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  1. $149 to $855/night

    Beautiful Mountain Getaway 4BR Condo w fireplace

    4 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  3. $162 to $927/night

    Mt Green 3-G01

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  5. $183 to $1,242/night

    Sunrise- W Glade J-1

    Multiple Units Available
    1 night minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
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  7. $135 to $531/night

    Mt Green 2-F06

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  9. $155 to $865/night

    Mt Green 2-C03

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  11. $235 to $2,172/night

    The Maple Leaf

    3 Bedrooms BathroomSleeps 8
    1 night minstay
    Hot Tub
    FREE CANCELLATION
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  13. $188 to $1,530/night

    Mountain Green Condo 3F12

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  15. $212 to $1,676/night

    Mountain Green Condo 1C5

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  17. $128 to $1,530/night

    Mountain Green Condo 3B7

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  19. $171 to $1,530/night

    Woods Resort and Spa V7

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  20. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  21. $109 to $1,530/night

    Mountain Green Condo 3G2

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  23. $315 to $2,423/night

    The Queens Croft

    3 Bedrooms4.5 BathroomsSleeps 8
    1 night minstay
    Hot Tub
    FREE CANCELLATION
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  25. $319 to $2,356/night

    The Birch Ridge #11- Family Room

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Hot Tub
    FREE CANCELLATION
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  27. $281 to $1,814/night

    The Birch Ridge #04- Mission Room

    1 Bedroom BathroomSleeps 2
    1 night minstay
    Hot Tub
    FREE CANCELLATION
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  29. $301 to $1,805/night

    The Birch Ridge #10- Blue Velvet Room

    1 Bedroom BathroomSleeps 2
    1 night minstay
    Hot Tub
    FREE CANCELLATION
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $428 to $2,570/night

    The Birch Ridge #05- The Owner's Suite

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Hot Tub
    FREE CANCELLATION
  32. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  33. $301 to $1,805/night

    The Birch Ridge #01- Colonial Maple Room

    1 Bedroom BathroomSleeps 2
    1 night minstay
    Hot Tub
    FREE CANCELLATION
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  35. $319 to $2,356/night

    The Birch Ridge #06- Family Room

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Hot Tub
    FREE CANCELLATION
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  37. $300 to $1,798/night

    The Birch Ridge #07- American Classic Room

    1 Bedroom BathroomSleeps 2
    1 night minstay
    Hot Tub
    FREE CANCELLATION
  38. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  39. $638 to $3,825/night

    The Birch Ridge- Block B (1,2,3)

    3 BedroomsBathroomsSleeps 3
    1 night minstay
    Hot Tub
    FREE CANCELLATION
  40. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  41. $121 to $1,530/night

    Mountain Green Condo 3F9

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  43. $126 to $1,530/night

    Mountain Green Condo 3C13

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  44. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  45. $383 to $1,678/night

    Tanglewood Chalet

    4 BedroomsBathroomsSleeps 8
    1 night minstay
    Hot Tub
    FREE CANCELLATION
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  47. $258 to $1,880/night

    Powder Park Place- Upper Unit

    4 BedroomsBathroomsSleeps 8
    1 night minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. $574 to $2,198/night

    Cortina Mountain Chalet

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  50. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  51. $269 to $1,076/night

    2Br Solitude-Ski-in, Ski-out Access to Promenade Trail

    2 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  52. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  53. $220 to $913/night

    Ski-in, Ski-out 2 Br Condo With View of Ski Lift!

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  54. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  55. $171 to $662/night

    Mountain Lodge at Okemo-1Br Newly Renovated

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $257 to $1,038/night

    Modern & Updated Winterplace 3Br- Sleeps 12

    3 BedroomsBathroomsSleeps 12
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  59. $450 to $2,367/night

    Summit Cabin in Ludlow

    4 Bedrooms3.5 BathroomsSleeps 10
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $334 to $2,424/night

    Unit 3: The Common Man At Mad House

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $334 to $2,483/night

    Unit 2: La Pasta At Mad House

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $141 to $648/night

    Woods Village 10

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $85 to $531/night

    Mt Green 2-F09

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $147 to $1,154/night

    Mt Green 2-F04

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $185 to $1,394/night

    Sweet Life

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $155 to $1,167/night

    Mt Green 2-D01

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $278 to $1,631/night

    Beechwood

    4 BedroomsBathroomsSleeps 10
    1 night minstay
    Hot Tub
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $194 to $1,530/night

    Mountain Green Condo 3C13 and 3C13A

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $264 to $1,774/night

    Mountain Green Condo 3B14

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $192 to $1,530/night

    Woods Resort and Spa V8

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $216 to $1,736/night

    Woods Resort and Spa V5

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $120 to $1,530/night

    Mountain Green Condo 1D7

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $182 to $1,563/night

    Woods Resort and Spa A7

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $268 to $1,754/night

    Woods Resort and Spa D6

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $184 to $1,619/night

    Killington Mountain View- Trail Creek #50

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $115 to $1,530/night

    Mountain Green Condo 1D6

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $638 to $3,825/night

    The Birch Ridge- Block C (9,10,11)

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Hot Tub
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $303 to $1,814/night

    The Birch Ridge #08- European Room

    1 Bedroom BathroomSleeps 2
    1 night minstay
    Hot Tub
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $300 to $1,798/night

    The Birch Ridge #02- Shaker Room

    1 Bedroom BathroomSleeps 2
    1 night minstay
    Hot Tub
    FREE CANCELLATION
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $192 to $1,828/night

    Mountain Green Condo 3C16

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $182 to $1,530/night

    Mountain Green Condo 2F8

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $109 to $1,530/night

    Mountain Green Condo 3C5

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $186 to $1,530/night

    the SHACK

    3 Bedrooms1.5  BathroomSleeps 8
    1 night minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $220 to $772/night

    2 Br in Kettlebrook- Okemo

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $244 to $1,004/night

    Winterplace 3 Br- Plenty of Bedding- Great for Families

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $171 to $614/night

    1Br Ski-in, Ski-out With King Bed- Okemo Mtn Lodge

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $171 to $662/night

    Mountain Lodge at Okemo-1Br Fireplace & Updated Kitc...

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $612 to $109,999/night

    Mount Snow Cabin with Private Hot Tub

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $146 to $1,530/night

    Mountain Green Condo 3D6

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $149 to $855/night

    Mountain getaway 4BR Condo family resort

    4 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $278 to $1,042/night

    Winter Lore

    4 BedroomsBathroomsSleeps 10
    1 night minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $294 to $1,731/night

    Mt Green 3-D10

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $117 to $515/night

    Mt Green 2-E06

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $278 to $1,387/night

    Sunrise- Bear View

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $234 to $1,525/night

    The Mendon House

    3 BedroomsBathroomsSleeps 9
    1 night minstay
    Hot Tub
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $167 to $1,000/night

    Woods Village 43

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $278 to $2,139/night

    Great Escape Ski Lodge

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Hot Tub
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $179 to $3,836/night

    Mt Green 1-B01

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $243 to $1,902/night

    Sunrise Timberline L8 *

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $447 to $3,526/night

    The Giguere House at Killington

    5 Bedrooms5.5 BathroomsSleeps 14
    1 night minstay
    Hot Tub
    FREE CANCELLATION
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $109 to $1,530/night

    Mountain Green Condo 3B2

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $319 to $1,858/night

    Forest Mountain Escape

    4 BedroomsBathroomsSleeps 8
    1 night minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $109 to $1,530/night

    Mountain Green Condo 3C13A

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $109 to $1,530/night

    Mountain Green Condo 3E3

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $120 to $1,530/night

    Mountain Green Condo 2D9

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $179 to $1,530/night

    Sunrise West Glade K6

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $303 to $1,814/night

    The Birch Ridge #09- English Gentleman's Room

    1 Bedroom BathroomSleeps 2
    1 night minstay
    Hot Tub
    FREE CANCELLATION
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $300 to $1,798/night

    The Birch Ridge #03- Lace Room

    1 Bedroom BathroomSleeps 2
    1 night minstay
    Hot Tub
    FREE CANCELLATION
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $181 to $1,530/night

    Trail Creek #18

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $383 to $1,734/night

    Winding Way Chalet

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $121 to $1,530/night

    Mountain Green Condo 3C8

    Multiple Units Available
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $1,530 to $10,188/night

    The Birch Ridge at Killington

    11 Bedrooms11.5 BathroomsSleeps 28
    1 night minstay
    Hot Tub
    FREE CANCELLATION
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $345 to $1,671/night

    Mountain Green Condo 3F1

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $204 to $1,530/night

    Coach Road Duplex- Left Side

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Hot Tub
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $243 to $1,727/night

    The Green House

    2 Bedrooms1.5  BathroomSleeps 4
    1 night minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $153 to $1,530/night

    Mountain Green Condo 3A10

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $447 to $2,111/night

    Tanglewood Blues

    4 BedroomsBathroomsSleeps 8
    1 night minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $171 to $710/night

    1Br Ski-in, Ski-Out at Okemo Mountain Lodge

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $220 to $889/night

    Spacious Winterplace 2 Br Condo- Okemo

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $219 to $109,999/night

    Okemo Westwood Condo

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $334 to $2,424/night

    Unit 1: Orsinis At Mad House

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