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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  1. CONDOMINIUM
    Frogs F1

    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. CONDOMINIUM
    Ocean Hideaway 111

    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...

    $181 to $634/night

  3. CONDOMINIUM
    Jada 4H

    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

    $170 to $252/night

  4. CONDOMINIUM
    Worcester House 503

    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...

    $117 to $293/night

  5. CONDOMINIUM
    Our Place At The Beach 105E

    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
  6. CONDOMINIUM
    Bel Mare 100

    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

    $488 to $1020/night

  7. HOUSE
    Marinari Cottage

    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
  8. CONDOMINIUM
    Barracuda 4

    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

    $118 to $236/night

  9. CONDOMINIUM
    Club Ocean Villas II 57

    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
  10. CONDOMINIUM
    Bluewater East 501N

    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

    $179 to $508/night

  11. CONDOMINIUM
    Harbour Island 102M

    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

    $181 to $951/night

  12. CONDOMINIUM
    Jockey Beach 324

    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

    $86 to $171/night

  13. CONDOMINIUM
    Sand Trap Condominium 102

    Sand Trap Condominium 102

    Ocean City, MD

    Welcome to this comfy property, Sand Trap 102! Sand Trap 102 *This property owner does not allow group rentals to anyone under the age of 25. Any online booking for a group rental will not be honored. All reservation requests must be verbally...

    $144 to $314/night

  14. HOUSE
    Assateague Pointe 358

    Assateague Pointe 358

    Berlin, MD

    Located in the charming gated community of Assateague Pointe, this property features a full kitchen, its own washer/dryer, microwave, 3 TV'S, Blue Ray, and central a/c. Parking for 2 cars, the property is non smoking. While at the Pointe, enjoy the...

    Pool

    $126 to $171/night

  15. CONDOMINIUM
    Playa Flamingo Condo 402

    Playa Flamingo Condo 402

    Ocean City, MD

    402 Playa Flamingo - peaceful, gorgeous, comfortable, great bay views and pool. This is an "ahhhh" condo - totally lovely! Enjoy unparalleled bayviews, short walks to the beach, and all that Playa Flamingo offers - a nice roof top pool, and a...

    Pool

    $179 to $301/night

  16. CONDOMINIUM
    Bahama Princess Condo C

    Bahama Princess Condo C

    Ocean City, MD

    Bahama Princess C - just lovely. (and relaxing!) Beautiful direct bay front views from this sparkling 2 bedroom condo. With sleeping for 7 people, this condo is fully equipped with a kitchen, washer/dryer, dishwasher, microwave, 3...

    Pool

    $162 to $230/night

  17. APARTMENT
    12th Street House up

    12th Street House up

    Ocean City, MD

    12th Street House up - great beach house, with 4 and 5 bedroom apartments. Perfect downtown location. Incredible opportunity to rent just 50' off beach and boardwalk at this huge home. With old Ocean City charm, this upstairs apartment with 5...

    $484 to $816/night

  18. CONDOMINIUM
    Sea Watch Condo 1302

    Sea Watch Condo 1302

    Ocean City, MD

    Enjoy the many amenities this incredible building has to offer. With an indoor and outdoor pool, tennis courts, basketball half court, game room, exercise room, convenience shop and bakery, on site security and more - you'll want to stay here every...

    Pool

    $198 to $358/night

  19. CONDOMINIUM
    Ocean Waye Condominium 216

    Ocean Waye Condominium 216

    Ocean City, MD

    This little efficiency apartment has a combined living/ sleeping area, as well as a galley kitchen and bathroom. Amenities include microwave, TV, a/c and parking for one car. Perfect for a small family or couple. The location is superb - just half a...

    $85 to $131/night

  20. CONDOMINIUM
    9400 Condominium 802

    9400 Condominium 802

    Ocean City, MD

    Enjoy your stay in this two bedroom two bath condo located on the north side of the 9400 building. The kitchen is fully equipped with dishwasher, and the condo has central A/C, 3 TV'S,VCR/ DVD's, (3rd TV is for DVD use only - no cable,) and free...

    Pool

    $120 to $310/night

  21. CONDOMINIUM
    Breakaway East Condo 212

    Breakaway East Condo 212

    Ocean City, MD

    Breakaway East 212 - awesome ocean views from living room and bedroom, 2 Br/2 Bath, occupancy 6, close to restaurants, shopping and more! Will do rent either full weeks or mini weeks. Beautiful oceanfront views from this lovely 2 bedroom/ 2 bath...

    $143 to $305/night

  22. TOWNHOUSE
    The Pilot Town House 3

    The Pilot Town House 3

    Ocean City, MD

    This is a perfect location for your family vacation. With direct access from your porch to the sand, this 4 bedroom, 3 1/2 bath is very spacious and accommodating. Enjoy incredible ocean views from the 3 oceanfront decks! The townhouse features a...

    $449 to $717/night

  23. CONDOMINIUM
    Wright View 3

    Wright View 3

    Ocean City, MD

    Old Towne Ocean City vacationing at it's best! The Wright View is a well maintained wood frame building with only four units and a convenient downtown location. The beach, famous Ocean City Boardwalk, dining, and more are only a few blocks walk...

    $202 to $391/night

  24. CONDOMINIUM
    Tiffanie by the Sea D321

    Tiffanie by the Sea D321

    Ocean City, MD

    Tiffanie by the Sea D321 - ocean block price with a great ocean view and pool! Excellent value. This well priced condo gets you within feet of the ocean, a great view, an outdoor pool, and close proximity to area restaurants, shops, mini golf and...

    Pool

    $126 to $251/night

  25. HOUSE
    Assateague Pointe 58

    Assateague Pointe 58

    Berlin, MD

    Come stay at this charming home at Assateague Pointe for a wonderful vacation. Enjoy the many amenities this complex has to offer - from two large outdoor pools, rec room, club house,(both locations have WiFi service available) fishing pier, ponds,...

    Pool

    $99 to $184/night

  26. HOUSE
    Assateague Pointe 12

    Assateague Pointe 12

    Berlin, MD

    With all the comforts of home, this 2 bedroom home offers a full kitchen, washer/dryer, 3 TV's, surround sound in the living room, central a/c, and a stocked fishing pond out your back door. The community offers something for the whole family - from...

    Pool

    $151 to $198/night

  27. CONDOMINIUM
    Diamond Beach 403

    Diamond Beach 403

    Ocean City, MD

    Please note : Linens are not included with this property. Linens are available upon request.  Choose a 1 bedroom, 1.5 bath; 2 bedroom, 2 bath; or 3 bedroom, 2 bath unit in this well designed mid-rise. The building features oceanfront and ocean view...

    $163 to $554/night

  28. CONDOMINIUM
    Beachwalk II 12

    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...

    $202 to $550/night

  29. CONDOMINIUM
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    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...

    $202 to $792/night

  30. CONDOMINIUM
    Covington Towers 22

    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...

    $129 to $355/night