Cabin vacation rentals in Eastern Shore of Virginia

The Boathouse: Charming & Historic Waterfront Stay

Welcome to the Boathouse! You read that right: Boathouse (not House Boat!) This house, which has been part of our family for generations, is the perfect home-base while you visit the special island of Chincoteague! Watch the lighthouse from across the marsh, go for a canoe ride through the channel, catch some crabs off the private pier, or make your way to the famous Assateague Beach - this cozy, quirky house is perfect for those seeking a unique and memorable adventure on Chincoteague Island!

Awesome private off grid cabin with creek view.

Feel refreshed when you stay in this rustic gem. You will have 200 acres of private land, family owned since 1818. Creek access for fishing, canoeing, etc. Come and unplug in peace and quiet away from the hustle and bustle. Access to the Cheasapeake Bay or the Atlantic is a short drive away. Enjoy the daily sites of deer, turkey, waterfowl, eagles and osprey among dozens of other wildlife. Cabin is 1 mile off the road down a private dirt road. This is a rare experience to sample off grid living.

Hideaway on the Bay: Waterfront Vintage A Frame

The Hideaway on the Bay is a waterfront A frame where you can disconnect from the things that can wait so you can connect with the people who matter most. A place where kids fall in love with nature, and where old friends make new memories. The house is a 2 bed 1 bath 1974 flat top A Frame that sits on two acres on the outskirts of Lusby, MD—and a low traffic hour(ish) drive from the DMV. Enjoy the indoor fireplace, outdoor fire pit, swinging chairs, kayaks, canoe, fish, and catch crabs --

Lakeside Cabin - Hot Tub, Firepit, Kayak, Arcade

Welcome to The Lake House - our freshly updated 3 bedroom, 3 bath cabin on Lake Vista with views of the Patuxent River/Chesapeake Bay from the private pier. Enjoy everything Southern Maryland has to offer all within a 10 minute drive - Calvert Cliffs, Flag Ponds, Solomons Island - hiking, fishing, boating and beaches. Located just 90 minutes outside DC, The Lake House will become your new go-to retreat from the hustle. Come relax and make memories on the water with your family and friends.

Little Rustic Cabin Near Onancock (NEW!)

This historic gem 💎 is an experience in itself! Off the beaten path yet close to town, this century-old quaint cabin artfully combines a simpler past with modern comforts. + Soaring 12' ceilings + Front porch overlooks serene field + Woods on side and rear + Rustic, original wood walls, wavy glass windows + Queen bed faces 55” streaming TV + Efficient kitchenette w/ coffee + Fast Wi-Fi + Clever bath + Endless hot water + Curated vintage decor + Hammock + Outdoor dog pen SEND ME A MESSAGE!

6 acres of privacy - water access/firepit/kayaks

Enjoy a tiny house on a lot of land! Inside the home, you’ll have a king bed, full bathroom, full kitchen, and comfy living space. Outside, a short walk on our private trail that winds through 6 acres of woods brings you to our dock on the Rappahannock River. Enjoy fishing, kayaking (one single, one double), or just enjoying a beverage and watching the beautiful nature and wildlife around you. At Camp Cottontail, you’ll find a secluded rustic retreat with the modern comforts of home.

Modern Island Cabin

Tucked away on Fleets Island, this modern cabin offers the privacy of over 7 wooded acres on Little Oyster Creek with kayaks to easily access the river and Chesapeake Bay. The house is newly-built with great light, ping-pong, two bedrooms with queen beds, two baths, cozy loft with TV, gas fireplace, stylish kitchen with a new range, Nespresso coffee bar, and a large deck for relaxing among the trees. Through the woods is the secluded Treehouse porch and dock for your kayak adventures.

Summer Perfect, Water Front A-frame on Winery

This serene cabin is on the Ingleside Vineyard's property. Have a glass or two of wine and walk around the vineyards and then retreat to your own private a-frame cabin oasis. A beautiful view of the Roxsbury Estate where abundant wildlife can be viewed all around the property and the pond is stocked and ready to be fished. Within driving distance to wineries, Stratford Hall, George Washington & James Monroe's birthplace, Westmoreland State Park, and the beach town of Colonial Beach.

Ocean Break

Your peaceful retreat by the beach. This cozy, private space offers the perfect setting to pause, breathe, and recharge away from the noise of everyday life. Surrounded by a quiet coastal atmosphere, it’s ideal for those seeking rest, reflection, or simply a relaxing getaway. While it feels like a hidden escape, you’re just 10 minutes from the shops and restaurants in Prince Frederick and only 20 minutes from the lively waterfront of Solomons Island, the iconic Tiki Bar.

Ultimate Cabin Farm Stay Cape Charles

Tucked away in the woods on a historic Eastern Shore farm lies this stunning pond side Cabin just 10 mins from Cape Charles. The classic yet modern cabin is a dreamy getaway or remote work space. Wake up to the birds singing in the trees that completely surround the cabin and enjoy the deck - watching the deer and goats foraging. Take a walk on our trails, collect fresh eggs, visit Cape Charles for restaurants and shopping, and enjoy the farms’ fire pit in the evening.

Charming 2BR w/ Fire Pit on Farm | 10 Min to Wharf

At this private 2BR farmhouse, wake up to peaceful Virginia farmland, wander the grounds of a 500+ acre working farm, and wind down by the fire out under the stars. Inside clean updates blend with classic charm—working fireplace, hardwood floors, and more. Two upstairs bedrooms and a full kitchen make this an ideal spot for quiet getaways where you can’t wait to unwind—but with Onancock Wharf only 10 minutes away, there’s plenty to explore nearby.

Dinna Fash-3 BR Waterfront Log Cabin

Welcome to “Dinna Fash,” our cozy waterfront cabin on the Little Wicomico River. Whether you need a change of scenery while working virtually with our high speed internet and fully equipped kitchen, or just some R & R, “Dinna Fash” is it! Bring your kayaks and paddle boards to explore the beautiful waterway that opens up to the Chesapeake Bay. Watch the boats troll by from our natural rock fire pit and comfy Adirondack chairs.