30 Best Maryland Vacation Rentals - Vacation Homes, Cabins and Condos in Maryland | RedAwning

Good morning Baltimore! Home of the Baltimore Ravens and the Chesapeake Bay, Maryland is an absolutely gorgeous place to vacation no matter what time of year. Visit some of the most beautiful beaches and breathtaking mountains in the country, or enjoy some live theatre and some o' Maryland's famous blue crabs. Whatever tickles your fancy, RedAwning has the vacation rental for you. Browse your favorite Baltimore region using the blue location links below, or filter your preferences using the panel on the side. With our simplified booking process you'll have the most important part of your trip buttoned in no time.

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CONDOMINIUM

Frogs F1

Ocean City, MD

Please note: Linens are not included with this property. Linens are available upon request. No off street parking. Paid lot located across street. These delightful buildings offer nicely equipped 2 bedroom, 1 baths units a short walk from the...

Pets OK

2 Bedrooms |

1 Bathroom |

Sleeps 6

$84/night

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CONDOMINIUM

Ocean Hideaway 111

Ocean City, MD

Please note: Linens are not included with this property. Linens are available upon request. Located on the boardwalk. Large, roomy units in a highly desirable area. Close to everything you need for a perfect vacation. 1 and 2 bedroom units...

2 Bedrooms |

2 Bathrooms |

Sleeps 8

$181 to $634/night

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CONDOMINIUM

Jada 4H

Ocean City, MD

Please note: Linens are not included with this property. Linens are available upon request. This stylish building offers 1 bedroom, 1bath and 2 or 3 bedroom, 2 or 3 bath units just a short distance from the beach! The building features an elevated...

Pool

1 Bedroom |

1 Bathroom |

Sleeps 6

$170 to $252/night

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CONDOMINIUM

Worcester House 503

Ocean City, MD

Please note: Linens are not included with this property. Linens are available upon request. The popular building had a total exterior renovation in 2009: new exterior, doors, windows, sliders doors and more. The building is well situated on the...

1 Bedroom |

1.5 Bathroom |

Sleeps 6

$117 to $293/night

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CONDOMINIUM

Our Place At The Beach 105E

Ocean City, MD

Please notes :-Linens are not included with this property. Linens are available upon request. These delightful 2 bedroom, 2 bath units are tucked away in a wooded section of Old Landing Road (104th Street). The units feature fully equipped kitchens,...

Pool

2 Bedrooms |

2 Bathrooms |

Sleeps 6

$96/night

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CONDOMINIUM

Bel Mare 100

Ocean City, MD

Please note: Linens are not included with this property. Linens are available upon request. Historic downtown Ocean City vacationing at it's best! The building features three and four bedrooms, with two to three and a half baths. Some units offer...

Pool

4 Bedrooms |

4 Bathrooms |

Sleeps 14

$488 to $1020/night

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HOUSE

Marinari Cottage

Ocean City, MD

Please note : Linens are not included with this property. Linens are available upon request. This two bedroom, one bath single family home includes a glassed front porch, screened back porch and fenced yard. A unit air conditioner is provided in...

Pets OK

2 Bedrooms |

1 Bathroom |

Sleeps 8

$189/night

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CONDOMINIUM

Barracuda 4

Ocean City, MD

Please note : Linens are not included with this property. Linens are available upon request.This building is a short distance to the beach, shopping, restaurants and amusements. Each 2 bedroom, 1 bath unit offers central air, full kitchen, shared...

Pets OK

2 Bedrooms |

1 Bathroom |

Sleeps 6

$118 to $236/night

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CONDOMINIUM

Club Ocean Villas II 57

Ocean City, MD

These very appealing 2 bedroom, 2 bath units have private patios, fully equipped kitchen, microwave, washer, dryer, and central air. The project offers many amenities including ample parking for two cars, indoor and outdoor pools, and indoor...

Pool

2 Bedrooms |

2 Bathrooms |

Sleeps 6

$120/night

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CONDOMINIUM

Bluewater East 501N

Ocean City, MD

Perfectly located just minutes from the beach. The elevator equipped building features: 1 bedroom, 1 bath. Each unit provides a living-dining area opening to a private balcony, washer, dryer and central air. The kitchens include all major...

Pool

1 Bedroom |

1 Bathroom |

Sleeps 2

$179 to $508/night

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CONDOMINIUM

Harbour Island 102M

Ocean City, MD

Enter Harbour Island through the security gatehouse and enjoy the private island just a few minutes stroll to the beach and boardwalk. Discover a superb condominium complex with a full service marina, pool, poolside restaurant/bar, tennis courts and...

Pool

2 Bedrooms |

2 Bathrooms |

Sleeps 6

$181 to $951/night

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CONDOMINIUM

Jockey Beach 324

Ocean City, MD

Please note: Linens are not included with this property. Linens are available upon request. Each of these three conveniently located buildings feature one bedroom, one bath units with fully equipped kitchens, central air, washer, dryer, and private...

Pool

1 Bedroom |

1 Bathroom |

Sleeps 6

$86 to $171/night

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CONDOMINIUM

Beachwalk II 12

Ocean City, MD

Please note: Linens are not included with this property. Linens are available upon request. Each of these oceanfront townhouses includes a spacious living room opening to one of the three oceanfront decks. The lower deck has direct access to the...

4 Bedrooms |

2.5 Bathrooms |

Sleeps 10

$202 to $550/night

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CONDOMINIUM

Ocean's Edge 402

Ocean City, MD

Please note: Linens are not included with this property. Linens are available upon request. Built in 2002, this beautiful building is located directly on the boardwalk with unparalleled beach and ocean views. Each unit offers numerous amenities...

3 Bedrooms |

2 Bathrooms |

Sleeps 10

$202 to $792/night

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CONDOMINIUM

Covington Towers 22

Ocean City, MD

Please note: Linens are not included with this property. Linens are available upon request. This well situated ocean front building includes both spacious 3 bedroom, 2 bath and 2 bedroom, 2 bath units. Each unit includes a deep balcony, fully...

2 Bedrooms |

2 Bathrooms |

Sleeps 7

$129 to $355/night

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TOWNHOUSE

Harbour Island 2A

Ocean City, MD

Enter Harbour Island through the security gatehouse and enjoy the private island just a few minutes stroll to the beach and boardwalk. Discover a superb condominium complex with a full service marina, pool, poolside restaurant/bar, tennis courts and...

Pool

2 Bedrooms |

2.5 Bathrooms |

Sleeps 6

$212 to $866/night

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CONDOMINIUM

Mariner's Watch 404

Ocean City, MD

A perfect vacation spot within walking distance of night life, dining, the beach, the boardwalk, a marina, shopping, and dining. Park your car in one of the two off-street parking spaces and walk everywhere you need to go. Enjoy the relaxation of...

Pool

4 Bedrooms |

3 Bathrooms |

Sleeps 12

$380 to $802/night

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CONDOMINIUM

Skyhaven 303

Ocean City, MD

A 1 BR, 1BA condo just a short distance back from the beach. Conveniently located on 138th Street - walk to the beach, shops, dining & much more. Families only. Non-smoking. No pets, please. Bed sizes include 1 Double bed and a Queen sleeper sofa....

1 Bedroom |

1 Bathroom |

Sleeps 4

$103 to $199/night

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CONDOMINIUM

Aventurra 203

Ocean City, MD

Aventurra is located on 53rd Street and ocean block. This 3BR, 2BA, 2nd floor condominium is just a short walk to the beach. The outdoor pool is situated on the rooftop with large sundeck area with lounge chairs. Great location for walking to...

Pool

3 Bedrooms |

2 Bathrooms |

Sleeps 8

$129 to $495/night

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CONDOMINIUM

Astoria 402- Ocean City Condo

Ocean City, MD

The Astoria is a beautifully decorated, 4th floor,spacious 3 bedroom, 3 bath condo with an ideal mid town location. Views of the ocean, the bay and the street from the balcony. Walk up the sidewalk to the beach, across the street to 45th street...

Pool

3 Bedrooms |

3 Bathrooms |

Sleeps 8

$225 to $591/night

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TOWNHOUSE

Bay Cove 3

Ocean City, MD

Direct bayfront awaits you at the Bay Cove. This two bedroom, one and a half bath townhome boasts an excellent location within walking distance of dining, amusements, and more. The unit features a full kitchen, central air, free WIFI, and boat slip....

Pool

2 Bedrooms |

1.5 Bathroom |

Sleeps 6

$148 to $341/night

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CONDOMINIUM

Jamaican Sun 104

Ocean City, MD

Please note: Linens are not included with this property. Linens are available upon request. Located in a pleasant section of Ocean City just off the beach and central to shopping. Each 2 bedroom, 2 bath unit features: living-dining area, complete...

2 Bedrooms |

2 Bathrooms |

Sleeps 6

$107 to $305/night

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CONDOMINIUM

Jockey Beach 342

Ocean City, MD

Each of these three conveniently located buildings feature one bedroom, one bath units with fully equipped kitchens, central air, washer, dryer, and private balconies. The third floor units are 2 levels with a spiral staircase leading to the...

Pool

1 Bedroom |

1 Bathroom |

Sleeps 6

$96 to $171/night

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CONDOMINIUM

Century I 702

Ocean City, MD

Please note: Linens are not included with this property. Linens are available upon request. Unusual bi-level design high rise features oceanfront and bayviews from all units. At the entrance level you will find 1 bedroom and a full bath. Second...

Pool

2 Bedrooms |

2 Bathrooms |

Sleeps 6

$107 to $389/night

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CONDOMINIUM

Jada 1A

Ocean City, MD

Please note: Linens are not included with this property. Linens are available upon request. This stylish building offers 1 bedroom, 1bath and 2 or 3 bedroom, 2 or 3 bath units just a short distance from the beach! The building features an elevated...

Pool

3 Bedrooms |

3 Bathrooms |

Sleeps 8

$171 to $451/night

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TOWNHOUSE

Harbour Island 22C

Ocean City, MD

Please notes : Linens are not included with this property. Linens are available upon request. Enter Harbour Island through the security gatehouse and enjoy the private island just a few minutes stroll to the beach and boardwalk. Discover a superb...

Pool

2 Bedrooms |

3.5 Bathrooms |

Sleeps 8

$171 to $1478/night

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CONDOMINIUM

Westward Ho 203

Ocean City, MD

Please note: Linens are not included with this property. Linens are available upon request. This conveniently located midrise building offers large one room efficiencies which can accommodate four to six people. Each unit has two beds, sofa bed, 1...

Studio |

1 Bathroom |

Sleeps 4

$71 to $154/night

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CONDOMINIUM

Thunder Island 157D

Ocean City, MD

Enjoy bay views while just a short distance from the beach! Adjacent to Convention Hall, this lovely bayside condominium project features 4 buildings; each building has one or more elevators, access to the outdoor pool, off street parking and boat...

Pool

2 Bedrooms |

2 Bathrooms |

Sleeps 6

$134 to $348/night

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CONDOMINIUM

Sea Watch 1303

Ocean City, MD

Please note: Linens are not included with this property. Linens are available upon request. This well designed building includes central courtyard, six elevators, indoor and outdoor pools, game room (game equipment is not provided), tennis courts,...

Pool

2 Bedrooms |

2 Bathrooms |

Sleeps 8

$202 to $438/night

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CONDOMINIUM

Silver Moon 403

Ocean City, MD

Please note: Linens are not included with this property. Linens are available upon request.Located in the north end of town these 2 and 3 bedroom, 2 bath condos offer a stunning oceanfront view from the private balcony. Units feature a fully...

Pool

2 Bedrooms |

2 Bathrooms |

Sleeps 8

$148 to $463/night

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