Title: $49 Car Rental Winter Pond, MA - Expedia.com [Boston Travel Guide](https://expedia.com/Boston.dx178239)[Winter Pond Hotels](https://expedia.com/Winter-Pond-Hotels.0-l553248621561930456-0.Travel-Guide-Filter-Hotels)[Flights to Boston](https://expedia.com/Cheap-Flights-To-Boston.d178239.Travel-Guide-Flights)[Things to do in Boston](https://expedia.com/Things-To-Do-In-Boston.d178239.Travel-Guide-Activities)[Winter Pond Vacations](https://expedia.com/Winter-Pond-Boston.d553248621561930456.Vacation-Attraction) ![](https://images.trvl-media.com/place/553248621561930456/8ec681e8-a7c9-4a05-bd5b-d2b360151377.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # $49 Car Rental Winter Pond, MA ## Search and Compare from Car Companies in Winter Pond ## Featured car rental suppliers Compare from agencies ![car suppliers logo](https://forever.travel-assets.com/flex/flexmanager/images/2022/02/16/car-suppliers-logo-desktop.jpg) - ![protection illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__protection.svg) ### Change your mind Penalty-free cancellation on many/select car rentals - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself One Key members save 10% or more on over 1 million car rentals [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![package illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__package.svg) ### Shop smart Compare car suppliers and package your flight, hotel, and car to save ## Top Car Deals in Winter Pond \* Price found within the past 6 days. Click for updated prices. Mon, Mar 30 - Tue, Mar 31 ### Special Managers Special or similar - 4 people - Unlimited mileage ![Dollar](//mediaim.expedia.com/cars/logos/ZR.png) East Boston, Massachusetts, USA ![Managers Special](//mediaim.expedia.com/cars/43/eb66feb7-951f-4cc5-bc22-f50d5dc5457e.jpg) #### $49 includes taxes & fees $20 per day found 6 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=42.366670&olon=-71.000000&date1=3/30/2026&date2=3/31/2026&pprfrr=20.0&tprfrr=49.28&cvrfrr=ZR&ctrfrr=XX&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22other%22]) Mon, Mar 30 - Tue, Mar 31 ### Compact Nissan Versa Note or similar - 5 people - Unlimited mileage ![Dollar](//mediaim.expedia.com/cars/logos/ZR.png) East Boston, Massachusetts, USA ![Nissan Versa Note](//mediaim.expedia.com/cars/43/79fd35f4-a9f4-405e-a7d7-3a501dfc88c1.jpg) #### $58 includes taxes & fees $27 per day found 6 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=42.366670&olon=-71.000000&date1=3/30/2026&date2=3/31/2026&pprfrr=27.0&tprfrr=58.3&cvrfrr=ZR&ctrfrr=CC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22compact%22]) Mon, Mar 30 - Tue, Mar 31 ### Midsize Toyota Corolla or similar - 5 people - Unlimited mileage ![Dollar](//mediaim.expedia.com/cars/logos/ZR.png) East Boston, Massachusetts, USA ![Toyota Corolla](//mediaim.expedia.com/cars/43/66993783-7008-48ae-be5b-e0280e3a6f76.jpg) #### $58 includes taxes & fees $27 per day found 6 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=42.366670&olon=-71.000000&date1=3/30/2026&date2=3/31/2026&pprfrr=27.0&tprfrr=58.3&cvrfrr=ZR&ctrfrr=IC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22midsize%22]) Mon, Mar 30 - Tue, Mar 31 ### Economy Chevrolet Spark or similar - 4 people - Unlimited mileage ![Dollar](//mediaim.expedia.com/cars/logos/ZR.png) East Boston, Massachusetts, USA ![Chevrolet Spark](//mediaim.expedia.com/cars/43/b709c353-edf9-46a5-98da-f1197c7af6eb.jpg) #### $58 includes taxes & fees $27 per day found 6 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=42.366670&olon=-71.000000&date1=3/30/2026&date2=3/31/2026&pprfrr=27.0&tprfrr=58.3&cvrfrr=ZR&ctrfrr=EC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22economy%22]) Mon, Mar 30 - Tue, Mar 31 ### Standard Chevrolet Cruze or similar - 5 people - Unlimited mileage ![Dollar](//mediaim.expedia.com/cars/logos/ZR.png) East Boston, Massachusetts, USA ![Chevrolet Cruze](//mediaim.expedia.com/cars/43/428f5fd5-c16a-45ea-83fa-3c6a0e647b4c.jpg) #### $61 includes taxes & fees $29 per day found 6 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=42.366670&olon=-71.000000&date1=3/30/2026&date2=3/31/2026&pprfrr=28.99&tprfrr=60.85&cvrfrr=ZR&ctrfrr=SC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22standard%22]) Mon, Mar 30 - Tue, Mar 31 ### Fullsize Chevrolet Malibu or similar - 5 people - Unlimited mileage ![Thrifty](//mediaim.expedia.com/cars/logos/ZT.png) East Boston, Massachusetts, USA ![Chevrolet Malibu](//mediaim.expedia.com/cars/45/5589fccc-a42b-4acc-8092-e77ea23a122e.jpg) #### $63 includes taxes & fees $31 per day found 6 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=42.366670&olon=-71.000000&date1=3/30/2026&date2=3/31/2026&pprfrr=31.0&tprfrr=63.44&cvrfrr=ZT&ctrfrr=FC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22fullsize%22]) Mon, Mar 30 - Tue, Mar 31 ### Compact Elite Crossover Mercedes-Benz GLA 250 AMG or similar - 5 people - Unlimited mileage ![Thrifty](//mediaim.expedia.com/cars/logos/ZT.png) East Boston, Massachusetts, USA ![Mercedes-Benz GLA 250 AMG](//mediaim.expedia.com/cars/45/fca0be42-4a8b-490e-986a-349ff271ffc2.jpg) #### $85 includes taxes & fees $48 per day found 6 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=42.366670&olon=-71.000000&date1=3/30/2026&date2=3/31/2026&pprfrr=48.0&tprfrr=85.32&cvrfrr=ZT&ctrfrr=DG&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22suv%22]) Tue, Mar 31 - Wed, Apr 1 ### Premium Nissan Maxima or similar - 5 people - Unlimited mileage ![Alamo](//mediaim.expedia.com/cars/logos/AL.png) East Boston, Massachusetts, USA ![Nissan Maxima](//mediaim.expedia.com/cars/6/a1ef6694-d258-4063-a18b-49857214e000.jpg) #### $96 includes taxes & fees $58 per day found 16 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=42.367090&olon=-71.030620&date1=3/31/2026&date2=4/1/2026&pprfrr=58.07&tprfrr=95.69&cvrfrr=AL&ctrfrr=PC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22premium%22]) Wed, Apr 1 - Thu, Apr 2 ### Mini Van Chrysler Pacifica or similar - 7 people - Unlimited mileage ![Alamo](//mediaim.expedia.com/cars/logos/AL.png) East Boston, Massachusetts, USA ![Chrysler Pacifica](//mediaim.expedia.com/cars/6/2741167f-43ac-43c5-9bec-deba8dded596.jpg) #### $106 includes taxes & fees $67 per day found 14 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=42.367090&olon=-71.030620&date1=4/1/2026&date2=4/2/2026&pprfrr=66.86&tprfrr=106.07&cvrfrr=AL&ctrfrr=MV&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22minivan%22]) Fri, Apr 3 - Sat, Apr 4 ### Standard Elite SUV Audi Q3 Cadillac XT4 or similar - 5 people - Unlimited mileage ![Alamo](//mediaim.expedia.com/cars/logos/AL.png) East Boston, Massachusetts, USA ![Audi Q3 Cadillac XT4](//mediaim.expedia.com/cars/6/154d36a6-291d-4b49-8c07-5994e041b399.jpg) #### $107 includes taxes & fees $68 per day found 2 days ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=42.367090&olon=-71.030620&date1=4/3/2026&date2=4/4/2026&pprfrr=67.97&tprfrr=107.38&cvrfrr=AL&ctrfrr=RF&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22suv%22]) Fri, Apr 3 - Sat, Apr 4 ### Luxury Elite Genesis G80E or similar - 5 people - Unlimited mileage ![Budget](//mediaim.expedia.com/cars/logos/ZD.png) Boston, Massachusetts, USA ![Genesis G80E](//mediaim.expedia.com/cars/39/8cfce1f9-4e0c-482d-8c45-0b135c4d0b15.jpg) #### $147 includes taxes & fees $96 per day found 2 days ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=42.366776&olon=-71.030707&date1=4/3/2026&date2=4/4/2026&pprfrr=95.99&tprfrr=147.13&cvrfrr=ZD&ctrfrr=WC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22luxury%22]) Fri, Apr 3 - Sat, Apr 4 ### Premium Elite SUV Audi Q5 or similar - 5 people - Unlimited mileage ![Alamo](//mediaim.expedia.com/cars/logos/AL.png) East Boston, Massachusetts, USA ![Audi Q5](//mediaim.expedia.com/cars/6/022979dc-c3d4-466e-a9e1-c39e19c83003.jpg) #### $152 includes taxes & fees $105 per day found 2 days ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=42.367090&olon=-71.030620&date1=4/3/2026&date2=4/4/2026&pprfrr=105.37&tprfrr=151.54&cvrfrr=AL&ctrfrr=UF&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22suv%22]) Wed, Apr 1 - Thu, Apr 2 ### Luxury SUV Lincoln Navigator or similar - 7 people - Unlimited mileage ![Budget](//mediaim.expedia.com/cars/logos/ZD.png) Boston, Massachusetts, USA ![Lincoln Navigator](//mediaim.expedia.com/cars/39/629e17ff-a390-4eaa-a752-a0a577dd373c.jpg) #### $161 includes taxes & fees $107 per day found 14 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=42.366776&olon=-71.030707&date1=4/1/2026&date2=4/2/2026&pprfrr=106.99&tprfrr=161.12&cvrfrr=ZD&ctrfrr=LF&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22suv%22]) ### Don't see what you're looking for? See all car rentals in Winter Pond [View all cars](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&locn=Winter%20Pond,%20Winchester,%20Massachusetts,%20United%20States%20of%20America&dpln=553248621561930456&date1=4/4/2026&date2=4/6/2026&crfrr=defaultFlex&SearchType=Place) Lowest prices found within the past 6 hours. Prices and availability subject to change. Additional terms may apply. ## Frequently asked questions ### Can I rent a car near Winter Pond? ### How much is car rental near Winter Pond? ### Which car rental companies have a drop off near Winter Pond? ### How much is parking near Winter Pond? ### Are there electric car charging stations near Winter Pond? ### What is the closest airport to Winter Pond? ### Where is Winter Pond in Winchester? ### What else is there to do near Winter Pond? ### What time does Winter Pond open and close? ## Car Rental Information | Popular car types | [SUV](https://www.expedia.com/lp/b/car-rental/suv?rfrr=car.table.SUV), [Full Size](https://www.expedia.com/lp/b/car-rental/fullsize?rfrr=car.table.FullSize), [Economy](https://www.expedia.com/lp/b/car-rental/economy?rfrr=car.table.Economy) | | ------------------------------------------------ | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Car suppliers available | | | Our best deal of the day | $49 | | Our second best deal of the day | $58 | | Our third best deal of the day | $61 | | From the airport to your hotel | [Airport Transportation](https://www.expedia.com/ground-transfers?rfrr=car.table.AirportTransportation) | | From popular domestic and international airports | [Airport Car Rentals](https://www.expedia.com/lp/b/car-rental/airport) | ## Explore a world of travel with Expedia - 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