Short-Term Rentals in Isle of Wight Bay, MD: Compare 10+ Sites & Save

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7444 Best Short-Term Rentals in Isle of Wight Bay (Starting from $149)

Runaway Bay 810
Runaway Bay 810
House
Ocean City, MD, USA
1.6k from Isle of Wight Bay center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms10 Guests
7.0

Good

1 reviews

$474
Average price / night
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Ocean City Bayside Townhouse
Ocean City Bayside Townhouse
House
Ocean City, MD, 21842, United States
1.7k from Isle of Wight Bay center

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

3 Bedrooms10 Guests
8.0

Good

1 reviews

$370
Average price / night
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Runaway Bay 76
Runaway Bay 76
House
Ocean City, MD, USA
1.8k from Isle of Wight Bay center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms10 Guests
6.8

Good

9 reviews

$149
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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Crab Harbour 4
Crab Harbour 4
House
Ocean City, MD, USA
1.9k from Isle of Wight Bay center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms8 Guests
New to Booking
$556
Average price / night
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Bayshore Bungalow
Bayshore Bungalow
Condo
Ocean City, MD, 21842, United States
1.7k from Isle of Wight Bay center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, TV

1 Bedroom4 Guests
New to Booking
$190
Average price / night
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Ocean High by Capital Vacations
Ocean High by Capital Vacations
Apartment
Isle of Wight Bay, Ocean City, Maryland, USA
1.9k from Isle of Wight Bay center

Air Conditioner, Parking, Private Pool, Ocean View, Hot Tub, Laundry, Pool

5 Bedrooms13 Guests
8.0

Good

69 reviews

$718
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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Penguin Drive
Penguin Drive
Apartment
Isle of Wight Bay, Ocean City, Maryland, USA
1.9k from Isle of Wight Bay center

Apartments, Cheap, Accommodations, Pools, Lodgings, Places to stay, Family, Accessible hotels

2 Bedrooms7 Guests
10.0

Exceptional

2 reviews

$189
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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Sunset Fishing Paradise 3b b Bay Front Townhome
Sunset Fishing Paradise 3b b Bay Front Townhome
House
Ocean City, MD, USA
1.9k from Isle of Wight Bay center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms8 Guests
9.2

Superb

6 reviews

$335
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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Crab Cove Unit 2
Crab Cove Unit 2
Apartment
Ocean City, MD, USA
2.0k from Isle of Wight Bay center

Apartments, Cheap, Accommodations, Pet-friendly, Lodgings, Places to stay

1 Bedroom5 Guests
7.3

Good

3 reviews

$338
Average price / night
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Jamaica Daybreak-Great Location,Cozy studio in amazing Ocean City W/AC,WiFi&more
Jamaica Daybreak-Great Location,Cozy studio in amazing Ocean City W/AC,WiFi&more
Apartment
Ocean City, MD, 21842, United States
1.9k from Isle of Wight Bay center

AC, Dryer, Heater, Internet, Laundry, Living Area, No Smoking

New to Booking
$159
Average price / night
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Thunder Island 43B
Thunder Island 43B
Apartment
Ocean City, MD, USA
2.0k from Isle of Wight Bay center

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

1 Bedroom8 Guests
New to Booking
$223
Average price / night
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2 bedroom, 2 bath, 28th bayside with pool and tennis court!
2 bedroom, 2 bath, 28th bayside with pool and tennis court!
Condo
Ocean City, MD, 21842, United States
1.9k from Isle of Wight Bay center

Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Pool

2 Bedrooms6 Guests
8.0

Good

1 reviews

$356
Average price / night
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Sea Jay Townhouse 616C
Sea Jay Townhouse 616C
House
Ocean City, MD, USA
2.0k from Isle of Wight Bay center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

2 Bedrooms8 Guests
9.5

Superb

2 reviews

$189
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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Thunder Island 75B
Thunder Island 75B
House
Ocean City, MD, USA
2.0k from Isle of Wight Bay center

Sports/Activities, Air Conditioner, Pool, Internet, Security/Safety, View, Parking

1 Bedroom7 Guests
New to Booking
$250
Average price / night
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Coastal Canal Condo • Walk to Beach & Jolly Roger Amusement Park
Coastal Canal Condo • Walk to Beach & Jolly Roger Amusement Park
Condo
Ocean City, MD, 21842, United States
1.9k from Isle of Wight Bay center

AC, Heater, Internet, Laundry, No Smoking, Washer

2 Bedrooms4 Guests
New to Booking
$385
Average price / night
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Bay Club Resort
Bay Club Resort
Apartment
Ocean City, MD, USA
2.0k from Isle of Wight Bay center

Apartments, Accommodations, Pools, Parking, Serviced apartments, Pet-friendly, Lodgings, Vacation rentals, Hot tubs

33 Bedrooms176 Guests
8.5

Very Good

294 reviews

$428
Average price / night
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Senior Weekers Welcome! Walking distance to beach, boardwalk, and bars
Senior Weekers Welcome! Walking distance to beach, boardwalk, and bars
Condo
Ocean City, MD, 21842, United States
1.9k from Isle of Wight Bay center

AC, Dryer, Free Parking, Heater, Internet, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms9 Guests
New to Booking
$331
Average price / night
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Trident by Bayshore | 2BR Apartment
Trident by Bayshore | 2BR Apartment
Apartment
Ocean City, MD, 21842, United States
1.9k from Isle of Wight Bay center

AC, Dryer, Heater, Internet, Kitchen, Microwave, No Smoking

2 Bedrooms10 Guests
New to Booking
$225
Average price / night
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Runaway Bay 525 by Seaside Vacations & Sales
Runaway Bay 525 by Seaside Vacations & Sales
Condo
Ocean City, MD, 21842, United States
1.9k from Isle of Wight Bay center

AC, Balcony, Dryer, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking

4 Bedrooms9 Guests
New to Booking
$509
Average price / night
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Sea Jay Townhouse 616C-Baywater 28th St, Free WiFi, W/D, AC
Sea Jay Townhouse 616C-Baywater 28th St, Free WiFi, W/D, AC
House
Ocean City, MD, 21842, United States
1.9k from Isle of Wight Bay center

AC, Balcony, Extra Bed, Free Parking, Heater, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms8 Guests
4.0

Review score

5 reviews

$323
Average price / night
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Crab Harbour 4-Baywater 28th St, W/D, AC
Crab Harbour 4-Baywater 28th St, W/D, AC
House
Ocean City, MD, 21842, United States
1.9k from Isle of Wight Bay center

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

3 Bedrooms8 Guests
5.2

Review score

9 reviews

$290
Average price / night
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Vantage Point 5-Baywater 28th St, Free WiFi, W/D, AC
Vantage Point 5-Baywater 28th St, Free WiFi, W/D, AC
House
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 Bedrooms8 Guests
New to Booking
$258
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 Short-Term Rentals in Isle of Wight Bay.

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

Isle of Wight Bay Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 7444 verified short-term rentals in Isle of Wight Bay, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Isle of Wight Bay vary depending on location, property size, and travel dates. Rates typically start from around $149 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Isle of Wight Bay include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Isle of Wight Bay, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Isle of Wight Bay often include amenities such as Fireplace/Heating, Laundry, and Kitchen, providing a comfortable and convenient stay.

Short-term rentals in Isle of Wight Bay are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.