$86 Car Rental Chatham, MA

These Chatham insights are based on real traveler data from Expedia, aggregated using AI to help you plan your trip. Updated: August 18, 2026.

Reasons to book a car rental in and around Chatham

Renting a car in Chatham provides the freedom and flexibility to explore the area and its attractions at your own pace. This is particularly beneficial for travelers wanting to manage their luggage easily and create flexible travel plans. With a rental car, you can visit the historic Chatham Lighthouse, located in the heart of Chatham, or take a short drive to Harwich Port, just 5 miles away, to enjoy the local city experiences. For golf enthusiasts, the Ocean Edge Golf Club is conveniently located 7 miles from Chatham.

Additionally, having a car allows you to explore nearby destinations such as Dennis Port, situated 9 miles away and known for its beautiful beaches like Sea Street Beach and Mayflower Beach. North Chatham, only 1 mile away, features attractions like the Chatham Shark Center and Nauset Beach, while West Chatham, just 2 miles away, offers access to Hardings Beach. Whether you're seeking beach time, scenic views, or outdoor experiences, renting a car in Chatham makes it easy to enjoy all that this charming area has to offer.

Where to stay around Chatham

• Dennis Port: Located 9 miles from Chatham, Dennis Port is a charming city known for its beautiful beaches and outdoor experiences. Travelers can enjoy scenic spots like Sea Street Beach and Mayflower Beach, perfect for sunbathing and relaxation. The area also offers recreational activities such as golf at local courses and playgrounds for families. A variety of dining options, including wineries and restaurants, can be found nearby, making it a delightful place to stay.
• Brewster: Situated 8 miles from Chatham, Brewster invites visitors with its picturesque outdoor settings and stunning beaches. Key attractions include Mayflower Beach and Breakwater Beach, both ideal for beach vacations. Golf enthusiasts can explore the Ocean Edge Golf Club, which doubles as a golf course accommodation. Brewster also features an array of dining options, including wineries and restaurants, ensuring a pleasant stay for travelers seeking both relaxation and recreation.
• Orleans: Just 8 miles from Chatham, Orleans is a vibrant city known for its scenic beaches and outdoor activities. Popular destinations include Skaket Beach and Nauset Beach, great spots for beach lovers. Visitors can also enjoy golfing at the Ocean Edge Golf Club, which provides both leisure and accommodation. With numerous restaurants and wineries nearby, Orleans presents a nice blend of adventure and comfort for those looking to explore the Cape Cod area.

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

1. Use filters to find the right car: Refine your search by vehicle type and specific features. Whether you're looking for an SUV for extra space, a convertible for summer fun, or an economical car for budget-friendly travel, utilize the filters on Expedia to discover the perfect match for your journey.
2. Book in advance to help lower costs: Rental prices can vary based on demand, so it's wise to secure your car well ahead of your trip. By booking early, you’re more likely to access lower rates and enjoy a wider selection, particularly during peak travel seasons.
3. Consider a smaller car for savings: Compact cars are typically more affordable to rent and simpler to park in crowded areas. Mid-size options strike a good balance between price, comfort, and fuel efficiency.
4. Age guidelines: Drivers under 30 may encounter higher deposits or daily fees, and some vehicle categories—such as SUVs or premium models—might not be available. This can also apply to renters over 70 years old. Always verify age restrictions before making a reservation.
5. Check fuel policies: Some rental agreements require a full-to-full fuel policy, which means you must return the vehicle with a full tank to avoid additional charges. This is usually the most advantageous option. Others may offer full-to-empty or prepaid fueling options, which can also be acceptable; just remember to return the car empty in that case.
6. Save on city and airport pickups: Picking up your rental car at airports often incurs a surcharge, but the added convenience may be worth the extra cost.
7. Know your payment options: Most car rental companies only accept credit cards for payment.
8. Understand your insurance coverage: Car rental insurance can help you avoid unnecessary expenses and provides peace of mind in case of unexpected events during your trip. It's easy to add car rental insurance when booking through Expedia.
9. Consider unlimited mileage: If you’re planning on taking long road trips, seek out rentals that offer unlimited mileage to prevent incurring additional charges.
10. Bring your driver's license and ID: A valid driver's license is required to rent a vehicle.

Finding the cheapest car rentals in Chatham

Using our Search Wizard

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

Renting a car in Chatham

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

Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $86.

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