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

Cottage Romance - Vacation Rentals in Isle of Wight Bay

Cute cottage near the boardwalk & bay with patio, outdoor shower, & kitchenette From US $210
         

10.0 (1 Review)
Cottage
Cute cottage near the boardwalk & bay with patio, outdoor shower, & kitchenette
  • Air Conditioner
  • TV
  • View

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Gullway Villas 408 Unit 204 condo From US $138
         

New
Apartment
Gullway Villas 408 Unit 204 condo
  • Air Conditioner
  • Parking
  • Pool

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Shore Point Cottages From US $139
         

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9.4 (303 Reviews)
Cottage
Shore Point Cottages
  • Air Conditioner
  • Parking
  • Pet Friendly

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Walk to BeachBoardwalk, GameRoom, Bikes, BeachGear From US $465
         

9.8 (25 Reviews)
Villa
Walk to BeachBoardwalk, GameRoom, Bikes, BeachGear
  • Air Conditioner
  • Parking
  • TV

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Shore Point Cottages From US $204
         

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9.0 (447 Reviews)
House
Shore Point Cottages
  • Air Conditioner
  • Parking
  • Pet Friendly

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Charming cottage near beach/boardwalk with modern amenities, AC, WiFi From US $224
         

9.0 (2 Reviews)
Cottage
Charming cottage near beach/boardwalk with modern amenities, AC, WiFi
  • Air Conditioner
  • Parking
  • TV

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208 Cottage 4 Green 2nd unit From US $329
         

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8.8 (8 Reviews)
Apartment
208 Cottage 4 Green 2nd unit
  • Air Conditioner
  • Parking
  • Security/Safety

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Cabin at The Beach , not handicapped accesible- has stair access . 1 bathroom From US $467
         

6.8 (14 Reviews)
Cabin
Cabin at The Beach , not handicapped accesible- has stair access . 1 bathroom
  • Pet Friendly
  • View
  • Ocean View

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Charming cottage near the boardwalk & beach with AC, WiFi, kitchen From US $209
         

5.4 (3 Reviews)
Cottage
Charming cottage near the boardwalk & beach with AC, WiFi, kitchen
  • Air Conditioner
  • TV
  • View

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Deluxe Cottage - 2 Bedroom Cabin 5 - Deluxe Cottage with two bedrooms. From US $157
         

10.0 (6 Reviews)
Cottage
Deluxe Cottage - 2 Bedroom Cabin 5 - Deluxe Cottage with two bedrooms.
  • Air Conditioner
  • Pet Friendly
  • Pool

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Deluxe Cottage - 2 Bedroom Cabin 4 - Deluxe Cottage with two bedrooms. From US $157
         

10.0 (3 Reviews)
Cottage
Deluxe Cottage - 2 Bedroom Cabin 4 - Deluxe Cottage with two bedrooms.
  • Air Conditioner
  • Pet Friendly
  • Pool

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Deluxe Cottage - 2 Bedroom Cabin 2 - Deluxe Cottage with two bedrooms. From US $157
         

10.0 (3 Reviews)
Cottage
Deluxe Cottage - 2 Bedroom Cabin 2 - Deluxe Cottage with two bedrooms.
  • Air Conditioner
  • Pet Friendly
  • Pool

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2 Br/2 bath townhouse downtown OC by Rt 50 bridge, great location for festivals From US $524
         

10.0 (1 Review)
Villa
2 Br/2 bath townhouse downtown OC by Rt 50 bridge, great location for festivals
  • Parking
  • Balcony/Terrace
  • Security/Safety

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Deluxe Cottage - 2 Bedroom Cabin 1 - Deluxe Cottage with two bedrooms. From US $211
         

9.4 (12 Reviews)
Cottage
Deluxe Cottage - 2 Bedroom Cabin 1 - Deluxe Cottage with two bedrooms.
  • Air Conditioner
  • Pet Friendly
  • Pool

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Dog-friendly cottage with pool, full kitchen, AC, porch, & outdoor shower From US $196
         

8.8 (9 Reviews)
Cottage
Dog-friendly cottage with pool, full kitchen, AC, porch, & outdoor shower
  • Air Conditioner
  • Parking
  • Pet Friendly

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Deluxe Cottage - 2 Bedroom Cabin 3 - Deluxe Cottage with two bedrooms. From US $157
         

8.0 (3 Reviews)
Cottage
Deluxe Cottage - 2 Bedroom Cabin 3 - Deluxe Cottage with two bedrooms.
  • Air Conditioner
  • Pet Friendly
  • Pool

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Dog-friendly cottage with pool, full kitchen, AC, porch, & outdoor shower From US $292
         

4.6 (7 Reviews)
Cottage
Dog-friendly cottage with pool, full kitchen, AC, porch, & outdoor shower
  • Air Conditioner
  • Parking
  • Pet Friendly

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Perfect 1 Bedroom Cottage Close to the Famous Ocean City Boardwalk! From US $120
         

4.3 (3 Reviews)
Cottage
Perfect 1 Bedroom Cottage Close to the Famous Ocean City Boardwalk!
  • TV
  • Bedding/Linens
  • Child Friendly

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Charming 3 Bedroom Cottage in Downtown Ocean City Close to Boardwalk! From US $209
         

4.1 (7 Reviews)
Cottage
Charming 3 Bedroom Cottage in Downtown Ocean City Close to Boardwalk!
  • TV
  • Balcony/Terrace
  • Bedding/Linens

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Stunning 2 Bedroom Cottage Close to the Ocean City Boardwalk! From US $124
         

4.0 (5 Reviews)
Cottage
Stunning 2 Bedroom Cottage Close to the Ocean City Boardwalk!
  • TV
  • Bedding/Linens
  • Child Friendly

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Bayside Family Cottages bayside life and easy walk to the beach and boardwalk ! From US $440
         

9.6 (4 Reviews)
Cottage
Bayside Family Cottages bayside life and easy walk to the beach and boardwalk !
  • Air Conditioner
  • Parking
  • Pet Friendly

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STAY SAFE in OC! Bayside Family Cottages walk to the beach and boardwalk . From US $250
         

4.0 (6 Reviews)
Cottage
STAY SAFE in OC! Bayside Family Cottages walk to the beach and boardwalk .
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace

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Oceanfront Villa 3 (105) Boardwalk Oceanfront From US $5,563
         

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8.6 (11 Reviews)
Apartment
Oceanfront Villa 3 (105) Boardwalk Oceanfront
  • Air Conditioner
  • Parking
  • View

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Oceanfront Villa 2(103) - Boardwalk oceanfront From US $4,930
         

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8.3 (7 Reviews)
Apartment
Oceanfront Villa 2(103) - Boardwalk oceanfront
  • Air Conditioner
  • Parking
  • View

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★ Pro Tip: Cottageromance makes it easy to compare the best listings on Cottageromance homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Cottageromance 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

Cottageromance 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 8,040 Properties Roland E. Powell Convention Center 6,035 Properties

Complexes around Isle of Wight Bay, MD


Sea Watch Ocean City 206 Properties Thunder Island 36 Properties Belmont Ocean 30 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