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

Search results

  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
    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
  9. 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

  10. 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

  11. 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

  12. CONDOMINIUM
    no image

    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

  13. 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

  14. TOWNHOUSE
    Harbour Island 2A

    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

    $212 to $866/night

  15. 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

  16. 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

  17. 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

  18. CONDOMINIUM
    Sea Watch Condo 1417

    Sea Watch Condo 1417

    Ocean City, MD

    Sea Watch 1417 - beautifully re done and maintained / Free WiFi / indoor & outdoor pools, game room, tennis and more. Sparkling new and gleaming clean, this 2 bedroom & den unit at the Sea Watch has been fully renovated! With tons of upgrades in...

    Pool

    $126 to $361/night

  19. TOWNHOUSE
    Sandy Pause III 802A

    Sandy Pause III 802A

    Ocean City, MD

    Sandy Pause III 802A - lovely 3 br /3 bath townhouse in downtown OC at 8th St. 1 block to the beach and boardwalk. Free Wifi, accommodates 10. In the heart of downtown at 8th St., this spacious 3 br / 3 bath townhouse, occupancy of 10, is just 1...

    $126 to $448/night

  20. 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

  21. 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

  22. 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

  23. TOWNHOUSE
    Runaway Bay II Townhouse 525

    Runaway Bay II Townhouse 525

    Ocean City, MD

    Runaway Bay II 525 - beautiful and peaceful townhouse on canal with great views. 3 Br/ den/ 2 1/2 baths accommodates 9. Beautiful 3 bedroom plus den townhome. Located on a wide canal with a place for your boat, close to bayfront, this is nestled...

    $148 to $340/night

  24. 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

  25. 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

  26. 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

  27. 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

  28. CONDOMINIUM
    Sand Trap Condominium 101

    Sand Trap Condominium 101

    Ocean City, MD

    Sand Trap 101 - Beautiful. Peaceful. Serene. 2 br /2 bath direct oceanfront, Free WiFi, accommodates 8. Perfect location, great view, pretty condo - what more could you ask for? This first floor unit, (elevated some so you have a good view), has 2...

    $108 to $395/night

  29. 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

  30. 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