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. $451 to $1,092/night

    Wild Bay Landing 2

    3 Bedrooms2.5 BathroomsSleeps 10
    2 nights minstay
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  3. $181 to $677/night

    SUNSET ISLAND 2E

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
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  5. $137 to $323/night

    OASIS ON THE BAY 107

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool
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  7. $326 to $930/night

    SUNSET ISLAND TH 31

    5 Bedrooms4.5 BathroomsSleeps 11
    2 nights minstay
    Pool
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  9. $153 to $684/night

    MAYFAIR BEACH 201

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool
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  11. $129 to $263/night

    EAST WINDS EAST 502

    1 Bedroom1.5  BathroomSleeps 6
    2 nights minstay
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  13. $126 to $340/night

    Sea Watch 205

    3 BedroomsBathroomsSleeps 8
    7 nights minstay
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  15. $131 to $358/night

    Sea Watch 1417

    2 BedroomsBathroomsSleeps 8
    7 nights minstay
    Pool
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  17. $144 to $430/night

    Sandy Pause III 802A

    3 BedroomsBathroomsSleeps 10
    7 nights minstay
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  19. $179 to $305/night

    402 Playa Flamingo

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
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  21. $430 to $673/night

    12th Street House up

    5 BedroomsBathroomsSleeps 14
    7 nights minstay
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  23. $113 to $286/night

    Sunset Bay II 512

    2 BedroomsBathroomsSleeps 8
    7 nights minstay
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  25. $148 to $305/night

    Breakaway East 212

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
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  27. $188 to $584/night

    Bel Mare 103

    3 BedroomsBathroomsSleeps 8
    7 nights minstay
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  29. $251 to $610/night

    Boards Edge 103

    4 BedroomsBathroomsSleeps 11
    7 nights minstay
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  31. $162 to $422/night

    Atlantis 1810

    3 BedroomsBathroomsSleeps 8
    7 nights minstay
    Pool
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  33. $556 to $717/night

    Pilot House 3- Incredible Views from this Direct Ocean-F...

    4 BedroomsBathroomsSleeps 12
    7 nights minstay
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  35. $99 to $188/night

    Assateague Pointe 428

    2 Bedrooms BathroomSleeps 6
    7 nights minstay
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  37. $126 to $286/night

    Bimini 305

    2 BedroomsBathroomsSleeps 8
    7 nights minstay
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  39. $99 to $207/night

    Bayshore Estates 205

    2 Bedrooms BathroomSleeps 6
    7 nights minstay
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  41. $108 to $404/night

    Sand Trap 101

    2 BedroomsBathroomsSleeps 8
    7 nights minstay
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  43. $90 to $136/night

    Ocean Waye 216

    Studio BathroomSleeps 4
    7 nights minstay
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  45. $162 to $467/night

    102 10th Street A- just gorgeous! Downtown OC townhouse,...

    3 BedroomsBathroomsSleeps 8
    7 nights minstay
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  47. $113 to $171/night

    Sea Robin 112

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
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  49. $375 to $565/night

    Bella Vista 601- total luxury, 3 bedroom condo, indoor/o...

    3 BedroomsBathroomsSleeps 8
    7 nights minstay
    Pool
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  51. $136 to $286/night

    El Marlyn 3

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
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  53. $153 to $377/night

    Runaway Bay II 525

    3 BedroomsBathroomsSleeps 8
    7 nights minstay
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  55. $126 to $232/night

    Bahama Princess C

    2 BedroomsBathroomsSleeps 7
    7 nights minstay
    Pool
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  57. $167 to $251/night

    Sandy Lane Estates B103

    2 BedroomsBathroomsSleeps 8
    7 nights minstay
    Pool
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  59. $434 to $984/night

    SUNSET ISLAND 23

    5 Bedrooms4.5 BathroomsSleeps 12
    2 nights minstay
    Pool
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  61. $122 to $284/night

    BRADLEY ON THE BAY 132-G

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool
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  63. $211 to $664/night

    SUNSET ISLAND 4-D

    Multiple Units Available
    2 nights minstay
    Pool
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  65. $226 to $613/night

    ANTIGUA 1301

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
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  67. $143 to $382/night

    Thunder Island 157D

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
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  69. $225 to $758/night

    Belmont Towers TH 9 (Side)

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
    Pool
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  71. $109 to $259/night

    Close to Amtrak Station & New Carrollton Metro | Fre...

    Multiple Units Available
    2 nights minstay
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  73. $139 to $289/night

    Close to Metro & Amtrak Station | 24 Hour Fitness Ce...

    Multiple Units Available
    2 nights minstay
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  75. $124 to $274/night

    Free Breakfast! Hearing Accessible Studio in Convenient ...

    Multiple Units Available
    2 nights minstay
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  77. $179 to $358/night

    Vintage 304- beautiful 2 Br / 2 Bath oceanfront condo, i...

    2 BedroomsBathroomsSleeps 8
    7 nights minstay
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  79. $188 to $359/night

    Norjo 6- 3 bedroom with ocean views and accommodations f...

    3 BedroomsBathroomsSleeps 9
    7 nights minstay
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  81. $162 to $314/night

    Sand Trap 102

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
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  83. $162 to $305/night

    Atlantis 1101

    2 BedroomsBathroomsSleeps 8
    7 nights minstay
    Pool
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  85. $153 to $371/night

    Covington Towers 102

    2 BedroomsBathroomsSleeps 7
    3 nights minstay
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  87. $152 to $364/night

    Thunder Island 7A

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
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  89. $109 to $267/night

    Our Place At The Beach 105E

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
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  91. $108 to $216/night

    Assateague Pointe-Windlass Way 12401-56

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
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  93. $140 to $610/night

    Crab Harbour 4

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
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  95. $99 to $256/night

    Wight Bay 460

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
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  97. $236 to $258/night

    Constellation House 505

    1 Bedroom BathroomSleeps 4
    3 nights minstay
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  99. $173 to $263/night

    Jada 4H

    1 Bedroom BathroomSleeps 6
    3 nights minstay
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  101. $164 to $562/night

    Ocean Hideaway 202

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  103. $114 to $475/night

    Bay Princess 211

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
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  105. $189/night

    Marinari Cottage

    2 Bedrooms BathroomSleeps 8
    3 nights minstay
    Pets OK
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $172 to $368/night

    Thunder Island 64B

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
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  109. $234 to $756/night

    Laguna Vista 109

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
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  111. $175 to $383/night

    Gullway Townhouse 2834

    3 Bedrooms BathroomSleeps 8
    3 nights minstay
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  113. $562 to $1,383/night

    Harbour Island 68J

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
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  115. $136 to $294/night

    Seascape-Heron Harbour 204-4

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
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  117. $329 to $387/night

    Harbour Club F10

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
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  119. $130 to $442/night

    Bimini 105

    2 BedroomsBathroomsSleeps 8
    4 nights minstay
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $152 to $343/night

    Club Ocean Villas II 89

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Hot Tub
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $152 to $256/night

    Sea Point 3

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
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  125. $410 to $482/night

    Breakaway East 310

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
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  127. $152 to $356/night

    Thunder Island 159D

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  129. $117 to $286/night

    Golden Sands 504

    2 Bedrooms BathroomSleeps 4
    7 nights minstay
    Pool
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $152 to $663/night

    Beachwalk II 12

    4 BedroomsBathroomsSleeps 14
    3 nights minstay
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $206 to $400/night

    Wright View 3

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $368 to $713/night

    Harbour Island 403M

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $138 to $496/night

    New Listing! Stylish Retreat w/ Pool- Near Beach

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $164 to $428/night

    Barefoot Country 508

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $167 to $491/night

    Diamond Beach 403

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $508 to $1,167/night

    Harbour Island 207K

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
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  145. $206 to $738/night

    Ocean's Edge 402

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
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  147. $121 to $285/night

    Barracuda 4

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $184 to $347/night

    Sunstar 3

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
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  151. $315 to $420/night

    Antigua 403

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $108 to $384/night

    English Towers 506

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $225 to $758/night

    Belmont Towers TH 7 (Side)

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
    Pool
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $72 to $179/night

    Westward Ho 203

    Studio BathroomSleeps 4
    3 nights minstay
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $171 to $302/night

    Beachmark 3D

    1 Bedroom BathroomSleeps 6
    2 nights minstay
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $499 to $1,065/night

    Bel Mare 100

    4 BedroomsBathroomsSleeps 14
    3 nights minstay
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  163. $127 to $245/night

    46th St Windjammer 305

    Studio BathroomSleeps 2
    2 nights minstay
    Pets OK
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $212 to $393/night

    46th St Windjammer 300 (Deluxe)

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pets OK
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $225 to $758/night

    Belmont Towers TH 6 (Side)

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
    Pool
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $96 to $180/night

    Bluewater East 203S

    1 Bedroom BathroomSleeps 5
    3 nights minstay
    Pool
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $141 to $270/night

    46th St Windjammer 306

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pets OK
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $335 to $1,297/night

    Harbour Island 79J

    3 BedroomsBathroomsSleeps 12
    3 nights minstay
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $104 to $169/night

    Free Breakfast + Outdoor Pool + Hot Tub | Modern Suite

    Multiple Units Available
    2 nights minstay
    Pool
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $99 to $149/night

    Free Breakfast + Outdoor Pool and Hot Tub | Modern Studi...

    Multiple Units Available
    2 nights minstay
    Pool
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $104 to $169/night

    Free Breakfast + Outdoor Pool + Hot Tub | Close to the B...

    Multiple Units Available
    2 nights minstay
    Pool
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $392 to $443/night

    New Listing! Upscale Condo w/ Pool, Near Beach

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $141 to $283/night

    46th St Windjammer 204

    1 Bedroom BathroomSleeps 5
    2 nights minstay
    Pets OK
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $96 to $289/night

    Seaway 5

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $394 to $964/night

    Beautiful Private Summerfield Estate awaits your stay!

    5 Bedrooms3.5 BathroomsSleeps 12
    1 night minstay
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $257 to $861/night

    Belmont Towers 201

    3 BedroomsBathroomsSleeps 9
    3 nights minstay
    Pool
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $120 to $312/night

    Beachmark 4K

    1 Bedroom BathroomSleeps 5
    3 nights minstay
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $140 to $344/night

    Thunder Island 67B

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $109 to $267/night

    103 79th Street

    3 BedroomsBathroomsSleeps 9
    3 nights minstay
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $389 to $839/night

    Mariner's Watch 404

    4 BedroomsBathroomsSleeps 12
    3 nights minstay
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $152 to $254/night

    Jockey Beach 342

    1 Bedroom BathroomSleeps 6
    2 nights minstay
  200. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations