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Maryland Vacation Rentals - 887 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 12, ~$395/night

    City : Ocean City
    Bedrooms : 5
    Bathrooms : 2

    What a great location! Just one building from the boardwalk and...

  2. Sleeps 6, $140 to $330/night

    City : Ocean City
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Truly a sweet summer spot to relax and take in all that Ocean City...

  3. Sleeps 9, $140 to $360/night

    City : Ocean City
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Spacious 2 bedroom, 2 bath unit that can sleep 9. Bed sizes include...

  4. Sleeps 10, $510 to $1280/night

    City : Ocean City
    Bedrooms : 4
    Bathrooms : 3
    Pool

    eluxe oceanfront building on 48th street with a large indoor pool,...

  5. Sleeps 4, ~$80/night

    City : Ocean City
    Bedroom : 1
    Bathroom : 1

    Please note: Linens are not included with this property. Linens are...

  6. Sleeps 8, ~$220/night

    City : Ocean City
    Bedrooms : 3
    Bathrooms : 2.5

    Please note: Linens are not included with this property. Linens are...

  7. Sleeps 8, $175 to $555/night

    City : Ocean City
    Bedrooms : 3
    Bathrooms : 2
    Pool

    Just lovely. Decorator furnishings, outdoor pool, and close to beach...

  8. Sleeps 8, $275 to $775/night

    City : Ocean City
    Bedrooms : 3
    Bathrooms : 3
    Pool

    Please note: Linens are not included for this property. Side unit in...

  9. Sleeps 6, ~$120/night

    City : Ocean City
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Enjoy bay views while just a short distance from the beach! Adjacent...

  10. Sleeps 6, ~$130/night

    City : Ocean City
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Enjoy bay views while just a short distance from the beach! Adjacent...

  11. Sleeps 8, $175 to $535/night

    City : Ocean City
    Bedrooms : 3
    Bathrooms : 2.5
    Pool

    Swathmore 127-E is a homey, bayside townhouse. This three-bedroom,...

  12. Sleeps 8, $170 to $520/night

    City : Ocean City
    Bedrooms : 2
    Bathroom : 1.5

    Mallard Landing 5 is a bayside townhouse. This two-bedroom, one and...

  13. Sleeps 6, $140 to $350/night

    City : Ocean City
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Bay Princess 418 is one of Ocean City's finest vacation rentals. The...

  14. Sleeps 6, $135 to $305/night

    City : Ocean City
    Bedrooms : 2
    Bathrooms : 2
    Pool

    We rent to families, married couples, and responsible adults over...

  15. Sleeps 8, $165 to $515/night

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

    Sandpiper Dunes 509 is one of Ocean City's finest vacation rentals...

  16. Sleeps 6, $155 to $400/night

    City : Ocean City
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Sea Terrace 1006 is a fun, beachfront condominium with wooden...

  17. Sleeps 9, $190 to $570/night

    City : Ocean City
    Bedrooms : 3
    Bathrooms : 2.5
    Pool

    Atlantis 610 is a beachfront condominium undergoing renovations in...

  18. Sleeps 7, $230 to $410/night

    City : Ocean City
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Irene 804 is a pristine beachfront condominium. This two-bedroom,...

  19. Sleeps 10, $225 to $805/night

    City : Ocean City
    Bedrooms : 3
    Bathrooms : 2
    Pool

    South Beach 405 is a side unit in oceanfront building. South Beach...

  20. Sleeps 6, $175 to $345/night

    City : Ocean City
    Bedrooms : 2
    Bathrooms : 2

    Welcome to this comfy property, Sand Trap 102! Additional...

  21. Sleeps 6, $200 to $700/night

    City : Ocean City
    Bedrooms : 3
    Bathrooms : 3
    Pool

    Side unit in oceanfront building. Deluxe oceanfront building on...

  22. Sleeps 6, $130 to $345/night

    City : Ocean city
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Bradley on the Bay 111-C is a homey, bayside condominium. This...

  23. Sleeps 8, $105 to $275/night

    City : Ocean City
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Sunset Bay II 512- lovely 2 br / 2 ba / accommodates 8 has outdoor...

  24. Sleeps 6, ~$210/night

    City : Ocean City
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Please note: Linens are not included with this property. Linens are...

  25. Sleeps 8, $140 to $355/night

    City : Ocean City
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Bridgepoint I 221 is a beachy bayside condominium. This two-bedroom,...

  26. Sleeps 8, $150 to $350/night

    City : Ocean City
    Bedrooms : 2
    Bathrooms : 2

    Spinnaker 17 is a cozy condominium located on the open block. This...

  27. Sleeps 10, $180 to $690/night

    City : Ocean City
    Bedrooms : 3
    Bathrooms : 3
    Pool

    Ocean Palms 103 is a beautiful & colorful luxury condominium located...

  28. Sleeps 6, $190 to $410/night

    City : Ocean City
    Bedrooms : 2
    Bathroom :
    Pool

    Take in the view and sound of the ocean from this top floor, 2 BR 2...

  29. Sleeps 8, $180 to $700/night

    City : Ocean City
    Bedrooms : 3
    Bathrooms : 3
    Pool

    Side unit in oceanfront building. Beautifully furnished luxury condo...

  30. Sleeps 8, $175 to $715/night

    City : Ocean City
    Bedrooms : 3
    Bathrooms : 3
    Pool

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