33 RVs for rent in Chester, MA
Delivery onlyTravel Trailer in Torrington
2018 • 4.9 (3)
$130 USD /night
Delivery onlyTravel Trailer in Pittsfield
2016 • 4.5 (1)
$150 USD /night
SuperhostTravel Trailer in Athens
2023 • 5.0 (8)
$100 USD /night
SuperhostTravel Trailer in Athens
2024 • 5.0 (1)
$120 USD /night
Travel Trailer in Red-Hook
2017 • 5.0 (1)
$145 USD /night
Travel Trailer in Richmond
2019 • 5.0 (1)
$130 USD /night
What are RV trailers?
Trailers are a versatile and popular RV option for those who want the flexibility of towing their accommodations behind a vehicle. This type of RV comes in various shapes and sizes, such as travel trailers, pop-up campers, fifth wheels, and toy haulers. Their lengths can range from 10 to 40 feet, with weights varying from 1,000 to 20,000 pounds. Trailers can be used for road trips, weekend getaways, or family vacations, as they offer a range of amenities and sleeping arrangements to accommodate different needs. When towing a trailer RV, it is essential to have a suitable tow vehicle and ensure that you are familiar with the trailer's handling and turning capabilities, especially when reversing or navigating tight spaces.
Chester Trailer rental: How it works
33 RVs for rent in Chester, from $65 a night. Pick one up yourself, or have the owner deliver it and set it up at any of 34 campgrounds near Chester, MA. Travel trailers, motorhomes and camper vans, all insured, most pet-friendly.
1. Explore RV rentals
Browse a wide range of campervans, travel trailers, and motorhomes. Filter by dates, price, amenities, RV type, or delivery availability to find the right fit for your trip.
2. Choose pickup or delivery
Pick up your RV from a local host in Chester, MA or arrange delivery directly to your campsite, home, or other approved destination.
3. Get ready to travel
Confirm your booking and coordinate details with your host before departure. Insurance coverage and roadside assistance are included, so you can travel with confidence.
Chester RV rental reviews - 4.9 out of 5 from 138 renters
2022 Jayco Travel Trailer
Rob was a great guy who got us out of a jam when our reservation with someone else fell through at the last minute. The trailer was almost brand new and very clean. Linens are also nice and the kitchen was remarkably well!
CL
Christa LeyendeckerJun 2025
2023 Coleman Travel Trailer
Great rental experience. Krystal was quick to respond and flexible with minor changes/add-ons. RV was in perfect condition. Will rent again.
Audra BurnsOct 2024
2014 Riverside RV Micro Trailer
Great trailer to rent, perfect and towed easily and the owner was very helpful!
Joseph LorenzSep 2024
2018 Keystone Travel Trailer
Dave was amazing to work with and a great host. We will definitely be using him again in the future
Marlene NessJul 2026
2021 Shasta Travel Trailer
Susan and Steve were great and took the time to explain everything in detail, from the amenities provided to the operating instructions. The bed was firm and very comfortable, and all the amenities were in like-new condition. We had a great experience.
Marina BassinneAug 2025
2016 Forest River Travel Trailer
Cliff was great to work with. Very responsive and took his time explaining the camper’s functionality. Delivered earlier than expected and made sure all was situated prior to leaving.
BM
Brandon MurphyMay 2026
Trailer rental information
Renting a trailer can cost between $50 and $250 per night, depending on the RV's size, amenities, and age. You will need a tow vehicle with the appropriate towing capacity and hitch setup to tow a trailer. Many guests prefer to have their RV rental delivered directly to their destination because it's convenient and eliminates the need to tow. Your RVezy host will walk you through the basic operations of your rental, including managing the black tank (waste), gray tank (used water), extending and retracting any slides or pop-ups, and operating the generator (if applicable). Make sure to ask your host any questions or address any concerns you may have to ensure a smooth and enjoyable RV rental experience.
Best National Parks near Chester, MA
Maine
Virginia
West Virginia
Popular State Parks near Chester, MA
Connecticut
Massachusetts
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RVezy vs. Traditional RV rental
RVezy rentals
- Book directly from local RV owners
- Choose the exact RV you want
- Delivery to your campsite, home, or destination
- More variety: trailers, motorhomes, and campers
Traditional RV rental
- Limited fleet from a rental company
- Exact RV not guaranteed
- Pickup only at retail locations
- Fewer RV types and less availability
RV delivery to 34 campgrounds near Chester, MA
Skip the pickup. Skip the towing. Get an RV delivered and set up at your campsite so you can arrive, unpack, and start your trip stress-free.
Choose your perfect RV
Browse RVs that offer delivery to your site and book the one that fits your budget and adventure style.
Lock in your campsite
Reserve your campsite with the hookups and amenities you need. We’ll help you find RVs that meet site requirements.
Arrive and relax
Your host delivers and sets up the RV before you get there. Just show up and start enjoying your trip.
Find the perfect RV for these nearby campgrounds
Laurel Ridge Camping AreaCamp Overflow Campground and MarinaNorthampton / Springfield KOA HolidayFernwood Forest CampgroundOctober Mountain State ForestProspect Mountain Campground and RV ParkGranville State ForestDAR State ForestSodom Mountain CampgroundBonnie Brae Cabins & Campsites
Search campgroundsTrailer rentals near Chester, MA
Hartford, CT39 miles awayAlbany, NY48 miles awayWaterbury, CT51 miles awayNew Haven, CT68 miles awayWalden, NY80 miles awayProvidence, RI87 miles awayLowell, MA89 miles awayBoston, MA99 miles awayJersey City, NJ122 miles awayPortland, ME168 miles awayAllentown, PA174 miles awayAudubon, PA196 miles away
Frequently asked questions about renting a trailer in Chester, MA
How does renting a trailer in Chester, MA work?
RVezy connects local trailer owners in Chester, MA with travelers looking for adventure. From secure payments and verified profiles to insurance and roadside assistance, RVezy handles all the details so you can focus on the fun part: hitting the open road!
How much does it cost to rent a trailer in Chester, MA?
The average trailer rental near Chester, MA starts at around $140/night, depending on the size, features, and season. Many hosts offer weekly or monthly discounts between 10%–20%, so the longer you travel, the more you save.
What’s included in my trailer rental in Chester, MA?
Many trailers on RVezy comes with the essentials you need for a smooth getaway, including cookware, utensils, bedding and even camping gear. Many hosts go the extra mile with outdoor chairs, BBQs, or add-ons like generators. Each listing clearly shows what’s included.
What type of vehicle do I need to tow trailer in Chester, MA?
To tow a trailer in Chester, MA, you’ll need a vehicle with enough towing capacity for its weight. Most mid-size SUVs and trucks can handle lightweight travel trailers, while larger fifth wheels may need a heavy-duty pickup with a fifth-wheel hitch. Ask the host in Chester, MA to confirm if your vehicle is suitable before booking.
How do I set up a trailer at a campsite near Chester, MA?
Setting up a trailer at a campground near Chester, MA is straightforward. Most trailers and fifth wheels come with stabilizing jacks, power hookups, and leveling tools. Your RVezy host in Chester, MA will walk you through the setup process during pickup to help you park safely once you reach your site.
Can I rent a trailer for a one-way trip from Chester, MA?
Most rentals on RVezy are round-trip, meaning you’ll return the trailer to the same location where you picked it up. However, some hosts in Chester, MA may be open to one-way trips or delivery to another city if arranged in advance. Message the host directly to ask about one-way travel options before booking.
Is insurance included when renting a trailer in Chester, MA?
Every trailer rental includes comprehensive insurance coverage and 24/7 roadside assistance. That means protection for both you and the vehicle, so you can travel confidently knowing you’re covered no matter where the road takes you.
Are trailers in Chester, MA pet-friendly?
Many trailer owners near Chester, MA welcome pets. You can filter by Pet-Friendly when searching to find the perfect RV for you and your furry co-pilot.
Can the trailer be delivered near Chester, MA?
Delivery is one of the most convenient features on RVezy. Whether it’s your driveway, a local campground, or a festival site near Chester, MA, many hosts offer to deliver and set up the trailer right at your chosen location. It’s perfect if you’d rather skip the driving and start relaxing!
What's the best time of year to rent a trailer in Chester, MA?
The best time to rent a trailer in Chester, MA depends on the season and what kind of trip you’re planning. Peak RV season runs from May through October, when the weather is warm and campgrounds are open. Spring and fall are great times to find lower prices and fewer crowds, especially for trailer getaways close to home.
How far in advance should I book my trailer trip in Chester, MA?
During peak summer months, the most popular trailers in Chester, MA can book out two to three months in advance, so it’s best to book your trailer as early as possible! Last-minute rentals are often available, but booking early gives you more choices, better prices, and time to coordinate pickup or delivery with your host.
Have more questions about your trailer rental in Chester, MA?
RVezy’s friendly customer support team is available before, during, and after your trip to help with anything you need for your RV rental in Chester, MA. You can reach us anytime at help.rvezy.com or contact us here: https://help.rvezy.com/hc/en-us/requests/new.