Holiday rentals in Wicomico County

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Top-rated holiday rentals in Wicomico County

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

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Top guest favourite
The exterior of a two-story home is depicted, showcasing a combination of brick and white siding. A well-maintained lawn with green grass surrounds the house. The design features dormer windows, a central front door, and traditional shutters, contributing to a classic architectural style.
Home in Fruitland
4.97 out of 5 average rating, 402 reviews

Johnna's House

Two story dwelling in a prime location on the Eastern Shore of Maryland. It is conveniently located 32 miles from Ocean City. It is equipped with central air and heat, a two car garage, WiFi and cable. It is centrally located and is within walking distance of eateries and Super Wal-Mart. Pharmacies are in close proximity. It is also in walking distance from the local college, Salisbury University. And is less than a 1/2 mile from Salisbury City Limits. The local mall is only a 10 minute drive.

Top guest favourite
Guest suite in Delmar
5 out of 5 average rating, 138 reviews

The Red Maple Studio minutes from Salisbury!

Red Maple Studio is a private 1‑bedroom studio on a quiet street in historic Delmar, MD. Kylan Barn – 6 min. Venue 54 – 7 min. Downtown Salisbury – 15 min. SU – 20 min. OCMD – 45 min. Sleeps 4 with king bed and pull‑out couch. Workspace, fast WiFi, kitchenette (no cooking), private laundry. Safe neighborhood, off‑street parking, well‑lit walkways. Private backyard patio with 6’ fence. Stylish, super clean and comfortable. Sorry….no 3rd‑party bookings, pets, parties, indoor smoking or cooking.

Top guest favourite
A bright living area features a cozy sofa facing a large arched window, with natural light illuminating the space. A wooden round table is placed nearby, alongside decorative plants. Neutral-colored curtains frame the window, creating a warm and inviting environment.
Guest suite in Salisbury
4.99 out of 5 average rating, 106 reviews

Havana Hideaway

Havana Hideaway offers a charming and unique retreat inspired by the vibrant culture of Cuba, capturing the essence of Havana through its decor and ambiance. As you climb the stairs to its entrance above the barn, you are treated to beautiful pastoral sights. Inside, you are greeted by colorful and tropical-inspired decor that immediately transports you to a Cuban paradise. After a day in town or neighboring beaches, you can return to your tropical retreat and unwind on the private balcony.

Guest favourite
A spacious driveway leads to the entrance of a one-bedroom apartment. The light-colored building features a pair of windows flanking a central door. A large, open grassy area extends beyond the driveway, bordered by trees in the background.
Flat in Salisbury
4.91 out of 5 average rating, 204 reviews

Private Luxurious One Bedroom Apartment

My place offers a 30-minute drive (may vary) to Ocean City beaches, and less than a 10-minute drive to the Zoological Park, downtown Salisbury, and nice restaurants. You’ll love my place because of the comfy bed, a large driveway, a large backyard for outdoor activities, and its location in a very quiet residential neighborhood. The luxurious one-bedroom apartment is good for couples, solo adventurers, couples with one kid, and business travelers. People from all backgrounds are welcome.

Guest favourite
Loft in Salisbury
4.88 out of 5 average rating, 118 reviews

Stylish 2 bed, 1 bath with riverfront views

High ceilings, elegant kitchen, off a spacious living and dining area.  Both bedrooms feature riverfront views with large windows filling each room with natural light.  This loft features a fully equipped kitchen and an open living area with classic accents.  Walkable to downtown and just thirty minutes from the beach this apartment is ideally located for anyone looking for convenient stay in Salisbury.  Downstairs you will find excellent dining at the Mad Hatter and scenic riverwalk.

Top guest favourite
A comfortable beige sofa is positioned against a light-colored wall. It features decorative cushions with intricate patterns. A small lamp on an adjacent table provides soft illumination, enhancing the cozy setting. A plant is placed nearby, adding a touch of greenery to the area.
Loft in Salisbury
4.96 out of 5 average rating, 149 reviews

Tree Top Loft

Studio apartment is located on a wooded lot in a quiet neighborhood within 4 miles of Salisbury University & Downtown! Off street parking at entrance patio & a flight of stairs leads up to the apartment, which includes a queen size bed, full kitchen with full size refrigerator, 4 burner electric stove, full size washer and dryer. Bathroom includes shower, toilet and vanity, perfect for a week or weekend stay! We are located near Ocean City, Maryland, Assateague National Seashore.

Top guest favourite
A spacious living area is featured, with a light grey sofa draped in a cozy blanket and a decorative driftwood piece suspended above. A coffee table sits atop a patterned area rug, complemented by storage units and a small dining table in the background.
Flat in Salisbury
4.92 out of 5 average rating, 77 reviews

Studio Apt. Close to the Beach

Wake to the sounds of nature in this beautiful semi-private neighborhood. Quiet shaded streets offer running, walking and biking. Enjoy the waterfall shower after a long day or take a relaxing stroll. Premises are under security surveillance 24/7. Like the beach? Drive to several within 45 minutes including Assateague Island National Seashore with its wild horse population. Kayaking, bowling, golf, breweries, the Salisbury Zoo, and Minor League Baseball are just a few miles away.

Top guest favourite
A spacious living area features soft, neutral carpeting and modern furnishings. A large flat-screen TV is mounted on the wall, providing entertainment options. Two comfortable armchairs and a cozy sofa are arranged around a wooden coffee table, while a dining area is visible in the background.
Home in Salisbury
4.99 out of 5 average rating, 258 reviews

Salisbury Cottage

Relax in a quiet part of Salisbury in this cozy, 3 bedroom, 2 full bath home. A farmhouse feel welcomes you home after a long day at work, a sports trip, or vacation. Enjoy all new furniture including luxury bedding and smart TVs. Centrally located and close to downtown for shopping and dining at one of the many local restaurants. Only 30 minutes from the beaches of Ocean City & Assateague Island. One mile from Tidal Health PRMC and a half block away from Salisbury University.

Top guest favourite
A rustic barn loft is nestled among trees, featuring a welcoming staircase leading to the upper deck. Soft lights illuminate the entrance, enhancing the natural surroundings. The gravel driveway and landscaped area provide convenient access to the property, highlighting its serene setting.
Loft in Hebron
5 out of 5 average rating, 114 reviews

Waterfront Barn Loft with Modern Cabin Vibe

Relax in nature for a while in our beautiful and cozy barn loft. The loft is located next to our primary residence on 7 private acres along scenic Rewastico Creek, offering year round beauty. Kayak on, or relax by, the tidal marsh creek which is fed by the Nanticoke River and Chesapeake Bay. Centrally located between popular Eastern Shore destinations such as Atlantic beaches and historic small towns. A serene oasis with abundant wildlife.

Guest favourite
A well-appointed bedroom features a wooden bed with soft green linens and decorative pillows. A bedside table with drawers holds a vintage clock and a decorative object. A woven light fixture hangs above, and natural light filters through the window covered by blinds.
Home in Salisbury
4.9 out of 5 average rating, 135 reviews

Stella

Welcome to Stella! She has been lovingly restored by our family and carefully designed by our son who owns JoonMoon Design with his beautiful wife. We are a family who loves to travel and discover places of rest. Stella was designed with that in mind. She is approachable, comfortable and invites you to kick off your shoes and relax. She is walking distance to Salisbury University and close to many restaurants and stores.

Guest favourite
A cozy seating area features a light-colored couch adorned with decorative pillows. A woven coffee table rests on a natural fiber rug, while a window nook is lined with plants, allowing natural light to brighten the space. Wooden accents add a warm touch.
Tiny home in Salisbury
4.83 out of 5 average rating, 236 reviews

Cattail's Branch

Enjoy the lovely setting of this romantic spot in nature. Tiny house sits on Widow Hawkins Branch Creek and backs up to Johnson Wildlife Mtg Area. Great for bird watchers and nature lovers. Enjoy sitting by the fire pit or relaxing on spacious deck overlooking creek. Quiet and peaceful. Fully equipped kitchen, Queen bed, bathroom, pull out queen sofa bed with privacy wall to make 2rd bedroom. Close to beaches and town.

Top guest favourite
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, 126 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.

Popular amenities for Wicomico County holiday rentals