$59 Car Rental Chappaqua, NY

Reasons to book a car rental in and around Chappaqua

Renting a car in Chappaqua offers the freedom and flexibility to explore this charming area and its surroundings at your own pace. With a rental car, you can easily manage your luggage and create travel plans that suit your preferences, whether you are traveling with family, seeking romantic experiences, or enjoying outdoor adventures. Key attractions are conveniently accessible, such as the Westchester County Center, located 9 miles away, and the historic Van Cortlandt Manor, just 6 miles from Chappaqua. Nature enthusiasts can visit the Rockefeller State Park Preserve, a mere 4 miles away. Additionally, you can explore nearby cities like Pleasantville, 2 miles away, which offers more attractions, or Millwood and Thornwood, both 3 miles away, each featuring unique sites like Bear Mountain State Park and Lyndhurst Mansion. Having a rental car allows you to enjoy these experiences without the constraints of public transportation, making your trip more enjoyable and stress-free.

Where to stay around Chappaqua

• Pleasantville: Located 2 miles from Chappaqua, Pleasantville is perfect for families and outdoor enthusiasts. Visitors can enjoy attractions like the Westchester County Center, a cultural hub, and the scenic Rockefeller State Park Preserve. The area features a variety of dining options, including wineries and restaurants, making it an ideal spot to relax after exploring local landmarks such as the historic Lyndhurst Mansion and an urban park.
• Millwood: Just 3 miles from Chappaqua, Millwood offers an eco-friendly experience for families. This charming city is home to the Bear Mountain State Park, ideal for outdoor adventures and beautiful scenery. Music concerts and theater are popular here, along with educational opportunities. The Westchester County Center and the historic Van Cortlandt Manor are highlights to visit, complementing the area’s array of wineries and dining options.
• Thornwood: Also situated 3 miles from Chappaqua, Thornwood is known for its family-friendly entertainment and outdoor activities. Explore the urban parks and shopping mall centers, or catch a performance at the local theater. Significant attractions include the Westchester County Center and the Rockefeller State Park Preserve. With plenty of wineries and restaurants nearby, Thornwood provides a delightful atmosphere for visitors seeking both relaxation and adventure.

10 tips to save on your car rental in and around Chappaqua

1. Use filters to find the right car: Refine your search by selecting specific vehicle types and features. Whether you're looking for an SUV to accommodate more passengers, a convertible for sunny days, or an economy car to save money, utilize the filters on Expedia to discover the perfect vehicle for your journey.
2. Book in advance to help lower costs: Rental prices can vary with demand, so it's advisable to secure your reservation well in advance of your trip. By booking early, you're more likely to obtain lower rates and better availability, especially during peak travel seasons.
3. Consider a smaller car for savings: Compact cars are typically more affordable to rent and easier to maneuver in crowded areas. Mid-size vehicles strike a good balance between cost, comfort, and fuel efficiency.
4. Age guidelines: Drivers under the age of 30 may encounter higher deposits or daily fees, and certain vehicle categories—such as SUVs or luxury models—might not be accessible. This age-related policy can also apply to renters over 70. Always verify the age restrictions before finalizing your booking.
5. Check fuel policies: Some rental agreements may follow a full-to-full fuel policy, meaning you must return the car with a full tank to avoid additional fees. This is generally the preferred option. Other policies may include full-to-empty or prepaid fueling options, which can also be acceptable. Just remember to return the vehicle empty in those instances.
6. Save on city and airport pickups: Picking up your rental car at the airport often incurs a surcharge, but the convenience may justify the added cost.
7. Know your payment options: Most car rental companies primarily accept credit cards for payment.
8. Understand your insurance coverage: Car rental insurance can help you avoid unexpected expenses and provide peace of mind in case something unforeseen occurs during your trip. Adding car rental insurance when booking with Expedia is straightforward.
9. Consider unlimited mileage: If you're planning on taking long road trips, seek out rentals that offer unlimited mileage to prevent incurring extra costs.
10. Bring your driver's license and ID: A valid driver's license is necessary to rent a car.

Finding the cheapest car rentals in Chappaqua

Using our Search Wizard

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

Renting a car in Chappaqua

Pay at pickup is available, so you don’t have to worry about spending your money until you arrive at your vehicle in Chappaqua. 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 Chappaqua

Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $59.

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