
Holiday houses in Isle of Wight Bay
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Isle of Wight Bay
Guests agree: these stays are highly rated for location, cleanliness and more.

Luxurious Ocean Block condo
Enjoy a stylish experience at this centrally-located place. The exquisite and beautiful updated condo offers a combination of luxury, comfort and elegance with a modern look. Located midtown, across the street from Secrets, just a few steps away from the beach! The ideal place for a vacation that offers a fully brand new equipped kitchen, washer and dryer, dishwasher and WiFi. King size bed and a sleeper sofa in the living room. Half bathroom attached to the bedroom. Must be at least 25 to book!

Gorgeous Beachfront! King Bed, Direct Ocean 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!!

Water view at Ocean Pines Yacht Club 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

Luxury Oceanfront Escape!
This unique place has a style of its own. Wake up, pour your cup of coffee, and watch the sunrise from your direct oceanfront balcony. The beach is a few short steps away. Walking distance to many restaurants and shops! This recently renovated one bedroom condo features an outdoor shower, an elevator, fully equipped kitchen, a library of books, 1.5 bathrooms, Wi-Fi, large screen smart tv, bedroom tv, parking spot, washer/dryer and so much more! Fresh linens, towels, and toiletries included.

Ultra Luxe Oceanfront Escape w/Breathtaking Views!
Enjoy a rare beach-house feel from this renovated first-floor oceanfront condo in North Ocean City. Set just one level up, the unit offers a spectacular perspective of the dunes, beach, ocean, and waves breaking right outside. Enjoy direct beach access, two reserved parking spaces, elevators, linens and towels, a heated indoor pool and hot tub, and a new 4,000 SF ocean-view sun deck. Inside, this warm coastal retreat sleeps 8 with pine ceilings, luxury finishes, and private balcony views.

Lux Bayfront Unit with Stunning views!
This condo provides the items you want for a perfect vacation! Beautiful spacious seating right on the bay, large kitchen and living room, stunning views! This beautifully furnished 3 bedroom/3bathroom condo is comfortable for max of 10 guests. When not on the beach enjoy views of the ocean and bay. Large private pier that allows you to fish without a license needed. Located next to the Rt 50 draw bridge and a short 3 block walk to the beach and boardwalk, the location cannot be beat.

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 :)

Direct Oceanfront with a View and Amenities Galore
Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with full 100% view of the beach and ocean.

Bright and Airy Oceanside Condo
Wake up to stunning ocean sunrises from your private balcony and enjoy bay sunsets just outside your front door. This oceanside condo in midtown Ocean City, MD is steps from the beach!! Beachside with no street to cross. Park your car for free in our covered lot. Enjoy a walkable location near top restaurants, bars, nightlife, and attractions like Seacrets, Fager’s Island, Macky’s, breakfast at barn 34 and mini golf. Ideal for a convenient Ocean City beach vacation.

Van Beach 215
This stylish place to stay is perfect for a small group or single family looking to relax and get away. This freshly renovated 1 bedroom, 1 bath unit is just steps to the sand and centrally located on 40th street. This is the perfect location for everyone who wants to be a part of the downtown festivities, restaurants, shopping and the Ocean City Convention Center but removed from the hustle and bustle. Come stay with us and enjoy everything OCMD has to offer!

Great Ocean Block 1 BR Condo by Convention Center!
Cute, cozy & clean 1 BR ocean block condo on 40th St, across from convention center & half a block from ocean & great, uncrowded section of beach. Easy self check in with key pad - no keys! Decor is updated and has a bright and airy beach cottage feel. Very comfortable bed & sofa, kitchen and bathroom recently renovated, & brand new front door and central air. Your home away from home!

Cozy Coastal Home in Ocean Pines
Our home is 2 bedrooms, 2 full bathrooms, detached house, with a rear deck and patio with dining table located in Ocean Pines. It's updated & modern, clean, and ready for your next beach vacation! The house has a fenced in yard and is in a very quiet neighborhood and will make a great family vacation home. We cater to families, couples and small groups.
Popular amenities for Isle of Wight Bay holiday rentals
Other great holiday rentals in Isle of Wight Bay

Cozy coastal canal escape

Cozy Cottage near the Ocean and Wild Horses

*Steps to Sea* 45th & Ocean Block W/ Amenities

Bayside Paradise - One Block to the Beach!

Charming countryside bungalow, just off the Beach!

Beach is steps away! Oceanside Condo 46th Street

Lighthouse Cottage- Pet Friendly & Close to beach

2 Bed/2 Bath Mid-town Oceanfront with Balcony
Destinations to explore
- New York City Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Pittsburgh Holiday rentals
- Ocean City Holiday rentals
- Raleigh Holiday rentals
- Virginia Beach Holiday rentals
- Newark Holiday rentals
- Jersey City Holiday rentals
- Baltimore Holiday rentals
- Richmond Holiday rentals
- Atlantic City Holiday rentals
- Chincoteague Island
- Cape May Beach NJ
- Ocean City Beach
- Assateague Island National Seashore
- Wildwood Crest Beach New Jersey
- Ocean City Boardwalk
- Broadkill Beach
- Rehoboth Beach
- Assateague State Park
- Cape Henlopen State Park
- Willow Creek Winery & Farm
- Bethany Beach Boardwalk
- Northside Park
- Jolly Roger Amusement Park
- Delaware Seashore State Park
- Ocean City Boardwalk
- Fenwick Island State Park Beach
- Roland E Powell Convention Center
- Wildwood Boardwalk
- Wildwoods Convention Center
- Ocean Pines Golf Club
- Mariner's Arcade
- Funland
- Dewey Beach Access





