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.

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

Midtown Ocean City

Beth H.

HK$1,581 total

includes taxes & fees

1 Nov - 2 Nov

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

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

North Ocean City

Ed B.

HK$1,784 total

includes taxes & fees

31 Oct - 1 Nov

A covered patio with a table and chairs, a sliding glass door, and a white fence.

3. Monte Carlo Condos

Downtown Ocean City

Ben

HK$1,737 total

includes taxes & fees

18 Oct - 19 Oct

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

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

North Ocean City

Theodore B.

HK$1,644 total

includes taxes & fees

13 Oct - 14 Oct

A balcony with wicker furniture overlooking the ocean.

5. Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews

North Ocean City

Jay channel R.

HK$3,700 total

includes taxes & fees

5 Nov - 6 Nov

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

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

North Ocean City

Lindsey S.

HK$1,900 total

includes taxes & fees

12 Oct - 13 Oct

A beach with waves crashing onto the shore, a wooden fence, and dense green vegetation in the foreground.

7. Delightful Escape, Oceanfront 2BDR , Awesome Views, Pool, Clean!

North Ocean City

Nancy U.

HK$2,940 total

includes taxes & fees

1 Nov - 2 Nov

A wooden pier extending into calm waters at dusk.

8. Nothing Beats Oceanfront OCMD!!

North Ocean City

Karen C.

HK$1,876 total

includes taxes & fees

25 Oct - 26 Oct

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

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

Midtown Ocean City

Bailey P.

HK$2,263 total

includes taxes & fees

12 Oct - 13 Oct

A modern high-rise building with multiple balconies and large windows, situated near a sandy beach area.

10. Oceanfront 1 Bedroom 1.5 Bath-Balcony-Laundry-WiFi

North Ocean City

Karen W.

HK$2,223 total

includes taxes & fees

16 Oct - 17 Oct

A kitchen with white cabinets, a marble countertop, a microwave, a refrigerator, and three stools.

11. Cozy 1 Bedroom w/pool & short walk to beach

North Ocean City

"Such a great spot! Super clean and cute. Beds were comfy, and host couldn’t have been better! We had an issue with the AC and she had the HVAC guy out there within a couple hours!Loved how close to the Northside park we were. It was so nice to get up and start the day off with a walk or jog around the park!The beach was a quick walk across the street, and there were so many food options within walking distance of the condo! Visiting Uber bagels was almost a daily occurrence lolAll in all a great...

Julie B.

HK$1,914 total

includes taxes & fees

22 Oct - 23 Oct

A living room with a sofa, a lamp, a TV, and a view of the sea through a balcony.

12. Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo

Downtown Ocean City

Lisa K.

HK$2,707 total

includes taxes & fees

9 Nov - 10 Nov

A waterfront property with multiple balconies, a dock with boats, and a clear blue sky.

13. Canal front with boat slip, boat ramp, WiFi, and roku streaming TV

Midtown Ocean City

Anonymous traveller

HK$1,274 total

includes taxes & fees

11 Oct - 12 Oct

A brightly lit indoor play area with a ping pong table, various toy vending machines, and a small boat ride.

14. Modern Renovated Condo - 90 Steps to Beach - Indoor Pool - OCMD

North Ocean City

Kevin R.

HK$2,319 total

includes taxes & fees

1 Nov - 2 Nov

A dining area with a wooden table and white chairs, a sofa, and a television in the background.

15. Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools

Selbyville

Jeff A.

HK$2,323 total

includes taxes & fees

14 Oct - 15 Oct

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

16. ☀️ Enjoy the Beachlife!! —>2Bed & 2Bath Condo ☀️

North Ocean City

Josie M.

HK$1,754 total

includes taxes & fees

12 Oct - 13 Oct

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

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

Midtown Ocean City

Jennifer W.

HK$2,347 total

includes taxes & fees

13 Oct - 14 Oct

A kitchen with a stove, oven, microwave, and refrigerator.

18. 127th Bayside-pool-short walk 2 beach-By Park!

North Ocean City

"My family and I used the 3 condos in Raffles owned by Erin. We visit every summer and I must say this was the best experience I have had in OCMD. All 3 condos were squeaky clean, modernly renovated, beautifully decorated, and felt like home. Erin was amazing with communication from start to finish. They deserve more than 5 stars for the condos and for customer service. I am looking forward to booking here every summer !"

Christian A.

HK$2,183 total

includes taxes & fees

11 Oct - 12 Oct

A waterfront hotel with multiple stories, a prominent entrance, and a variety of amenities including outdoor seating areas.

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

Downtown Ocean City

aubrey r.

HK$1,532 total

includes taxes & fees

11 Oct - 12 Oct

A modern kitchen with white cabinets, a built-in oven, and a coffee machine.

20. Fall Beach Getaway! Ocean Block Sleeps 6

North Ocean City

Susan M.

HK$2,786 total

includes taxes & fees

14 Oct - 15 Oct

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Top Isle of Wight Hotel Reviews

Princess Royale Oceanfront Resort

10/10 Excellent

"Great view of the water and nice facility!"

Hyatt Place Ocean City / Oceanfront

8/10 Good

"shower area could use some reconstruction. tiles and floor were damaged from water leakage. room did not smell clean. asked for a microwave at 5:30 pm and never received. paying for parking in October when it is in the middle of the week isn't practical. Thanks to Tyler at check in. He was very friendly and accommodating for room location. Breakfast was plentiful and very good. Breakfast area was kept clean."

Holiday Inn & Suites Ocean City by IHG

8/10 Good

"The suite we stayed in had a jacuzzi tub with rain shower head. Be aware! Jacuzzi tub sides are quite high so it’s dangerous getting in and out of a shower. It was recommended to book an “accessible” room for a walk in shower. Aside from that, the room was comfy, has a full size fridge, and spacious balcony with a table. Quiet room unless there’s a classic car show with a parade on the boardwalk beginning at 7 am…. :("

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