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. $262 to $415/night

    Gullway Townhouse 2833

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
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  3. $140 to $368/night

    Sea Watch 1319

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
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  5. $109 to $292/night

    Sunrise Sea 308

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  7. $109 to $206/night

    Eagle Bay 204

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
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  9. $99 to $217/night

    Wight Bay 460

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
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  11. $307 to $411/night

    Wright View 3

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
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  13. $185 to $477/night

    Ocean Hideaway 202

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  15. $389 to $820/night

    Mariner's Watch 404

    4 BedroomsBathroomsSleeps 12
    3 nights minstay
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  17. $184 to $605/night

    Surf Watch 405

    3 BedroomsBathroomsSleeps 9
    3 nights minstay
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  19. $217 to $433/night

    Our Place At The Beach 103B

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
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  21. $189 to $263/night

    Beachmark 3D

    1 Bedroom BathroomSleeps 6
    2 nights minstay
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  23. $109 to $271/night

    Jamaican Sun 104

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
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  25. $508 to $1,167/night

    Harbour Island 207K

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
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  27. $164 to $362/night

    Barefoot Country 508

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  29. $99 to $153/night

    Frogs F1

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pets OK
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  31. $185 to $757/night

    Harbour Island 302L

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  33. $233 to $777/night

    Harbour Island 303L

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  35. $136 to $260/night

    Seascape-Heron Harbour 206-10

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
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  37. $139 to $242/night

    Barracuda 3

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pets OK
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  39. $141 to $303/night

    Thunder Island 132C

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
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  41. $172 to $312/night

    Thunder Island 64B

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
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  43. $152 to $271/night

    Fantasea 3W

    3 BedroomsBathroomsSleeps 8
    4 nights minstay
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  45. $120 to $230/night

    Beachmark 4K

    1 Bedroom BathroomSleeps 5
    3 nights minstay
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  47. $116 to $325/night

    English Towers 506

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
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  49. $195 to $368/night

    Silver Shell 202

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  51. $475 to $713/night

    Harbour Island 403M

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
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  53. $152 to $443/night

    Bimini 105

    2 BedroomsBathroomsSleeps 8
    4 nights minstay
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  55. $130 to $260/night

    Worcester House 503

    1 Bedroom BathroomSleeps 6
    2 nights minstay
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  57. $499 to $906/night

    Bel Mare 100

    4 BedroomsBathroomsSleeps 14
    3 nights minstay
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  59. $369 to $1,414/night

    Harbour Island 79J

    3 BedroomsBathroomsSleeps 12
    3 nights minstay
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  61. $163 to $346/night

    Thunder Island 109C

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  63. $185 to $562/night

    Ocean Hideaway 111

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  65. $206 to $357/night

    Ocean Pines-Moonraker Road 54

    3 BedroomsBathroomsSleeps 7
    3 nights minstay
    Pets OK
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  67. $132 to $284/night

    Marigot Beach 407

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Hot Tub
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  69. $152 to $583/night

    Beachwalk II 12

    4 BedroomsBathroomsSleeps 14
    3 nights minstay
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  71. $99 to $211/night

    Breakaway East 109

    1 Bedroom BathroomSleeps 6
    3 nights minstay
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  73. $206 to $703/night

    Ocean's Edge 402

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
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  75. $131 to $453/night

    Tranquil Canal-Front Getaway- 3 Blocks to Beach

    4 BedroomsBathroomsSleeps 10
    3 nights minstay
    FREE CANCELLATION
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  77. $426 to $758/night

    Upscale Condo w/ Balcony- 2 Blocks to Beach!

    4 Bedrooms2.5 BathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
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  79. $110 to $352/night

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

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  81. $137 to $405/night

    New Listing! Beachside Bliss Condo- Walk to Waves

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
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  83. $226 to $411/night

    New Listing! Choice Getaway- 5 Pools & Beach Club

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
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  85. $273 to $320/night

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

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  87. $146 to $363/night

    Updated End Unit w/ Ocean Views- Pools, Cinema

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  89. $219 to $473/night

    Renovated Coastal Escape: Pools, Golf, Beach Club

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
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  91. $201 to $659/night

    Renovated Beachfront Penthouse- Steps to Sand

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
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  93. $654/night

    Diamond Head Condo- Beachfront Locale & Pool!

    2 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool
    FREE CANCELLATION
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  95. $206 to $666/night

    Roomy Beach Retreat with Pool | Walk to Boardwalk

    3 BedroomsBathroomsSleeps 12
    3 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  97. $412 to $1,166/night

    Bayview Grand | Contemporary Condo & Balcony Views

    4 BedroomsBathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
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  99. $636/night

    Beach House | Units 5 & 6 | 2.5 Blocks to Beach

    4 BedroomsBathroomsSleeps 12
    2 nights minstay
    FREE CANCELLATION
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  101. $637/night

    Beach House | Units 7 & 8 | Entire Top 2 Floors

    4 BedroomsBathroomsSleeps 14
    2 nights minstay
    FREE CANCELLATION
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  103. $1,267/night

    Beach House | 4 Separate Units | Ocean Peek

    8 BedroomsBathroomsSleeps 26
    2 nights minstay
    FREE CANCELLATION
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  105. $201/night

    Downtown Getaway | Private Patio | Walk to Beach

    2 Bedrooms BathroomSleeps 7
    2 nights minstay
    FREE CANCELLATION
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  107. $201/night

    Downtown Escape with Balcony- Walk to Beach!

    2 Bedrooms BathroomSleeps 7
    2 nights minstay
    FREE CANCELLATION
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  109. $323 to $773/night

    Canal-Front Gem | 2 Pools, Private Dock, Boat Slip

    3 BedroomsBathroomsSleeps 13
    3 nights minstay
    Pool
    FREE CANCELLATION
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  111. $167 to $502/night

    Renovated Sherwood West Condo- 400 ft to the Beach!

    3 BedroomsBathroomsSleeps 9
    3 nights minstay
    FREE CANCELLATION
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  113. $170 to $438/night

    Jocelyn Manor Gem with Pool | Stroll to Beach

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  115. $1,673/night

    Iconic Downtown Home | Walk 3 Minutes to Beach

    6 BedroomsBathroomsSleeps 18
    2 nights minstay
    Pets OK
    FREE CANCELLATION
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  117. $170 to $352/night

    Updated Tiburon Condo | Balcony, Pool & Tennis

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  119. $127 to $260/night

    Cozy Bay-View Gem | Stroll to Beach & Attractions

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
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  121. $205 to $433/night

    Marigot Beach Condo | Private Ocean-View Balcony

    1 Bedroom1.5  BathroomSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
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  123. $196 to $451/night

    Bayside Townhome | 4 Balconies, Pool & Tennis

    3 Bedrooms2.5 BathroomsSleeps 10
    3 nights minstay
    Pool
    FREE CANCELLATION
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  125. $275 to $523/night

    The 9400 | Ocean-View Perfection | Beachfront Pool

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $165 to $357/night

    Gull Way Hideaway with AC | Walk to the Beach

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $536 to $833/night

    Boardwalk Beauty | Dual Suites & Ocean-View Deck

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
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  131. $163 to $357/night

    Century I 702

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
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  133. $173 to $537/night

    High Point South 1C

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
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  135. $378 to $864/night

    Harbour Island 106L

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
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  137. $104 to $239/night

    Barefoot Country 304

    1 Bedroom BathroomSleeps 6
    3 nights minstay
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  139. $311 to $803/night

    Spacious Coastal Getaway | Bikes | Walk to Beach

    4 Bedrooms3.5 BathroomsSleeps 12
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $130 to $227/night

    103 79th Street

    3 BedroomsBathroomsSleeps 9
    3 nights minstay
    Pets OK
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  143. $139 to $242/night

    Barracuda 4

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pets OK
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  145. $150 to $324/night

    Thunder Island 157D

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
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  147. $175 to $480/night

    Downtown 2BR Apartment near Convention Center

    2 BedroomsBathroomsSleeps 5
    1 night minstay
    Pets OK
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $175 to $325/night

    Gullway Townhouse 2821

    3 Bedrooms BathroomSleeps 8
    3 nights minstay
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  151. $167 to $287/night

    Barge Road 13605

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pets OK
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $175 to $325/night

    Gullway Townhouse 2834

    3 Bedrooms BathroomSleeps 8
    3 nights minstay
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $130 to $217/night

    Jamaica II 208

    1 Bedroom BathroomSleeps 4
    2 nights minstay
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $163 to $270/night

    Tiffanie by the Sea 319D

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $152 to $271/night

    Club Ocean Villas II 25

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $175 to $368/night

    Oceana II 406

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
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  163. $368 to $541/night

    Braemar 1801S

    3 BedroomsBathroomsSleeps 9
    365 nights minstay
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $152 to $351/night

    Mariner's Wharf 105

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $109 to $239/night

    Seatime 303S

    1 Bedroom BathroomSleeps 6
    2 nights minstay
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $130 to $281/night

    Royal Palm Court 1208-10

    2 Bedrooms BathroomSleeps 8
    2 nights minstay
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $238 to $649/night

    Seal Beach 13N

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
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  173. $120 to $302/night

    Kelly Road 710

    3 BedroomsBathroomsSleeps 7
    3 nights minstay
    Pets OK
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $180 to $337/night

    Thunder Island 161D

    2 BedroomsBathroomsSleeps 7
    3 nights minstay
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $130 to $179/night

    Surf Haven 202

    1 Bedroom BathroomSleeps 4
    3 nights minstay
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $130 to $513/night

    Ocean Hideaway 205

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $163 to $303/night

    Thunder Island 16A

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
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  183. $195 to $411/night

    Bimini 106

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $159 to $292/night

    Thunder Island 75B

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $152 to $260/night

    Club Ocean Villas II 182

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $127 to $253/night

    Summer Winds 202E

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $76 to $152/night

    Westward Ho 408

    Studio BathroomSleeps 5
    2 nights minstay
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $109 to $265/night

    Polynesian 502

    1 Bedroom BathroomSleeps 4
    2 nights minstay
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $136 to $249/night

    Seascape-Heron Harbour 200-9

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $113 to $190/night

    Jamaica Bay 307A

    1 Bedroom BathroomSleeps 6
    2 nights minstay
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $175 to $423/night

    Constellation House 510

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