Holiday rentals in Isle of Wight Bay

Sun, Swim & Serenity

🏡 Bayside Comfort Near the Beach. Welcome to your perfect coastal getaway! Unwind in this condo just a short walk from the beach. Enjoy a queen bed, two full-size bunk beds, a fully equipped kitchen, private balcony, and access to the community pool. Stay connected with Wi-Fi and Smart TV, and take advantage of free parking. Located in a quiet community near Ocean City’s boardwalk, shops, and restaurants, this retreat offers the perfect blend of relaxation & convenience for families or friends.

Gorgeous New Beachfront! King Bed, Direct Sea View

Stunning beachfront condo with direct view of the ocean! Your vacation home away from home! Everything you need right ON the beach. All linens, supplies and a well-stocked kitchen! New 65" TV w/free 4K Netflix provided! Modern serene decor in the heart of OC! Feel like getting out? Enjoy walking distance to Seacrets, Mackey's, and Fager's Island, Subway, Candy Kitchen or Dumsers' Dairyland! More adventure? Walk to minigolf, pontoon boats and jetski rentals! Only 4 minute drive to the boardwalk!!

**Beautiful newly renovated OC MD water view home*

Beautiful Bay view ground floor unit steps away from the water, 1 free parking spot available for guests and tons of street parking comfortable for 2 people for a long stay and 4 for a weekend getaway Located in the middle of all Ocean city major attractions Walking distance to the beach and Jolly Roger Amusement water Park and tons of other activities and restaurants. 6 min away from famous Seacrets, Macky’s & Fish Tales 8 min drive to OC famous board walk & downtown 15 min to Shopping Outlets

For 5(28)

Your family will be close to everything when you stay at this centrally-located home. We are 10-15 minutes to OC beaches, historic Berlin, and 30 min. to Del. beaches and Assategue Island with it's wild ponies. And minutes to the Ocean Pines amenities; 5 pools, beach access, golf course, racket sports, bike, walk paths and nightly live entertainment. Then come back to the quiet home where you have plenty of room to stretch out inside or outside. Quiet back yard porch, patio, and bbq grill.

Ocean Pines marina view condo

Steps to 2 pools, 2 marinas, tiki bar and OP Yacht Club. Live music Thursday-Sunday evenings from 6-10pm, (in season). Beach day? Ocean City 15 min drive or walk to the marina and hop on a boat with friends and head across the bay into OC. Assateague Island is a 20 min drive. Crabbing? Fishing? Walk to one of the many Ocean Pines canals or ponds. Golfing? The links are just across the Parkway. Wedding party? Be footsteps away from make lasting memories. Free beach parking on 49th included

Cozy & Clean Condo on 36th st. Steps to Beach!

NOT A PARTY PLACE! If that is what you are looking for please keep scrolling!! Well taken care of 2nd floor condo conveniently located on 36th street and is just steps away from the beach. Great place to stay with family or friends with the ability to quickly come and go from beach as you wish with no need to get in a car. Close to convention center, Seacrets, and Jolly Rogers. Sleeps 4 adults comfortably. Convenient keypad entry so no need to worry about losing a key! MUST BE 25+ TO RENT!!

Edgewater Escape - Luxury Bayfront Loft with Porch

You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

Watertown 104 with OCP Beach Passes

Watertown 104 is an immaculately maintained rancher with numerous updates and plenty of space for you and your family to spread out while on vacation. Located in the amenity rich Ocean Pines, just 6 miles from Ocean City, you have the choice to go crabbing, fishing, boating, visiting the local pools, playgrounds, private and public beaches, all within a few miles. Ocean pines beach parking pass included with stay. We hope you choose to stay with us for your next trip down to the beach!

Lux Direct Oceanfront*Deck*Pets welcome*Arcade*

3rd-floor condo offers endless beach and ocean views. I own both top-floor condos- rent both for 6 BR 4BA! Beautifully appointed 3 BR 2 BA condo with huge 12x15 oceanfront covered balcony. Polyeood table for relaxing and enjoying a book, drink or a crab feast! Tile floors thru-out the condo make cleaning a breeze Fully stocked kitchen with breakfast bar seating for 3 Modern bathrooms BR1 -Queen bed, ceiling fan, and private full bath BR2- Queen bed and ceiling fan BR3- Two Full beds

Jolly Judlee 1BR 1BA Bayside Renovated Efficiency

Amazing bayside efficiency perfect for your next beach vacation. 1 bedroom and 1full bath with a kitchenette close to the beach, the boardwalk, and all that Ocean City has to offer. Suitable for 4 guests with a queen bed and a pull out sofa. Dining table and chairs tucked away to allow for more space. Enjoy your morning coffee on your own balcony area. Walkable to Jolly Rogers and numerous "locals" restaurants as well as a short walk to the beach. 1 dog allowed with pet fee.

Oceanfront Sea View | 46th St

Welcome to our oceanfront beach condo! This spacious one bedroom, 1.5 bathroom unit is the perfect getaway for couples or small families looking to enjoy the sun, sand, and surf. The real highlight of this condo is the stunning ocean views. Step out onto the private balcony and take in the sights and sounds of the beach below. Whether you're sipping your morning coffee or enjoying a glass of wine at sunset, you'll love having this prime spot to relax and unwind.

Oceanfront Family Oasis: Pool, Beach & Parking!

Escape to your dream family vacation in this amazing 2-bedroom condo on the 8th floor! Enjoy incredible ocean views, direct beach access, and proximity to Ocean City's top attractions like the vibrant OC Boardwalk and thrilling amusement parks. This condo offers modern amenities, a refreshing seasonal outdoor pool, and the convenience of free parking. Perfect for families seeking fun and relaxation near the ocean.