Pop Up RV Rentals in Chestertown, MD

1-20 of 23 Pop Up RV Rentals
Offers Delivery
2022 Pop-up Camper

Forest River RV Rockwood Freedom Series 1940LTD

Sleeps 5 14.0ft
40.4 miles from Chestertown, MD
New Listing New Listing
$80/night
Nice Jayco Pop Up camper. Light and Easy to tow
Nice Jayco Pop Up camper. Light and Easy to tow
Nice Jayco Pop Up camper. Light and Easy to tow
Nice Jayco Pop Up camper. Light and Easy to tow
Nice Jayco Pop Up camper. Light and Easy to tow
Nice Jayco Pop Up camper. Light and Easy to tow
Nice Jayco Pop Up camper. Light and Easy to tow
Nice Jayco Pop Up camper. Light and Easy to tow
Nice Jayco Pop Up camper. Light and Easy to tow
Offers Delivery
2010 Pop-up Camper

Jayco Jay Series 1007

Sleeps 8 14.0ft
33.9 miles from Chestertown, MD
(8)
$188/night
“Casa Blanca” Your Romantic or Rowdy Rolling Home
“Casa Blanca” Your Romantic or Rowdy Rolling Home
“Casa Blanca” Your Romantic or Rowdy Rolling Home
“Casa Blanca” Your Romantic or Rowdy Rolling Home
“Casa Blanca” Your Romantic or Rowdy Rolling Home
“Casa Blanca” Your Romantic or Rowdy Rolling Home
“Casa Blanca” Your Romantic or Rowdy Rolling Home
“Casa Blanca” Your Romantic or Rowdy Rolling Home
“Casa Blanca” Your Romantic or Rowdy Rolling Home
“Casa Blanca” Your Romantic or Rowdy Rolling Home
“Casa Blanca” Your Romantic or Rowdy Rolling Home
“Casa Blanca” Your Romantic or Rowdy Rolling Home
“Casa Blanca” Your Romantic or Rowdy Rolling Home
“Casa Blanca” Your Romantic or Rowdy Rolling Home
“Casa Blanca” Your Romantic or Rowdy Rolling Home
“Casa Blanca” Your Romantic or Rowdy Rolling Home
“Casa Blanca” Your Romantic or Rowdy Rolling Home
Offers Delivery
2017 Pop-up Camper

Jayco Jay Feather X19H

Sleeps 6 20.0ft
49.8 miles from Chestertown, MD
(4)
$103/night
Jayco Pop-up Near Lancaster and Hershey, Sleeps 6
Jayco Pop-up Near Lancaster and Hershey, Sleeps 6
Jayco Pop-up Near Lancaster and Hershey, Sleeps 6
Jayco Pop-up Near Lancaster and Hershey, Sleeps 6
Jayco Pop-up Near Lancaster and Hershey, Sleeps 6
Jayco Pop-up Near Lancaster and Hershey, Sleeps 6
Jayco Pop-up Near Lancaster and Hershey, Sleeps 6
Jayco Pop-up Near Lancaster and Hershey, Sleeps 6
Jayco Pop-up Near Lancaster and Hershey, Sleeps 6
Jayco Pop-up Near Lancaster and Hershey, Sleeps 6
Jayco Pop-up Near Lancaster and Hershey, Sleeps 6
Jayco Pop-up Near Lancaster and Hershey, Sleeps 6
Jayco Pop-up Near Lancaster and Hershey, Sleeps 6
Jayco Pop-up Near Lancaster and Hershey, Sleeps 6
Jayco Pop-up Near Lancaster and Hershey, Sleeps 6
Jayco Pop-up Near Lancaster and Hershey, Sleeps 6
Jayco Pop-up Near Lancaster and Hershey, Sleeps 6
Offers Delivery
2006 Pop-up Camper

Jayco Jay Series 1006

Sleeps 6 22.0ft
54.9 miles from Chestertown, MD
(6)
$70/night
Family friendly pop up trailer
Family friendly pop up trailer
Family friendly pop up trailer
Family friendly pop up trailer
Family friendly pop up trailer
Family friendly pop up trailer
Family friendly pop up trailer
Family friendly pop up trailer
Family friendly pop up trailer
Family friendly pop up trailer
Family friendly pop up trailer
Family friendly pop up trailer
Family friendly pop up trailer
Family friendly pop up trailer
2005 Pop-up Camper

Jayco Jayflight 1407

Sleeps 7 25.0ft
43.3 miles from Chestertown, MD
$99/night
Offers Delivery
2017 Pop-up Camper

K1 the Raven Ford Transit

Sleeps 2 16.0ft
70.3 miles from Chestertown, MD
New Listing New Listing
$87/night
Perfect Pop-Up with Solar
Perfect Pop-Up with Solar
Perfect Pop-Up with Solar
Perfect Pop-Up with Solar
Perfect Pop-Up with Solar
Perfect Pop-Up with Solar
Perfect Pop-Up with Solar
Perfect Pop-Up with Solar
Perfect Pop-Up with Solar
Perfect Pop-Up with Solar
Offers Delivery
2022 Pop-up Camper

Forest River RV Rockwood Freedom Series 1940LTD

Sleeps 6 14.0ft
101.5 miles from Chestertown, MD
(2)
$99/night
2019 Forest River Rockwood Roo183s
2019 Forest River Rockwood Roo183s
2019 Forest River Rockwood Roo183s
2019 Forest River Rockwood Roo183s
2019 Forest River Rockwood Roo183s
2019 Forest River Rockwood Roo183s
2019 Forest River Rockwood Roo183s
2019 Forest River Rockwood Roo183s
2019 Forest River Rockwood Roo183s
2019 Forest River Rockwood Roo183s
2019 Forest River Rockwood Roo183s
2019 Forest River Rockwood Roo183s
2019 Forest River Rockwood Roo183s
2019 Forest River Rockwood Roo183s
2019 Forest River Rockwood Roo183s
Offers Delivery
2019 Pop-up Camper

Forest River RV Rockwood Roo 183

Sleeps 8 21.0ft
99.0 miles from Chestertown, MD
(1)
$107/night
Do not book
Do not book
Do not book
Offers Delivery
2006 Pop-up Camper

Jayco Jay Series 1006

Sleeps 6 22.0ft
54.9 miles from Chestertown, MD
$70/night
RooTang Clan- Family Camping Adventures Await!
RooTang Clan- Family Camping Adventures Await!
RooTang Clan- Family Camping Adventures Await!
RooTang Clan- Family Camping Adventures Await!
RooTang Clan- Family Camping Adventures Await!
RooTang Clan- Family Camping Adventures Await!
RooTang Clan- Family Camping Adventures Await!
RooTang Clan- Family Camping Adventures Await!
RooTang Clan- Family Camping Adventures Await!
RooTang Clan- Family Camping Adventures Await!
RooTang Clan- Family Camping Adventures Await!
RooTang Clan- Family Camping Adventures Await!
RooTang Clan- Family Camping Adventures Await!
Offers Delivery
2016 Pop-up Camper

Forest River RV Rockwood Roo 233S

Sleeps 9 25.0ft
90.6 miles from Chestertown, MD
New Listing New Listing
$99/night
2020 21' Viking Epic Series 2108ST, A/C, toilet
2020 21' Viking Epic Series 2108ST, A/C, toilet
2020 21' Viking Epic Series 2108ST, A/C, toilet
2020 21' Viking Epic Series 2108ST, A/C, toilet
2020 21' Viking Epic Series 2108ST, A/C, toilet
2020 21' Viking Epic Series 2108ST, A/C, toilet
2020 21' Viking Epic Series 2108ST, A/C, toilet
2020 21' Viking Epic Series 2108ST, A/C, toilet
2020 21' Viking Epic Series 2108ST, A/C, toilet
2020 21' Viking Epic Series 2108ST, A/C, toilet
2020 21' Viking Epic Series 2108ST, A/C, toilet
Offers Delivery
2020 Pop-up Camper

Viking Epic Series 2108ST

Sleeps 8 16.0ft
100.3 miles from Chestertown, MD
$111/night
2010 Spinter 2500 Ready for Adventure
2010 Spinter 2500 Ready for Adventure
2010 Spinter 2500 Ready for Adventure
2010 Spinter 2500 Ready for Adventure
2010 Spinter 2500 Ready for Adventure
2010 Spinter 2500 Ready for Adventure
2010 Spinter 2500 Ready for Adventure
2010 Spinter 2500 Ready for Adventure
2010 Spinter 2500 Ready for Adventure
2010 Spinter 2500 Ready for Adventure
2010 Spinter 2500 Ready for Adventure
2010 Spinter 2500 Ready for Adventure
2010 Spinter 2500 Ready for Adventure
2010 Spinter 2500 Ready for Adventure
2010 Spinter 2500 Ready for Adventure
2010 Spinter 2500 Ready for Adventure
2010 Spinter 2500 Ready for Adventure
2010 Spinter 2500 Ready for Adventure
2010 Spinter 2500 Ready for Adventure
2010 Pop-up Camper

Thor Aerolite Cub 160

Sleeps 2 17.0ft
65.6 miles from Chestertown, MD
New Listing New Listing
$125/night
2017 18' Viking Epic Series 1906ST, a/c
2017 18' Viking Epic Series 1906ST, a/c
2017 18' Viking Epic Series 1906ST, a/c
2017 18' Viking Epic Series 1906ST, a/c
2017 18' Viking Epic Series 1906ST, a/c
2017 18' Viking Epic Series 1906ST, a/c
2017 18' Viking Epic Series 1906ST, a/c
2017 18' Viking Epic Series 1906ST, a/c
2017 18' Viking Epic Series 1906ST, a/c
2017 18' Viking Epic Series 1906ST, a/c
2017 18' Viking Epic Series 1906ST, a/c
2017 Pop-up Camper

Viking Epic Series 1906ST

Sleeps 5 16.0ft
100.3 miles from Chestertown, MD
$106/night
2010 coleman yuma
2010 coleman yuma
2010 coleman yuma
2010 coleman yuma
2010 coleman yuma
2010 coleman yuma
2010 coleman yuma
2010 coleman yuma
2010 coleman yuma
2010 Pop-up Camper

Coleman The Destiny Series Yuma

Sleeps 5 14.0ft
86.2 miles from Chestertown, MD
(8)
$90/night
2018 Keystone RV Bullet Crossfire 2190EX
2018 Keystone RV Bullet Crossfire 2190EX
2018 Keystone RV Bullet Crossfire 2190EX
2018 Keystone RV Bullet Crossfire 2190EX
2018 Keystone RV Bullet Crossfire 2190EX
2018 Keystone RV Bullet Crossfire 2190EX
2018 Keystone RV Bullet Crossfire 2190EX
2018 Keystone RV Bullet Crossfire 2190EX
2018 Keystone RV Bullet Crossfire 2190EX
2018 Keystone RV Bullet Crossfire 2190EX
2018 Keystone RV Bullet Crossfire 2190EX
2018 Keystone RV Bullet Crossfire 2190EX
2018 Keystone RV Bullet Crossfire 2190EX
2018 Keystone RV Bullet Crossfire 2190EX
2018 Keystone RV Bullet Crossfire 2190EX
2018 Keystone RV Bullet Crossfire 2190EX
2018 Keystone RV Bullet Crossfire 2190EX
2018 Keystone RV Bullet Crossfire 2190EX
2018 Keystone RV Bullet Crossfire 2190EX
2018 Keystone RV Bullet Crossfire 2190EX
2018 Keystone RV Bullet Crossfire 2190EX
2018 Keystone RV Bullet Crossfire 2190EX
2018 Pop-up Camper

Keystone RV Bullet Crossfire 2190EX

Sleeps 9 25.0ft
99.8 miles from Chestertown, MD
(2)
$118/night
Pop Up By the Beach
Pop Up By the Beach
Pop Up By the Beach
2008 Pop-up Camper

Shasta RVs Freeport 30BHS

Sleeps 4 25.0ft
68.6 miles from Chestertown, MD
$50/night
Coleman Roanoke
Coleman Roanoke
Coleman Roanoke
Coleman Roanoke
Coleman Roanoke
Coleman Roanoke
Coleman Roanoke
Offers Delivery
1991 Pop-up Camper

Coleman The Destiny Series Roanoke

Sleeps 4 16.0ft
33.9 miles from Chestertown, MD
$65/night
2022 Rockwood Freedom 2318G Pop-up Camper
2022 Rockwood Freedom 2318G Pop-up Camper
2022 Rockwood Freedom 2318G Pop-up Camper
2022 Rockwood Freedom 2318G Pop-up Camper
2022 Rockwood Freedom 2318G Pop-up Camper
2022 Rockwood Freedom 2318G Pop-up Camper
2022 Rockwood Freedom 2318G Pop-up Camper
Offers Delivery
2022 Pop-up Camper

Forest River RV Rockwood Freedom Series 2318G

Sleeps 6 17.0ft
140.8 miles from Chestertown, MD
(2)
$98/night
Stacey’s Safe Haven
Stacey’s Safe Haven
Stacey’s Safe Haven
Stacey’s Safe Haven
Stacey’s Safe Haven
Stacey’s Safe Haven
Stacey’s Safe Haven
Stacey’s Safe Haven
Stacey’s Safe Haven
Stacey’s Safe Haven
Stacey’s Safe Haven
Stacey’s Safe Haven
Stacey’s Safe Haven
Stacey’s Safe Haven
2013 Pop-up Camper

Forest River RV Flagstaff Hard Side T12SDTH

Sleeps 3 22.0ft
138.6 miles from Chestertown, MD
(6)
$92/night
Shenandoah Valley Pop-Up
Shenandoah Valley Pop-Up
Shenandoah Valley Pop-Up
Shenandoah Valley Pop-Up
Shenandoah Valley Pop-Up
Shenandoah Valley Pop-Up
Shenandoah Valley Pop-Up
Shenandoah Valley Pop-Up
Shenandoah Valley Pop-Up
Offers Delivery
2006 Pop-up Camper

Starcraft Starcraft 1019

Sleeps 5 22.0ft
123.1 miles from Chestertown, MD
(2)
$77/night
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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.

National Forests Near Chestertown, MD

George Washington and Jefferson National Forests are hours from Chestertown, Maryland. They merge two national forests: the Jefferson National Forest and the George Washington National Forest. The forest hosts several recreational activities, including camping, shooting, hiking, and mountain biking. The Finger Lakes National Forest is located between the Cayuga and Seneca Lakes of the Finger Lakes region of NY. This forest is well-known for its scenic beauty, hiking paths, and fishing. It is also home to several species. Monongahela National Forest is located at a distance of around 4 hours' drive from Chestertown, Maryland. The forest is known for its landscapes, bare rock open places, and much more. Horseback riding, mountain biking, and hiking are popular activities on the trail system. Another national forest at a distance of five hours' drive from Chestertown, Maryland, is the Allegheny National Forest. The forest also offers a variety of outdoor opportunities, including fishing and hunting. An Allegheny River is held back by a Kinzua Dam, which forms Allegheny Reservoir.

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 a Popup RV Near Chestertown, MD

How do I correctly set up and take down a popup camper rental, and what kind of tools or equipment do I need?

Setting up and taking down a popup camper rental typically requires a few basic tools, including a rubber mallet, wheel chocks, and a few different sized wrenches. The process will vary based on the specific model, but typically involves locating and extending the stabilizer jacks, popping up the roof, extending the sidewalls, and connecting any necessary hoses and cables. Be sure to follow any instructions provided by the owner and ask for assistance if you are unsure about any aspect of the setup.

Can I rent a popup camper in Chestertown, MD without a vehicle capable of towing it, and if so, what are my options for renting a towing vehicle?

Standard passenger sedans typically able to tow popup campers that weigh less than 1,500 pounds. Heavier duty vehicles, such as 4x4 SUVs, can usually tow a heavier popup. If you are unable to tow, another option is to have the popup campered delivered to your campsite. The RVshare owner will bring it to the campground and set up for you, then tow it away after your trip is over.

Are there any special driving considerations or techniques I should know when towing a popup camper rental in Chestertown, MD?

When towing a popup camper rental, it's important to practice safe driving techniques and be aware of your surroundings. You may need to adjust your driving speed and distance from other vehicles to account for the additional weight and length. It's also important to make sure the camper rental is properly secured and level before hitting the road.

What kind of amenities can I expect in a popup camper rental, and how do they compare to other RV rentals in Chestertown, MD?

Popup camper rentals typically offer a range of amenities and features, including comfortable sleeping quarters, kitchen appliances and supplies, and on-board storage options. While they may be more compact than other RV rentals, they often offer a more affordable and flexible option for travelers who want to explore the outdoors.

Can I bring my bedding and linens to use in the popup camper rental, and what kind of storage options are available for these items?

Many RVshare owners will provide bedding and linens for the popup camper rental, but you can certainly bring your own if you prefer. There are typically storage compartments and cubbies located throughout the interior of the camper rental for storing personal items.

How do I properly level and stabilize a popup camper rental at my campsite or RV park, and what equipment or tools do I need for this?

Discuss your particular campsite with the RV owner to determine if leveling and stabilizing will be necessary. To properly level and stabilize a popup camper rental, you will need a few basic tools, including leveling blocks, wheel chocks, and a bubble level. The process will vary based on the specific model, but typically involves leveling the camper rental side-to-side using the leveling blocks and adjusting the front-to-back level using the tongue jack.

What weather conditions should I know when renting a popup camper in Chestertown, MD, and how can I prepare for them?

Depending on where you are renting the popup camper, you may need to prepare for a range of different weather conditions. It's important to check the forecast before heading out and be prepared with appropriate clothing and gear for any potential weather events. You should also take steps to protect the camper rental from high winds, rain, and other elements by properly securing it and using any available window covers or awnings.

Can I bring my outdoor equipment or appliances to use with the popup camper rental, such as a portable grill or camping chairs?

Yes, you can certainly bring your own outdoor equipment and appliances to use with the popup camper rental. However, be sure to check with the RVshare owner beforehand to make sure there is enough space to store your items and that they are safe to use with the camper rental.

What kind of maintenance or upkeep do I need to perform on the exterior and interior of a popup camper rental during my rental period?

The maintenance and upkeep required for a popup camper is handled by the RV owner. Handle the camper with care and return it in the condition you received it.

Are there any unique features or amenities available in popup camper rentals that may not be found in other RVs in Chestertown, MD?

Popup camper rentals are light and easier to tow than most other towable trailers, making them easier to bring along on your trips, and typically meaning your own vehicle should be able to tow them.