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. $0/night

    Mariner's Wharf 105

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
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  3. $0/night

    Four Winds 4

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    FREE CANCELLATION
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  5. $0/night

    Oceana II 406

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
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  7. $159 to $409/night

    2BR Furnished Apartment in Baltimore Downtown

    2 BedroomsBathroomsSleeps 5
    1 night minstay
    Pets OK
    FREE CANCELLATION
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  9. $0/night

    Seabay Vista II 304

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
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  11. $0/night

    Beachcrest 17

    1 Bedroom BathroomSleeps 6
    3 nights minstay
    FREE CANCELLATION
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  13. $150 to $347/night

    Tranquil Getaway In Gated Community- Free Wifi and lapto...

    1 Bedroom BathroomSleeps 2
    1 night minstay
    FREE CANCELLATION
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  15. $0/night

    Summer Winds 202E

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    FREE CANCELLATION
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  17. $0/night

    Westward Ho 408

    Studio BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  18. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  19. $141 to $152/night

    Harbour Club B16

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
    FREE CANCELLATION
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  21. $168 to $342/night

    Thunder Island 161D

    2 BedroomsBathroomsSleeps 7
    3 nights minstay
    FREE CANCELLATION
  22. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  23. $168/night

    Bimini 106

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  24. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  25. $118/night

    Seascape-Heron Harbour 200-9

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  26. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  27. $83 to $85/night

    Ocean Princess 207

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  28. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  29. $99/night

    Kelly Road 710

    3 BedroomsBathroomsSleeps 7
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $143/night

    Diamond Beach 414

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  32. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  33. $139 to $151/night

    Constellation House 510

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
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  35. $195/night

    Ocean Hideaway 205

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
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  37. $119 to $138/night

    Barracuda 1

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  38. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  39. $119 to $138/night

    Barracuda 2

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  40. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  41. $269/night

    Tunnel Avenue 14106

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
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  43. $94/night

    Polynesian 502

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
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  45. $94 to $116/night

    Seatime 303S

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    FREE CANCELLATION
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  47. $152 to $160/night

    Gullway Townhouse 2821

    3 Bedrooms BathroomSleeps 8
    3 nights minstay
    FREE CANCELLATION
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. $145 to $164/night

    Barge Road 13605

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  50. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  51. $143/night

    Club Ocean Villas II 182

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
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  53. $195 to $320/night

    Seal Beach 13N

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  54. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  55. $127 to $152/night

    Marigot Beach 303

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool
    FREE CANCELLATION
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $236 to $300/night

    Bahia Vista I 307

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
    FREE CANCELLATION
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  59. $169 to $219/night

    Harbour Island 204M

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $152 to $240/night

    Atlantis 1608

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $0/night

    Braemar 1801S

    3 BedroomsBathroomsSleeps 9
    365 nights minstay
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $101 to $127/night

    Marigot Beach 207

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $0/night

    Surf Haven 202

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $150 to $519/night

    Inner Harbor's Best Furnished Luxury Apartments

    1 Bedroom BathroomSleeps 2
    1 night minstay
    FREE CANCELLATION
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $98 to $158/night

    Jamaica Bay 307A

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $91 to $124/night

    Harbour Bay 23

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $166/night

    Ocean Hideaway 607

    Multiple Units Available
    2 nights minstay
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $134/night

    High Point South 3F

    1 Bedroom BathroomSleeps 6
    3 nights minstay
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $151 to $152/night

    Ocean Hideaway 211

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $177 to $185/night

    Harbour Island 22C

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $230 to $890/night

    Beautiful Villa in the Heart of Historic Downtown Bel Ai...

    3 Bedrooms3.5 BathroomsSleeps 10
    1 night minstay
    FREE CANCELLATION
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $121/night

    Jamaica II 208

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $199 to $581/night

    Hobbit House on a Gentleman's Farm

    3 Bedrooms BathroomSleeps 6
    1 night minstay
    Pets OK
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $202/night

    Oceana II 109

    2 BedroomsBathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $152/night

    Harbour Club D5

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $152/night

    Harbour Club G7

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $145/night

    Towers 201

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $129 to $152/night

    Sea Point 6

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $160 to $342/night

    Quiet Getaway in Gated Community! Private Deck and BBQ- ...

    1 Bedroom BathroomSleeps 2
    1 night minstay
    FREE CANCELLATION
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $159 to $369/night

    2 Bedroom Fully Furnished APT over Camden Yards

    2 BedroomsBathroomsSleeps 5
    1 night minstay
    Pets OK
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $121 to $122/night

    Capri 1908

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $0/night

    Sungate 402

    2 BedroomsBathroomsSleeps 8
    365 nights minstay
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $0/night

    Thunder Island 68B

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $0/night

    Thunder Island 114C

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $0/night

    Ocean Hideaway 406

    1 Bedroom BathroomSleeps 4
    365 nights minstay
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $0/night

    Starfish V 101

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $0/night

    Ocean's Edge 403

    3 BedroomsBathroomsSleeps 10
    365 nights minstay
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $108 to $131/night

    Sunrise East 202

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $121 to $141/night

    Thunder Island 112C

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $160 to $195/night

    Harbour Island 46G

    2 BedroomsBathroomsSleeps 9
    2 nights minstay
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $120 to $131/night

    Marigot Beach 209

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Hot Tub
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $99/night

    Fountainhead 702

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $103/night

    Sea Jay Townhouse 616C

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $66 to $94/night

    Shore Lea 102

    1 Bedroom BathroomSleeps 5
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $93/night

    Mirabella 1D

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $163 to $212/night

    Harbour Island 306L

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $160/night

    Ocean Hideaway 508

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $138 to $143/night

    Thunder Island 61B

    2 BedroomsBathroomsSleeps 9
    3 nights minstay
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $99 to $302/night

    Thunder Island 141D

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $91/night

    Montego Bay-Peachtree Road 122

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $99 to $100/night

    Montego Bay-South Ocean Drive 203

    3 Bedrooms BathroomSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $99/night

    Fiesta Road 14002

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $113 to $148/night

    Blaire Isle 101N

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $123 to $129/night

    Fountain Road 13701

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $197 to $240/night

    Harbour Island 3A

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $175/night

    El Capitan 101

    2 BedroomsBathroomsSleeps 9
    2 nights minstay
    FREE CANCELLATION
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $122 to $131/night

    Braemar 503N

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $271 to $307/night

    Century I 1621

    2 BedroomsBathroomsSleeps 7
    3 nights minstay
    FREE CANCELLATION
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $220 to $517/night

    Ocean Club 4011

    4 BedroomsBathroomsSleeps 10
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $111 to $176/night

    Harbour Island 402L

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $139 to $158/night

    Harbour Island 304K

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $176 to $187/night

    Harbour Island 21C

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $84 to $103/night

    Jockey Beach 378

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    FREE CANCELLATION
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $139 to $166/night

    Harbour Bay 34

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $168 to $194/night

    Thunder Island 76B

    2 BedroomsBathroomsSleeps 7
    3 nights minstay
    FREE CANCELLATION
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $118 to $143/night

    Gullway Villas 408 Unit 204

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $116 to $151/night

    Ocean Breeze 5

    3 Bedrooms BathroomSleeps 9
    2 nights minstay
    FREE CANCELLATION
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $173 to $202/night

    Alameda 5

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $421 to $504/night

    Harbour Island 20C

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $101 to $135/night

    Bridgepoint II 5D

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $133/night

    Club Ocean Villas II 88

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $0/night

    Pilot House 5

    4 BedroomsBathroomsSleeps 10
    3 nights minstay
    FREE CANCELLATION
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $0/night

    Bahia Vista I 403

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
    FREE CANCELLATION
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $0/night

    High Point South 1F

    1 Bedroom BathroomSleeps 6
    3 nights minstay
    FREE CANCELLATION
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $127/night

    Harbour Bay 19

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $168 to $176/night

    Ocean's Edge 401

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
    FREE CANCELLATION
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $524 to $552/night

    Harbour Island 69J

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $178/night

    Summer Place 5

    4 BedroomsBathroomsSleeps 10
    3 nights minstay
    FREE CANCELLATION
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $146/night

    Severn I 208

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