
Holiday houses in Isle of Wight Bay
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Top-rated holiday rentals in Isle of Wight Bay
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Downtown Condo, Parking, Walk to Beach & Boardwalk
Modern 2BR/2BA downtown Ocean City condo with bay view, balcony, elevator, pool, and parking. Sleeps 6 with 1 king and 2 queen beds. Walk about 1,000 ft to the inlet beach, boardwalk, rides, pier, dining, festivals, and downtown events. Enjoy a full kitchen, dishwasher, washer/dryer, smart TVs, WiFi, linens, bath towels, beach towels, chairs, umbrella, and cooler. Includes 1 assigned parking space plus 1 shared first-come space with passes. Perfect for families, couples & event-goers year-round.

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!!

The "O.C. Crab House" on 32nd Street
Short walk to both bayside AND the beach! Couples LOVE this 1 bedroom/ 1 bath efficiency condo. Queen Size spaciously sleeps two/drop down sofa sleeps 1 adult/youth. Included in minimum 3 night rental: linens/bedding/towels/paper goods/soaps/trash bags. Fully stocked kitchen: w/ dishwasher, microwave, coffee maker/complimentary k cups, washer, dryer in unit /private balcony/wifi/tv. At 33rd and it's two blocks to the sand. Just across 32nd from Jolly Rogers. Non-Smoking/ Non-Vaping/No pets

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 :)

Seahaven
Our rowhouse is direct OCEAN front and steps from the beach. Walk in on ground level and up to beachfront. Go up one more level to two large bedrooms, one with stunning direct ocean front views. Watch for dolphins and whales from the upstairs balcony or stay downstairs and watch the kids play outside the backdoor. The ocean is just on the other side of the sand dune. Oceanhaven is located in the low density stretch of Ocean City, with the least crowded and widest sections of beach.

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!

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.

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.

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.

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.

Country Cottage -7 Miles from Fenwick Island Beach
Welcome to PopPop’s Place. This is a cozy, 1,000 sq. ft. 1 bedroom 1 bath cottage that has been on our family’s 20 acre property for more than 60 years. It is located 7 miles west of Fenwick Island, DE and North Ocean City, MD. While we are close to the beaches and attractions, we are also close to multiple golf courses, inland bays for kayaking, crabbing, fishing, entertainment at Freeman Stage-Bayside and many other fun vacation activities.

La Pescadora - Cozy. Coastal. Completely Yours.
La Pescadora is an oceanfront escape designed for calm, effortless stays. A cozy + stylish 2 bed/2 bath condo on 80th Street in Ocean City, MD | Private beach area + path | Quiet with easy access to all OC has to offer La Pescadora, or Fisherwoman, honors the courageous women soul- and sea-farers throughout history.
Popular amenities for Isle of Wight Bay holiday rentals
Other great holiday rentals in Isle of Wight Bay

Spacious Home with Boat Launch Dock & Patio

Charming countryside bungalow, just off the Beach!

Sunchaser Shore Retreat

Ocean City One Bedroom Apartment Bayside 26th St.

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

The Oliver House

Stunning Bay Views: Balcony, Pool & Fast WiFi

Private Bay Front Tropical Oasis
Destinations to explore
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- 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
- Bethany Beach Boardwalk
- Willow Creek Winery & Farm
- Northside Park
- Jolly Roger Amusement Park
- Delaware Seashore State Park
- Fenwick Island State Park Beach
- Ocean City Boardwalk
- Wildwood Boardwalk
- Roland E Powell Convention Center
- Ocean Pines Golf Club
- Wildwoods Convention Center
- Mariner's Arcade
- Funland
- Dewey Beach Access





