Isle of Wight Holiday Rentals, Maryland: Private House Rentals

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Go beyond your typical stay in Isle of Wight

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Our top choices for Isle of Wight hotels

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

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

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

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.

1. Hilton Ocean City Oceanfront Suites

Midtown Ocean City

Bobbi

2.968.812 ₫

3.325.068 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A hallway with framed artwork on the walls and a wooden floor.

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

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a checkered wall pattern.

2. Hampton Inn & Suites Ocean City West

West Ocean City

James

1.957.217 ₫

2.192.083 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

3. Grand Hotel Ocean City Oceanfront

Downtown Ocean City

sylvia

1.666.157 ₫

1.866.095 ₫ 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.

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

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

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

Midtown Ocean City

Chris

1.517.393 ₫

1.699.479 ₫ total

includes taxes & fees

26 Oct - 27 Oct

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

A coastal hotel with a marina, a large building with multiple floors, and a view of the city skyline in the background.

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

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

5. Residence Inn by Marriott Ocean City

Midtown Ocean City

Christina

2.431.968 ₫

2.723.804 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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

A modern reception area with a curved desk, seating, and a view of the outdoors.

6. Tru by Hilton Ocean City Bayside

Midtown Ocean City

kimberly

1.888.139 ₫

2.114.717 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A multi-story hotel with balconies, located near a waterfront.

A modern bar area with a circular counter, bar stools, and a seating area with a view of bicycles outside.

A person sitting by a poolside with orange chairs and a drink.

A balcony with white railings and orange chairs, overlooking a body of water and a distant shoreline.

7. Cambria Hotel Ocean City - Bayfront

Downtown Ocean City

Brittany

2.152.550 ₫

2.798.936 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A multi-story hotel with a brick facade, large windows, and a covered entrance area.

A vending machine stocked with various beverages and snacks, including Pepsi, Mountain Dew, and Doritos.

A modern dining area with high tables and chairs, a counter with food items, and large windows providing natural light.

A modern hotel lobby with a round table, grey armchairs, a flat-screen TV, and a fireplace.

8. Microtel Inn & Suites by Wyndham Ocean City

West Ocean City

Harry

1.737.305 ₫

2.243.309 ₫ total

includes taxes & fees

14 Oct - 15 Oct

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

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

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

A swimming pool with lounge chairs and umbrellas, surrounded by buildings and palm trees.

9. Hyatt Place Ocean City / Oceanfront

Downtown Ocean City

Amy

2.069.760 ₫

2.318.130 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A room with a bed, a table, two chairs, and a view of the beach and ocean through a glass door.

A swimming pool with blue lounge chairs arranged in a semi-circle around it.

A hotel room with a bed, a desk with a lamp, a TV, and a view of the beach.

A beach with umbrellas and a sailboat in the distance.

10. Days Inn by Wyndham Ocean City Oceanfront

Downtown Ocean City

Sherry

2.482.677 ₫

2.780.599 ₫ total

includes taxes & fees

13 Oct - 14 Oct

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.

11. DoubleTree by Hilton Ocean City Oceanfront

Midtown Ocean City

Darryl

2.100.289 ₫

2.352.325 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A restaurant with multiple tables and chairs, large windows offering a view of the sea, and a stone wall on one side.

A bar area with a central island, multiple stools, and a variety of bottles and glasses.

A beach with a wooden deck, benches, and bicycles.

A spacious living area with a fireplace, comfortable seating, and a large window overlooking the interior.

12. Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront

Downtown Ocean City

Catherine

2.068.725 ₫

2.368.715 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

A multi-level hotel with a central pool area, multiple balconies, and indoor seating areas.

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.

13. Princess Royale Oceanfront Resort

North Ocean City

John

2.256.038 ₫

2.938.127 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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

A hotel reception area with a herringbone patterned floor, reception desks, a flat-screen TV, and a view of the lobby.

A modern house with a glass door entrance, outdoor seating area with chairs, and a small table.

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

14. Fenwick Inn

North Ocean City

Keith

1.606.651 ₫

2.186.235 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A balcony with a view of a marina and houses.

A spacious interior with a staircase, a sofa, and a dining area.

A spacious lobby with a high ceiling, modern chandeliers, and a checkered floor.

A dining area with large windows, wooden flooring, and modern furniture.

15. Fairfield Inn & Suites by Marriott Ocean City

Downtown Ocean City

Maura

1.642.355 ₫

1.839.439 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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

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

A swimming pool with a tiled edge, surrounded by yellow and red chairs, and large windows offering a view of buildings outside.

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

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

North Ocean City

Marty

1.463.838 ₫

1.639.498 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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 spacious outdoor lounge area with seating, tables, and umbrellas, overlooking a body of water.

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

North Ocean City

Tiffany

1.890.260 ₫

2.117.092 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A balcony with two green Adirondack chairs facing a beach.

A deck with white lounge chairs and a pool, overlooking a beach.

A hotel room with two beds, a desk, and a chair. There is a window with curtains, a lamp, and a nightstand with a phone.

A beach view from a balcony with a clear sky.

18. Comfort Inn Ocean City Boardwalk

Downtown Ocean City

BILL

1.737.305 ₫

1.945.781 ₫ total

includes taxes & fees

10 Nov - 11 Nov

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

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 dining area with a wooden table, two gold vases, and six upholstered chairs.

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

19. Fenwick Shores, Tapestry Collection by Hilton

Fenwick Island

Richard

2.505.703 ₫

2.806.387 ₫ total

includes taxes & fees

13 Oct - 14 Oct

A beach view from a balcony with a railing, a sandy beach, and a pier extending into the water.

A compact hotel kitchen with white cabinetry, a black refrigerator, a microwave, and a sink.

A multi-story hotel with balconies, a wooden boardwalk, and a clear sky.

A hotel room with two beds, a desk, a chair, a lamp, and a view of the sea.

20. Dunes Suites Oceanfront

Midtown Ocean City

Melissa

2.025.778 ₫

2.268.870 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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Stay near popular Isle of Wight attractions

beach near Smokehouse Cove

Why not spend a lazy afternoon at beach near Smokehouse Cove during your trip to Bishopville? Wander the marina and beaches while you're in the area.

See properties

beach near Isle Of Wight Wildlife Management Area

Why not spend a lazy afternoon at beach near Isle Of Wight Wildlife Management Area during your trip to Bishopville? Wander the marina and beaches while you're in the area.

See properties

beach near Poplar Point

Why not spend a lazy afternoon at beach near Poplar Point during your trip to Bishopville? Wander the marina or discover the area's sunsets.

See properties

Top Isle of Wight Hotel Reviews

Princess Royale Oceanfront Resort

10/10 Excellent

"Several family members stayed here for a wedding in the area. Our suites were very nice. The full size refrigerator and even the stove came in very handy. The living area, bathroom and bedroom were roomy and comfortable. Would definitely stay here again."

Plim Plaza Hotel

10/10 Excellent

"I checked out a day early because of storm coming. I put everything away and then I had to call down the next day to see if I'd left a pair of gray shorts in the room. They did find a pair of gray shorts in the room but also tried to say the room smelled very badly of smoke and I never smoked in that room. So I'd watch yourself because who knows if somebody went in there after I checked out one of the employees and then was smoking in that room and trying to blame me"

Quality Inn Oceanfront

10/10 Excellent

"loved the courtyard with all the plants, the pool and hot tubs, the birds, the bar area. the bartenders were very friendly and informative"

Days Inn by Wyndham Ocean City Oceanfront

8/10 Good

"Great location and friendly staff"

Dunes Suites Oceanfront

8/10 Good

"Good location. Oceanfront. Clean. Friendly staff avail 24/7."

Hotel Bethany Beach

8/10 Good

"This property is very clean! The staff are nice. The rooms are kept clean. Our only complaint would be they need new mattresses. As a side sleeper at my age.. my hips were hurting and I slept on the spare pillows for extra cushion."

Princess Bayside Beach Hotel

8/10 Good

"Beautiful view"

Ashore Oceanfront Hotel, Ocean City, a Tribute Portfolio Hotel

10/10 Excellent

"Was a pleasant stay would stay again or recommend to others"

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