters over 70 years old. Always verify the age requirements prior to booking.
5. Check fuel policies: Some rental agreements require a full-to-full fuel policy, meaning you must return the car with a full tank to avoid additional charges. This is generally the most favorable option. Others may provide full-to-empty or prepaid fueling choices, which can also be suitable. Just ensure that you return the car empty in this scenario.
6. Save on city and airport pickups: Picking up your rental car at airports often incurs a surcharge, but it may be worthwhile for the added convenience.
7. Know your payment options: Many car rental companies exclusively accept credit cards for payment.
8. Understand your insurance coverage: Car rental insurance can help you avoid unexpected expenses and provides peace of mind in case something unforeseen occurs during your trip. It's easy to add rental insurance when booking through Expedia.
9. Consider unlimited mileage: If you're planning extensive road trips, seek rentals that offer unlimited mileage to prevent additional charges.
10. Bring your driver's license and ID: A valid driver's license is necessary to rent a vehicle.

Finding the cheapest car rentals in Shelter Island

Using our Search Wizard

If the deals that are available on our page do not suit your needs, then enter Shelter Island into the search wizard at the top of the page. We will compare all the best deals available for your car rental in Shelter Island and provide you with a list of the cheapest options, with no added fees.

Renting a car in Shelter Island

Pay at pickup is available, so you don’t have to worry about spending your money until you arrive at your vehicle in Shelter Island. We partner with reliable partners that guarantee an enjoyable experience for solo travelers, couples, and families. Package your car with a flight or hotel to unlock even more savings from Expedia.

Expected prices in Shelter Island

Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $35.

Flexibility & Cancellation

Most car suppliers offer penalty-free cancellations, so you don’t have to worry about losing money if your plans change. To cancel your booking log into your account through the Trips portal. Click manage booking and cancel this car. If you needed to alter your booking, then you can create a new one once you have canceled.

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Car classes available from Expedia in 2026

The classes of vehicles available will change depending on your chosen location.

• Compact car rentals    
• Convertible car rentals    
• Economy car rentals    
• Fullsize car rentals    
• Luxury car rentals
• Midsize car rentals    
• Mini car rentals    
• Minivan rentals    
• Pickup car rentals    
• Premium car rentals
• Sportscar rentals    
• Standard car rentals    
• SUV rentals    
• Van rentals