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. $130 to $211/night

    Surf Haven 202

    1 Bedroom BathroomSleeps 4
    3 nights minstay
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  3. $152 to $346/night

    Club Ocean Villas II 89

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
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  5. $671 to $1,145/night

    Ocean Colony 21

    4 BedroomsBathroomsSleeps 18
    365 nights minstay
    Pool
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  7. $184 to $382/night

    2BR Furnished Apartment in Baltimore Downtown

    2 BedroomsBathroomsSleeps 5
    1 night minstay
    Pets OK
    FREE CANCELLATION
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  9. $130 to $283/night

    Village By The Sea 27

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pets OK
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  11. $104 to $323/night

    High Point South 3F

    1 Bedroom BathroomSleeps 6
    3 nights minstay
    Pool
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  13. $168 to $565/night

    Towers 201

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
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  15. $76 to $179/night

    Westward Ho 408

    Studio BathroomSleeps 5
    3 nights minstay
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  17. $272 to $445/night

    Tunnel Avenue 14106

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  19. $152 to $351/night

    Mariner's Wharf 105

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
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  21. $120 to $220/night

    Sea Sands 104

    1 Bedroom BathroomSleeps 4
    4 nights minstay
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  23. $510 to $880/night

    Summer Place 2

    4 BedroomsBathroomsSleeps 12
    3 nights minstay
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  25. $145 to $260/night

    Seabay Vista II 304

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
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  27. $195 to $407/night

    Holiday Cottage

    3 Bedrooms BathroomSleeps 10
    365 nights minstay
    Pets OK
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  29. $193 to $694/night

    Ocean Hideaway 607

    Multiple Units Available
    2 nights minstay
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  31. $175 to $668/night

    Diamond Beach 414

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
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  33. $254 to $424/night

    Ocean Sunrise 201

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
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  35. $130 to $694/night

    Ocean Hideaway 205

    2 BedroomsBathroomsSleeps 8
    365 nights minstay
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  37. $87 to $256/night

    Ocean Princess 207

    1 Bedroom BathroomSleeps 4
    2 nights minstay
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  39. $136 to $294/night

    Seascape-Heron Harbour 200-9

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
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  41. $152 to $256/night

    Sea Point 5

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pets OK
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  43. $117 to $356/night

    Ocean Hideaway 306

    Multiple Units Available
    3 nights minstay
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  45. $164 to $320/night

    Harbour Club B16

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool
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  47. $175 to $562/night

    Ocean Hideaway 211

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  49. $140 to $306/night

    Ann Elizabeth 305

    2 BedroomsBathroomsSleeps 8
    365 nights minstay
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  51. $120 to $230/night

    Gullway Villas 2628-202A

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pool
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  53. $175 to $383/night

    Gullway Townhouse 2821

    3 Bedrooms BathroomSleeps 8
    3 nights minstay
    Pool
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  55. $109 to $352/night

    Harbour Bay 23

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
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  57. $121 to $285/night

    Barracuda 2

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pets OK
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  59. $175 to $356/night

    Barge Road 13609

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pets OK
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  61. $217 to $562/night

    Seaside Village-Sand Bar Lane 12906-1

    4 BedroomsBathroomsSleeps 14
    3 nights minstay
    Pool Pets OK
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  63. $109 to $314/night

    Polynesian 502

    1 Bedroom BathroomSleeps 4
    2 nights minstay
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  65. $179 to $484/night

    Surfside 60 Unit 303

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
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  67. $109 to $256/night

    Seatime 303S

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool
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  69. $130 to $281/night

    Royal Palm Court 1208-10

    2 Bedrooms BathroomSleeps 8
    2 nights minstay
    Pool
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  71. $194 to $433/night

    Burt Apartments 3

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
    Pets OK
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  73. $175 to $1,510/night

    Harbour Island 22C

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
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  75. $141 to $324/night

    Thunder Island 57B

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
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  77. $175 to $473/night

    Jada 1A

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
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  79. $152 to $788/night

    Barge Road 13605

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pets OK
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $130 to $256/night

    Jamaica II 208

    1 Bedroom BathroomSleeps 4
    2 nights minstay
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  83. $163 to $319/night

    Tiffanie by the Sea 319D

    2 BedroomsBathroomsSleeps 6
    365 nights minstay
    Pool
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  85. $195 to $865/night

    Harbour Island 404L

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
    Pool
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  87. $238 to $1,195/night

    Meridian 502

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
    Pool
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  89. $302 to $973/night

    Harbour Island 306K

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
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  91. $87 to $224/night

    Jamaica Bay 307A

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool
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  93. $109 to $357/night

    Jada 2A

    3 BedroomsBathroomsSleeps 9
    2 nights minstay
    Pool
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  95. $129 to $433/night

    Capri 1908

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  97. $99 to $356/night

    Kelly Road 710

    3 BedroomsBathroomsSleeps 7
    3 nights minstay
    Pets OK
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  99. $154 to $499/night

    Constellation House 510

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
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  101. $158 to $357/night

    Thunder Island 16A

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
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  103. $121 to $285/night

    Barracuda 1

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pets OK
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  105. $132 to $361/night

    New Listing! Coastal Condo w/ Pool- Walk to Beach

    3 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $298 to $441/night

    Sparkling Bayfront Condo w/ Pool- Walk to Beach

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $531 to $1,007/night

    Steps to Beach! Condo w/ Pool & Ocean Views

    4 Bedrooms3.5 BathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $155 to $507/night

    New Listing! Corner-Unit w/ Balcony, 300’ to Beach

    3 BedroomsBathroomsSleeps 9
    3 nights minstay
    Pool
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $128 to $291/night

    Bayside Gem w/ Private Deck, Canal Views & Pools

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $320 to $873/night

    Beachfront Stunner on Boardwalk w/ Balcony & Pool

    3 Bedrooms2.5 BathroomsSleeps 9
    2 nights minstay
    Pool
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $124 to $321/night

    Charming Beach Condo w/ Wraparound Balcony & Pool

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $112 to $339/night

    New Listing! Cozy Canal-Side Condo, Walk to Beach

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $112 to $344/night

    Walk to Beach! Bayfront End Unit w/ Pool & Patio

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $122 to $387/night

    Ocean & Bay-View Condo w/ Pool, Easy Beach Access!

    2 Bedrooms1.5  BathroomSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $117 to $513/night

    Lovely Waterfront Condo w/ Balcony- Near Beach!

    3 Bedrooms3.5 BathroomsSleeps 9
    3 nights minstay
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $162 to $312/night

    Ocean Pines Hideaway near Beach, Pools & Golf

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $144 to $420/night

    Bayfront Bliss – Rooftop Pool, Short Walk to Beach

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $105 to $321/night

    Bayside Retreat w/ Pool- Walk to Beach & Dining

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $141 to $430/night

    Coastal Getaway w/ 2 Living Areas- Walk to Beach

    4 Bedrooms2.5 BathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $129 to $420/night

    Stylish Beachfront Condo with Pool: Steps to Sand

    3 Bedrooms2.5 BathroomsSleeps 9
    2 nights minstay
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $249 to $465/night

    Waterfront Ocean Pines Home with Private Dock

    5 Bedrooms3.5 BathroomsSleeps 10
    3 nights minstay
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $107 to $328/night

    Canal-Front Condo w/ Pools & Walkable Locale

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $175 to $420/night

    Oceana II 406

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $180 to $379/night

    Thunder Island 161D

    2 BedroomsBathroomsSleeps 7
    3 nights minstay
    Pool
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $152 to $382/night

    Ocean Hideaway 206

    Multiple Units Available
    365 nights minstay
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $154 to $344/night

    Thunder Island 75B

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $117 to $340/night

    Bayfront Condo with Pool & Balcony- Walk to Beach

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $236 to $258/night

    Constellation House 505

    1 Bedroom BathroomSleeps 4
    3 nights minstay
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $249 to $454/night

    Gullway Townhouse 2833

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $254 to $347/night

    Downtown 2BR Apartment near Convention Center

    2 BedroomsBathroomsSleeps 5
    1 night minstay
    Pets OK
    FREE CANCELLATION
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $206 to $409/night

    Wright View 3

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $368 to $713/night

    Harbour Island 403M

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $173 to $263/night

    Jada 4H

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $164 to $427/night

    Barefoot Country 508

    2 BedroomsBathroomsSleeps 8
    365 nights minstay
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $120 to $271/night

    Beachmark 4K

    1 Bedroom BathroomSleeps 5
    3 nights minstay
    Pool
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $130 to $442/night

    Bimini 105

    2 BedroomsBathroomsSleeps 8
    4 nights minstay
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $171 to $302/night

    Beachmark 3D

    1 Bedroom BathroomSleeps 6
    3 nights minstay
    Pool
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $140 to $448/night

    Sea Watch 1319

    3 BedroomsBathroomsSleeps 8
    365 nights minstay
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $152 to $687/night

    Beachwalk II 12

    4 BedroomsBathroomsSleeps 14
    3 nights minstay
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $315 to $421/night

    Antigua 403

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $234 to $779/night

    Laguna Vista 109

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $125 to $421/night

    Bimini 107

    2 BedroomsBathroomsSleeps 6
    365 nights minstay
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $109 to $344/night

    Sunrise Sea 308

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $184 to $347/night

    Sunstar 3

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $164 to $562/night

    Ocean Hideaway 202

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $152 to $364/night

    Thunder Island 7A

    2 BedroomsBathroomsSleeps 7
    3 nights minstay
    Pool
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $130 to $307/night

    Worcester House 503

    1 Bedroom BathroomSleeps 6
    3 nights minstay
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $99 to $256/night

    Frogs F1

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pets OK
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $72 to $179/night

    Westward Ho 203

    Studio BathroomSleeps 4
    3 nights minstay
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $140 to $344/night

    Thunder Island 67B

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $109 to $269/night

    103 79th Street

    3 BedroomsBathroomsSleeps 9
    3 nights minstay
    Pets OK
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $185 to $663/night

    Ocean Hideaway 111

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