$39 Car Rental Shelter Island, NY

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Top Car Deals in Shelter Island

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What you need to know for your Shelter Island car rental

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 $39.

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.

Car Rental Information

 
Popular car types
SUV, Full Size, Economy
 
Car suppliers available
 
Our best deal of the day
$39
 
Our second best deal of the day
$40
 
Our third best deal of the day
$41
 
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Frequently asked questions

What are the best cheap car rental companies in Shelter Island?
You can find cheap car rentals in Shelter Island from $11 a day with Ace's economy 2/4 door cars. Sixt offers midsize 2 or 4 door cars starting from $15 a day, while Dollar Rent A Car has special vehicles starting from $16 a day. These companies provide good value options that still offer comfort and convenience for exploring Shelter Island. Compare suppliers on Expedia to find a cheap car rental in Shelter Island that fits your budget. For more options, explore Economy Car Rentals in Shelter Island.
What are the best luxury car companies in Shelter Island?
For luxury car rentals in Shelter Island, you can find premium options through providers on Expedia like Sixt. Sixt offers fullsize elite 2 or 4 door vehicles starting from $27 a day and fullsize elite SUVs starting from $30 a day. Enterprise and Alamo Rent A Car also provide luxury options, such as Enterprise's premium elite SUVs starting from $34 a day and Alamo's premium crossovers starting from $33 a day. These vehicles offer enhanced comfort and features for a more upscale travel experience. For more options, explore Luxury Car Rentals in Shelter Island.
Can I rent a car one-way in Shelter Island?
A one-way car rental in Shelter Island is an excellent option for regional road trips, with prices starting from around $13 a day. Providers like Sixt and Enterprise may have flexible one-way policies, allowing you to pick up your vehicle in Shelter Island and drop it off at a different location. This is a convenient choice if your travel plans involve exploring beyond Shelter Island without needing to return to your starting point. For more options, explore Standard Car Rentals in Shelter Island.
Can I rent a car round-trip in Shelter Island?
Shelter Island is well suited to round-trip rentals, with prices starting from $12 a day. Picking up and dropping off your car at the same location generally avoids one-way drop-off fees, which can make it the most cost-effective option for exploring the area around Shelter Island. Providers like Sixt and Enterprise offer wide round-trip availability, giving you plenty of choice for your travel plans. For more options, explore Fullsize Car Rentals in Shelter Island.
What are the best car rentals in Shelter Island?
Car rentals in Shelter Island offer extensive vehicle variety to suit different travel needs. The most popular car classes available include:
  • Midsize 2 or 4 door
  • Fullsize 2 or 4 door
  • Standard elite SUV
  • Midsize SUV
  • Standard 2 or 4 door
Most vehicles come with automatic transmission, offering ease of driving. Families visiting attractions often prefer SUVs or minivans for extra space and comfort, while couples and solo travelers find economy or compact cars to be fuel-efficient and easy to maneuver. Choose a vehicle based on your passenger count, luggage needs, and planned activities. For more options, explore Minivan Car Rentals in Shelter Island.

What are the best car rentals in Shelter Island for solo travelers?
The best car rentals in Shelter Island for solo travelers are economy and compact classes—small, easy to park, and efficient for one person exploring at their own pace:
  • Economy 2 or 4 door, starting from $24 a day—fits up to 2 medium suitcases, nimble on city streets and simple to slot into small parking spaces
  • Compact 2 or 4 door, starting from $20 a day—fits up to 3 medium suitcases with a little more room for luggage while staying fuel-efficient
Both comfortably fit a solo traveler plus a bag or two. If you're planning longer drives, consider sizing up to a compact SUV for extra highway comfort and a higher ride. For more options, explore Compact Car Rentals in Shelter Island.

What are the best car rentals in Shelter Island for couples?
The best car rentals in Shelter Island for couples balance comfort and easy handling for two:
  • Midsize 2 or 4 door, starting from $15 a day—fits up to 3 large suitcases with smooth cruising for two
  • Compact SUV, starting from $21 a day—fits up to 3 medium suitcases with a higher ride for day trips around the region
Both give a couple comfortable seating and trunk space without being hard to park. For a special trip, consider a standard elite SUV for enhanced comfort and a more spacious feel. For more options, explore Midsize Car Rentals in Shelter Island.

What are the best car rentals in Shelter Island for families?
The best car rentals in Shelter Island for families are the ones with room for everyone and their gear:
  • Midsize SUV, starting from $17 a day—seats up to 5 with room for 3 large suitcases and a car seat
  • Mini passenger van, starting from $29 a day—seats up to 8 with room for 6 large suitcases, ideal for larger families with strollers and full luggage
SUVs and minivans have ample room for the whole family plus car seats, strollers, and luggage, making them the most comfortable fit for trips around Shelter Island. Book 4+ weeks ahead, as family-sized vehicles can have lower availability during December and September, and consider adding GPS if you're new to the area. For more options, explore SUV Car Rentals in Shelter Island.

Are there any car rental companies that provide electric cars in Shelter Island?
Yes, Shelter Island has electric and hybrid vehicle options available from several providers. Sixt offers hybrid vehicles starting from $11 a day and electric vehicles starting from $22 a day. Enterprise, Avis, and Dollar Rent A Car also provide hybrid options starting from $11 a day, with Avis and Dollar also offering electric vehicles from $11 a day. Alamo Rent A Car has electric options available from $11 a day. These eco-friendly choices can help save on fuel costs. Consider booking electric or hybrid vehicles 4-6 weeks ahead as demand can be high, and plan your route with charging stops in mind for longer journeys.
What is the best time to book a car in Shelter Island?
From January, prices for car rentals in Shelter Island are typically lower—rentals can start from as little as $15 a day during this period. December tends to be the busiest month, when high demand can lead to higher prices, and September also sees increased demand. Booking 3-4 weeks ahead can help with availability and pricing, especially if your travel dates fall within these busier periods. Many bookings allow free cancellation 24+ hours before pickup, so you can book early and rebook if rates drop.
What are the best car companies in Shelter Island?
Car rentals in Shelter Island are available from trusted providers like Sixt, Enterprise, Alamo Rent A Car, Avis, and Dollar Rent A Car, offering a wide range of vehicles suited to various travel needs. For example, Sixt provides options such as midsize 2 or 4 door cars starting from $15 a day and fullsize SUVs starting from $34 a day. Enterprise offers midsize SUVs from $25 a day and standard 2 or 4 door cars from $30 a day. Alamo Rent A Car has midsize 2 or 4 door cars starting from $21 a day and premium crossovers from $33 a day. Avis features compact 2 or 4 door cars from $23 a day and standard SUVs from $34 a day. Dollar Rent A Car offers fullsize 2 or 4 door cars from $21 a day and midsize SUVs from $22 a day. Choosing the right company and car class depends on your itinerary, passenger count, and luggage requirements. For more options, explore Premium Car Rentals in Shelter Island.
What are good day trip destinations from Shelter Island by rental car?
For memorable day trips from Shelter Island, a rental car provides the freedom to explore nearby attractions. Consider these popular destinations for various interests and travel styles:
  • Sunset Beach, Shelter Island Heights: Just 2 miles away, a quick drive of less than 10 minutes, this beach is perfect for families and couples seeking relaxation and scenic views. A compact or midsize car is ideal for this short trip, offering easy parking.
  • The Hamptons Beaches: Located about 17 miles from Shelter Island, roughly a 30-minute drive, these iconic beaches offer a classic Long Island experience. For families or groups with beach gear, a midsize SUV or fullsize car provides ample space and comfort for the journey.
  • Montauk Point: Drive approximately 30 miles, taking about 45 minutes to 1 hour, to reach the easternmost tip of Long Island. This scenic spot is great for couples or solo travelers looking for dramatic ocean views and lighthouse visits. A standard or fullsize car offers a comfortable ride for this journey.
  • Mattituck: Explore the farm and wine country of Mattituck, which can be reached in about 30-45 minutes. This area is known for its culinary experiences and bike tours, making it a great option for couples or small groups. A compact SUV or midsize car is suitable for navigating the local roads.
  • Ocean Beach: About 63 miles away, a drive of approximately 1 hour and 15 minutes to 1 hour and 30 minutes, Ocean Beach offers a vibrant atmosphere. This destination is well-suited for those looking for a longer day trip with plenty of activities. A fullsize SUV ensures comfort for the extended drive and any luggage.
Before heading out, it's always a good idea to fuel up your car. Choosing a car rental in Shelter Island that offers enough space for luggage and passengers, such as an SUV or minivan, will enhance your day trip experience. For more options, explore Convertible Car Rentals in Shelter Island.

Are there any hidden fees when renting a car on Expedia?
Expedia aims to show the key price and important rental details clearly during booking, so you know what to expect before you reserve. In some cases, car rental companies may apply additional charges at pick-up or during the rental, such as security deposits, tolls, fuel charges, extra driver fees, or local requirements, so it's worth checking the supplier's rental terms before you book.
Are there any long-term car rentals in Shelter Island?
Yes, there are several long-term car rental options available in Shelter Island. Whether you're planning an extended holiday with the family, relocating temporarily, or simply need a vehicle for several weeks or months, many car rental providers offer flexible long-term rental plans tailored to your needs. Click on our long-term car rental deals page, enter your trip information and then book a ride that suits.
Do you need insurance to rent a car in Shelter Island?
No, you don't need personal auto insurance to rent a car in most cases. You will, however, be required to purchase some insurance to cover the duration of the rental. Rental companies will offer this insurance when you rent the car. Certain personal car insurance policies can also be applied to rental cars, and travelers can even use non-owner car insurance if they rent cars often but don't have a car of their own. Additionally, some car rentals simply include rental car insurance within the price of the rental.
How much does it cost to rent a car in Shelter Island?
Budget car rental in Shelter Island can be easy to find, with prices based on rates seen within the past seven days from $39. To find some of the cheapest options, sort your search results by price and use filters to match your budget and travel needs. For added flexibility, it's also worth exploring one-way car rentals.
What are the top car rental deals in Shelter Island?
No matter what kind of vehicle you're looking for, Expedia makes it easy to find a great car rental deal in Shelter Island. The easiest way to get a good deal on a rental car is to use our filters. At the top of the filter list, you'll find a section featuring our best car rental offers. Check the filter for "Great Deal," and your search results will be filled with specials. Compare offers from trusted rental providers, choose the option that fits your trip, and book with confidence. For even more value, bundle your Shelter Island car rental with a hotel or flight to unlock additional savings.
What do I need to rent a car in Shelter Island?
To rent a car in Shelter Island, a current driver's license and a credit card in the same name are essential. If you're opting out of the company's insurance plan, then you may also need proof of other coverage. Rules may differ between rental companies, so read through your policy.
What happens if I need to cancel my Shelter Island car rental?
If you need to cancel your Shelter Island car rental, read over the policy to be sure, but almost all prepaid rentals are eligible for a complete refund if you notify us at least six hours prior to the pickup time, though there may be some exclusions so check your itinerary for more information, or just click through to our Customer Service Portal.
Why should I rent a car in Shelter Island with Expedia?
Booking your car rental on Expedia makes it easier to get more out of your trip from the start. With a wide choice of car rentals, you can compare prices, suppliers and deals all in one place, then bundle your car with a hotel which could help you save even more. Join our free One Key™ travel rewards program to instantly unlock additional savings.

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