Campsite holiday rentals near Chesapeake Bay

Wisteria Treehouse

Wisteria Treehouse is an elevated camping structure designed to imerse you in nature. The lower deck hosts a 13' bell tent with cots and camp matresses. Being off the ground keeps the tent drier and invites a nice breeze. The Treehouse itself is a renovated hunting blind turned into a sheltered spot relax and take in the view. Secluded on a private 2.5 acre lot in the corner of a specialty bird farm. Guinea Fowl will wander by at times as they make their rounds. Newly added N64+Mariokart

Belle Haven’s Bliss

Experience Belle Haven’s Bliss, stay in a 25 foot Airstream on private wooded property with access to a swimming pool in the backyard and tennis court in the front! Your very own retreat that’s only minutes from downtown Exmore. We are located in between both Cape Charles and Onancock, about 25 minutes from each. Chincoteague is 50 minutes to the North. We have many options for entertainment here on The Shore and property. The host family stays on the same property and is available as needed.

Airstreamin' SBY

Relax in a vintage Airstream! Listen to songbirds, watch deer, foxes & bunnies. Enjoy meals surrounded by nature. Lounge on a patio sofa. Explore our gently maintained woodland trails & farm path and don't miss the brilliant sunrises and sunsets. Loblolly Landing is just outside of Salisbury at the end of a closed road by the airport. Nestled in five acres of mixed pines, this rustic hideaway is a perfect blend of seclusion and convenience while being only five minutes from major highways.

“Old Smokey”A cozy, single bedroom, unique getaway

"Old Smokey" is a 1965 pull-behind camper that has been beautifully remodeled. It is cozy, rustic and has been restructured with lots of love. You can enjoy breathtaking sunrises and sunsets. The camper has both air conditioning and a wood stove. "Old Smokey" is a unique and romantic glamping experience. You can cook delicious meals on the propane stove/grill or visit one of our charming local restaurants. This is the perfect location to relax and reset, either solo or with someone special.

Luxe Romantic Heated Glamping Tent with Hot Tub

Looking for a romantic getaway and a new experience? Nestled in a serene space in the heart of Richmond, this beautiful tent with heat offers an unforgettable glamping experience. Ideal for your anniversary, birthday, or staycation. Unwind in private hot tub, fire pit & screened in gazebo. Glamping tent with heat, queen bed, heated blanket & electricity. Outdoor enclosed bathroom & outdoor hot shower. Mini fridge, coffee & microwave in gazebo. Easy parking & private locked entrance.

Airstream Farm Stay Cape Charles

Tucked away in the woods on a historic Eastern Shore farm lies this stunning Airstream retreat 10 mins from Cape Charles. The 1969 Airstream has been converted into a contemporary studio with all the comforts of a luxury hotel room. Wake up to the birds singing in the trees that completely surround the huge front deck. Take a walk on our trails. Enjoy watching the animals. Take a trip into Cape Charles for restaurants and shopping, then enjoy a movie in the Airstream at night.

Imagine the Destination Camper

Just outside the buzz of D.C., a hideaway offers a peaceful, romantic retreat in the heart of Lanham. Surrounded by the natural beauty of Prince George's County, this cozy RV features a large full+full sofa bed, a full bed, soft lighting, and windows for golden sunset views. Enjoy intimate meals in the charming kitchenette, then unwind in your outdoor space. Whether you're stargazing or exploring nearby Lake Artemisia, this is the perfect spot to relax and make lasting memories.

Delightful Skoolie Near Bethany Beach

Try tiny living! Come to the Delaware beach for a unique glamping experience. The Coastal Cruiser is a 1985 Thomas School Bus turned tiny home. Spend your days exploring the Delaware Coast and come home to a rustic Skoolie with a full kitchen & outdoor area. You have access to fire pit, grill, and outdoor seating area. We’ve renovated- there is a bunk bed, and a full bathroom with toilet, shower, and sink. The bathroom is in a separate building about 20 ft from the bus.

The Bohemian Rhapsody

*Thoroughly read all descriptions,click photos,read captions BEFORE inquiring to book* Rustic "glamping" in 2 Bohemian themed sheds. Less than 5 miles from Bethany Beach, DE!Private driveway/entrance, outdoor bathhouse w/space.We can host up to 6 humans (upon approval) & 2 canine kids.Electric,Wifi,fire pit,sandyard,outdoor grill.Close to area beaches, boardwalks, restaurants & more! No cleaningfees! Scheduled check in time is between 4:00pm-6:00pm.

Waterfront Getaway, Dock Your Boat & Play!

Dock your boat or park your car and enjoy an expansive waterfront escape! Our brand-new guest unit offers all the amenities your family needs for a perfect staycation. No expense was spared in outfitting this space, and we’re excited to share it with you! Boat slips, kayaks, and stand-up paddle boards (SUPs) are also available—just ask for details. Whether you're passing through or seeking a serene getaway, this is your ideal destination!

Circe the Airstream-Glamping @Winery on the Water

Welcome to "Circe," our charming retro Airstream trailer inspired by the enchanting character from Homer's Odyssey. Nestled at Monroe Bay's end, this wanderlust haven offers a unique glamping experience that combines vintage allure with modern comforts. Located within walking distance to James Monroe's Birthplace on the banks of Monroe Bay. The property features a Winery (limited hours) with acres of river and land to explore. .

Lofty Dreams, 2016 Brookstone RV - Waterfront

41' 2016 Brookstone Fifth Wheel RV located at Jones Creek Marina in Sparrows Point, MD. Convenient, Waterfront Environment near Tradepoint Atlantic, downtown Baltimore, close to I-695, I-95, in a fairly quiet/peaceful environment. The RV is located in a working boat yard. This is not a resort or vacation destination. If you enjoy sitting by the firepit at the waterfront in a quiet cove - you will enjoy this property.