Bishopville Holiday Rentals, Maryland: Private House Rentals

A sunset over a calm lake with a bridge and silhouetted trees.

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Our top choices for Bishopville hotels

A modern outdoor seating area with striped sofas and a central fire pit.

A modern hotel room with a large bed, a sofa, a TV, and a dining table.

A modern hotel room with a sofa, a small table, a bed with a headboard, a kitchen area with a refrigerator, a coffee maker, and a view of the outside.

A modern living room with a brick fireplace, a flat-screen TV, wicker furniture, and decorative lighting.

1. Fenwick Shores, Tapestry Collection by Hilton

Fenwick Island

Richard

฿3,268

฿3,660 total

includes taxes & fees

29 Oct - 30 Oct

A hotel room with a bed, a green armchair, a desk with a computer, and a TV.

A hotel room with two beds, a large window with a city view, a flat-screen TV, and a desk with a lamp.

An indoor swimming pool with clear water, tiled steps, and orange lounge chairs.

A modern lounge area with multiple seating arrangements, including sofas and chairs, a central wooden planter, and ambient lighting.

2. Fenwick Inn

North Ocean City

Shaun

฿2,097

฿2,853 total

includes taxes & fees

9 Nov - 10 Nov

An indoor swimming pool with clear markings, a covered roof, and a view of a brick building outside.

A spacious lobby with a reception desk, a blue sofa, and a bookshelf.

A Holiday Inn Express hotel with a central entrance, flagpoles, and a landscaped area.

A beachside amusement park with a large Ferris wheel, tents, and various rides.

3. Holiday Inn Express Hotel & Suites Ocean City by IHG

North Ocean City

Nader

฿2,532

฿2,836 total

includes taxes & fees

22 Nov - 23 Nov

A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.

A bar area with a long counter, multiple bar stools, and a pool table. There are tables and chairs for dining, and the room has large windows.

A living room with a beige sofa, blue and red patterned pillows, a wooden coffee table, and a view of the ocean through large windows.

A beachfront hotel with multiple floors and balconies, a sandy beach in the foreground, and a clear sky.

4. DoubleTree by Hilton Ocean City Oceanfront

Midtown Ocean City

John

฿2,739

฿3,068 total

includes taxes & fees

4 Nov - 5 Nov

A modern living room with a fireplace, a sofa set, a coffee table, and a bookshelf.

A swimming pool with chairs and tables around it, a brick wall, and a large window.

A modern kitchen with blue cabinets, a central island with bowls and utensils, and overhead pendant lighting.

A modern reception area with a wooden reception desk, a sofa with cushions, a coffee table, and a large wall clock.

5. Country Inn & Suites by Radisson, Ocean City, MD

North Ocean City

Kemran

฿2,267

฿2,539 total

includes taxes & fees

15 Nov - 16 Nov

A multi-story hotel with a pool area, balconies, and a view of the ocean.

A lobby with green sofas, a round table with a plant, and a lantern.

A hotel room with a large bed, two chairs, a desk, and a view of the city through the window.

A hotel room with two beds, a balcony, a dining area, and a view of the city.

6. Grand Hotel Ocean City Oceanfront

Downtown Ocean City

richard

฿2,173

฿2,434 total

includes taxes & fees

1 Nov - 2 Nov

A pool area with lounge chairs, a hot tub, and a view of the ocean.

A hotel room with a bed, a desk, a chair, a TV, and a view of the outside.

A hotel with multiple balconies, a swimming pool, and a view of the ocean.

An outdoor patio with brick flooring, wooden pergola, and tables with chairs.

7. Hampton Inn & Suites Ocean City/Bayfront-Convention Center

Midtown Ocean City

Chris

฿1,980

฿2,218 total

includes taxes & fees

9 Nov - 10 Nov

A balcony with a view of the sea, a pool, and a row of chairs.

A modern bar area with a long counter, multiple bar stools, and ambient lighting.

A poolside area with lounge chairs and umbrellas, reflecting the sky and clouds.

A modern hotel lobby with a glass railing, a blue-lit water feature, and a wooden wall.

8. Residence Inn by Marriott Ocean City

Midtown Ocean City

Christina

฿3,037

฿3,402 total

includes taxes & fees

2 Nov - 3 Nov

A resort pool area with lounge chairs, palm trees, and a boat-shaped water feature.

A large, multi-story hotel with a prominent Hilton sign, a parking lot with several cars, and a view of the ocean in the background.

An aerial view of a coastal city with a beachfront hotel featuring multiple floors, a swimming pool, and a marina in the background.

A balcony with a round table and chairs, overlooking the beach and ocean.

9. Hilton Ocean City Oceanfront Suites

Midtown Ocean City

Rosemary

฿3,872

฿4,337 total

includes taxes & fees

4 Nov - 5 Nov

A stone building with a fire feature, outdoor seating, and a view of trees.

A Hampton Inn & Suites hotel with a stone facade, a well-lit entrance, and a flagpole.

A hotel lobby with a reception desk, a seating area with a tufted armchair and a patterned pillow, and a hallway leading to the back of the property.

A modern dining area with a long wooden table, red upholstered chairs, and a blue and white patterned wall.

10. Hampton Inn & Suites Ocean City West

West Ocean City

James

฿2,554

฿2,861 total

includes taxes & fees

1 Nov - 2 Nov

A resort with a swimming pool, sun loungers, and a view of the ocean.

A beachside resort with sun loungers, umbrellas, and a view of the ocean.

A fire pit in the center of a courtyard with lounge chairs and umbrellas in the background.

A restaurant interior with brick walls, wooden tables, and shelves of wine bottles.

11. Holiday Inn Ocean City by IHG

North Ocean City

Pushpa

฿2,195

฿2,458 total

includes taxes & fees

16 Nov - 17 Nov

An outdoor seating area with colorful striped sofas and chairs, a fire feature, and a view of the building in the background.

A modern lounge area with a sofa, chairs, and tables.

A multi-story hotel with a modern design, featuring a covered entrance and a visible restaurant area with outdoor seating.

A waterfront hotel with a wooden boardwalk, a parking area, and a lake view.

12. Home2 Suites by Hilton Ocean City - Bayside, MD

North Ocean City

Marty

฿1,910

฿2,140 total

includes taxes & fees

22 Nov - 23 Nov

A hotel with a pool, beachside seating, and high-rise buildings in the background.

A spacious indoor area with wooden tables, potted plants, and modern furniture.

A bar area with seating, a bar counter, and a view of the ocean.

A restaurant with tables set for dining, large windows with ocean views, and blue umbrellas.

13. Ashore Oceanfront Hotel, Ocean City, a Tribute Portfolio Hotel

North Ocean City

Tiffany

฿2,367

฿2,651 total

includes taxes & fees

22 Nov - 23 Nov

An indoor swimming pool with clear glass walls, lounge chairs, and a view of the outside.

A modern hotel room with a large window, a flat-screen TV, a blue sofa, a yellow ottoman, and a green armchair.

A hotel room with a large bed, a chair, a wardrobe, and a window with a view of a green landscape.

A compact hotel room with a kitchenette, a dining area with a view, and a green armchair.

14. Comfort Inn Gold Coast

North Ocean City

michael

฿2,253

฿2,523 total

includes taxes & fees

17 Nov - 18 Nov

A modern indoor swimming pool with clear water, a lifebuoy on the wall, and a seating area with chairs and tables.

A breakfast buffet with various food options and a sign reading "TOP IT BREAKFAST".

A 24/7 market with a variety of snacks and beverages, including chips and bottled drinks.

A modern hotel building with a prominent 'tru by Hilton' sign, multiple floors, and a parking lot.

15. Tru by Hilton Ocean City Bayside

Midtown Ocean City

Steven

฿2,187

฿2,450 total

includes taxes & fees

23 Nov - 24 Nov

A hotel room with two beds, a desk, a chair, a lamp, and a painting on the wall.

A spacious lobby with a reception desk, a seating area with a sofa and armchairs, and a television mounted on the wall.

A reception area with a white reception desk, two black chairs, a flat-screen TV, and a wall-mounted clock.

A modern hotel room with a teal accent wall, a gray sofa, a small table, a lamp, and a kitchenette area.

16. Best Western Ocean City Hotel & Suites

Midtown Ocean City

David

฿2,159

฿2,418 total

includes taxes & fees

12 Nov - 13 Nov

A balcony with a view of the ocean, featuring a railing and several Adirondack chairs.

A wooden play structure with a slide and climbing features, set on a sandy beach with a clear sky.

A large hotel with multiple floors and balconies, situated on a sandy beach.

A resort with a pool, beach, and outdoor seating area.

17. Carousel Resort Hotel & Condominiums

North Ocean City

Masoud

฿3,341

฿4,078 total

includes taxes & fees

12 Nov - 13 Nov

A deck with two Adirondack chairs and a small table, overlooking a beach with the ocean and a clear sky.

A hotel room with a large bed, a desk, a chair, and a view of the city through large windows.

A modern hotel lobby with grey upholstered chairs, a round table, and a bar area.

A beach with a wooden boardwalk, umbrellas, and people.

18. Hyatt Place Ocean City / Oceanfront

Downtown Ocean City

Larry

฿2,700

฿3,024 total

includes taxes & fees

4 Nov - 5 Nov

A Holiday Inn Express hotel with a parking lot, two SUVs, and a clear sky.

A hotel reception desk with a modern design, a blue accent wall, and a sign indicating the Holiday Inn Express.

A hotel room with a bed, a sofa, a small table, a sink, and a window with curtains.

A modern hotel lobby with a sofa, two side tables, a cash machine, and artwork on the walls.

19. Holiday Inn Express & Suites West Ocean City by IHG

West Ocean City

Barbara

฿2,565

฿2,872 total

includes taxes & fees

5 Nov - 6 Nov

A beachfront hotel with multiple floors, balconies, and a large glass facade.

A hotel room with a large bed, a bench, a nightstand, and a view of the ocean.

A hotel room with a bed, two blue chairs, a table, and a view of the beach.

A restaurant with a high ceiling, large windows, and a view of the sunset.

20. Princess Royale Oceanfront Resort

North Ocean City

Jennifer

฿2,944

฿3,834 total

includes taxes & fees

25 Oct - 26 Oct

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Stay near popular Bishopville attractions

The Links at Lighthouse Sound

7.0/10 (2 reviews)

Designed by Arthur Hills, this championship golf course spans 1,000 acres with America's longest cart bridge. Play a round amid marshland and wildlife while savouring panoramic views of the Ocean City skyline.

See properties

Learn more about Bishopville

Just minutes from Ocean City Beach, this charming coastal town invites you to tee off at The Links at Lighthouse Sound with stunning Assawoman Bay views. Spend afternoons exploring Isle of Wight Bay by kayak or watching the sunset from Bayside Resort Golf Club's manicured greens.

See all hotels in Bishopville

Top Bishopville Hotel Reviews

Holiday Inn & Suites Ocean City by IHG

10/10 Excellent

"Wonderful stay"

Dunes Suites Oceanfront

10/10 Excellent

"View was amazing. Proximity to the boardwalk was great. Black out curtains would be nice. We were on the 2nd Floor and the outside lighting was bright."

Hyatt Place Ocean City / Oceanfront

10/10 Excellent

"Pet friendly, on the beach and one block from the best Mexican restaurant and burger joint in OC."

Hotel Bethany Beach

10/10 Excellent

"What a charming surprise; great location; great team and a wonderful stay!"

The Americana Hotel

10/10 Excellent

"The room was excellent bed was comfortable view of the ocean was fantastic"

Atlantic Sands Hotel & Conference Center

8/10 Good

"The restaurant was just right. The staff was excellent. The bed was really hard and the pillows weren’t any better. I understand they are doing renovations so I believe it will all be excellent by spring of 2027."

Gold Leaf Hotel of Dewey - Rehoboth Beach

10/10 Excellent

"Room was clean and staff was friendly."

Plim Plaza Hotel

10/10 Excellent

"Todo muy bien"

More cheap stays in Bishopville

Hotel Wave Rehoboth Beach

36012 Airport Road Rehoboth Beach DE

฿2,096

฿2,326 total

25 Oct - 26 Oct

includes taxes & fees

The Americana Hotel

913 Atlantic Avenue Ocean City MD

฿2,522

฿2,825 total

25 Oct - 26 Oct

includes taxes & fees

8.6/10 Excellent! (1,352 reviews)

Comfort Suites Ocean City West

12718 Ocean Gateway Ocean City MD

฿2,515

฿2,867 total

17 Nov - 18 Nov

includes taxes & fees

8.4/10 Very good! (1,002 reviews)

Gold Leaf Hotel of Dewey - Rehoboth Beach

1400 Coastal Highway One Dewey Beach DE

฿2,686

฿2,981 total

2 Nov - 3 Nov

includes taxes & fees

9/10 Wonderful! (1,035 reviews)

The Breakers Hotel & Suites

105 Second Street Rehoboth Beach DE

฿2,708

฿3,343 total

1 Nov - 2 Nov

includes taxes & fees

Henlopen Oceanfront Hotel

511 North Boardwalk Rehoboth Beach DE

฿2,942

฿3,827 total

22 Nov - 23 Nov

includes taxes & fees

Frequently asked questions

What's the best place to stay in Bishopville?

Located 7.6 mi (12.2 km) from the heart of Bishopville, Fenwick Inn is a top choice for your stay, based on our traveller data. Two other choices for your visit to the area are Grand Hotel Ocean City Oceanfront and Princess Bayside Beach Hotel. See all available top hotels, or vacation rentals in Bishopville.

If I need to cancel my hotel reservation in Bishopville, will I receive a refund?

Yes! The majority of room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a reservation that's non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Bishopville.

What is staying in Bishopville like?

Visitors can enjoy all that Bishopville has to offer, including the waterfront and golf courses. A top sight in the area is Ocean City Beach. There are 5000 hotels and other accommodation options in the surrounding area. Find out more about Bishopville.

What should I see while I'm in Bishopville?

The picturesque setting of Assawoman Bay and Isle of Wight Bay exemplify the area's natural beauty. Additionally, you'll find Ocean City Beach in the area. Take a look at what more there is to see and do in Expedia's Bishopville guide.

What's the seasonal weather like in Bishopville?

The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Bishopville is 1282 mm.

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Find hotels in Bishopville, MD from ฿2,140

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Bishopville

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Bishopville hotels

1. Fenwick Shores, Tapestry Collection by Hilton

2. Fenwick Inn

3. Holiday Inn Express Hotel & Suites Ocean City by IHG

4. DoubleTree by Hilton Ocean City Oceanfront

5. Country Inn & Suites by Radisson, Ocean City, MD

6. Grand Hotel Ocean City Oceanfront

7. Hampton Inn & Suites Ocean City/Bayfront-Convention Center

8. Residence Inn by Marriott Ocean City

9. Hilton Ocean City Oceanfront Suites

10. Hampton Inn & Suites Ocean City West

11. Holiday Inn Ocean City by IHG

12. Home2 Suites by Hilton Ocean City - Bayside, MD

13. Ashore Oceanfront Hotel, Ocean City, a Tribute Portfolio Hotel

14. Comfort Inn Gold Coast

15. Tru by Hilton Ocean City Bayside

16. Best Western Ocean City Hotel & Suites

17. Carousel Resort Hotel & Condominiums

18. Hyatt Place Ocean City / Oceanfront

19. Holiday Inn Express & Suites West Ocean City by IHG

20. Princess Royale Oceanfront Resort

Stay near popular Bishopville attractions

The Links at Lighthouse Sound

Learn more about Bishopville

Top Bishopville Hotel Reviews

Holiday Inn & Suites Ocean City by IHG

Dunes Suites Oceanfront

Hyatt Place Ocean City / Oceanfront

Hotel Bethany Beach

The Americana Hotel

Atlantic Sands Hotel & Conference Center

Gold Leaf Hotel of Dewey - Rehoboth Beach

Plim Plaza Hotel

More cheap stays in Bishopville

Hotel Wave Rehoboth Beach

The Americana Hotel

Comfort Suites Ocean City West

Gold Leaf Hotel of Dewey - Rehoboth Beach

The Breakers Hotel & Suites

Henlopen Oceanfront Hotel

Frequently asked questions

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