Oceanfront Rentals in Isle of Wight Bay, MD: Compare 10+ Sites & Save

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4024 Best Oceanfront Rentals in Isle of Wight Bay (Starting from $129)

Family-Friendly Ocean City Condo Walk to Beach!
Family-Friendly Ocean City Condo Walk to Beach!
Apartment
Ocean City, MD, USA
2.1k from Isle of Wight Bay center

Apartments, Cheap, Accommodations, Pools, Parking, Spa, Lodgings, Places to stay, Family

2 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$485
Average price / night
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Remodeled Retreat | 4BR w/ Dock & Outdoor Shower
Remodeled Retreat | 4BR w/ Dock & Outdoor Shower
House
Ocean City, MD, 21842, United States
1.7k from Isle of Wight Bay center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area

4 Bedrooms10 Guests
New to Booking
$1492
Average price / night
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Bay Front Paradise Penthouse Unit
Bay Front Paradise Penthouse Unit
Apartment
Ocean City, MD, USA
2.1k from Isle of Wight Bay center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Beach, Places to stay, Family

3 Bedrooms8 Guests
9.7

Exceptional

3 reviews

$855
Average price / night
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Windjammer Beach House
Windjammer Beach House
Apartment
Ocean City, MD, 21842, United States
1.8k from Isle of Wight Bay center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, TV, Washer

4 Bedrooms10 Guests
10.0

Exceptional

4 reviews

$518
Average price / night
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Bahama Princess Condos
Bahama Princess Condos
Apartment
Ocean City, MD, USA
2.1k from Isle of Wight Bay center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

2 Bedrooms6 Guests
8.9

Fabulous

46 reviews

$129
Average price / night
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Runaway Bay Retreat with Outdoor Pool
Runaway Bay Retreat with Outdoor Pool
House
Ocean City, MD, 21842, United States
1.8k from Isle of Wight Bay center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

4 Bedrooms10 Guests
New to Booking
$617
Average price / night
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1 Mi to Beach Waterfront Retreat in Ocean City
1 Mi to Beach Waterfront Retreat in Ocean City
Apartment
Ocean City, MD, USA
2.1k from Isle of Wight Bay center

Apartments, Accommodations, Parking, Spa, Lodgings, Vacation rentals, Beach, Places to stay, Beach rentals

2 Bedrooms6 Guests
4.1

Review score

14 reviews

$253
Average price / night
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Gorgeous Views, Direct Bayfront Condo
Gorgeous Views, Direct Bayfront Condo
Condo
Ocean City, MD, 21842, United States
1.8k from Isle of Wight Bay center

AC, Balcony, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.8

Exceptional

51 reviews

$250
Average price / night
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Golden Gate 37
Golden Gate 37
Apartment
Ocean City, MD, USA
2.2k from Isle of Wight Bay center

Child Friendly, Oceanfront, Security/Safety, Ocean View, Balcony/Terrace, Pool, Internet

2 Bedrooms6 Guests
New to Booking
$160
Average price / night
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Penguin's Perch
Penguin's Perch
Apartment
Ocean City, MD, 21842, United States
1.9k from Isle of Wight Bay center

AC, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Pool, TV

2 Bedrooms8 Guests
2.0

Review score

1 reviews

$259
Average price / night
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Less Than 1 Mi to Beach Ocean City Retreat with Pool Access
Less Than 1 Mi to Beach Ocean City Retreat with Pool Access
House
Ocean City, MD, USA
2.2k from Isle of Wight Bay center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

3 Bedrooms7 Guests
9.0

Fabulous

4 reviews

$424
Average price / night
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2 bedroom condo Located on 28th street
2 bedroom condo Located on 28th street
Condo
Ocean City, MD, 21842, United States
1.9k from Isle of Wight Bay center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
New to Booking
$339
Average price / night
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Bayside 1st Floor OC 2 br/1ba pool condo close to Jolly Roger/Convention Center
Bayside 1st Floor OC 2 br/1ba pool condo close to Jolly Roger/Convention Center
Apartment
Ocean City, MD, USA
2.2k from Isle of Wight Bay center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Beach, Places to stay

2 Bedrooms6 Guests
8.8

Fabulous

17 reviews

$152
Average price / night
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Bayside Clean and Comfortable with a Pool 4 min walk to Beach and Boardwalk
Bayside Clean and Comfortable with a Pool 4 min walk to Beach and Boardwalk
Condo
Ocean City, MD, 21842, United States
1.9k from Isle of Wight Bay center

AC, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen, Microwave, No Smoking

2 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$276
Average price / night
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Ocean Block Condo 100 Steps From the Beach
Ocean Block Condo 100 Steps From the Beach
Apartment
Ocean City, MD, USA
2.3k from Isle of Wight Bay center

Apartments, Cheap, Accommodations, Parking, Serviced apartments, Lodgings, Vacation rentals, Beach, Places to stay

1 Bedroom4 Guests
8.4

Very Good

30 reviews

$409
Average price / night
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Bayside condo with balcony, sunset view, pool & tennis - steps to Jolly Roger
Bayside condo with balcony, sunset view, pool & tennis - steps to Jolly Roger
Condo
Ocean City, MD, 21842, United States
1.9k from Isle of Wight Bay center

AC, Balcony, Dryer, Extra Bed, Free Parking, Heater, Kitchen, Laundry, Living Area

2 Bedrooms7 Guests
6.8

Good

5 reviews

$257
Average price / night
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Ocean Views * Private Balcony * Elevator
Ocean Views * Private Balcony * Elevator
House
Ocean City, MD, USA
2.3k from Isle of Wight Bay center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay, Self-catering

2 Bedrooms6 Guests
8.0

Good

1 reviews

$371
Average price / night
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Waterfront condo with scenic balcony, games, fireplace, & W/D - dog-friendly
Waterfront condo with scenic balcony, games, fireplace, & W/D - dog-friendly
Condo
Ocean City, MD, 21842, United States
2.0k from Isle of Wight Bay center

AC, Balcony, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry, Living Area

1 Bedroom5 Guests
7.0

Good

2 reviews

$217
Average price / night
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1 Mi to Jolly Roger Condo with Pool in Ocean City!
1 Mi to Jolly Roger Condo with Pool in Ocean City!
Apartment
Ocean City, MD, USA
2.3k from Isle of Wight Bay center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Places to stay, Condos

2 Bedrooms6 Guests
9.6

Exceptional

7 reviews

$312
Average price / night
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Makai Sunset Cove all-season indoor pool
Makai Sunset Cove all-season indoor pool
Apartment
Ocean City, MD, 21842, United States
2.0k from Isle of Wight Bay center

AC, Balcony, Dryer, Elevator, Extra Bed, Fitness Equipment, Free Parking, Heater, Internet

2 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$316
Average price / night
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Ocean City Studio with Balcony - Steps to Boardwalk!
Ocean City Studio with Balcony - Steps to Boardwalk!
Apartment
Ocean City, MD, USA
2.3k from Isle of Wight Bay center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Beach rentals

1 Bedroom2 Guests
10.0

Exceptional

6 reviews

$317
Average price / night
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Spacious 3 Bedroom 3 Bathroom Townhome, Pool, and 30 Ft. Pier
Spacious 3 Bedroom 3 Bathroom Townhome, Pool, and 30 Ft. Pier
House
Ocean City, MD, 21842, United States
2.0k from Isle of Wight Bay center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
9.6

Exceptional

4 reviews

$369
Average price / night
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Thunder Island 43B
Thunder Island 43B
Apartment
Ocean City, MD, 21842, United States
2.0k from Isle of Wight Bay center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$263
Average price / night
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Bayfront Paradise, Pool, Boat Slip, Townhome
Bayfront Paradise, Pool, Boat Slip, Townhome
Condo
Ocean City, MD, 21842, United States
2.0k from Isle of Wight Bay center

AC, Balcony, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, No Smoking

2 Bedrooms8 Guests
New to Booking
$315
Average price / night
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Beautiful, upscale 3 bedroom townhouse with free WiFi, and impeccable style located right in the bay downtown and just three blocks to the beach!
Beautiful, upscale 3 bedroom townhouse with free WiFi, and impeccable style located right in the bay downtown and just three blocks to the beach!
House
Ocean City, MD, 21842, United States
2.0k from Isle of Wight Bay center

AC, Balcony, Dryer, Elevator, Fireplace, Free Parking, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
6.0

Review score

7 reviews

$407
Average price / night
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Bayside Retreat w/ Dock, Pool Access & 10 Min Walk to Beach!
Bayside Retreat w/ Dock, Pool Access & 10 Min Walk to Beach!
House
Ocean City, MD, 21842, United States
2.0k from Isle of Wight Bay center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
9.0

Fabulous

43 reviews

$353
Average price / night
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Attractive & Convenient Vacation Home w/Private Washer/Dryer, Central AC, WiFi
Attractive & Convenient Vacation Home w/Private Washer/Dryer, Central AC, WiFi
House
Ocean City, MD, 21842, United States
2.0k from Isle of Wight Bay center

AC, Balcony, Dryer, Extra Bed, Free Parking, Heater, Kitchen, Laundry, Living Area

2 Bedrooms7 Guests
4.0

Review score

3 reviews

$238
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Oceanfront Rentals in Isle of Wight Bay.

Where to stay in Isle of Wight Bay? Best neighborhoods & areas

Isle of Wight Bay Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 4024 verified oceanfront rentals in Isle of Wight Bay. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Isle of Wight Bay vary depending on the property size, exact beachfront location, and season. Rates typically start from around $129 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Isle of Wight Bay offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Isle of Wight Bay welcome pets. Currently, 3 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Isle of Wight Bay often include features designed for a comfortable coastal stay, such as View, Oceanfront, and Ocean View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.