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. $159 to $229/night

    The Lodge at Wisp- Studio Apartment 1 Bath Efficiency Sl...

    Multiple Units Available
    1 night minstay
    FREE CANCELLATION
  2. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  3. $179 to $249/night

    The Lodge at Wisp- Standard Apartment 1 Bedroom 1 Bath Q...

    Multiple Units Available
    1 night minstay
    FREE CANCELLATION
  4. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  5. $199 to $269/night

    The Lodge at Wisp- 1 Bedroom 1 Bath King Apartment Sleep...

    Multiple Units Available
    1 night minstay
    FREE CANCELLATION
  6. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  7. $150 to $320/night

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

    1 Bedroom BathroomSleeps 2
    1 night minstay
    FREE CANCELLATION
  8. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  9. $129 to $340/night

    Inner Harbor's Best Furnished Luxury Apartments

    1 Bedroom BathroomSleeps 2
    1 night minstay
    FREE CANCELLATION
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  11. $197 to $653/night

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

    3 Bedrooms3.5 BathroomsSleeps 10
    1 night minstay
    FREE CANCELLATION
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  13. $150 to $312/night

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

    1 Bedroom BathroomSleeps 2
    1 night minstay
    FREE CANCELLATION
  14. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  15. $176 to $477/night

    2 Bedroom Fully Furnished APT over Camden Yards

    2 BedroomsBathroomsSleeps 5
    1 night minstay
    Pets OK
    FREE CANCELLATION
  16. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  17. $192 to $685/night

    Ocean Hideaway 607

    Multiple Units Available
    2 nights minstay
    FREE CANCELLATION
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  19. $140 to $428/night

    Capri 1908

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  20. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  21. $164 to $631/night

    Diamond Beach 414

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
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  23. $167 to $558/night

    Towers 201

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
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  25. $153 to $493/night

    Constellation House 510

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
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  27. $130 to $210/night

    Surf Haven 202

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  28. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  29. $163 to $317/night

    Harbour Club B16

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
    FREE CANCELLATION
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $237 to $627/night

    Ocean Hideaway 205

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  32. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  33. $93 to $274/night

    Ocean Princess 207

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  34. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  35. $136 to $290/night

    Seascape-Heron Harbour 200-9

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  36. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  37. $110 to $336/night

    High Point South 3F

    1 Bedroom BathroomSleeps 6
    3 nights minstay
    FREE CANCELLATION
  38. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  39. $169 to $281/night

    Mariner's Wharf 105

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  40. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  41. $175 to $554/night

    Ocean Hideaway 211

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
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  43. $184 to $421/night

    Gullway Townhouse 2821

    3 Bedrooms BathroomSleeps 8
    3 nights minstay
    FREE CANCELLATION
  44. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  45. $105 to $331/night

    Harbour Bay 23

    3 BedroomsBathroomsSleeps 8
    4 nights minstay
    FREE CANCELLATION
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  47. $138 to $340/night

    Barracuda 2

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. $367 to $473/night

    Tunnel Avenue 141O6

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
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  51. $201 to $393/night

    Thunder Island 161D

    2 BedroomsBathroomsSleeps 7
    3 nights minstay
    FREE CANCELLATION
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  53. $109 to $253/night

    Seatime 303S

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    FREE CANCELLATION
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  55. $109 to $308/night

    Polynesian 502

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $175 to $414/night

    Oceana II 406

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
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  59. $182 to $362/night

    Barge Road 136O5

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $140 to $253/night

    Jamaica II 208

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $152 to $270/night

    Seabay Vista II 304

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $155 to $320/night

    Club Ocean Villas II 182

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $152 to $478/night

    Bimini 106

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $542 to $700/night

    Braemar 1801S

    3 BedroomsBathroomsSleeps 9
    3 nights minstay
    FREE CANCELLATION
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $224 to $728/night

    Seal Beach 13N

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $136 to $274/night

    Sea Point 6

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $116 to $365/night

    Marigot Beach 207

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $146 to $513/night

    Marigot Beach 303

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $271 to $831/night

    Bahia Vista I 307

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $184 to $677/night

    Harbour Island 204M

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $155 to $343/night

    Four Winds 4

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    FREE CANCELLATION
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $184 to $320/night

    Beachcrest 17

    1 Bedroom BathroomSleeps 6
    3 nights minstay
    FREE CANCELLATION
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $113 to $301/night

    Jamaica Bay 307A

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $194 to $490/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. $76 to $179/night

    Westward Ho 408

    Studio BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $175 to $320/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. $140 to $488/night

    Marigot Beach 209

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Hot Tub
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $474 to $1,656/night

    Bayview Grand 101

    4 BedroomsBathroomsSleeps 14
    2 nights minstay
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $127 to $251/night

    Old Wharf 15

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $176 to $446/night

    2BR Furnished Apartment in Baltimore Downtown

    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. $138 to $340/night

    Barracuda 1

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $199 to $329/night

    The Lodge at Wisp- 1 Bedroom 1 Bath Luxury Apartment Sle...

    Multiple Units Available
    1 night minstay
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $159 to $229/night

    The Lodge at Wisp- 1 Bath Deluxe Apartment Sleeps 4

    Multiple Units Available
    1 night minstay
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $139 to $416/night

    Baltimore's Best Home Away From Home

    2 BedroomsBathroomsSleeps 2
    1 night minstay
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $152 to $454/night

    Sandpiper Dunes 605

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $163 to $393/night

    Beach Place 7

    2 Bedrooms BathroomSleeps 8
    3 nights minstay
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $164 to $478/night

    Crab Cove On The Bay 406

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $115 to $240/night

    Fountainhead 702

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $118 to $336/night

    Sea Jay Townhouse 616C

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $184 to $1,179/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. $108 to $358/night

    Severn I 208

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $76 to $220/night

    Shore Lea 102

    1 Bedroom BathroomSleeps 5
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $202 to $432/night

    Thunder Island 10A

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $213 to $670/night

    Ocean Hideaway 503

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $104 to $304/night

    Worcester House 302

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $155 to $400/night

    Thunder Island 61B

    2 BedroomsBathroomsSleeps 9
    3 nights minstay
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $127 to $365/night

    Thunder Island 141D

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $105 to $243/night

    Montego Bay-Peachtree Road 122

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $115 to $267/night

    Montego Bay-South Ocean Drive 203

    3 Bedrooms BathroomSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $146 to $407/night

    Fountain Road Home

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $130 to $329/night

    Braemar 503N

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $201 to $690/night

    El Capitan 101

    2 BedroomsBathroomsSleeps 9
    2 nights minstay
    FREE CANCELLATION
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $338 to $592/night

    Century I 1621

    2 BedroomsBathroomsSleeps 7
    3 nights minstay
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $87 to $240/night

    Mirabella 1D

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $152 to $971/night

    Harbour Island 306L

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $175 to $578/night

    Ocean Hideaway 508

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $179 to $320/night

    Atlantic View 101

    2 BedroomsBathroomsSleeps 7
    3 nights minstay
    FREE CANCELLATION
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $130 to $279/night

    Blaire Isle 101N

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $130 to $314/night

    Our Place At The Beach 205I

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $194 to $791/night

    Ocean's Edge 401

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
    FREE CANCELLATION
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $210 to $695/night

    Ocean Hideaway 404

    Multiple Units Available
    2 nights minstay
    FREE CANCELLATION
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $153 to $321/night

    Club Ocean Villas II 88

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $159 to $354/night

    Sunrise East 202

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $140 to $354/night

    Thunder Island 112C

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $285 to $1,332/night

    Ocean Club 4011

    4 BedroomsBathroomsSleeps 10
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $128 to $704/night

    Harbour Island 402L

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $140 to $304/night

    Ann Elizabeth 305

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $147 to $427/night

    Bimini 107

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $204 to $1,489/night

    Harbour Island 21C

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $183 to $383/night

    High Point South 3E

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $118 to $351/night

    Ocean Trail 102

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $93 to $244/night

    Jockey Beach 378

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    FREE CANCELLATION
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $155 to $377/night

    Harbour Bay 34

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $242 to $677/night

    Harbour Island 403L

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $155 to $386/night

    Dune Mist I 102

    3 BedroomsBathroomsSleeps 12
    2 nights minstay
    FREE CANCELLATION
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $581 to $1,297/night

    Pilot House 5

    4 BedroomsBathroomsSleeps 10
    3 nights minstay
    FREE CANCELLATION
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $204 to $524/night

    Alameda 5- Ocean City

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $194 to $779/night

    Ocean's Edge 403

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $116 to $305/night

    Bridgepoint II 5D

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