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

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

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

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

1. Residence Inn by Marriott Ocean City

Midtown Ocean City

Christina

Rp1.844.009

Rp2.065.289 total

includes taxes & fees

6 Oct - 7 Oct

A beach scene with two beach chairs labeled "Castle in the Sand" and a person under a blue umbrella.

A beachside restaurant with outdoor seating and umbrellas.

A hotel room with a bed, a wall-mounted lamp, an air conditioner, and a view of the beach.

A bar area with wooden beams, striped barstools, and various signs including "YUENGLING" and "The Lion's Den".

2. Castle in the Sand

Midtown Ocean City

Machelle

Rp1.132.614

Rp1.268.528 total

includes taxes & fees

30 Sept - 1 Oct

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 beach with a wooden boardwalk, umbrellas, and people.

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

3. Hyatt Place Ocean City / Oceanfront

Downtown Ocean City

Victoria

Rp1.969.323

Rp2.205.641 total

includes taxes & fees

7 Oct - 8 Oct

A restaurant with multiple dining tables and chairs, a bar area, and a kitchen in the background.

An outdoor patio with tables and chairs, blue umbrellas, and a view of the sea.

A modern waiting area with a sofa, a coffee table, a TV mounted on a wooden wall, and a potted plant.

4. Best Western Plus Ocean City

Midtown Ocean City

Gary

Rp1.521.647

Rp1.704.243 total

includes taxes & fees

12 Oct - 13 Oct

A balcony with two blue Adirondack chairs facing a beach with a white fence and a clear sky.

A modern hotel room with a bed, a sofa, a desk, and a chair.

A beach with numerous umbrellas and people.

A modern hotel lobby with a large wall sign reading "SeaLoft Oceanfront Hotel," wicker furniture, a leather sofa, and a view of the street through a large window.

5. SeaLoft Oceanfront Hotel

Midtown Ocean City

Jessica

Rp1.272.903

Rp1.425.651 total

includes taxes & fees

12 Oct - 13 Oct

A bedroom with a bed, a TV on a wooden dresser, a sofa, and a window with curtains.

A bathroom with a sink, mirror, cabinet, and toilet.

A multi-story building with a rooftop pool, balconies, and a parking area.

A multi-story hotel with balconies, a swimming pool, and a parking lot.

6. Beachcomber

North Ocean City

Jason

Rp1.260.013

Rp1.768.279 total

includes taxes & fees

6 Oct - 7 Oct

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.

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

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.

7. Hampton Inn & Suites Ocean City West

West Ocean City

James

Rp1.453.366

Rp1.627.768 total

includes taxes & fees

11 Oct - 12 Oct

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

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

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.

8. Best Western Ocean City Hotel & Suites

Midtown Ocean City

JOHN

Rp1.144.539

Rp1.281.883 total

includes taxes & fees

25 Oct - 26 Oct

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

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.

A modern hotel lobby with a central seating area, a reception desk, and a patterned carpet.

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

Midtown Ocean City

Maria

Rp1.291.880

Rp1.446.906 total

includes taxes & fees

12 Oct - 13 Oct

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

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

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

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

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

North Ocean City

Marty

Rp1.327.328

Rp1.486.608 total

includes taxes & fees

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

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

11. Tru by Hilton Ocean City Bayside

Midtown Ocean City

kimberly

Rp1.600.170

Rp1.792.192 total

includes taxes & fees

11 Oct - 12 Oct

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

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

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

A wooden boardwalk leading to a beachfront hotel with multiple balconies and a clear view of the ocean.

12. Grand Hotel Ocean City Oceanfront

Downtown Ocean City

Chris

Rp1.240.482

Rp1.389.340 total

includes taxes & fees

28 Oct - 29 Oct

A modern living room with a large window overlooking the sea, a sofa, a fireplace, and a flat-screen TV mounted on the wall.

A bedroom with a bed, a sofa, a TV, a fireplace, and a view of the sea.

A spacious room with a large window overlooking a body of water, a built-in fireplace, and a cozy seating area.

A modern bathroom with a large bathtub, a white sink, and a view of the sea through large windows.

13. The Edge at Fager's Island

Midtown Ocean City

Liana

Rp4.430.993

Rp4.962.712 total

includes taxes & fees

27 Oct - 28 Oct

An indoor swimming pool with clear blue water, sunlit by skylights, surrounded by lounge chairs and potted plants.

A bookstore with a frozen treats display, a large painting on the wall, and a view of the outside through large windows.

A hotel lobby with a central seating area, a staircase, and a view of the upper floors.

A coastal hotel with multiple balconies, a clear view of the beach, and a street in the foreground.

14. Bonita Beach Hotel

North Ocean City

Adrian

Rp1.272.903

Rp1.425.651 total

includes taxes & fees

12 Oct - 13 Oct

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 dining area with a long table and six chairs, a grill, and potted plants.

A spa room with two hot tubs, a metal ladder, and a ceiling vent.

15. Holiday Inn Ocean City by IHG

North Ocean City

mike

Rp1.330.372

Rp1.490.018 total

includes taxes & fees

27 Oct - 28 Oct

A balcony with white chairs and a view of the sea.

A bar area with a sign reading 'LIQUID THERAPY' and a view of the sea.

A waterfront hotel with multiple floors, a dock, and a pool area.

A modern lounge area with seating arrangements, a poolside view, and ambient lighting.

16. Aloft by Marriott Ocean City

Midtown Ocean City

Constanza

Rp1.810.888

Rp2.028.196 total

includes taxes & fees

11 Oct - 12 Oct

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

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.

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

17. Princess Royale Oceanfront Resort

North Ocean City

John

Rp1.651.854

Rp2.135.926 total

includes taxes & fees

18 Oct - 19 Oct

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

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

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 swimming pool with lounge chairs and umbrellas, surrounded by large windows and a glass ceiling.

18. DoubleTree by Hilton Ocean City Oceanfront

Midtown Ocean City

Darryl

Rp1.746.511

Rp1.956.068 total

includes taxes & fees

12 Oct - 13 Oct

A spacious indoor area with a wicker sofa, wicker chairs, and potted plants.

A hotel atrium with a central water feature, a wooden bridge, and multiple balconies with plants.

A multi-level atrium with a central water feature, surrounded by planters and seating areas.

A spacious indoor dining area with multiple wooden tables and chairs, a long counter with a cash register, and hanging plants.

19. Quality Inn Oceanfront

Midtown Ocean City

Anita

Rp1.434.030

Rp1.606.112 total

includes taxes & fees

8 Oct - 9 Oct

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

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.

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

20. Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront

Downtown Ocean City

Rp2.290.868

Rp2.601.578 total

includes taxes & fees

11 Oct - 12 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 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

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

Top Isle of Wight Hotel Reviews

Castle in the Sand

10/10 Excellent

"Nice front desk guy. Typical OC room but clean"

Bonita Beach Hotel

8/10 Good

"I had a few mechanical issues like one electrical outlet not working, no working room telephone and the shower handle coming off in your hand."

Days Inn by Wyndham Ocean City Oceanfront

10/10 Excellent

"Loved that it was clean and the labels on the shower shampoos and soaps were large enough for my 57year old eyes to read."

Holiday Inn & Suites Ocean City by IHG

8/10 Good

"We had a generally great stay at the Holiday Inn & Suites Ocean City. Our room was very clean, spacious, and comfortable, and we especially loved the large balcony. There was plenty of room to spread out, and overall the hotel was a nice place to stay while visiting Ocean City. One thing we found a little strange was that the restaurant and bar are located right in the indoor pool area. It’s definitely an unusual setup and not quite the atmosphere you’d normally expect for a restaurant/bar. We also ended up leaving a day early because of the weather and our travel plans. We let the hotel know we were leaving, but noticed that we weren’t actually checked out in their system until the date of our original reservation. Nothing necessarily came of it, but we thought that was a little odd. Overall, though, we had a positive experience. The cleanliness, spacious room, and big balcony were definite highlights, and we would consider staying here again when visiting Ocean City."

Plim Plaza Hotel

10/10 Excellent

"We had an absolute blast staying here. The staff and the other guests were great! We were there for the Nor’Easter and although the Oceans Calling Festival was cancelled and the weather was awful we still had fun. We did cut our stay short due to deteriorating weather conditions, but booked for next year before we left. If you want a clean place to stay and want to be surrounded by all the OC Boardwalk has to offer, look no further. Yes, the rooms are small but what are you doing in your room? Go outside, hang out on the porch or the huge lobby. So much fun."

Comfort Suites Ocean City West

8/10 Good

"The front desk staff was extremely helpful and courteous. The hotel, including the rooms were very clean. My only complaint being that when I returned from swimming in the pool one afternoon, that my room door was propped open by the housekeeping staff, with none of them in sight. I stood by for several minutes to see if anyone would return or was keeping an eye on the room, but nobody did. This was a little disconcerting as I had left valuable camera equipment along with my wallet, in the room while swimming. Nothing was missing but these actions left the room unsecure and anyone in the hotel could have easily gained access to it!"

Quality Inn Oceanfront

8/10 Good

"bathroom tub and fixtures needs to be upgraded. Staff is both courtesy and helpful."

More cheap stays in Isle of Wight

Plim Plaza Hotel

109 North Atlantic Ave. Ocean City MD

Rp1.353.467

Rp1.515.883 total

30 Sept - 1 Oct

includes taxes & fees

7.2/10 Good! (1,224 reviews)

Crystal Beach Hotel

2500 N. Baltimore Ave. Ocean City MD

Rp1.414.337

Rp1.584.057 total

6 Oct - 7 Oct

includes taxes & fees

Quality Inn Oceanfront

5400 Coastal Hwy Ocean City MD

Rp1.434.030

Rp1.606.112 total

8 Oct - 9 Oct

includes taxes & fees

8.4/10 Very good! (1,431 reviews)

Quality Inn Ocean City Beachfront

2910 N Baltimore Ave Ocean City MD

Rp1.440.038

Rp1.612.842 total

5 Oct - 6 Oct

includes taxes & fees

7.4/10 Good! (1,105 reviews)

Princess Bayside Beach Hotel

4801 Coastal Highway Ocean City MD

Rp1.355.883

Rp1.739.154 total

5 Oct - 6 Oct

includes taxes & fees

8.4/10 Very good! (1,009 reviews)

Hotel Bethany Beach

39642 Jefferson Bridge Rd. Bethany Beach DE

Rp1.546.884

Rp2.008.938 total

29 Oct - 30 Oct

includes taxes & fees

9.2/10 Wonderful! (1,553 reviews)

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Find hotels in Isle of Wight, MD from Rp1.228.258

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Isle of Wight

Check prices for these dates

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Star rating

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Our top choices for Isle of Wight hotels

1. Residence Inn by Marriott Ocean City

2. Castle in the Sand

3. Hyatt Place Ocean City / Oceanfront

4. Best Western Plus Ocean City

5. SeaLoft Oceanfront Hotel

6. Beachcomber

7. Hampton Inn & Suites Ocean City West

8. Best Western Ocean City Hotel & Suites

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

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

11. Tru by Hilton Ocean City Bayside

12. Grand Hotel Ocean City Oceanfront

13. The Edge at Fager's Island

14. Bonita Beach Hotel

15. Holiday Inn Ocean City by IHG

16. Aloft by Marriott Ocean City

17. Princess Royale Oceanfront Resort

18. DoubleTree by Hilton Ocean City Oceanfront

19. Quality Inn Oceanfront

20. Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront

Stay near popular Isle of Wight attractions

beach near Smokehouse Cove

beach near Poplar Point

beach near Isle Of Wight Wildlife Management Area

Top Isle of Wight Hotel Reviews

Castle in the Sand

Bonita Beach Hotel

Days Inn by Wyndham Ocean City Oceanfront

Holiday Inn & Suites Ocean City by IHG

Plim Plaza Hotel

Comfort Suites Ocean City West

Quality Inn Oceanfront

More cheap stays in Isle of Wight

Plim Plaza Hotel

Crystal Beach Hotel

Quality Inn Oceanfront

Quality Inn Ocean City Beachfront

Princess Bayside Beach Hotel

Hotel Bethany Beach

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