$53 Car Rental Winslow, ME

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What you need to know for your Winslow car rental

Finding the cheapest car rentals in Winslow

Using our Search Wizard

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

Renting a car in Winslow

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

Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $53.

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
$53
 
Our second best deal of the day
$55
 
Our third best deal of the day
$63
 
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 Winslow?
You can find cheap car rentals in Winslow from $11 a day with Dollar Rent A Car's special cars. Dollar Rent A Car offers special cars starting from $11 a day and midsize 2 or 4 door cars starting from $16 a day. Avis provides special cars starting from $14 a day and midsize SUVs starting from $15 a day. Compare suppliers on Expedia to find a cheap car rental in Winslow that fits your budget. For more options, explore Economy Car Rentals in Winslow.
What are the best luxury car companies in Winslow?
For luxury car rentals in Winslow, you can find premium options through providers on Expedia like Alamo and Avis. Alamo offers premium crossover vehicles starting from $33 a day and fullsize SUVs starting from $40 a day. Avis also provides premium options such as standard elite SUVs starting from $34 a day and fullsize SUVs starting from $40 a day. These luxury rentals offer enhanced comfort and features for a more upscale travel experience in Winslow. For more options, explore Luxury Car Rentals in Winslow.
Can I rent a car one-way in Winslow?
A one-way car rental in Winslow is an excellent option for regional road trips, with prices starting from around $11 a day. Providers like Alamo and Enterprise may have flexible one-way policies, allowing you to pick up your vehicle in Winslow and drop it off at a different location. This offers convenience for travelers planning to explore beyond Winslow without returning to their starting point. For more options, explore Standard Car Rentals in Winslow.
Can I rent a car round-trip in Winslow?
Winslow is well suited to round-trip rentals, with round-trip rentals starting from $16 a day. Picking up and dropping off at the same location generally avoids one-way drop-off fees, which can make it the most cost-effective option for exploring the area and returning to the same spot. Providers like Alamo and Enterprise also offer wide round-trip availability, making it easy to plan your trip. For more options, explore Fullsize Car Rentals in Winslow.
What are the best car rentals in Winslow?
Car rentals in Winslow offer extensive vehicle variety. The most popular car classes available include:
  • Compact SUV
  • Economy 2 or 4 door
  • Fullsize 2 or 4 door
  • Midsize SUV
  • Midsize 2 or 4 door
These options provide flexibility for different travel needs. Most vehicles come with automatic transmission, and many offer air conditioning as standard. Families often prefer SUVs or minivans for their spacious interiors and luggage capacity, while couples and solo travelers might find economy or compact cars more suitable for ease of parking and fuel efficiency. Choose a vehicle based on your passenger count, luggage requirements, and planned activities. For more options, explore Minivan Car Rentals in Winslow.

What are the best car rentals in Winslow for solo travelers?
The best car rentals in Winslow 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 $18 a day — fits up to 5 people and up to 2 medium suitcases, nimble for city navigation and easy to park
  • Compact SUV, starting from $18 a day — fits up to 5 people and up to 3 medium suitcases, offering a bit more space and a higher driving position while remaining fuel-efficient
Both comfortably fit a solo traveler plus a bag or two. If you are planning longer drives, consider a compact SUV for added comfort and versatility. For more options, explore Compact Car Rentals in Winslow.

What are the best car rentals in Winslow for couples?
The best car rentals in Winslow for couples balance comfort and easy handling for two:
  • Midsize 2 or 4 door, starting from $21 a day — fits up to 5 people and up to 3 large suitcases, offering smooth cruising for two
  • Compact SUV, starting from $18 a day — fits up to 5 people and up to 3 medium suitcases, providing a higher ride for day trips around the region
Both options give a couple comfortable seating and trunk space without being difficult to park. For a special trip, consider a convertible for scenic drives around Winslow, available from providers like Enterprise. For more options, explore Midsize Car Rentals in Winslow.

What are the best car rentals in Winslow for families?
The best car rentals in Winslow for families are the ones with room for everyone and their gear:
  • Midsize SUV, starting from $21 a day — seats up to 5 people with room for 3 large suitcases, suitable for families with car seats and strollers
  • Mini passenger van, starting from $36 a day — seats up to 8 people with room for 6 large suitcases, ideal for larger families needing ample space
SUVs and minivans provide comfortable seating and generous luggage capacity, making them the most suitable fit for family trips around Winslow. Book 4+ weeks ahead, especially for the September-October peak months, as family-sized vehicles can have lower availability during busy periods. Consider adding GPS for easier navigation if you are new to the area. For more options, explore SUV Car Rentals in Winslow.

Are there any car rental companies that provide electric cars in Winslow?
Winslow has electric and hybrid vehicle options available from several providers. Dollar Rent A Car offers hybrid vehicles starting from $11 a day and electric vehicles also starting from $11 a day. Budget provides hybrid options starting from $11 a day and electric vehicles starting from $18 a day. These eco-friendly choices are widely available on Expedia. Choosing an electric or hybrid car can help save on fuel costs. It is advisable to book these vehicles 4-6 weeks ahead, as demand can be high.
What is the best time to book a car in Winslow?
From January, prices in Winslow are typically lower—rentals can start from as little as $11 a day during this period. September tends to be the busiest month, and demand can also be high in October, when high demand can lead to higher prices. During major holidays and special events, rates may also fluctuate. Booking 3-4 weeks ahead can help with availability and pricing. 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 Winslow?
Car rentals in Winslow are available from providers like Alamo, Enterprise, and Dollar Rent A Car, offering vehicles suited to various travel needs. Alamo has compact SUVs and economy 2 or 4 door options that are easy to park and fuel-efficient for city streets or shorter trips. Enterprise offers special vehicles and fullsize 2 or 4 door cars, providing more space and stability for highways and longer journeys. Dollar Rent A Car rounds out the choices with special vehicles and midsize 2 or 4 door cars, which offer good value and comfort. For families or groups needing extra room for luggage and passengers, consider an SUV or minivan. For those prioritizing fuel efficiency and easy maneuverability, economy or compact cars are excellent choices. For more options, explore Premium Car Rentals in Winslow.
What are good day trip destinations from Winslow by rental car?
Several excellent day trip destinations are easily accessible from Winslow by rental car, offering diverse experiences for families, couples, and solo travelers. You can explore:
  • Acadia National Park: Located approximately 82 miles from Winslow, a drive of about 2 hours, this park is perfect for scenic drives, hiking, and exploring nature, making it ideal for families and outdoor enthusiasts.
  • Sebago Lake: About 80 miles away, roughly a 2-hour drive, Sebago Lake offers opportunities for lake activities and relaxation, great for families seeking a peaceful getaway.
  • Sugarloaf Mountain: Approximately 58 miles from Winslow, a 1-hour drive, Sugarloaf Mountain provides outdoor adventures and scenic views, appealing to active travelers.
  • Moosehead Lake: For a more extensive wilderness experience, Moosehead Lake is about 106 miles from Winslow, taking approximately 2 hours to reach, suitable for those seeking remote natural beauty.
For these trips, a comfortable and spacious vehicle is recommended. Families or groups with outdoor gear will find a midsize SUV starting from $21 a day or a fullsize SUV starting from $40 a day to be excellent choices. Couples or solo travelers might prefer the efficiency of a compact SUV starting from $18 a day or a midsize 2 or 4 door starting from $21 a day. For larger groups, a mini passenger van starting from $36 a day offers ample space. Always remember to fuel up before departing and pack essentials like water and snacks for your journey. For more options, explore Convertible Car Rentals in Winslow.

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 Winslow?
Yes, there are several long-term car rental options available in Winslow. 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 Winslow?
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 Winslow?
Budget car rental in Winslow can be easy to find, with prices based on rates seen within the past seven days from $53. 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 Winslow?
No matter what kind of vehicle you're looking for, Expedia makes it easy to find a great car rental deal in Winslow. 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 Winslow car rental with a hotel or flight to unlock additional savings.
What do I need to rent a car in Winslow?
To rent a car in Winslow, 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 Winslow car rental?
If you need to cancel your Winslow 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 Winslow 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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