$120 Car Rental Chester, VT

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* Price found within the past 6 days. Click for updated prices.

Economy

Mitsubishi Mirage
  • 4 people
  • Unlimited mileage
CROYDON, USA
Mitsubishi Mirage

$120

includes taxes & fees
$108 per day
found 2 days ago
Economy Mitsubishi Mirage

Compact

Nissan Versa
  • 5 people
  • Unlimited mileage
CROYDON, USA
Nissan Versa

$120

includes taxes & fees
$108 per day
found 2 days ago
Compact Nissan Versa

Midsize

Toyota Corolla
  • 5 people
  • Unlimited mileage
CROYDON, USA
Toyota Corolla

$122

includes taxes & fees
$110 per day
found 2 days ago
Midsize Toyota Corolla

Standard

Volkswagen Jetta
  • 5 people
  • Unlimited mileage
Croydon, New Hampshire, USA
Volkswagen Jetta

$122

includes taxes & fees
$110 per day
found 2 days ago
Standard Volkswagen Jetta

Fullsize

Nissan Altima
  • 5 people
  • Unlimited mileage
Croydon, New Hampshire, USA
Nissan Altima

$123

includes taxes & fees
$111 per day
found 2 days ago
Fullsize Nissan Altima

Special

Vehicle determined upon pick-up Compact or Larger
  • 5 people
  • Unlimited mileage
CROYDON, USA
Vehicle determined upon pick-up Compact or Larger

$160

includes taxes & fees
$118 per day
found 2 days ago
Special Vehicle determined upon pick-up Compact or Larger

Standard Elite Van

Ford Transit Wagon
  • 12 people
  • Unlimited mileage
Croydon, New Hampshire, USA
Ford Transit Wagon

$166

includes taxes & fees
$150 per day
found 2 days ago
Standard Elite Van Ford Transit Wagon

Mini Van

Chrysler Pacifica
  • 7 people
  • Unlimited mileage
CROYDON, USA
Chrysler Pacifica

$168

includes taxes & fees
$152 per day
found 2 days ago
Mini Van Chrysler Pacifica

Premium Pickup Regular Cab

Ford F150
  • 5 people
  • Unlimited mileage
CROYDON, USA
Ford F150

$172

includes taxes & fees
$156 per day
found 2 days ago
Premium Pickup Regular Cab Ford F150

Luxury

Audi A4 Genesis G70 BMW 3 series
  • 5 people
  • Unlimited mileage
CROYDON, USA
Audi A4 Genesis G70 BMW 3 series

$181

includes taxes & fees
$164 per day
found 2 days ago
Luxury Audi A4 Genesis G70 BMW 3 series

Premium Elite SUV

Audi Q5 Genesis GV70 BMW X3
  • 5 people
  • Unlimited mileage
Croydon, New Hampshire, USA
Audi Q5 Genesis GV70 BMW X3

$331

includes taxes & fees
$247 per day
found 2 days ago
Premium Elite SUV Audi Q5 Genesis GV70 BMW X3

Oversize Van

Ford Transit Wagon
  • 12 people
  • Unlimited mileage
CROYDON, USA
Ford Transit Wagon

$354

includes taxes & fees
$264 per day
found 2 days ago
Oversize Van Ford Transit Wagon

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Lowest prices found within the past 2 days. Prices and availability subject to change. Additional terms may apply.

What you need to know for your Chester car rental

Reasons to book a car rental in and around Chester

Renting a car in Chester, Vermont, offers the freedom to explore the area at your own pace, making it a popular choice for tourists. With your own vehicle, you can easily manage your luggage and travel flexibly to various attractions. For nature lovers, Lowell Lake State Park is a perfect outdoor destination, just 9 miles away, while families can enjoy the Vermont Museum of Mining and Minerals, located 6 miles from Chester. If you're interested in local arts and crafts, don't miss Bonnie's Bundles Dolls, situated right in Chester. Additionally, a rental car allows you to venture to nearby cities like Ludlow, which is 11 miles away and features Lake Rescue and Buttermilk Falls, or Springfield, just 6 miles from Chester, where you can visit the Baltimore Covered Bridge and the Springfield Art and Historical Society Museum. Adventure seekers and sports enthusiasts will also appreciate the access to various ski and adventure experiences in the region. Overall, a rental car provides the convenience and flexibility needed to make the most of your trip to Chester and its surroundings.

Where to stay in and around Chester

  • Chester Depot: Chester Depot is a charming neighborhood located near Chester, attracting travelers seeking ski, adventure, and sports experiences. It offers easy access to local landmarks such as Jamaica State Park and Lowell Lake State Park, both ideal for outdoor activities and scenic views. For unique shopping, don't miss Bonnie's Bundles Dolls, a delightful attraction to explore while enjoying the area's natural beauty.
  • Ludlow: Situated 11 miles from Chester, Ludlow is a vibrant city known for its ski resorts and adventure sports. Visitors can enjoy activities at nearby Lake Rescue and Buttermilk Falls, both perfect for outdoor and romantic getaways. The picturesque Mount Ascutney also offers stunning scenery and outdoor experiences. Ludlow's local wineries and breweries provide excellent dining options after a day of exploration.
  • Cavendish: Located 10 miles from Chester, Cavendish is another excellent destination for adventure-seekers. With attractions like Mount Ascutney and Lake Rescue, visitors can indulge in outdoor activities and enjoy beautiful scenery. The area is also home to Mt Ascutney State Park, which is perfect for scenic adventures. In addition, Cavendish boasts local food and drink options, including wineries and sweet treats for travelers to enjoy.

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

  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 added space, a convertible for summer drives, or an economical car for budget-friendliness, utilize the filters on Expedia to 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 secure your car well ahead of your travel dates. By booking in advance, you’re more likely to lock in lower prices and enjoy a wider selection, particularly during peak seasons.
  3. Consider a smaller car for savings: Generally, smaller cars are more affordable to rent and easier to navigate in crowded areas. Mid-size rentals strike a good balance between cost, comfort, and fuel efficiency.
  4. Age guidelines: Drivers under 30 might face higher deposits or daily fees, and certain vehicle types—like SUVs or luxury models—may not be accessible. This can also apply to renters over 70 years old. Always verify the age restrictions before confirming your reservation.
  5. Check fuel policies: Some rentals follow a full-to-full fuel policy, which means you must return the car with a full tank to avoid additional charges. This is typically the most favorable option. Others may offer full-to-empty or prepaid fueling alternatives, which can also be convenient. Just remember to return the car empty in that scenario.
  6. Save on city and airport pickups: Picking up your rental car at airports often incurs a surcharge, but the convenience may be worth the extra 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 steer clear of unexpected expenses and offers peace of mind in case of unforeseen incidents during your trip. It’s simple to add car rental insurance when you book through Expedia.
  9. Consider unlimited mileage: If you’re planning long road trips, seek rentals with unlimited mileage to prevent incurring extra charges.
  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 Chester

Using our Search Wizard

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

Renting a car in Chester

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

Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $120.

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
$120
Our second best deal of the day
$122
Our third best deal of the day
$123
From the airport to your hotel
Airport Transportation
From popular domestic and international airports
Airport Car Rentals

Frequently asked questions

What are the best cheap car rental companies in Chester?
You can find cheap car rentals in Chester from $13 a day with Dollar Rent A Car's midsize 2/4 door cars. Dollar Rent A Car provides options like a midsize 2 or 4 door starting from $13 a day, while Thrifty Car Rental has a compact 4-5 door available from $14 a day. These providers are excellent choices for travelers seeking good value without compromising on their car rental in Chester. For more options, explore Economy Car Rentals in Chester.
What are the best luxury car companies in Chester?
For luxury car rental in Chester, Enterprise and Alamo Rent A Car offer premium options for a more elevated travel experience. Enterprise provides premium crossover vehicles starting from $33 a day and premium SUVs from $40 a day. Alamo Rent A Car also features premium crossover options starting from $33 a day and premium SUVs from $39 a day. These luxury car rentals in Chester offer enhanced comfort and features, perfect for those seeking a higher-end vehicle for their trip. For more options, explore Luxury Car Rentals in Chester.
Can I rent a car one-way in Chester?
Yes, you can easily arrange a one-way car rental in Chester, which is a convenient option for travelers planning to pick up their vehicle in Chester and drop it off at a different location. One-way rentals in Chester start from $15 a day. Major providers like Enterprise and Alamo Rent A Car typically offer flexible one-way policies, allowing you to explore beyond Chester without needing to return to your original pickup point. This is ideal for road trips or if your travel plans involve departing from a different city. For more options, explore Standard Car Rentals in Chester.
Can I rent a car round-trip in Chester?
Yes, round-trip car rentals in Chester are readily available and often the most cost-effective choice for exploring the area. Round-trip rentals in Chester start from $13 a day. This option allows you to pick up and return your vehicle at the same location, typically avoiding any additional one-way drop-off fees. Providers such as Enterprise and Alamo Rent A Car offer wide availability for round-trip rentals, making it easy to plan your itinerary and return your car conveniently after your trip around Chester. For more options, explore Fullsize Car Rentals in Chester.
What are the best car rentals in Chester?
Car rentals in Chester offer a wide range of vehicle types to suit various travel needs. The most popular car classes available include:
  • Compact SUV
  • Midsize SUV
  • Economy 2 or 4 door
  • Midsize 2 or 4 door
  • Fullsize 2 or 4 door
These options typically come with automatic transmission, making driving convenient. For families or groups, SUVs and minivans provide ample space for passengers and luggage, ensuring comfort for longer trips. Couples and solo travelers might find economy or compact cars more suitable for city navigation and fuel efficiency. When choosing, consider your group size, luggage requirements, and the type of driving you plan to do around Chester. For more options, explore Minivan Car Rentals in Chester.
What are the best car rentals in Chester for solo travelers?
For solo travelers seeking a car rental in Chester, economy and compact classes are excellent choices, offering ease of parking and fuel efficiency.
  • An economy 2 or 4 door starts from $24 a day—this vehicle is nimble for city driving and can fit up to 2 medium suitcases.
  • A compact SUV, available from $19 a day, provides a bit more space for up to 3 medium suitcases while remaining easy to maneuver.
Both options comfortably accommodate a solo traveler and their luggage. These smaller vehicles are ideal for exploring Chester and its surroundings efficiently and affordably. For more options, explore Compact Car Rentals in Chester.
What are the best car rentals in Chester for couples?
For couples looking for a car rental in Chester, options that offer a balance of comfort and easy handling are ideal.
  • A midsize 2 or 4 door, starting from $25 a day, provides comfortable seating for two and space for up to 3 large suitcases, perfect for smooth cruising.
  • A compact SUV, available from $19 a day, offers a higher ride and can accommodate up to 3 medium suitcases, suitable for day trips around the region.
These vehicle types ensure a comfortable journey for two, with enough luggage space for a relaxing trip in Chester. For more options, explore Midsize Car Rentals in Chester.
What are the best car rentals in Chester for families?
The best car rentals in Chester for families prioritize space and comfort for everyone and their belongings.
  • A midsize SUV, starting from $19 a day, seats up to 5 people and offers room for up to 3 large suitcases, making it suitable for families with car seats and strollers.
  • A mini passenger van, available from $24 a day, is ideal for larger families, seating up to 8 people with ample space for up to 6 large suitcases.
SUVs and minivans are popular with families visiting Chester, providing the necessary room for a comfortable trip. It is advisable to book 4+ weeks ahead, especially for travel during the peak months of September and October, as family-sized vehicles can have higher demand. Consider adding GPS for easier navigation around the area. For more options, explore SUV Car Rentals in Chester.
Are there any car rental companies that provide electric cars in Chester?
Yes, several car rental companies in Chester provide electric and hybrid vehicle options for environmentally conscious travelers. Enterprise offers hybrid and electric vehicles starting from $13 a day, and Alamo Rent A Car also provides hybrid and electric options from $13 a day. Dollar Rent A Car, Avis, and Thrifty Car Rental similarly feature hybrid and electric cars. These vehicles offer a fuel-efficient way to explore Chester. Booking these options in advance is recommended due to their growing popularity.
What is the best time to book a car in Chester?
The best time to book a car rental in Chester to find competitive rates is typically during January, when prices are often lower—rentals can start from as little as $13 a day for a midsize 2 or 4 door. Conversely, September and October tend to be the busiest months, and high demand during these periods can lead to higher prices. Booking your car rental 3-4 weeks in advance can help you find better availability and pricing. Many bookings also offer free cancellation up to 24 hours before pickup, allowing you to book early and rebook if rates become more favorable.
What are the best car companies in Chester?
For car rentals in Chester, you have excellent choices from reputable providers such as Enterprise, Alamo Rent A Car, and Dollar Rent A Car. Enterprise offers versatile options like a compact SUV starting from $19 a day and a midsize SUV from $23 a day, which are great for various travel needs. Alamo Rent A Car also provides competitive rates on vehicles like a midsize SUV from $19 a day and a compact SUV from $19 a day. Dollar Rent A Car features economical choices such as a midsize 2 or 4 door and a standard 2 or 4 door, both starting from $13 a day. When selecting your vehicle, consider a compact car for easy city navigation and fuel efficiency, or an SUV for more space and comfort on longer journeys around Chester. For more options, explore Premium Car Rentals in Chester.
What are good day trip destinations from Chester by rental car?
For memorable day trips from Chester, you have several excellent options easily accessible with a car rental, perfect for families, couples, or small groups looking to explore the scenic surroundings:
  • Okemo Mountain Resort, located about 14 miles away, is a popular choice for outdoor activities and is less than an hour's drive.
  • Magic Mountain Ski Resort, just 12 miles from Chester, offers another great option for mountain adventures, also less than an hour away.
  • Stratton Mountain Resort, approximately 24 miles away, provides more opportunities for recreation and is about 30 minutes to an hour drive.
  • Mount Snow, around 32 miles from Chester, is another fantastic mountain destination, typically an hour's drive.
  • Consider the Antiques and Artisans: A Woodstock to Windsor Self-Guided Drive for a scenic journey through charming towns, perfect for couples or solo travelers.
For these excursions, especially if you are traveling with family or carrying gear for mountain activities, a midsize SUV starting from $23 a day or a fullsize SUV starting from $32 a day would provide ample space and comfort. A mini passenger van starting from $33 a day is also an excellent choice for larger groups or those needing extra luggage capacity, ensuring a comfortable car rental for families in Chester. For more options, explore Convertible Car Rentals in Chester.
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 Chester?
Yes, there are several long-term car rental options available in Chester. 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 Chester?
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 Chester?
Budget car rental in Chester can be easy to find, with prices based on rates seen within the past seven days from $120. 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 Chester?
No matter what kind of vehicle you're looking for, Expedia makes it easy to find a great car rental deal in Chester. 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 Chester car rental with a hotel or flight to unlock additional savings.
What do I need to rent a car in Chester?
To rent a car in Chester, 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 Chester car rental?
If you need to cancel your Chester 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 Chester 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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