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. $172 to $368/night

    Thunder Island 64B

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
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  3. $217 to $433/night

    Our Place At The Beach 103B

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
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  5. $389 to $838/night

    Mariner's Watch 404

    4 BedroomsBathroomsSleeps 12
    3 nights minstay
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  7. $152 to $687/night

    Beachwalk II 12

    4 BedroomsBathroomsSleeps 14
    3 nights minstay
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  9. $164 to $427/night

    Barefoot Country 508

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  11. $140 to $448/night

    Sea Watch 1319

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
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  13. $130 to $307/night

    Worcester House 503

    1 Bedroom BathroomSleeps 6
    2 nights minstay
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  15. $206 to $736/night

    Ocean's Edge 402

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
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  17. $262 to $488/night

    Gullway Townhouse 2833

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
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  19. $152 to $522/night

    Bimini 105

    2 BedroomsBathroomsSleeps 8
    4 nights minstay
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  21. $109 to $344/night

    Sunrise Sea 308

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  23. $195 to $396/night

    Silver Shell 202

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  25. $378 to $864/night

    Harbour Island 106L

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
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  27. $136 to $306/night

    Seascape-Heron Harbour 206-10

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
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  29. $99 to $256/night

    Wight Bay 460

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
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  31. $121 to $285/night

    Barracuda 4

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pets OK
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  33. $206 to $777/night

    Harbour Island 303L

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  35. $99 to $256/night

    Frogs F1

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pets OK
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  37. $368 to $713/night

    Harbour Island 403M

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
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  39. $109 to $421/night

    Century I 702

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
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  41. $140 to $757/night

    Harbour Island 302L

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  43. $99 to $248/night

    Breakaway East 109

    1 Bedroom BathroomSleeps 6
    3 nights minstay
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  45. $109 to $562/night

    Eagle Bay 204

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
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  47. $152 to $320/night

    Fantasea 3W

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
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  49. $116 to $383/night

    English Towers 506

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
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  51. $132 to $334/night

    Marigot Beach 407

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Hot Tub
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  53. $121 to $285/night

    Barracuda 3

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pets OK
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  55. $150 to $382/night

    Thunder Island 157D

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
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  57. $141 to $357/night

    Thunder Island 132C

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
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  59. $725/night

    Beach House | Units 5 & 6 | 2.5 Blocks to Beach

    4 BedroomsBathroomsSleeps 12
    2 nights minstay
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $248/night

    Downtown Escape with Balcony- Walk to Beach!

    2 Bedrooms BathroomSleeps 7
    2 nights minstay
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $426 to $758/night

    Upscale Condo w/ Balcony- 2 Blocks to Beach!

    4 Bedrooms2.5 BathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
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  65. $983/night

    Exceptional Vacation Home in Ocean City

    6 BedroomsBathroomsSleeps 18
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $248/night

    Downtown Getaway | Private Patio | Walk to Beach

    2 Bedrooms BathroomSleeps 7
    2 nights minstay
    FREE CANCELLATION
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  69. $219 to $289/night

    Downtown 2BR Apartment near Convention Center

    2 BedroomsBathroomsSleeps 5
    1 night minstay
    Pets OK
    FREE CANCELLATION
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $1,445/night

    Beach House | 4 Separate Units | Ocean Peek

    8 BedroomsBathroomsSleeps 26
    2 nights minstay
    FREE CANCELLATION
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $179 to $352/night

    Updated Tiburon Condo | Balcony, Pool & Tennis

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $109 to $311/night

    Jamaican Sun 104

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
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  77. $109 to $269/night

    103 79th Street

    3 BedroomsBathroomsSleeps 9
    3 nights minstay
    Pets OK
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  79. $185 to $663/night

    Ocean Hideaway 111

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  81. $499 to $1,067/night

    Bel Mare 100

    4 BedroomsBathroomsSleeps 14
    3 nights minstay
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  83. $175 to $562/night

    Ocean Hideaway 202

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  85. $508 to $1,167/night

    Harbour Island 207K

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
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  87. $184 to $713/night

    Surf Watch 405

    3 BedroomsBathroomsSleeps 9
    3 nights minstay
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  89. $173 to $632/night

    High Point South 1C

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  91. $131 to $458/night

    Tranquil Canal-Front Getaway- 3 Blocks to Beach

    4 BedroomsBathroomsSleeps 10
    3 nights minstay
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $161 to $654/night

    Diamond Head Condo- Beachfront Locale & Pool!

    2 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $146 to $363/night

    Updated End Unit w/ Ocean Views- Pools, Cinema

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $206 to $666/night

    Roomy Beach Retreat with Pool | Walk to Boardwalk

    3 BedroomsBathroomsSleeps 12
    3 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $110 to $333/night

    New Listing! Corner Condo w/ Pool, Walk to Beach!

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $135 to $404/night

    New Listing! Beachside Bliss Condo- Walk to Waves

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $222 to $424/night

    New Listing! Choice Getaway- 5 Pools & Beach Club

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $273 to $320/night

    Bay-View Beach Condo w/ Pool, Deck & Balcony

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $219 to $473/night

    Renovated Coastal Escape: Pools, Golf, Beach Club

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $120 to $271/night

    Beachmark 4K

    1 Bedroom BathroomSleeps 5
    3 nights minstay
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $369 to $1,414/night

    Harbour Island 79J

    3 BedroomsBathroomsSleeps 12
    3 nights minstay
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  113. $195 to $430/night

    Wright View 3

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
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  115. $201 to $659/night

    Renovated Beachfront Penthouse- Steps to Sand

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $339 to $824/night

    Spacious Coastal Getaway | Bikes | Walk to Beach

    4 Bedrooms3.5 BathroomsSleeps 12
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $390 to $1,166/night

    Bayview Grand | Contemporary Condo & Balcony Views

    4 BedroomsBathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $725/night

    Beach House | Units 7 & 8 | Entire Top 2 Floors

    4 BedroomsBathroomsSleeps 14
    2 nights minstay
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $225 to $302/night

    New Downtown Hideaway | 2 Blocks to Beach & Bay

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $323 to $773/night

    Canal-Front Gem | 2 Pools, Private Dock, Boat Slip

    3 BedroomsBathroomsSleeps 13
    3 nights minstay
    Pool
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $206 to $600/night

    Renovated Sherwood West Condo – 400' to Beach!

    3 BedroomsBathroomsSleeps 9
    3 nights minstay
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $179 to $484/night

    Jocelyn Manor Gem with Pool | Stroll to Beach

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $132 to $260/night

    Cozy Bay-View Gem | Stroll to Beach & Attractions

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $275 to $523/night

    The 9400 | Ocean-View Perfection | Beachfront Pool

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $156 to $344/night

    Bayside Townhome | 4 Balconies, Pool & Tennis

    3 Bedrooms2.5 BathroomsSleeps 10
    3 nights minstay
    Pool
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $204 to $372/night

    Marigot Beach Condo | Private Ocean-View Balcony

    1 Bedroom1.5  BathroomSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $175 to $383/night

    Gullway Townhouse 2834

    3 Bedrooms BathroomSleeps 8
    3 nights minstay
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $152 to $296/night

    Club Ocean Villas II 25

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $180 to $406/night

    Thunder Island 161D

    2 BedroomsBathroomsSleeps 7
    3 nights minstay
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $130 to $281/night

    Royal Palm Court 1208-10

    2 Bedrooms BathroomSleeps 8
    2 nights minstay
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $175 to $1,510/night

    Harbour Island 22C

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $163 to $319/night

    Tiffanie by the Sea 319D

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $152 to $351/night

    Mariner's Wharf 105

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $136 to $294/night

    Seascape-Heron Harbour 200-9

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $141 to $433/night

    Capri 1908

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $130 to $694/night

    Ocean Hideaway 205

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $163 to $357/night

    Thunder Island 16A

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $175 to $383/night

    Gullway Townhouse 2821

    3 Bedrooms BathroomSleeps 8
    3 nights minstay
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $109 to $256/night

    Seatime 303S

    1 Bedroom BathroomSleeps 6
    2 nights minstay
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $167 to $788/night

    Barge Road 13605

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pets OK
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $109 to $217/night

    Bayshore West 24

    1 Bedroom BathroomSleeps 6
    2 nights minstay
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $87 to $256/night

    Ocean Princess 207

    1 Bedroom BathroomSleeps 4
    2 nights minstay
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $175 to $562/night

    Ocean Hideaway 211

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $121 to $285/night

    Barracuda 1

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pets OK
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $175 to $356/night

    Barge Road 13609

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pets OK
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $109 to $314/night

    Polynesian 502

    1 Bedroom BathroomSleeps 4
    2 nights minstay
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $195 to $407/night

    Holiday Cottage

    3 Bedrooms BathroomSleeps 10
    3 nights minstay
    Pets OK
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $153 to $272/night

    Seabay Vista II 304

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $152 to $306/night

    Club Ocean Villas II 182

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $152 to $484/night

    Bimini 106

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $223/night

    Beach House | Unit 8 | Top-Floor Ocean Peek

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $623/night

    Beach House | Unit 7 | 2.5 Blocks to Pier & Beach

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $219 to $289/night

    2BR Furnished Apartment in Baltimore Downtown

    2 BedroomsBathroomsSleeps 5
    1 night minstay
    Pets OK
    FREE CANCELLATION
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $827/night

    9th Street Beach Retreat | 4 Private Units

    10 BedroomsBathroomsSleeps 32
    2 nights minstay
    FREE CANCELLATION
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $235 to $595/night

    Sandy Cheeks | Balcony, Pool & Private Beach

    3 Bedrooms2.5 BathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $193 to $694/night

    Ocean Hideaway 607

    Multiple Units Available
    2 nights minstay
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $154 to $499/night

    Constellation House 510

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
  200. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations