Holiday rentals in Pocomoke City

Nature's retreat @ the Bug-a-Boo. Beaches nearby

We're inside a lovely gated campground community with full amenities @ the Club House: Wi-Fi, pool, fishing n crabbing, boat ramp, laundry, and bath houses. The Bug-a-Boo is a lovely single dwelling home. It is ADA handicap accessible. There's an outdoor fire pit and space for camping. We are 20 miles from Chincoteague National Wildlife Refuge with miles of protected beaches. This is a peaceful place for soul searching & social distancing. We are also 42 mi from Assateague Is. Nat. Seashore.

Value · Family · Beach

Private cottage and gardens/comfortable queen bed.

Private cottage and gardens, comfortable Queen bed, full bath and kitchenette, within walking distance to historic Snow Hill. 30 min. drive to Ocean city and Assateague Island National park. This cottage was once a old school woodworking shop which is now on display at the old iron furnace town museum nearby. This beautiful three hundred year old town sits on the beautiful Pocomoke river with canoe, kayak, and bike rentals. Museums, art galleries, speciality shops, food and entertainment.

Family · Value · Outdoor spaces

The Driftwood Den

Enjoy your stay at our cozy, quiet, small town home. Walk to down town Snow hill to enjoy local shops and restaurants. Short drive to Ocean City, MD, Chincoteague, VA and Assateague, MD beaches. (All about a 30 minute drive). Visit America’s coolest small town, Berlin, MD, approximately a 10 minute drive. Local river activities are a short walk/bike away. Close to Castle Farms and Furnace town for any wedding stays that are needed. Enjoy an entire home that has been updated and remodeled.

Family · Location · Check-in

The Cottage at Heartsong

Be among the very first guests to enjoy this newly renovated space. The cottage began its life as a caretakers home many years ago. We lovingly brought it back to life and created a cozy and unique space…all wrapped up in a 500 square foot package. Starlink provides fast and reliable WiFi service for streaming etc. Inside the home is quiet and outside you are surrounded by trees, gardens and horse pastures. Book a stay and fall in love. Located on the same property as Heartsong Farmhouse.

Location · Value · Cleanliness

Countryside Home in Princess Anne

Escape to tranquility at our private home in the serene countryside. Our spacious and comfortable three-bedroom, two-bathroom home provides ample space for families, couples, and groups of friends to relax and enjoy the outdoors. Relax in the cozy living area, cook a meal in the fully equipped kitchen, or enjoy an evening around the campfire. With comfortable bedrooms and a peaceful location, it's the ideal getaway for a relaxing break. Book now and experience the beauty of rural living!

Value · Location · Getting around

Mary’s Cottage•at Old Beauchamp Homestead•

This quiet, charming, historic property is one of a kind! You won’t want to miss the opportunity to stay here! Mary’s Cottage is the perfect place to enjoy nature and its peaceful atmosphere. There is beauty all around on this property. You simply won’t want to leave! Just 20 minutes from Chrisfield There is plenty of parking space to bring your boat! If you’re traveling with a group we can accommodate more guests in the adjoining “Martha's Cottage” (check my profile for listing).

Location · Family · Back garden

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.

Location · Value · Outdoor spaces

Farmhouse located on a horse farm

Farmhouse located just minutes off of Route 13 in Princess Anne, MD. Enjoy a peaceful farm experience while staying in a charming farmhouse with lots of character. You can walk the grounds of the farm, including a trail through the woods, or take a swim in the pool. We do not offer horseback riding lessons but you can interact with the horses. We are minutes to shopping, groceries, restaurants, UMES, and a short ride to Chincoteague (32 miles) and Ocean City (40 miles).

Family · Location · Pets

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!

Location · Value · Solo travel

Cozy Barn Loft: Country Views & Central to Beaches

Relax and recharge as you soak in the country views while enjoying this cozy space. A private entrance leads upstairs to the loft, located above our renovated barn. Enjoy your days at the beach, boating, fishing, birding, and more. Return home to be greeted by goats as you pull in the drive. Coffee, tea, and farm fresh eggs will be waiting for your arrival. Centrally located between the beaches of Chincoteague, Va and Ocean City, MD. Beach gear provided as well.

Family · Value · Bathroom

2 Bedroom Apartment

Centrally located between Chincoteague Island and Ocean City, MD. This pet friendly two bedroom apartment which offers laundry and a spacious kitchen is only steps away from Shad Landing state park and Public Landing. This ground level guesthouse apartment is located 200 feet from our main house is on an over 12 acre partially wooded parcel. Plenty of privacy and room for boat trailer parking.

Family · Value · Decor

Par-Lon - Waterfront Home on the Pocomoke River

Exciting update: a dock is being built on the property with anticipated completion by the end of July! Enjoy the peace and quiet of the Eastern Shore, while soaking in the natural, breathtaking beauty of the Pocomoke River from the expansive, wraparound deck with furniture. This home is raised 10 feet with concrete pilings to provide stunning waterfront views all around the home.

Location · Family · Comfort