Vacation rentals in Fruitland

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Top-rated vacation rentals in Fruitland

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Top guest favorite

A comfortable living area features two light gray sofas and an armchair, all adorned with patterned throw pillows. A ceiling fan is positioned in the center, while natural light enters through two windows. A doorway leads to the dining area in the background.

Home in Fruitland

4.97 out of 5 average rating, 353 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 favorite

Guest suite in Delmar

5 out of 5 average rating, 106 reviews

The Red Maple Studio minutes from Salisbury!

Red Maple Studio is a private 1 bedroom studio centered 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). Queen bed and full size pull-out couch. Workspace, fast WIFI, kitchenette, private laundry. Safe neighborhood, off-street parking, well lit walkways. Inviting backyard patio with 6' tall privacy fence all just for you. Stylish, super clean and comfortable. Sorry no pets or smoking.

Top guest favorite

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, 69 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.

Top guest favorite

A modern keypad lock is mounted on a white wall, featuring a sleek design with a circular keyhole and digital keypad. The surface reflects light, emphasizing its polished finish and contemporary style.

Apartment in Salisbury

4.91 out of 5 average rating, 187 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 favorite

A vibrant red kettle is positioned on a stove, reflecting light from nearby fixtures. Behind it, a floral arrangement adds color to the countertop, and various kitchen appliances are visible, including a microwave and a sink. The backsplash features green and cream tiles.

Loft in Salisbury

4.95 out of 5 average rating, 124 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.

Guest favorite

An induction cooktop is presented on a wooden surface. The black glass top features controls for lock, timer, function, and power settings. Clear warning labels are visible, indicating the surface may remain hot after use.

Apartment in Salisbury

4.92 out of 5 average rating, 36 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 favorite

The historic building features prominent columns at its entrance, adorned with vibrant banners displaying the words 'Make Tomorrow Yours.' A neatly landscaped garden with bright green shrubs enhances the building's inviting appearance under a clear blue sky.

Home in Salisbury

4.99 out of 5 average rating, 206 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.

Guest favorite

A wooded backyard showcases tall trees with changing foliage and a carpet of pine needles covering the ground. Fenced boundary lines are visible in the distance, creating a sense of privacy. Sunlight filters through the branches, casting soft shadows in the serene outdoor space.

Home in Fruitland

5 out of 5 average rating, 18 reviews

Wind Down at Walden

This home features modern updates, including all-new appliances. Located less than 2 miles from Salisbury University, it’s the ideal spot for visiting families, faculty, or students. Shopping centers, restaurants, and entertainment options are just minutes away. Ocean City, MD is only 35 miles away, perfect for a day trip. Several other beaches near by. Whether you’re visiting Salisbury for the university, a beach day, or simply to explore the area. Book your stay now!

Top guest favorite

A two-story farmhouse features a welcoming porch and elegant landscaping, including trimmed bushes and a stone pathway. The exterior showcases a mix of wood and shingle siding, with large windows reflecting the greenery surrounding the property. A well-maintained lawn is visible in the foreground.

Home in Fruitland

5 out of 5 average rating, 80 reviews

4bed/4.5bath Lux Farmhouse/Pool/Gym/5 min from SU

BEFORE BOOKING: Pool is open as of 04/5/25 Unless PRIOR AUTHORIZATION….. NO PARTIES/NO EVENTS/NO GATHERINGS, only the amount of guests in your party are allowed on the property. Fully restored top to bottom 1920s farm house. Every bedroom has its own full bathroom Full laundry room with extra refrigerator RH furniture All bedding/towels/paper towels/toilet paper/body wash/shampoo/conditioner/spices/laundry detergent included;Total turn key

Top guest favorite

A rustic wooden table features a plate of oysters and a bottle of red wine, accompanied by a glass filled with wine. A fire pit emits a warm glow nearby, with the scenic view of a creek and trees in the background.

Loft in Hebron

5 out of 5 average rating, 103 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 favorite

A fire pit is surrounded by four red Adirondack chairs, situated on a gravel surface. Lush green trees form a natural backdrop, enhancing the outdoor space's connection to nature. Two torches are positioned nearby, providing ambient lighting for gatherings.

Tiny home in Salisbury

4.85 out of 5 average rating, 136 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 favorite

A gravel driveway meanders through a tree-lined path, bordered by lush green grass. The sunlight filters through the foliage, creating dappled shadows along the way, leading towards an open area.

Guesthouse in Pocomoke City

4.95 out of 5 average rating, 146 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.