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. $236 to $258/night

    Constellation House 505

    1 Bedroom BathroomSleeps 4
    3 nights minstay
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  3. $616 to $728/night

    Beautiful Private Summerfield Estate awaits your stay!

    5 Bedrooms3.5 BathroomsSleeps 12
    1 night minstay
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  5. $315 to $371/night

    Antigua 403

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
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  7. $184 to $294/night

    Sunstar 3

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
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  9. $292 to $391/night

    Wright View 3

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
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  11. $152 to $271/night

    Fantasea 3W

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
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  13. $136 to $249/night

    Seascape-Heron Harbour 204-4

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
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  15. $109 to $292/night

    Sunrise Sea 308

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
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  17. $109 to $206/night

    Eagle Bay 204

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pool
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  19. $249 to $394/night

    Gullway Townhouse 2833

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
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  21. $185 to $477/night

    Ocean Hideaway 202

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  23. $139 to $242/night

    Barracuda 4

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pets OK
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  25. $152 to $308/night

    Thunder Island 7A

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool
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  27. $116 to $325/night

    English Towers 506

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
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  29. $140 to $368/night

    Sea Watch 1319

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
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  31. $389 to $820/night

    Mariner's Watch 404

    4 BedroomsBathroomsSleeps 12
    3 nights minstay
    Pool
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  33. $220 to $756/night

    Harbour Island 303L

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
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  35. $141 to $292/night

    Thunder Island 67B

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
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  37. $130 to $227/night

    103 79th Street

    3 BedroomsBathroomsSleeps 9
    3 nights minstay
    Pets OK
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  39. $475 to $713/night

    Harbour Island 403M

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
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  41. $120 to $230/night

    Beachmark 4K

    1 Bedroom BathroomSleeps 5
    3 nights minstay
    Pool
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  43. $234 to $454/night

    Laguna Vista 109

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
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  45. $181 to $289/night

    Beachmark 3D

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool
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  47. $152 to $230/night

    Jockey Beach 342

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool
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  49. $195 to $370/night

    Our Place At The Beach 103B

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
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  51. $99 to $175/night

    Wight Bay 460

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
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  53. $179 to $281/night

    Bay Princess 211

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
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  55. $499 to $811/night

    Bel Mare 100

    4 BedroomsBathroomsSleeps 14
    3 nights minstay
    Pool
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  57. $114 to $206/night

    Our Place At The Beach 105E

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
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  59. $99 to $154/night

    Frogs F1

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pets OK
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  61. $164 to $302/night

    Barefoot Country 508

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  63. $185 to $368/night

    Harbour Island 302L

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
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  65. $167 to $406/night

    Diamond Beach 403

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  67. $172 to $292/night

    Thunder Island 64B

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
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  69. $508 to $648/night

    Harbour Island 207K

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool
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  71. $129 to $248/night

    Bonaire 404

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  73. $357 to $440/night

    New Listing! Upscale Condo w/ Pool, Near Beach

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $247 to $397/night

    New Listing! Updated Townhome w/ Walkable Locale

    3 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
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  77. $152 to $368/night

    Silver Moon 403

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
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  79. $136 to $227/night

    Seascape-Heron Harbour 206-10

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
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  81. $132 to $251/night

    Marigot Beach 407

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Hot Tub
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  83. $163 to $314/night

    Century I 702

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
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  85. $206 to $603/night

    Ocean's Edge 402

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
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  87. $335 to $649/night

    Harbour Island 79J

    3 BedroomsBathroomsSleeps 12
    3 nights minstay
    Pool
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  89. $130 to $249/night

    Thunder Island 80B

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool
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  91. $141 to $303/night

    Thunder Island 132C

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
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  93. $283 to $737/night

    Bay Breeze on Sunset Island – 6 Blocks to Ocean

    5 Bedrooms4.5 BathroomsSleeps 12
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $238 to $328/night

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

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $274 to $533/night

    New Listing! Seaside Village Gem w/ Balcony & Pool

    3 Bedrooms3.5 BathroomsSleeps 9
    3 nights minstay
    Pool
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $135 to $370/night

    New Listing! Tasteful Condo: 2 Blocks to Boardwalk

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
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  101. $160 to $515/night

    New Listing! Whispering Sands Gem w/ Pool & Beach

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $127 to $317/night

    Updated End Unit w/ Ocean Views- Pools, Cinema

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $92 to $398/night

    Tranquil Canal-Front Getaway- 3 Blocks to Beach

    4 BedroomsBathroomsSleeps 10
    3 nights minstay
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $242 to $688/night

    Ocean-View Condo w/ Balcony & Rooftop Pool

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $160 to $400/night

    New Listing! Stylish Retreat w/ Pool- Near Beach

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $148 to $438/night

    New Listing! Mariner II Beach Condo w/ Ocean Views

    2 BedroomsBathroomsSleeps 9
    3 nights minstay
    FREE CANCELLATION
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  113. $325 to $837/night

    New Listing! Canalfront All-Suite: Steps to Beach

    5 Bedrooms5.5 BathroomsSleeps 10
    3 nights minstay
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $94 to $305/night

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

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $116 to $351/night

    New Listing! Beachside Bliss Condo- Walk to Waves

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $273 to $929/night

    Beachfront Condo w/ Pool & Ocean-View Balcony

    3 Bedrooms2.5 BathroomsSleeps 11
    3 nights minstay
    Pool
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $191 to $368/night

    New Listing! Choice Getaway- 5 Pools & Beach Club

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $125 to $346/night

    Bimini 107

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $77 to $152/night

    Westward Ho 203

    Studio BathroomSleeps 4
    3 nights minstay
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $109 to $217/night

    Jamaican Sun 104

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $152 to $475/night

    Beachwalk II 12

    4 BedroomsBathroomsSleeps 14
    3 nights minstay
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $99 to $185/night

    Breakaway East 109

    1 Bedroom BathroomSleeps 6
    3 nights minstay
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $130 to $442/night

    Bimini 105

    2 BedroomsBathroomsSleeps 8
    4 nights minstay
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $175 to $260/night

    Gullway Townhouse 2834

    3 Bedrooms BathroomSleeps 8
    3 nights minstay
    Pool
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $185 to $487/night

    Ocean Hideaway 111

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $139 to $242/night

    Barracuda 3

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pets OK
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $195 to $332/night

    Crab Harbour 4

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pets OK
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $150 to $298/night

    Thunder Island 157D

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $200 to $294/night

    Surf Crest 101

    1 Bedroom BathroomSleeps 6
    3 nights minstay
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $203 to $240/night

    Jada 4H

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $152 to $272/night

    Bay Cove 3

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pool
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $130 to $217/night

    Worcester House 503

    1 Bedroom BathroomSleeps 6
    2 nights minstay
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $361 to $659/night

    Upscale Condo w/ Balcony- 2 Blocks to Beach!

    4 Bedrooms2.5 BathroomsSleeps 10
    3 nights minstay
    FREE CANCELLATION
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $312 to $335/night

    1 Bedroom Downtown fully furnished Apt with City View

    1 Bedroom BathroomSleeps 3
    3 nights minstay
    Pets OK
    Prime Now
    FREE CANCELLATION
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $671 to $779/night

    Ocean Colony 21

    4 BedroomsBathroomsSleeps 18
    3 nights minstay
    Pool
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $510 to $748/night

    Summer Place 2

    4 BedroomsBathroomsSleeps 12
    3 nights minstay
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $271 to $693/night

    Beach Place North 18

    5 BedroomsBathroomsSleeps 12
    3 nights minstay
    Pool Pets OK
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $152 to $292/night

    Club Ocean Villas II 89

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Hot Tub
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $140 to $195/night

    Gullway Villas 2628-202A

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pool
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $129 to $368/night

    Capri 1908

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $168 to $504/night

    Towers 201

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $136 to $249/night

    Seascape-Heron Harbour 200-9

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $175 to $401/night

    Jada 1A

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $152 to $351/night

    Mariner's Wharf 105

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $130 to $217/night

    Jamaica II 208

    1 Bedroom BathroomSleeps 4
    2 nights minstay
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $145 to $220/night

    Seabay Vista II 304

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $87 to $152/night

    Jamaica Bay 307A

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $175 to $360/night

    Constellation House 510

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $163 to $292/night

    Thunder Island 16A

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $109 to $275/night

    Harbour Bay 23

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $159 to $272/night

    Thunder Island 75B

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $179 to $411/night

    Surfside 60 Unit 303

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $302 to $690/night

    Harbour Island 306K

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $263 to $424/night

    Ocean Sunrise 201

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $130 to $217/night

    Village By The Sea 27

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pets OK
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $164 to $239/night

    Harbour Club B16

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool
  200. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations