Holiday houses in Isle of Wight Bay

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Top-rated holiday rentals in Isle of Wight Bay

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Apartment in Ocean City
5 out of 5 average rating, 29 reviews

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!

Top Guest favourite
A vibrant neon sign reading 'Sea Glass Sunrise' is framed by lush green foliage, set against a backdrop of a serene beach at dawn. The soft pastel colors of the sky create a peaceful atmosphere, enhancing the welcoming ambiance of the space.
Condo in Ocean City
4.99 out of 5 average rating, 133 reviews

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!!

Top Guest favourite
Condo in Ocean Pines
4.97 out of 5 average rating, 218 reviews

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

Guest favourite
A pair of blue Adirondack chairs are positioned at a small table on a balcony overlooking the ocean. The expansive view of the sandy beach and distant umbrellas is visible, creating a serene spot for relaxation.
Condo in Ocean City
4.96 out of 5 average rating, 220 reviews

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.

Guest favourite
A spacious living room features a large flat-screen TV mounted on a white entertainment unit. The room is enhanced by pine plank ceilings and offers expansive ocean views through sliding glass doors that lead to a private balcony.
Condo in Ocean City
5 out of 5 average rating, 20 reviews

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.

Guest favourite
A spacious living area features large windows offering views of the bay. Comfortable seating is arranged around a central fireplace, with a television mounted above the mantel. A soft color palette is complemented by natural light streaming in, enhancing the welcoming atmosphere.
Condo in Ocean City
4.97 out of 5 average rating, 35 reviews

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.

Top Guest favourite
The living area features large sliding doors that open to a porch with stunning bay views during sunset. A neutral-colored couch and a cozy chair create a welcoming space. A wooden dining table complements the serene atmosphere, illuminated by the warm glow from the setting sun.
Townhouse in Ocean City
4.97 out of 5 average rating, 516 reviews

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 :)

Guest favourite
The living area features soft blue furnishings and a light wood coffee table. Floor-to-ceiling windows offer direct views of the ocean, while two lamps provide warm lighting. A coastal-themed artwork adorns the wall, enhancing the serene atmosphere of the space.
Condo in Ocean City
4.94 out of 5 average rating, 324 reviews

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.

Top Guest favourite
The open concept living area combines a kitchen, dining space, and lounging area, featuring light-toned cabinetry and modern appliances. A round dining table with two stools is positioned near a window, while a cozy couch and media console are arranged for comfort and convenience.
Apartment in Ocean City
4.92 out of 5 average rating, 119 reviews

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.

Guest favourite
A contemporary living area is showcased, featuring a light-colored sectional sofa adorned with throw pillows. A coffee table sits centrally on a textured rug, while a dining area with a small table and chairs is visible. Natural light fills the space, enhancing the soft color palette.
Apartment in Ocean City
4.86 out of 5 average rating, 14 reviews

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!

Top Guest favourite
A cozy living area features a large sectional sofa complemented by a stylish coffee table. A television mounted on the wall displays a graphic of a fireplace. A dining table with chairs is situated adjacent to an open kitchen area, showcasing ample cabinetry and modern appliances.
Condo in Ocean City
4.94 out of 5 average rating, 193 reviews

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!

Top Guest favourite
A living area is characterized by a spacious sectional sofa, positioned under a vaulted ceiling with exposed beams. Natural light enters through a skylight and a window, illuminating a mounted television and a decorative side table, enhancing the room's clean and inviting design.
Home in Ocean Pines
5 out of 5 average rating, 20 reviews

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