2164+ Vacation Rentals Near Isle of Wight Bay |
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  3. Isle of Wight Bay

Bespoke Usa Travel - Vacation Rentals in Isle of Wight Bay

Ocean Front 1st Floor walkout to 25'x50' deck on the Boardwalk/Beach at 4th St From US $358
         

10.0 (77 Reviews)
Condo
Ocean Front 1st Floor walkout to 25'x50' deck on the Boardwalk/Beach at 4th St
  • Air Conditioner
  • Parking
  • TV

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Crab Cove On The Bay 208 From US $317
         

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New
Apartment
Crab Cove On The Bay 208
  • Air Conditioner
  • Parking
  • Pool

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Shore Point Cottages From US $138
         

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9.4 (299 Reviews)
Cottage
Shore Point Cottages
  • Air Conditioner
  • Parking
  • Pet Friendly

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4 Bedroom Townhouse in downtown OC - quick walk to beach and boards! From US $338
         

9.8 (16 Reviews)
House
4 Bedroom Townhouse in downtown OC - quick walk to beach and boards!
  • Parking
  • Balcony/Terrace
  • Security/Safety

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El Capitan 101 From US $185
         

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9.0 (2 Reviews)
House
El Capitan 101
  • Air Conditioner
  • Parking
  • Pool

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Safari Apartments From US $236
         

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9.2 (35 Reviews)
Apartment
Safari Apartments
  • Air Conditioner
  • Parking
  • Pet Friendly

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🏖️Spectacular Spacious Ocean Front Condo on Boardwalk, this one you've got to see! 🏖️ From US $338
         

9.6 (92 Reviews)
Condo
🏖️Spectacular Spacious Ocean Front Condo on Boardwalk, this one you've got to see! 🏖️
  • Air Conditioner
  • Parking
  • Pool

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Downtown Delight From US $71
         

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6.3 (6 Reviews)
Apartment
Downtown Delight
  • Air Conditioner
  • Parking
  • Balcony/Terrace

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ELIS APARTMENT From US $241
         

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9.2 (5 Reviews)
Apartment
ELIS APARTMENT
  • Air Conditioner
  • Parking
  • Pet Friendly

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Beautiful 3 bedroom condo conveniently located on 21st street From US $301
         

9.8 (32 Reviews)
Condo
Beautiful 3 bedroom condo conveniently located on 21st street
  • Air Conditioner
  • Parking
  • Pool

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Mariner's Watch by Seaside Vacations & Sales From US $269
         

9.6 (31 Reviews)
Condo
Mariner's Watch by Seaside Vacations & Sales
  • Air Conditioner
  • Pool
  • TV

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South Beach is a luxurious building overlooking the boardwalk, beach and ocean. From US $388
         

9.4 (32 Reviews)
Condo
South Beach is a luxurious building overlooking the boardwalk, beach and ocean.
  • Air Conditioner
  • Parking
  • Pool

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Luxury 3 Bedroom End Unit Townhouse Near the Boardwalk with Free WiFi Located Downtown and Just Steps to Beach! From US $224
         

9.0 (9 Reviews)
House
Luxury 3 Bedroom End Unit Townhouse Near the Boardwalk with Free WiFi Located Downtown and Just Steps to Beach!
  • Air Conditioner
  • Parking
  • View

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Clean, Comfortable 2 bedroom condo on bayside. Pool, Wifi From US $89
         

9.4 (42 Reviews)
Condo
Clean, Comfortable 2 bedroom condo on bayside. Pool, Wifi
  • Air Conditioner
  • Parking
  • Pool

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12th St/bayside - 4 br multi level townhouse. Nicely furnished and well cared for. From US $273
         

8.4 (18 Reviews)
House
12th St/bayside - 4 br multi level townhouse. Nicely furnished and well cared for.
  • Parking
  • TV
  • Balcony/Terrace

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Enjoy a large, spacious designer unit with all the extras plus an indoor pool, outdoor pool, fitness room, assigned parking and shops on the ground level. From US $480
         

9.8 (37 Reviews)
Condo
Enjoy a large, spacious designer unit with all the extras plus an indoor pool, outdoor pool, fitness room, assigned parking and shops on the ground level.
  • Air Conditioner
  • Parking
  • Pool

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🏖️Fabulous Ocean Front Unit Belmont Towers 802 🏖️ From US $289
         

9.6 (97 Reviews)
Condo
🏖️Fabulous Ocean Front Unit Belmont Towers 802 🏖️
  • Air Conditioner
  • Parking
  • Pool

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Incredible Bay Views, Bayfront Pool, and Flex Stays Available! From US $158
         

8.4 (20 Reviews)
Condo
Incredible Bay Views, Bayfront Pool, and Flex Stays Available!
  • Parking
  • Pool
  • TV

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Harbour Island 303L-Baywater 14th St, WIFI, Pool, Elev, W/D, AC From US $288
         

10.0 (3 Reviews)
Condo
Harbour Island 303L-Baywater 14th St, WIFI, Pool, Elev, W/D, AC
  • Air Conditioner
  • Parking
  • Pool

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Large estate home on 15th Street, close to the downtown area From US $1,231
         

9.8 (8 Reviews)
House
Large estate home on 15th Street, close to the downtown area
  • Air Conditioner
  • Pool
  • TV

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Ocean Hideaway 607-Oceanfront 18th St, Free WiFi, Elev, W/D, AC From US $258
         

10.0 (11 Reviews)
Condo
Ocean Hideaway 607-Oceanfront 18th St, Free WiFi, Elev, W/D, AC
  • Air Conditioner
  • Parking
  • TV

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Luxury, space and comfort in an ideal boardwalk location! From US $283
         

9.6 (23 Reviews)
House
Luxury, space and comfort in an ideal boardwalk location!
  • Air Conditioner
  • Parking
  • TV

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Adorable, spacious 2-bedroom oceanfront condo with free WiFi and a fabulous ocean view located directly on the Boardwalk! From US $529
         

9.0 (6 Reviews)
Condo
Adorable, spacious 2-bedroom oceanfront condo with free WiFi and a fabulous ocean view located directly on the Boardwalk!
  • Air Conditioner
  • Parking
  • View

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🏖️Experience the Seashore Adventure in this Amazing Unit 🏖️ From US $538
         

9.8 (83 Reviews)
Condo
🏖️Experience the Seashore Adventure in this Amazing Unit 🏖️
  • Air Conditioner
  • Parking
  • Pool

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★ Pro Tip: Bespokeusatravel makes it easy to compare the best listings on Bespokeusatravel homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Bespokeusatravel homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Isle of Wight Bay.

Weather in Isle of Wight Bay

View the weather forecast for Isle of Wight Bay before booking your Isle of Wight Bay Vacation Rentals to confirm your best time to go.

December - February
High 55°F       Low 28°F
March - May
High 72°F       Low 34°F
June - August
High 88°F       Low 63°F
September - November
High 78°F       Low 35°F

Top Attractions Around Isle of Wight Bay, MD

Bespokeusatravel offers a large selection of top attractions around Isle of Wight Bay. Research things to do on your vacation before you visit Isle of Wight Bay.


Roland E. Powell Convention Center Ocean City Boardwalk Ocean City Beach Jolly Roger Amusement Park Maryland Beach Bethany Beach Boardwalk Casino at Ocean Downs Jolly Roger at the Pier Assateague State Park Carousel Ice Skating Rink Trimper's Rides Northside Park Ocean City Inlet Main Street Berlin Inlet Park Gold Coast Mall Bayside Resort Golf Club Oceanic Fishing Pier Ocean City Life-Saving Station Museum Assawoman Bay

Other Places to Stay Near Isle of Wight Bay, MD


Ocean City 9,152 Properties Roland E. Powell Convention Center 6,701 Properties

Complexes around Isle of Wight Bay, MD


Sea Watch Ocean City 205 Properties Thunder Island 32 Properties Belmont Ocean 29 Properties Ocean Hideaway 26 Properties Sunburst 7 Properties Wilmington Terrace 7 Properties Alameda 4 Properties Frogs 4 Properties White Marlin 4 Properties Alexander 3 Properties Comfort Inn Boardwalk 3 Properties Gateway Hotel 3 Properties Surfcrest 3 Properties Village West 3 Properties Laguna Vista 1 Properties
See More Complexes