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.

1 of 1 pages1 / 1
Top Guest favourite
A spacious living area showcases a light grey sofa adorned with colorful throw pillows. A patterned area rug lies underfoot, complementing the neutral decor. Open shelves display decorative items. The kitchen area features modern appliances and a large island with seating, inviting relaxation and gatherings.
Home in Ocean City
5 out of 5 average rating, 29 reviews

Sunchaser Shore Retreat

Welcome to Sunchaser Shore Retreat, a newly renovated 2-bedroom, 2-bath ocean-block condo in the heart of Ocean City,MD! Steps from the beach and near top bars, restaurants, and the boardwalk, this modern getaway boasts a fully updated kitchen, bathrooms, and furniture. The spacious living area opens to a large balcony, perfect for unwinding. Whether you're here for sun-soaked beach days or exploring Ocean City’s vibrant nightlife, this is the ultimate coastal escape!(Updated photos coming soon)

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, 138 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!!

Guest favourite
Colorful armchairs with a fish pattern provide comfortable seating by large windows that offer views of the water and surrounding nature. A small green side table stands between the chairs, adorned with a vase of flowers.
Home in Ocean City
4.83 out of 5 average rating, 54 reviews

The Oliver House

This property boasts breathtaking views of the Ocean City skyline and is nestled in a quiet neighborhood in West Ocean City. Bring your boat, paddle boards, kayaks and firewood for the most incredible vacation. Crabs and clams are plentiful and the kids can enjoy playing in the small beach area while splashing or swimming in the bay. Although you may never want to leave, it's a short drive to Ocean City's beaches and boardwalk, Assateague Island and the quaint must-see town of Berlin, Maryland.

Top Guest favourite
Home in Ocean City
5 out of 5 average rating, 45 reviews

Bayside - Waterfront - Dock - Quiet Area

The Good Life is home to all that OCMD has to offer. This bayfront home is a short drive to beautiful Assateague Island and central OCMD. Freshly renovated with brand new furniture and stunning finishes in the kitchen and baths. Formal dining area opens to kitchen; screened in porch with ceiling fan and deck with grill, picnic table, outdoor shower and boat dock with quick access to the bay. House includes beach chairs; wagon; washer and dryer. The perfect place to create vacation memories.

Top Guest favourite
A cozy living area features a white couch and two accent chairs with a leaf pattern. A glass coffee table sits on a woven area rug. Large sliding doors provide a view of the outdoor patio, framed by greenery and water, enhancing the space's natural light.
Guest suite in Ocean Pines
4.95 out of 5 average rating, 409 reviews

Stunning private waterfront suite

Welcome to your cozy getaway with stunning water views from every room! This sweet 2-bedroom, 1-bath suite boasts a private entrance, a living room, and a cute kitchenette. Nestled in a peaceful, family-friendly neighborhood, you'll have year-round access to swimming pools, a golf course, tennis courts, a Yacht club, and lovely parks nearby. Only a quick 10-minute drive lands you on the sandy beaches and lively Boardwalk of Ocean City. Park in the driveway and step into your own private escape!

Top Guest favourite
The front exterior of The Cedar Cottage is showcased, featuring a gravel driveway leading to the entrance. A wooden deck is adorned with an umbrella and patio table, complemented by greenery and a wooden fence in the background.
Home in Ocean City
4.98 out of 5 average rating, 46 reviews

Cedar Cottage - 3 BR, 3 full bath, family-friendly

Relax and recharge at The Cedar Cottage in Ocean City, MD. Quiet, family-friendly neighborhood, yet only a couple miles from the beach and boardwalk. This vacation home features 3-bedrooms, 2 of which have their own attached full bathrooms. Outdoor dining table and grill. Ample parking. *Premium linen and towels provided* Beach & boardwalk-3 miles West OC harbor -3 miles Assateague Island-9 miles Country Calling Music Festival -3 miles Perfect location for everything OC has to offer!

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, 522 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 :)

Top Guest favourite
Vibrant orange and yellow lilies are in full bloom, positioned in the foreground along a pathway. The path leads towards a waterfront area, with chairs visible in the background. A clear sky and soft sunlight enhance the peaceful ambiance of the setting.
Townhouse in Ocean City
4.96 out of 5 average rating, 48 reviews

Bayfront - Walk to Beach & Boardwalk - King Bed

Welcome to our Home Beach Resort! Just a 5-minute walk to Ocean City Beach, boardwalk, bars, restaurants, and amusement parks. 🌅 Bayfront Views – Enjoy stunning sunrises from the master bedroom and sunsets on the bay. 🏡 Comfort & Convenience – Fully furnished home with a private gated boardwalk. 🎣 Outdoor Fun – Fish and crab right in front of the house! ☕ Modern Amenities – Fully equipped kitchen, Keurig coffee maker, WiFi-6. Book now for the ultimate Ocean City getaway!

Top Guest favourite
Condo in Ocean City
4.96 out of 5 average rating, 167 reviews

Ocean Side 1BR / 1.5BA Renovated Modern Condo

Ocean Side! Two minute walk to the beach! Fully renovated. Bright, modern, clean condo. First floor. Located in the heart of Ocean City ( Midtown ) in walking distance from restaurants, bars, shops, and public transportation. Brand new appliances and furniture. Free WiFi, King Size Bed, 65" TV (living room) & 50" TV bedroom. Pullout Queen Sofa, Brand New Full Bathroom + Half Bathroom, Washer and Dryer in the unit. Keurig Coffee, Private balcony. Free Parking Space.

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, 123 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.

Superhost
Guesthouse in Ocean Pines
5 out of 5 average rating, 4 reviews

Coastal Retreat near the beach

Kick back and relax in this calm, stylish space just 15 minutes from Ocean City MD beaches. The unit has marsh and water views of Assawoman Bay/Manklin Creek. Located across the bay from Ocean City , MD you are close to the action but can retreat back to a quiet sanctuary when you are looking for some relaxation away from the beach crowds. If you like nature, frequent visitors include, deer, fox, blue heron, egrets, bald eagles, owls and many other birds.

Top Guest favourite
Condo in Ocean City
4.91 out of 5 average rating, 144 reviews

Cozy Beach Front Condo with Modern Amenities.

Our condo is located on a quiet street, just steps away from the oceanfront. The perfect beach getaway at our cozy condo, situated across the street from Seacrets, mini, restaurant, an array of entertainment options. Accommodates up to 4 guests, features well-stocked kitchen, 2 smart TVs for streaming, WiFi, A/C, washer/dryer, dishwasher, microwave, hair dryer, iron, kitchenware. Relax on the balcony, 1 designated parking space, outdoor shower after.

Popular amenities for Isle of Wight Bay holiday rentals