Cabin holiday rentals in Chincoteague

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 Creek front Cabin.

Feel refreshed when you stay in this rustic gem. You will have 100 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.

Waterfront Cabin: beach, kayaks, hot tub & firepit

Welcome to Fox Point Cove! Whether you’re looking for a relaxing weekend with family/friends or a quiet and inspiring writer’s retreat, you can find it here. Located a few hours from DC and Richmond, this 2.5 acre waterfront property is a world away! Enjoy coffee on the porch, time on our private beach, sunsets from the dock, and evenings by the fire. Soak in the hot tub, or take the kayaks out! We offer comfy mattresses and cozy linens, as well as high speed wifi and a fully stocked kitchen.

Little Rustic Cabin Near Onancock

This historic gem 💎 is an experience in itself! We moved an old barber shop onsite and restored it. Off the beaten path yet close to town, this century-old cabin artfully combines history 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

Chalet Style Home, private country setting

Crooked Elm Cottage, nestled in Somerset County on Maryland's lower Eastern Shore, is ideal for outdoor enthusiasts. With easy access to the Chesapeake Bay and Atlantic Ocean, guests can enjoy birdwatching, hiking, fishing, boating, and biking, making it the ultimate base for adventure. Fully renovated, this charming retreat features a modern kitchen, a spacious living/dining area, high-speed internet, two expansive decks, and an outdoor recreation room complete with a pool table.

Messongo Creek Cabin

Enjoy the natural private wooded setting at this tranquil cozy tiny cabin getaway. Take a hike around the trail or just sit on the peaceful deck or by the fire pit. Conveniently located 16 mi to Chincoteague Va., 20 min to Chesapeake Bay waterfront town of Onancock, and 10 min to Saxis. Great for folks who love the outdoors, Boaters, Fishermen, and Beach goers alike. Go see the ponies in Chincoteague or Rocket launches at Wallops Island! ESVA offers much to explore!

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 four-seasons friendly, newer-built with great light, two bedrooms with queen beds, two baths, cozy loft with TV, gas fireplace, stylish kitchen with a new range, Nespresso coffee bar, ping pong/mini hoop and TV in the bonus garage space, and a large deck for relaxing among the trees.

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.

Waterfront pet friendly cottage!

Take it easy at this unique and tranquil getaway. Waterfront establishment with multiple units on site. Boat, kayak, SUP rentals available for rent as well as guided kayak eco tours, nature boat tours and sunset cruises. The property overlooks Assateague Island, National Park, lighthouse and…. Wild Chincoteague Ponies across the channel! No other place like it on this island. If you want a real island feel this is IT! :)

Bayfront Walk-Out Beach Home | Sunrise & Fire Pit

Wake up to sunrise views over the Chesapeake Bay in this true walk-out beach home. Step directly from the property onto a sandy, shallow shoreline via short, easy steps. The bayfront beach is ideal for wading, exploring, and spending time together by the water. This modern Panabode log cabin blends rustic charm with clean, contemporary comfort. Relax on the deck, in the hot tub, by the fire pit, or on the sand.

"The Little Red Cabin" aka The Galley

Called the "The Galley". This is the first cabin built on the property. Right on the water with views of the Bay and beach. Galley kitchen, bedroom, small bathroom with shower, family room with a fireplace and dining area. Big screened in porch w/ fabulous breezes. Literally, right on the water!!! NO PETS. Parking for 1 car.