Vacation rentals in Girdletree

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Girdletree

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Guest favorite
A quaint white cottage with red door and windows is surrounded by lush greenery and blooming flowers. The entryway features a small path lined with shrubs, enhancing the inviting exterior. Sunlight casts gentle shadows on the well-maintained landscaping.
Tiny home in Snow Hill
4.89 out of 5 average rating, 329 reviews

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.

Top guest favorite
Home in Snow Hill
5 out of 5 average rating, 39 reviews

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.

Top guest favorite
The living area features large sliding doors that open to a porch with stunning bay views during sunset. A neutral-colored couch and a cozy chair create a welcoming space. A wooden dining table complements the serene atmosphere, illuminated by the warm glow from the setting sun.
Townhouse in Ocean City
4.97 out of 5 average rating, 535 reviews

Edgewater Escape - Luxury Bayfront Loft with Porch

You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

Guest favorite
Houseboat in Snow Hill
4.84 out of 5 average rating, 108 reviews

"Beebe Lynn" - Houseboat Getaway

A "Tiny house on the water". Your home-base for exploring Delmarva! Beebe Lynn is a vintage 32 ft Carver, nestled at Baywater Landing Marina in the stunning salt-water marshes of the Chincoteague Bay. From here, you are 35 minutes from Ocean City, MD, and 45 minutes from Chincoteague Island, VA. Beebe Lynn remains docked, but guests have access to kayaks and paddle boards at no additional charge. Baywater Landing is secluded- some even say "boring"- but we think that's the whole point!

Top guest favorite
White Adirondack chairs are positioned around a black outdoor fire pit, surrounded by trees that provide shade. A tranquil view of the river is visible in the background, reflecting the clear blue sky and scattered clouds.
Home in Snow Hill
4.99 out of 5 average rating, 95 reviews

Riverfront Retreat-Kayaking/Fishing/Nearby Beaches

Surround yourself with nature's beauty when you stay at this 120 acre farm retreat. Located on the banks of the Pocomoke River, near quaint Snow Hill Maryland, this Cottage at Red Landing accommodates up to 7 people comfortably. Complete solitude overlooking the Pocomoke River, a perfect hideaway. Enjoy a morning sit on the deck watching spectacular sunrises over the river and evening sunsets across the farm fields. Feel far away while being right in the middle of it all!

Top guest favorite
The backyard features a well-maintained putting green, with white flags marking the holes. A spacious home with a covered patio and landscaped garden is visible in the background, surrounded by lush greenery and trees.
Home in Berlin
4.98 out of 5 average rating, 104 reviews

Assateague, Golf, Ocean City, all Within Minutes!

Worcester Co. Lic. #859 PLEASE NOTE: number of allowed guests: No more than 8 golfers. (Min age 25) No more than 10 adults. (Min age 25) Related families up to 12 guests. We do NOT rent to high school senior groups. Please note, we own the white house next to our STR. Occasionally you may see us there, however, we are committed to your comfort & privacy. Located 1.5 miles from Assateague Island beaches. 3 courses within .5 miles. Towels and linens for every guest.

Top guest favorite
A modern barn-style exterior is shown with a soft twilight glow. Inside, a cozy loft bedroom features a spacious bed adorned with decorative pillows. A bright dining area is visible, highlighting wooden accents and seating. Two playful goats are seen exploring their cozy enclosure.
Loft in Pocomoke City
4.98 out of 5 average rating, 126 reviews

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.

Guest favorite
A serene waterfront view features a sandy beach bordered by green grass and rocks. A wooden structure leads to the water, where a dock extends into the bay under a clear blue sky, illuminated by sunlight. Gentle waves can be seen lapping at the shore.
Home in Snow Hill
4.82 out of 5 average rating, 22 reviews

Tiny Gorgeous Waterfront Cottage

This cottage is 10 feet from the water. You'll wake up on a quiet slice of heaven. The road side faces the west for a beautiful sunset over the quiet corn field. The back side, faces the East. You look directly across at Assateague Island over the Bay. Our house is off the beaten path. This is great because it's an extremely quiet location, but also you are 11 minutes from anything. The closest store is 9 miles away. we love quiet coffees on the pier

Top guest favorite
A wooden dock extends over calm water, surrounded by tall trees. A pair of Adirondack chairs provide a peaceful spot to enjoy morning sunlight filtering through leaves, creating a serene atmosphere perfect for relaxation.
Home in Newark
5 out of 5 average rating, 123 reviews

Secluded Waterfront - Beach 15mi, Kayaks, Firepit

Casa Blue Heron is a 2,254 ft² (209 m²) custom waterfront home with a private dock, firepit, and water views throughout - nestled on a tidal inlet connected to Chincoteague Bay - and near Assateague, Berlin, Ocean City, Snow Hill, and much more. ★ "A private and tranquil setting where it is impossible not to relax and appreciate nature… Wish I had booked an extra day!" Add us to your wish list by clicking the ❤️ in the upper-right corner.

Guest favorite
A modern kitchen is presented with white cabinetry and stainless-steel appliances, featuring a refrigerator, microwave, and coffee maker. A dining table is set for four, and a cozy seating area with a blue couch is visible. Natural light enters through a window, enhancing the space.
Cottage in Chincoteague
4.93 out of 5 average rating, 122 reviews

Key Lime Cottage

Escape to your own bayfront retreat in Chincoteague Island, Virginia. Our Key Lime Cottage at the Key West Cottages resort offers views of the Chincoteague Bay, giving you a front-row seat to the breathtaking sunsets that Chincoteague offers each night. This one-bedroom private cottage includes a master bedroom with two queen beds, a fully equipped kitchen, living and dining space, waterfront deck and access to many amenities!

Top guest favorite
The country cottage is shown from the front, set against a backdrop of a clear blue sky with fluffy clouds. A gravel driveway leads to the entrance, framed by a grassy yard. A decorative red wheel is positioned in the foreground, adding a rustic touch.
Home in Pittsville
4.98 out of 5 average rating, 127 reviews

Wagon Wheel Cottage

Remodeled country farm house cottage that was built by our uncle in a quiet rural area surrounded by farm land. Other family members live all around us. It's located in the small town of Powellville, Md. It is 21 miles from Assateague, 20 miles from Ocean City, 12 miles from Berlin, 13 miles from Salisbury and 41 miles from Chincotegue VA. Sorry we do not allow pets as some guest have pet allergies.

Top guest favorite
A comfortable living area features a spacious sectional sofa with decorative pillows, paired with two accent chairs. Light-colored walls and carpeting create a neutral backdrop, while a television rests on a wooden stand opposite the seating. Natural light is offered through nearby windows.
Guesthouse in Pocomoke City
4.94 out of 5 average rating, 189 reviews

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.

Popular amenities for Girdletree vacation rentals