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
    Fountainhead 702

    Fountainhead 702

    Ocean City, MD

    Please notes : Linens are not included with this property. Linens are available upon request.These spacious 1 bedroom, 1 bath and 2 bedroom, 2 bath units all have a private oceanfront balcony and bayside terrace. Each unit features living room with...

    Pool

    $112 to $233/night

  2. TOWNHOUSE
    Summer Place 5

    Summer Place 5

    Ocean City, MD

    Please note: Linens are not included with this property. Linens are available upon request. Don't miss out on these 4 bedroom, 2.5 bath townhomes. See and hear the ocean from each one of the three large ocean front decks. Room for all and privacy...

    $212 to $780/night

  3. CONDOMINIUM
    Sea Point 6

    Sea Point 6

    Ocean City, MD

    Please note: Linens are not included with this property. Linens are available upon request. These two bedroom, one bath units are just steps from the beach. Relax on the spacious balcony and enjoy the ocean view from the third floor. The unit air...

    Pets OK
  4. CONDOMINIUM
    Jamaican Sun 203

    Jamaican Sun 203

    Ocean City, MD

    Please note: Linens are not included with this property. Linens are available upon request. Parking is in open lot but must go under building. 6"8" clearance. Located in a pleasant section of Ocean City just off the beach and central to shopping....

    $190 to $339/night

  5. HOUSE
    East Biscayne Drive 8803

    East Biscayne Drive 8803

    Ocean City, MD

    This three bedroom, two bath single family home is located in a pleasant bayside neighborhood within walking distance of the Ocean City beach across Coastal Highway. The property is pet friendly with a paid pet fee. Amenities include a full...

    Pets OK
  6. CONDOMINIUM
    Atlantic View 101

    Atlantic View 101

    Ocean City, MD

    These two bedroom, two bath units are a great value. Enhance your vacation experience with only a short walk to the beach from your unit in this small private building. Some units offer a view of the ocean and the beach. Each unit is fully equipped...

    $111 to $308/night

  7. CONDOMINIUM
    Sunstar 1

    Sunstar 1

    Ocean City, MD

    Please note: Linens are not included with this property. Linens are available upon request. This quaint building features 2 bedroom, 1 bath direct oceanfront apartments. Relax and enjoy the view from the private balcony overlooking the ocean. Each...

    $127 to $293/night

  8. CONDOMINIUM
    Surf Watch Condo 106

    Surf Watch Condo 106

    Ocean City, MD

    Surf Watch 106 - Free WiFi in this 3 br condo. Outdoor pool/half block to beach/ across the road from the Convention Center. Just a half block to the beach, an outdoor pool, and up to the minute furnishings makes this condo a great place for your...

    Pool

    $179 to $502/night

  9. TOWNHOUSE
    Seaquestor Tonwhouse A

    Seaquestor Tonwhouse A

    Ocean City, MD

    Seaquestor A - peaceful 2 br / 2 bath townhouse on canal / Free WiFi / accommodates 8. / 37th St area. This affordable 2 bedroom, 2 bath townhouse on a canal with a great view sleeps 8. It has 3 TV's,(2 of them HDTV's, flat screens) VCR, 2 DVD's,...

    Pool

    $117 to $202/night

  10. CONDOMINIUM
    Plaza Condominium 712

    Plaza Condominium 712

    Ocean City, MD

    Plaza 712 - 2 Br/ den / 2 baths with oceanfront living room and master bedroom. Accommodates 8 / Indoor and outdoor pools/ WiFi. The 'Jewel of the Beach' - otherwise known as The Plaza. Enjoy this one of a kind luxury building featuring; an indoor...

    Pool

    $225 to $466/night

  11. CONDOMINIUM
    Ocean Villa Unit #28

    Ocean Villa Unit #28

    Ocean City, MD

    Ocean Villa 28 - direct ocean front 1 bedroom. Older, but a great value! Gorgeous views from the 3rd floor of this mid rise oceanfront building. This is a great value for a small family on a budget, you can't beat this price for an oceanfront 1...

    $94 to $171/night

  12. HOUSE
    Assateague Pointe 273

    Assateague Pointe 273

    Berlin, MD

    Enjoy the many pleasures that Assateague Pointe has to offer - 2 beautiful outdoor pools, playgrounds, picnic areas, stocked fishing ponds,(catch and release only), complimentary paddle boats, lighted fishing pier into the bay for fishing and...

    Pool

    $122 to $193/night

  13. HOUSE
    1602 Sunburst Home #110

    1602 Sunburst Home #110

    Ocean City, MD

    1602 Sunburst 110 - - beautiful and new townhouse, in downtown OC, just 2 blocks to beach and boardwalk! Designed for a perfect beach getaway, and so conveniently located in downtown OC, close to restaurants, nightlife, shopping, mini golf, and so...

    $207 to $422/night

  14. HOUSE
    Assateague Pointe 479

    Assateague Pointe 479

    Berlin, MD

    Enjoy all the delights of Assateague Pointe from this pretty house on Yardarm Dr. Enjoy the many amenities this complex has to offer - from two large outdoor pools, rec room & club house, fishing pier, ponds, and paddle boats, to picnic areas,...

    Pool
  15. HOUSE
    Assateague Pointe 55

    Assateague Pointe 55

    Ocean City, MD

    Located within the gated community of Assateague Pointe, enjoy the family ambiance and all the amenities this resort has to offer, including 2 beautiful outdoor pools, rec room & club house, complimentary paddle boats, and picnic sites to name a...

    Pool

    $136 to $198/night

  16. CONDOMINIUM
    Raffles Condominium 303

    Raffles Condominium 303

    Ocean City, MD

    Raffles 303 - awesome 1 br 1 bath, 2 level condo, outdoor pool, next door to Northside Park. Free WiFi, accommodates 6. This unit is a distinctively planned, 1 bedroom, 1 bath, Bi-level condo that can accommodate up to 6 guests. It is located in...

    Pool

    $143 to $161/night

  17. HOUSE
    Assateague Pointe 111

    Assateague Pointe 111

    Berlin, MD

    Assateague Pointe 111 -Recently renovated Assateague Point unit. This 2 bedroom is well appointed and has that beachy feel from every corner. One of the 2 community pools is just steps away from the back porch as well. The back porch and yard offer...

    Pool

    $90 to $179/night

  18. CONDOMINIUM
    Ocean Hideaway 407 Condo

    Ocean Hideaway 407 Condo

    Ocean City, MD

    Enjoy beautiful views and the convenience of boardwalk living! Direct oceanfront, this lovely 2 Br/ 2 Bath condo has been meticulously cared for and equipped for the utmost comfort. This condo comes with a complete kitchen, washer/ dryer,...

    $467 to $538/night

  19. CONDOMINIUM
    Oasis Condominium 2S

    Oasis Condominium 2S

    Ocean City, MD

    Enjoy the pleasures of oceanfront living in this great, low density area. Close to lots of restaurants and nightlife, this 2 Br / 2 Bath condo features a nice size oceanfront deck, a full kitchen, washer/dryer, dishwasher, microwave, 3 TV's, 3 DVD...

    $162 to $287/night

  20. CONDOMINIUM
    Worcester House 302

    Worcester House 302

    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...

    $102 to $293/night

  21. CONDOMINIUM
    Diamond Bay Condominium 5

    Diamond Bay Condominium 5

    Ocean City, MD

    Diamond Bay 5 - This 2 bedroom / loft condo offers a private deck and comfy décor for a great get-a-way at the beach. Close to restaurants and shopping . Equipped with a full kitchen and appliances, free WiFi , cable TV , central a/c and parking...

    $108 to $215/night

  22. CONDOMINIUM
    Condominium #1207

    Condominium #1207

    Ocean City, MD

    9400 1207 - 2 Br/2 Ba, views of the ocean, pool, and bay. (not many places get to see the sunrise and sunset from the same balcony!) This spacious 2 bedroom 2 bath condo, in a coveted, prime location, has gorgeous sweeping southern views of the...

    Pool

    $143 to $326/night

  23. HOUSE
    Assateague Pointe 431

    Assateague Pointe 431

    Berlin, MD

    Assateague Pointe 431 - affordable OC lodging alternative! Assateague Pointe 431 -Located within the private gated community of Assateague Pointe, this beautifully furnished and upgraded double wide is quite close to the rec center and pool. With...

    Pool

    $99 to $188/night

  24. CONDOMINIUM
    Wight Bay Condominium 461

    Wight Bay Condominium 461

    Ocean City, MD

    Wight Bay 461 - bay front views, outdoor pool, next door to Seacrets, one block to the beach. SEACRETS is right next door! This 2 bedroom, bay front condo will rent to groups, ages 21 and older. Enjoy beautiful bay views, an outdoor pool, short...

    Pool

    $161 to $323/night

  25. HOUSE
    Hurricane Road 731

    Hurricane Road 731

    Ocean City, MD

    This three bedroom, two bath, ranch style home is located in a quiet residential neighborhood. Convenience abounds with dining, shopping and amusements a short distance away. This non-smoking home will permit a dog with paid pet fee. The home...

    $148 to $355/night

  26. CONDOMINIUM
    Ocean Hideaway 309

    Ocean Hideaway 309

    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...

    $202 to $668/night

  27. CONDOMINIUM
    Rainbow Condominium 709

    Rainbow Condominium 709

    Ocean City, MD

    Rainbow 709 - spacious 1 br / ocean front/ outdoor pool and childrens pool / occupancy 6 This spacious 1 bedroom condo is located in the beautiful Rainbow. The building is oceanfront, located close to Gold Coast Mall, restaurants, movies, and...

    Pool

    $110 to $237/night

  28. CONDOMINIUM
    Bradley on the Bay 234H

    Bradley on the Bay 234H

    Ocean City, MD

    Bradley on the Bay 234H- 1 br/ 1 bath for up to 6. Outdoor pool, FREE WiFi, easy walk to beach. Can rent either by the week or mini week. Close to the beach and Convention Center, this cozy 1 bedroom condo offers full accommmodations for up to 6...

    Pool

    $82 to $161/night

  29. CONDOMINIUM
    Sunset Beach Condo 309

    Sunset Beach Condo 309

    Ocean City, MD

    Sunset Beach 309 - 3 br/ 47th St / bayside beach / 1 block to ocean / outdoor pool / sundeck/ 2 car parking / accommodates 12. Perfect for the watersports fanatic! This building, offers a private 200' bayside beach with shallow water and 125' pier....

    Pool

    $144 to $377/night

  30. CONDOMINIUM
    Badley on the Bay 105A

    Badley on the Bay 105A

    Ocean City, MD

    Great 2 bedroom, 2 bath condo in the popular Bradley on the Bay development! It has an outdoor pool, bayside beach area, boat docks available for rent. The location is a few blocks from the Convention Center and right across the street from the...

    Pool

    $108 to $207/night