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

Boho Glam Farm Stay-Right Outside Williamsburg

Step into the best of both worlds—our 1999 RV may look vintage on the outside, but inside it’s cozy, bohemian magic. Nestled on our little homestead, this is glamping at its finest: fresh air, feathered friends, and all the comforts of home (yes, we’re talking hot showers and AC). You can sip coffee with chickens, stargaze under wide-open skies, and maybe make friends with our crazy goats and obnoxious geese. Peaceful rural charm meets modern comfort, all just 15 minutes from Williamsburg.

“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.

Tiny Home Tranquil Oasis

Escape to your Tiny Home Tranquil Oasis - a cozy, clean, private space amidst nature's embrace. Relax, recharge, and reconnect in this idyllic haven. Unwind in the thoughtfully designed interior, cook delightful meals in the well-equipped kitchenette, and sleep peacefully in the snug loft. Outside, enjoy outdoor seating and the magical sounds of nature. Ideal for adventurous souls or alone time. Your unforgettable escape awaits! Book now! This memorable place is anything but ordinary.

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.

Painted Pony Yurt- Ranch Glamping at the beach

Find your next great adventure with a glamping trip to Cowtown Cabins! Slow down and simplify life with this unique ranch stay and save with NO CLEANING FEES! The Painted Pony is a canvas yurt that sleeps two (2) guests and has major boho vibes throughout. Enjoy your own large campsite with a fire pit and BBQ grill to cook up your favorite meal or visit one of the many great restaurants that surround the ranch. Don't forget your beach towel because the ocean is only 6 miles away!

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.

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.

Waterfront Unit | Dock, Kayaks & SUPs Included

Wake up on the water in this brand-new guest unit between Casa Rio Marina and West River Yacht Club. Dock your boat at the private slip, grab a kayak or SUP, or just sit on the deck and watch the sunset over the river. Inside: a queen bedroom, loft sleeping area, full kitchen with double-door fridge, and a large stand-up shower. Perfect for couples or a small family looking for a waterfront escape near Annapolis.

Conowingo Creek Campsite

Walking paths leading to the scenic Conowingo Creek make this private setting located in southern Lancaster County a perfect relaxing get away. A short walk will put you on the banks of ideal fishing or a refreshing dip in the beautiful waterway. Then, after an evening by the campfire and a cozy night of sleep, a short drive gives you access to the Susquehanna River where hiking and scenic overlooks abound.