RV Rental Chestertown, MD

1-20 of 1100+ RV Rentals
Keystone RV Avalanche 395BH
2021 Fifth Wheel

Keystone RV Avalanche 395BH

Sleeps 8 43.0ft
19.7 miles from Chestertown, MD
(4)
$180 /night
Palomino Puma 32BHDB
2022 Travel Trailer

Palomino Puma 32BHDB

Sleeps 10 38.0ft
16.9 miles from Chestertown, MD
New Listing New Listing
$121 /night
Forest River RV Wildwood 26DBUD
2022 Travel Trailer

Forest River RV Wildwood 26DBUD

Sleeps 8 33.0ft
19.7 miles from Chestertown, MD
New Listing New Listing
$133 /night
Thor Motor Coach Freedom Traveler A27
2018 Class A Motor Home

Thor Motor Coach Freedom Traveler A27

Sleeps 6 27.0ft
11.0 miles from Chestertown, MD
(20)
$209 /night
Coachmen RV Leprechaun 310BH Ford 450
2017 Class C Motor Home

Coachmen RV Leprechaun 310BH Ford 450

Sleeps 10 32.0ft
19.6 miles from Chestertown, MD
New Listing New Listing
$192 /night
Four Winds RV Chateau 31P
2007 Class C Motor Home

Four Winds RV Chateau 31P

Sleeps 8 31.0ft
18.9 miles from Chestertown, MD
(4)
$195 /night
Thor Motor Coach Sequence 20A
2022 Class B Camping Van

Thor Motor Coach Sequence 20A

Sleeps 4 21.0ft
25.7 miles from Chestertown, MD
(17)
$217 /night
Dutchmen RV Coleman Lantern Series 285BH
2021 Travel Trailer

Dutchmen RV Coleman Lantern Series 285BH

Sleeps 8 34.0ft
17.9 miles from Chestertown, MD
$155 /night
Forest River RV Sunseeker 2500TS Chevy
2016 Class C Motor Home

Forest River RV Sunseeker 2500TS Chevy

Sleeps 6 27.0ft
17.5 miles from Chestertown, MD
(5)
$250 /night
Dutchmen RV Aspen Trail LE 1950BH
2020 Travel Trailer

Dutchmen RV Aspen Trail LE 1950BH

Sleeps 7 23.0ft
18.5 miles from Chestertown, MD
$112 /night
Georgetown ForestRiver GT7
2020 Class A Motor Home

Georgetown ForestRiver GT7

Sleeps 6 40.0ft
29.9 miles from Chestertown, MD
(25)
$450 /night
Forest River RV Georgetown XL 369DS
2015 Class A Motor Home

Forest River RV Georgetown XL 369DS

Sleeps 5 38.0ft
19.0 miles from Chestertown, MD
(5)
$275 /night
Thor Motor Coach Chateau 26B
2018 Class C Motor Home

Thor Motor Coach Chateau 26B

Sleeps 8 27.0ft
32.5 miles from Chestertown, MD
(23)
$228 /night
Keystone RV Hideout 272BH
2021 Travel Trailer

Keystone RV Hideout 272BH

Sleeps 10 30.0ft
21.3 miles from Chestertown, MD
(5)
$124 /night
Winnebago Minnie Winnie 31G
2017 Class C Motor Home

Winnebago Minnie Winnie 31G

Sleeps 8 32.0ft
51.6 miles from Chestertown, MD
(15)
$204 /night
Forest River RV Viking 182DBU
2022 Travel Trailer

Forest River RV Viking 182DBU

Sleeps 4 22.0ft
69.2 miles from Chestertown, MD
(38)
$80 /night
Forest River RV Salem 31KQBTS
2020 Travel Trailer

Forest River RV Salem 31KQBTS

Sleeps 11 36.0ft
27.9 miles from Chestertown, MD
(12)
$116 /night
Forest River RV Rockwood Roo 21SS
2008 Travel Trailer

Forest River RV Rockwood Roo 21SS

Sleeps 6 21.0ft
19.7 miles from Chestertown, MD
New Listing New Listing
$70 /night
Midwest Automotive Designs Luxe Cruiser 170 Standard
2021 Class B Camping Van

Midwest Automotive Designs Luxe Cruiser 170 Standard

Sleeps 2 24.0ft
72.1 miles from Chestertown, MD
(11)
$259 /night
Keystone RV Bullet 290BHS
2021 Travel Trailer

Keystone RV Bullet 290BHS

Sleeps 7 34.0ft
64.0 miles from Chestertown, MD
(15)
$119 /night

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Discover Chestertown, MD in an RV!

Traveling the country and visiting Chestertown, MD in an RV is a great way to spend a vacation! You have the flexibility to tailor your trip to suit your needs on any given day. You can stay longer in a spot you really like, or pack up and move on if you’re feeling antsy. You can even take a detour from your planned trip if you see something interesting and want to take a side journey to investigate. RVing is also a great way to travel with kids, who tend to like routines. They can get out and experience new things during the day, but go to sleep in the same spot they’re familiar with each night. You also have a home base to retreat if they need to nap or just take a break for a while.

If you’re interested in RV travel but don’t have your own, that’s no problem! You can rent one with RVshare. In fact, we have over 1100 RV Rentals in Chestertown, MD for you to choose from! Even if you’re considering purchasing one, you may want to rent through RVshare first to try it out. Finally, if you’ve never taken a vacation with a camper or motorhome before, RVshare is a great way to take a first trip. You’re covered by their insurance, and they have 24-hour roadside assistance so if you have any trouble at all, you can call and get help.

RVshare’s website also offers you a variety of motorhomes, campers, and trailers to choose from for your trip. If you’re traveling with a large group or want things like showers, bathrooms, and entertainment centers with comfy chairs, a Class A motorhome will be right for you. If you’re traveling solo or as a couple, a Class B campervan may be all you need, and the fact that they’re smaller makes them easier to handle and able to fit almost any camping spot. A Class C camper is right in between those two - larger than a campervan and with some amenities of a Class A motorhome without being quite as big as that. You can also rent 5th wheel trailers, teardrop campers, toy haulers, and a variety of other trailers to stay in as well.

One more thing to keep in mind while you’re budgeting for your trip is that many owners will offer lower rates the longer you rent a vehicle. You can see the daily, weekly, and monthly rates for renting each vehicle by clicking on the camper you’re interested in, then scrolling down where you’ll find a price breakdown. The cost per day should go down the longer you rent.

You can also search by other factors that are important to you. Search by size or type of vehicle, price, and even by the year the camper was made. You can search for pet-friendly motorhomes, and for one-way or round-trip rentals.

As you’re planning your trip, be sure to check our suggestions here on this page. We’ve rounded up the closest national and state parks you might enjoy, along with historic sites and other things to do in the area. The Events & Entertainment section has a timely list of sports, music, festivals, and other events happening in the area and you can search by the dates when you’ll be visiting.

There’s also helpful information on where to camp, available dump stations, and road trips you can plan with Chestertown, MD as your starting point. You’re sure to find plenty of ideas for where to go and what to do while you’re in the area!

Explore Chestertown, MD

An RV vacation to Chestertown, Maryland, with RVshare, is an exciting way to spend a trip and make new memories! There are several destinations you must visit in Chestertown, Maryland. The Sultana Education Foundation is one among them. It is a non-profit organization dedicated to the preservation of maritime history. It was created to raise funds for renovating the historic Sultana Steamboat, which sank in the Chesapeake Bay on her maiden voyage in 1865. The Foundation has been working since 1993 to restore the Sultana and create a state-of-the-art maritime museum that will interpret the dramatic story of this important vessel and its passengers. It offers educational programs and activities that encourage public interest in the history of the American Civil War, especially the Battle of the Chesapeake Bay and its aftermath. MassoniArt Gallery features work by the late American artist and sculptor James "Jimmie" Massoni. Massoni was born in Baltimore, Maryland, but spent most of his life in Chestertown. The MassoniArt Gallery, which opened in 2012, offers a wide variety of local artwork for sale. The gallery hosts exhibits featuring the artist's paintings, sculptures, and drawings. Chestertown offers a variety of parks, including Wilmer Park. It is a waterfront park that hosts festivals and concerts. This small park boasts a lovely pond, walking trails, a playground for children, and plenty of open green space for picnics, kite flying, and relaxing. In the summer, the park hosts various festivals; in the winter, you'll find ice-skating rinks and trails for cross-country skiing. There are also athletic fields and playgrounds at this park and the Chester River.

Road Trips Starting from Chestertown, MD

Best National Parks Near Chestertown, MD

Shenandoah National Park has a well-earned reputation as one of the most beautiful spots in America. It is about an hour and a half to the southeast of Chestertown. The national park offers breathtaking scenery, wildlife viewing opportunities, and many outdoor recreation options. It was established in 1935 due to President Franklin Roosevelt's efforts to protect America's natural resources. Skyline Drive is the most popular route through the park and offers spectacular views of the Blue Ridge Mountains. It winds for 105 miles through Shenandoah National Park and offers awe-inspiring views at almost every turn. As you drive along Skyline Drive, you'll see the mountains of the Blue Ridge Mountains on one side and Shenandoah Valley on the other. The park's Skyline Drive is open year-round and suitable for RVers. Guided tours are available for those who want to learn more about the park's history. You'll find a variety of campgrounds, cabins, and lodges to choose from in Shenandoah National Park. Several campgrounds in Shenandoah National Park offer full hookups for RVs. Some campgrounds in Shenandoah National Park are open year-round, but most close during the winter.

Popular State Parks Near Chestertown, MD

Tuckahoe State Park is a great destination for RVers and campers who love adventure. You can also take advantage of the swimming, canoeing, and fishing on offer while visiting this park. There are also several hiking trails in the area, which are enjoyable year-round. The Susquehanna State Park is located in the heart of the Chesapeake Bay watershed. It offers a variety of activities, from fishing and boating to hiking and camping. Visitors can stay in one of the campground's 200 sites, including electrical hookups and showroom restrooms. Pets are allowed on leashes in this park, but they must be left behind when going into the water due to an abundance of wildlife. Elk Neck State Park, established in 1971, is a 912-acre park located on the shores of the Chester River. Visitors to this park enjoy fishing, crabbing, canoeing and kayaking, and picnicking. The park is also home to various wildlife, such as deer, raccoons, waterfowl, and many more species.

Must-see Monuments and Landmarks Near Chestertown, MD

Chestertown is a great place for anyone interested in the history of the United States. Fort McHenry National Monument and Historic Shrine are one of the most famous sites in American history. It is around 76 miles away from Chestertown, Maryland. This landmark commemorates the site where Francis Scott Key penned "The Star-Spangled Banner," a poem that would later become the United States national anthem. The Antietam National Battlefield is another must-see site near Chestertown. This site commemorates the Battle of Antietam, one of the bloodiest battles in American history. The Chesapeake and Ohio Canal National Historical Park is another great place near Chestertown. This park preserves a canal to transport goods between Washington, D.C., and Cumberland, Maryland. It's also a great spot for hiking, fishing, and boating. RV travel can enhance the joy of exploring these areas. Rent an RV with RVshare, and you'll have all the perks of RV ownership without owning an RV.

RVshare’s Top Picks for Nearby RV Parks & Campgrounds

Chestertown is a popular destination for RVers. Camping in Chestertown offers the best of both worlds - the amenities of a nearby city and the peace and nature of the outdoors. Several options exist for RV Parks and Campgrounds in Chestertown, including Bay Shore Campground. RVers who enjoy fishing will want to check out some of the boat ramps on the Choptank River near Chestertown.

RV Dump Stations Near Chestertown, MD

Chestertown, Maryland, has several dump stations for travellers who want to stick close to town. Four popular dump stations include Bar Harbor RV Park & Marina, Gunpowder Falls State Park, Pilot Flying J Plaza #784, and Rest Area - Smyrna. Most dump stations are near popular landmarks and have access to gas stations, restaurants, and other services.

RV Rentals Near Chestertown, MD

Frequently Asked Questions About Renting an RV Near Chestertown, MD

How much does it cost to rent an RV in Chestertown?

Motorhomes are divided into Class A, B, and C vehicles. On average expect to pay $185 per night for Class A, $149 per night for Class B and $179 per night for Class C. Towable RVs include 5th Wheel, Travel Trailers, Popups, and Toy Hauler. On average, in Chestertown, MD, the 5th Wheel trailer starts at $70 per night. Pricing for the Travel Trailer begins at $60 per night, and the Popup Trailer starts at $65 per night.

Do you need to be a certain age to rent an RV in Chestertown?

Yes. The minimum age is 25 to be eligible to get an RV Rental in Chestertown from RVshare.

Does RVshare have emergency roadside assistance?

Yes. Every RV rental booked through RVshare receives 24/7 emergency roadside assistance.

Does RVshare offer one way RV rentals in Chestertown?

Yes. Prior to renting any RV, check with the owner since not all will offer this particular option.