Isle of Wight Condo Rentals
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Our top choices for Isle of Wight condo rentals

A modern kitchen with white cabinets, a central island, and a dining area with a wooden table and chairs.

A kitchen with a central island, white cabinetry, and a dining area with a view to the outside.

A parking area with a red SUV, a wooden fence, and a beach in the background.

A kitchen with a rustic wooden cabinet displaying motivational phrases, a hanging light fixture, and a framed picture on the wall.

1. Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!

Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!

Midtown Ocean City

9.8 out of 10, Exceptional, (270 reviews)

9.8/10

Exceptional

(270 reviews)

"place was nice and clean."

Gabbi M.

The price is HK$910

HK$910

HK$1,924 total

includes taxes & fees

15 Sept - 16 Sept

Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!

A balcony with two chairs and a table, overlooking a beach with the ocean and a clear sky.

A crowded boardwalk with beach umbrellas and people walking.

A rooftop pool with a view of the beach and ocean.

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

2. #1 Rated Condo, Oceanfront, with Bay View Too

#1 Rated Condo, Oceanfront, with Bay View Too

North Ocean City

10.0 out of 10, Exceptional, (336 reviews)

10/10

Exceptional

(336 reviews)

"Had a great stay "

Ed B.

The price is HK$1,011

HK$1,011

HK$2,590 total

includes taxes & fees

3 Sept - 4 Sept

#1 Rated Condo, Oceanfront, with Bay View Too

A table with two wine glasses and a bottle, set against a sunset view over water.

A pool area with lounge chairs and umbrellas, a clear sky, and a calm water surface.

A neatly made bed with white linens, two bedside tables with lamps, a wooden headboard, and a framed picture on the wall.

A large, multi-story hotel with a central tower and a reflective water body in front.

3. Sunset Bayside Escape, Pool plus walk to the Beach

Sunset Bayside Escape, Pool plus walk to the Beach

Midtown Ocean City

10.0 out of 10, Exceptional, (4 reviews)

10/10

Exceptional

(4 reviews)

"Great location and amazing view of the bay! "

Bailey P.

The price is HK$909

HK$909

HK$2,204 total

includes taxes & fees

22 Sept - 23 Sept

Sunset Bayside Escape, Pool plus walk to the Beach

A living room with a sofa, a coffee table, a TV, and a sliding glass door leading to a balcony with chairs.

A kitchen with wooden cabinets, stainless steel appliances, a microwave, a coffee maker, and a dishwasher.

A living room with a wooden table, white chairs, a TV on a wooden stand, and a small fish decoration.

A dining area with a round table and white chairs, a kitchen in the background, and a hallway leading to other rooms.

4. No need to look any further for a one bedroom in OC. Long term rates available.

No need to look any further for a one bedroom in OC. Long term rates available.

North Ocean City

9.4 out of 10, Exceptional, (53 reviews)

9.4/10

Exceptional

(53 reviews)

"My husband and I love this condo and its location. We have stayed here the last few years and looking forward to more stays in the future. The condo is wonderful!"

Vicki B.

The price is HK$1,247

HK$1,247

HK$3,741 total

includes taxes & fees

4 Sept - 5 Sept

No need to look any further for a one bedroom in OC. Long term rates available.

A crowded beach with numerous umbrellas and people enjoying the seaside.

A spacious living area with a dining set, a coffee table, and a TV mounted on the wall.

A modern kitchen with white cabinetry, a central island, stainless steel appliances, and a dining area with a white table set for four.

A balcony with a table and two chairs, a railing, and a view of buildings in the background.

5. Newly remodeled Ocean Block Condo!

Newly remodeled Ocean Block Condo!

Midtown Ocean City

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"This was a very nice trip to see The Ocean City Maryland Car show."

Patrick

The price is HK$811

HK$811

HK$2,981 total

includes taxes & fees

24 Aug - 25 Aug

Newly remodeled Ocean Block Condo!

A deck with outdoor seating, a table, and a view of the water and buildings.

A modern kitchen with white cabinetry, a stainless steel range hood, a microwave, and a built-in oven.

A waterfront hotel with a pool, a parking area, and a view of the ocean.

6. Bradley on the Bay condo with community pool

Bradley on the Bay condo with community pool

Midtown Ocean City

9.6 out of 10, Exceptional, (4 reviews)

9.6/10

Exceptional

(4 reviews)

"Very nice overall 8’ pool was a surprise walk to the beach a little much tho. The condo was very cute"

Dawn S.

The price is HK$811

HK$811

HK$2,662 total

includes taxes & fees

24 Aug - 25 Aug

Bradley on the Bay condo with community pool

A dining area with wicker chairs and a glass table, a kitchen with white cabinets, and a view of a building through a window.

A multi-story hotel with a central courtyard, parking lot, and a view of the beach and ocean.

A hallway with white doors, a brown rug, and a potted plant.

A dining area with a glass-top table surrounded by wicker chairs, a chandelier, and a kitchen in the background.

7. Bayside Condo 111 100th street Ocean City MD 21842

Bayside Condo 111 100th street Ocean City MD 21842

North Ocean City

9.8 out of 10, Exceptional, (29 reviews)

9.8/10

Exceptional

(29 reviews)

"We had a great stay at this VRBO, everything was clean and as described! Will be staying here again."

Dylan M.

The price is HK$784

HK$784

HK$4,390 total

includes taxes & fees

7 Sept - 8 Sept

Bayside Condo 111 100th street Ocean City MD 21842

A modern living room with a flat-screen TV, a sofa, a small bed, and a balcony with a view of the buildings.

A canal flanked by multi-story buildings with balconies, reflecting the sky and buildings.

A waterfront hotel with multiple balconies, a dock, and a calm water body.

A modern kitchen with white cabinetry, a dining table with chairs, and a chandelier.

8. Seacret Hideout - Bayside - 1 block to beach, Seacrets and more.

Seacret Hideout - Bayside - 1 block to beach, Seacrets and more.

Midtown Ocean City

8.0 out of 10, Very good, (18 reviews)

8.0/10

Very good

(18 reviews)

"The property was great and close to food and the beach"

Michael M.

The price is HK$1,450

HK$1,450

HK$3,363 total

includes taxes & fees

15 Sept - 16 Sept

Seacret Hideout - Bayside - 1 block to beach, Seacrets and more.

A wooden pier extending into calm waters at dusk.

A balcony with outdoor seating, a view of a marina, and a reflection of buildings.

A kitchen with a granite countertop, stainless steel sink, white cabinets, a white refrigerator, and a microwave.

An aerial view of a coastal hotel area with multiple buildings, including a prominent hotel with a rooftop pool and a pier extending into the water.

9. Ocean City 2BR Beach Getaway

Ocean City 2BR Beach Getaway

Midtown Ocean City

9.8 out of 10, Exceptional, (6 reviews)

9.8/10

Exceptional

(6 reviews)

The price is HK$1,308

HK$1,308

HK$2,861 total

includes taxes & fees

24 Aug - 25 Aug

Ocean City 2BR Beach Getaway

A view from a balcony with a striped awning, overlooking a beach with a wooden fence and benches.

A bedroom with a large bed, a wardrobe, a ceiling fan, and a window with curtains.

A living room with a green sofa, a wooden coffee table, a white fireplace, and a wicker chair.

A kitchen with white cabinets, a stove, a microwave, and a sink.

10. OCHG VIRGINIA LEE

OCHG VIRGINIA LEE

2.0 star property

Downtown Ocean City

7.8 out of 10, Good, (9 reviews)

7.8/10

Good

(9 reviews)

"Love the quaintness of the property. Very clean. Needs updating however did have the old school beach vibe. Really enjoyed our stay. "

Kimberly

The price is HK$1,331

HK$1,331

HK$3,309 total

includes taxes & fees

11 Sept - 12 Sept

OCHG VIRGINIA LEE

A sandy beach path leading to the ocean, bordered by wooden fences.

A balcony with a view of the sunset over the ocean, a white building in the background, and red chairs.

An indoor swimming pool with clear water, a no diving sign, and a lifebuoy on the wall.

A living room with a grey sectional sofa, a white coffee table, and two side tables with lamps. A mirror with a rustic frame and a sign that reads "LET'S DO SUNSET" are on the wall.

11. Relax, Unwind and Enjoy the Beach in a Fully Equipped Condo! Steps To The Ocean!

Relax, Unwind and Enjoy the Beach in a Fully Equipped Condo! Steps To The Ocean!

North Ocean City

9.6 out of 10, Exceptional, (146 reviews)

9.6/10

Exceptional

(146 reviews)

"Cute condo and great location !!!"

Melissa M.

The price is HK$1,560

HK$1,560

HK$3,021 total

includes taxes & fees

12 Sept - 13 Sept

Relax, Unwind and Enjoy the Beach in a Fully Equipped Condo! Steps To The Ocean!

A coastal hotel with multiple buildings, a beach in the foreground, and a sunset sky.

A compact kitchen with white cabinets, a wooden dining table, two bar stools, and a hanging light fixture.

A bedroom with a bed, a nightstand, a wall-mounted shelf, a window with blinds, and a wall-mounted mirror.

A living room with a sofa, chairs, a TV, and a kitchen in the background.

12. Walk to the Beach & Boardwalk!! 2 Bedroom Family Condo!

Walk to the Beach & Boardwalk!! 2 Bedroom Family Condo!

Downtown Ocean City

9.4 out of 10, Exceptional, (8 reviews)

9.4/10

Exceptional

(8 reviews)

"The host was very responsive and the condo was clean and very convenient location, with plenty of space for our group of 5!"

Ashley F.

The price is HK$834

HK$834

HK$2,207 total

includes taxes & fees

13 Sept - 14 Sept

Walk to the Beach & Boardwalk!! 2 Bedroom Family Condo!

A modern living room with a sofa, a coffee table, a potted plant, and a view through a glass door to an outdoor balcony.

A modern dining area with a glass table, blue chairs, and a minimalist art piece on the wall.

A modern kitchen with stainless steel appliances, a built-in oven, and a large sink.

A beige sofa with two patterned pillows and a 'welcome home' pillow.

13. Oceanblock-Sleeps 4-WiFi-Walk to Beach & Seacrets

Oceanblock-Sleeps 4-WiFi-Walk to Beach & Seacrets

Midtown Ocean City

9.8 out of 10, Exceptional, (22 reviews)

9.8/10

Exceptional

(22 reviews)

"Everything was wonderful, such a pretty little condo. We had a wonderful time."

Alexandra C.

The price is HK$1,164

HK$1,164

HK$2,621 total

includes taxes & fees

22 Sept - 23 Sept

Oceanblock-Sleeps 4-WiFi-Walk to Beach & Seacrets

A room with teal walls, a gray sofa, a white dresser, and a ceiling fan.

A hotel room with a bed, two pillows, a headboard, and a painting of birds on the wall.

A modern kitchen with a wooden island, white chairs, and a teal accent wall.

A kitchen with a central island, a stove, a sink, and a refrigerator.

14. Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N

Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N

North Ocean City

9.2 out of 10, Wonderful, (49 reviews)

9.2/10

Wonderful

(49 reviews)

"Great location, and price. Very nice host. Place was nice."

David C.

The price is HK$1,164

HK$1,164

HK$2,498 total

includes taxes & fees

1 Sept - 2 Sept

Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N

A beach with a sandy shore and the ocean.

A compact living space with a kitchenette, a sofa, a chair, and a small dining table.

A bedroom with two beds, a mirror, and a nightstand with lamps.

A multi-story building with a balcony, a staircase, and a white fence in the background.

15. Mid Town OceanSide/Block 46th St. Sleeps 5 Location, Location, Location!

Mid Town OceanSide/Block 46th St. Sleeps 5 Location, Location, Location!

Midtown Ocean City

9.2 out of 10, Wonderful, (127 reviews)

9.2/10

Wonderful

(127 reviews)

"Perfect location. Clean and safe. Thanks for a great stay! "

Kelly G.

The price is HK$1,568

HK$1,568

HK$2,661 total

includes taxes & fees

25 Aug - 26 Aug

Mid Town OceanSide/Block 46th St. Sleeps 5 Location, Location, Location!

A balcony with a view of the sunset, a decorative sculpture, and two lounge chairs.

A modern kitchen with a built-in microwave, oven, and stove. There is a dining area with a table and chairs, and decorative wall art.

A beach with a sunset over the ocean, sandy shore, and sparse vegetation.

A modern kitchen with white cabinets, a microwave, and a bar area with stools.

16. BeachBox I • Oceanfront Balcony • Sunrise Views • East Winds 202

BeachBox I • Oceanfront Balcony • Sunrise Views • East Winds 202

North Ocean City

10.0 out of 10, Exceptional, (68 reviews)

10/10

Exceptional

(68 reviews)

"Beach Box I is perfect for a couple’s retreat. The unit had a fantastic view of the ocean. It was very clean, well furnished and had even thoughtful touches (like extra phone chargers). It is in walkable distance of many restaurants. We had a great time and would rent this property again! "

Christi C.

The price is HK$996

HK$996

HK$2,586 total

includes taxes & fees

31 Aug - 1 Sept

BeachBox I • Oceanfront Balcony • Sunrise Views • East Winds 202

A pier with boats docked, extending into calm water during sunset.

A modern living room with a grey sofa, wooden flooring, and a kitchen area with blue cabinets.

A beach with a pier extending into calm waters, a sandy shore, and a building with a white facade.

A waterfront hotel with a swimming pool, parking area, and a view of the sea.

17. 1st Floor Bayfront 1 bedroom Updated Condo with pool overlooking the bay!!

1st Floor Bayfront 1 bedroom Updated Condo with pool overlooking the bay!!

Midtown Ocean City

10.0 out of 10, Exceptional, (22 reviews)

10/10

Exceptional

(22 reviews)

"We stayed off season for a cheer competition, but it was great! Everything was just as pictured, clean and beautiful. We had a few things come up, but Tina was super responsive and helpful! We will definitely be back next year. "

Larysa O.

The price is HK$1,646

HK$1,646

HK$3,345 total

includes taxes & fees

29 Aug - 30 Aug

1st Floor Bayfront 1 bedroom Updated Condo with pool overlooking the bay!!

A living room with a fireplace, a ceiling fan, a large window, and a balcony.

A dining room with a wooden table, white chairs, a chandelier, and a decorative cabinet.

A living room with a sofa, a coffee table, and a dining area with chairs.

A kitchen with wooden cabinets, a stainless steel oven, a microwave, and a dishwasher.

18. Beach Paradise VI-Downtown Waterfront Bayview, Luxury Boardwalk Condo with POOL!

Beach Paradise VI-Downtown Waterfront Bayview, Luxury Boardwalk Condo with POOL!

Downtown Ocean City

9.6 out of 10, Exceptional, (50 reviews)

9.6/10

Exceptional

(50 reviews)

"Location was great, hosts were responsive to messages, some logistics were odd."

Jedediah

The price is HK$1,137

HK$1,137

HK$3,767 total

includes taxes & fees

8 Sept - 9 Sept

Beach Paradise VI-Downtown Waterfront Bayview, Luxury Boardwalk Condo with POOL!

A beach with a sandy path, a wooden fence, and the ocean in the background.

A multi-story hotel with a covered parking area, balconies, and a clear sky.

A living room with a sofa, a dining table with chairs, a TV, and a ceiling fan.

A parking area with a view of the beach and ocean.

19. Ocean City Maryland. Welcome to the Flip-Flop. Steps away from the beach!

Ocean City Maryland. Welcome to the Flip-Flop. Steps away from the beach!

Midtown Ocean City

9.8 out of 10, Exceptional, (15 reviews)

9.8/10

Exceptional

(15 reviews)

The price is HK$1,376

HK$1,376

HK$2,516 total

includes taxes & fees

8 Sept - 9 Sept

Ocean City Maryland. Welcome to the Flip-Flop. Steps away from the beach!

A beachfront hotel with a swimming pool, beach access, and a view of the ocean.

A hotel with a central building featuring a star on top, surrounded by parking and other buildings.

A living room with a sofa, armchair, coffee table, and a fireplace. A large window offers a view of the ocean and a balcony.

A high-rise hotel with a swimming pool, beach view, and a sunset.

20. Oceanfront l Pool l Elevator l Private Balcony with Sunrise views

Oceanfront l Pool l Elevator l Private Balcony with Sunrise views

North Ocean City

9.8 out of 10, Exceptional, (6 reviews)

9.8/10

Exceptional

(6 reviews)

"Andre is a great host who responds quickly. His condo is cozy, comfortable and clean. The furniture and decor are in nice shape and tasteful. The balcony is the highlight of the unit, comfortable furniture and awesome view. Easy access to the beach and pool. It was perfect for my husband and I."

Kathleen B.

The price is HK$1,303

HK$1,303

HK$3,023 total

includes taxes & fees

22 Sept - 23 Sept

Oceanfront l Pool l Elevator l Private Balcony with Sunrise views

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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