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.

Filter by Region:


Filter by Amenities:


Filter by Entertainment:


Close Filters
  1. 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

  2. CONDOMINIUM
    Mariner's Watch 404

    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

    $380 to $802/night

  3. CONDOMINIUM
    Club Ocean Villas II 89

    Club Ocean Villas II 89

    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...

    $148 to $285/night

  4. 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

  5. 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

  6. CONDOMINIUM
    Breakaway East 109

    Breakaway East 109

    Ocean City, MD

    Please note: Linens are not included with this property. Linens are available upon request. Sheer comfort in this popular mid-rise. Well appointed 1 bedroom, 1.5 bath and 2 bedroom, 2 bath apartments. Amenities include an oceanfront balcony off...

    $96 to $236/night

  7. 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

  8. 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 $1,020/night

  9. 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
  10. 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

  11. 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

  12. 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

  13. 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

  14. 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

  15. 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

  16. 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

  17. CONDOMINIUM
    Sand Trap Condominium 102

    Sand Trap Condominium 102

    Ocean City, MD

    Welcome to this comfy property, Sand Trap 102! Sand Trap 102 Additional InformationBalcony FurnitureBlenderCable TVCentral A/CCoffee MakerDishwasherDisposalDryerDVD PlayerElevatorFree Wi-FiMicrowaveNon SmokingOutside...

    $144 to $314/night

  18. CONDOMINIUM
    Atlantis Condominium 1101

    Atlantis Condominium 1101

    Ocean City, MD

    Exclusive Ocean City, Maryland vacation rentals. Search from our oceanfront Ocean City condos, luxurious bayfront retreats or our family value accommodations. We have rental units that fit all budgets. Ocean City is a resort town in the U.S. state...

    Pool

    $162 to $305/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. 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

  21. 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

  22. CONDOMINIUM
    El Marlyn Condominium #3

    El Marlyn Condominium #3

    Ocean City, MD

    Cute as can be, ocean front condo, with a little private beach area, ( perfect for kids to play in), before you go over the dune to the water. A couple of little quirks makes this rate one of the best on the beach! The unit has an oceanfront living...

    $144 to $282/night

  23. CONDOMINIUM
    403 Aventurra Condominium

    403 Aventurra Condominium

    Ocean City, MD

    This condo is gorgeous,spacious and sparkling with light! Enjoy skylights and cathedral ceilings in this decorator furnished condo. It offers a full kitchen, washer/dryer, dishwasher, microwave, 3 TV's, VCR, DVD, Free WiFi, and central a/c. Located...

    Pool

    $270 to $457/night

  24. CONDOMINIUM
    Fountainhead Towers 909

    Fountainhead Towers 909

    Ocean City, MD

    Cute, cozy 2 bedroom, 1 bath direct oceanfront condo in one of Ocean City's favorite buildings. This property features an outdoor pool, restaurant, ocean and bayside balcony views and 24 hour security. Located on 116th street and very close to many...

    Pool

    $139 to $269/night

  25. CONDOMINIUM
    Golden Sands Condo 504

    Golden Sands Condo 504

    Ocean City, MD

    Golden Sands 504 - pools, FREE wifi, oceanfront living room and master bedroom, and tons more! 2 bedroom oceanfront condo in the much desired Golden Sands. Tons of building amenities include indoor/outdoor pools, plus childrens pool, tennis,...

    Pool

    $107 to $286/night

  26. CONDOMINIUM
    Sea Watch Condominium 205

    Sea Watch Condominium 205

    Ocean City, MD

    This nicely furnished condo is on the north side of the building with a view of the ocean. Originally a two bedroom and den floor plan, the owner has enclosed the den to make it a private 3rd bedroom. It is fully equipped including kitchen,...

    Pool

    $131 to $349/night

  27. HOUSE
    Assateague Pointe 428

    Assateague Pointe 428

    Berlin, MD

    Located within the private gated community of Assateague Pointe, this beautifully furnished double wide sits on a stocked fishing pond. With all the comforts of home, this offers a full kitchen, washer/dryer, 2 TV's , DVD, Free WiFi, and central...

    Pool

    $99 to $188/night

  28. TOWNHOUSE
    Boards Edge Townhouse 103

    Boards Edge Townhouse 103

    Ocean City, MD

    Boards Edge 103 - large, airy, downtown townhouse, accommodates 10, 4 br/ 4 bath. Will do full or mini weeks all summer. *Note: After 9/15/14, only 1 parking spot will be available.* If you are a boardwalk fanatic, this townhome is the perfect...

    $251 to $610/night

  29. CONDOMINIUM
    Hidden Harbour Condo C211

    Hidden Harbour Condo C211

    Ocean City, MD

    Hidden Harbour C211- canal side 1 br with pool, lovely and serene, yet walking distance to beach, shopping and restaurants. This is a lovely little one bedroom, tucked away on a quiet canal, but still within walking distance to the beach! Located...

    Pool

    $100 to $220/night

  30. CONDOMINIUM
    Atlantis Condominium 1810

    Atlantis Condominium 1810

    Ocean City , MD

    Atlantis 1810 - large 3 bedroom, ocean and bay views, 2 master suites, outdoor pool. Mini weeks available all summer, Thurs - Sun or Sun - Thurs. Enjoy the spaciousness of this 3 bedroom condo - almost 1600 square feet! With 2 1/2 baths, and 2...

    Pool

    $162 to $418/night