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Maryland Vacation Rentals - 864 Properties

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.

Search results

  1. Sleeps 9, $179 to $568/night

    City : Ocean City
    Bedrooms : 3
    Bathrooms : 2.5
    Pool

    Weekday Weekend Weekly Atlantis 610 is a beachfront condominium...

  2. Sleeps 11, $314 to $894/night

    City : Ocean City
    Bedrooms : 5
    Bathrooms : 4.5
    Pool

    Weekday Weekend Weekly Weekday Weekend Weekly Sunset Island 31 is a...

  3. Sleeps 8, $258 to $420/night

    City : Ocean City
    Bedrooms : 2
    Bathrooms : 2

    Weekday Weekend Weekly The unit is located on the fifth floor of...

  4. Sleeps 6, $132 to $206/night

    City : Ocean City
    Bedroom : 1
    Bathroom : 1
    Pool

    Weekday Weekend Weekly Weekday Weekend Weekly Bradley on the Bay...

  5. Sleeps 6, $133 to $235/night

    City : Ocean City
    Bedroom : 1
    Bathroom : 1
    Pool

    Weekday Weekend Weekly This unit has a view of the beautiful sunset...

  6. Sleeps 12, $525 to $1063/night

    City : Ocean City
    Bedrooms : 4
    Bathrooms : 4
    Pool

    Fountainhead Townhouse #3 is a homey, stylish beachfront townhouse....

  7. Sleeps 10, $190 to $908/night

    City : Ocean City
    Bedrooms : 5
    Bathrooms : 4.5
    Pool

    Weekday Weekend Weekly Weekday Weekend Weekly Sunset Island 7 is a...

  8. Sleeps 10, $196 to $503/night

    City : Ocean City
    Bedrooms : 3
    Bathrooms : 2
    Pool

    Weekday Weekend Weekly Weekday Weekend Weekly Hawaii Building 329 is...

  9. Sleeps 4, $124 to $377/night

    City : Ocean City
    Bedroom : 1
    Bathroom : 1.5
    Pool

    Weekday Weekend Weekly Marigot Beach 605 is a luxury beachfront...

  10. Sleeps 6, $132 to $226/night

    City : Ocean City
    Bedroom : 1
    Bathroom : 1

    Weekday Weekend Weekly Weekday Weekend Weekly Jamaica Daybreak 308...

  11. Sleeps 6, $124 to $343/night

    City : Ocean city
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Weekday Weekend Weekly Bradley on the Bay 111-C is a homey, bayside...

  12. Sleeps 12, $274 to $960/night

    City : Ocean City
    Bedrooms : 5
    Bathrooms : 4.5
    Pool

    Weekday Weekend Weekly Weekday Weekend Weekly Sunset Island 42 is a...

  13. Sleeps 7, $221 to $426/night

    City : Ocean City
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Weekday Weekend Weekly Weekday Weekend Weekly Irene 804 is a...

  14. Sleeps 6, $100 to $400/night

    City : Ocean City
    Bedrooms : 2
    Bathrooms : 2

    Weekday Weekend Weekly Weekday Weekend Weekly Baywatch III 102 is...

  15. Sleeps 8, $154 to $469/night

    City : Ocean City
    Bedrooms : 3
    Bathrooms : 2
    Pool

    Enjoy the fantastic location of the 4100 Building and oceanblock....

  16. Sleeps 8, $259 to $482/night

    City : Ocean City
    Bedrooms : 3
    Bathrooms : 3
    Pool

    Side unit in bayfront building on 46th street. Bella Vista offers an...

  17. Sleeps 8, $117 to $296/night

    City : Ocean City
    Bedrooms : 2
    Bathrooms : 2

    An oceanfront 2BR, 2BA condo in Bimini on 87th Street. Direct...

  18. Sleeps 8, $142 to $303/night

    City : Ocean City
    Bedrooms : 3
    Bathrooms : 2.5
    Pool

    Weekday Weekend Weekly Nicely appointed townhouse in the bayfront...

  19. Sleeps 6, $136 to $340/night

    City : Ocean City
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Very spacious 2 BR, 2 BA condo that is well maintained and...

  20. Sleeps 8, $99 to $235/night

    City : Ocean City
    Bedrooms : 2
    Bathrooms : 2.5

    Weekday Weekend Weekly Two level townhouse on the canal witha boat...

  21. Sleeps 6, $124 to $346/night

    City : Ocean City
    Bedrooms : 3
    Bathrooms : 2
    Pool Hot Tub

    Weekday Weekend Weekly Gorgeous 3BR, 2BA bayside condo nestled in a...

  22. Sleeps 8, $142 to $420/night

    City : Ocean City
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Fantastic downtown OC location! Walk to the boardwalk and beach....

  23. Sleeps 6, $93 to $216/night

    City : Ocean City
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Weekday Weekend Weekly Two bedroom, two bath condo in Club Ocean...

  24. Sleeps 9, $111 to $309/night

    City : Ocean City
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Weekday Weekend Weekly Weekday Weekend Weekly Spacious 2 bedroom, 2...

  25. Sleeps 8, $154 to $618/night

    City : Ocean City
    Bedrooms : 3
    Bathrooms : 3
    Pool

    Three bedroom, three bath condo in the golden sands. Unit has...

  26. Sleeps 6, $111 to $278/night

    City : Ocean City
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Weekday Weekend Weekly Weekday Weekend Weekly Playa Flamingo is...

  27. Sleeps 6, $142 to $290/night

    City : Ocean City
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Weekday Weekend Weekly Weekday Weekend Weekly Beautifully furnished...

  28. Sleeps 10, $445 to $1167/night

    City : Ocean City
    Bedrooms : 4
    Bathrooms : 3
    Pool

    Weekday Weekend Weekly Weekday Weekend Weekly eluxe oceanfront...

  29. Sleeps 11, $309 to $803/night

    City : Ocean City
    Bedrooms : 3
    Bathrooms : 2

    As you drive over the Route 50 bridge and see the gateway to Ocean...

  30. Sleeps 11, $266 to $655/night

    City : Ocean City
    Bedrooms : 3
    Bathrooms : 2

    As you drive over the Route 50 bridge and see the gateway to Ocean...