When it comes to lobster rolls and New England clam chowder, nobody can touch Massachusetts. Shrouded in history, the Bay state is well known as the birthplace of the American revolution, the Freedom Trail, and the Boston Tea Party. Seafood, history, the Red Sox- Massachusetts has it all. RedAwning will help you find the perfect vacation rental to complete your East Coast experience. Browse your favorite Massachusetts 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. $327 to $981/night

    New Listing! Grand 1-Acre Oyster Pond Estate

    6 Bedrooms3.5 BathroomsSleeps 12
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  2. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  3. $589 to $966/night

    New Listing! Beautiful Hilltop Bay-View with 2 Decks, Ne...

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  4. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  5. $125 to $355/night

    New Listing! Newly Remodeled Cottage w/ Deck

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  6. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  7. $244 to $642/night

    Historic Home on Bourne Pond

    5 BedroomsBathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
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  9. $135 to $457/night

    Near Coast & Bay- 3BR w/ Fire Pit

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  10. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  11. $421 to $718/night

    Remodeled 4BR on River w/ Kayaks

    4 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  12. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  13. $121 to $424/night

    Cape Cod Cottage on the Bay

    3 Bedrooms1.5  BathroomSleeps 6
    3 nights minstay
    FREE CANCELLATION
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  15. $178 to $627/night

    Falmouth Family Getaway

    4 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  16. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  17. $513 to $843/night

    Waterfront 3BR w/ Deck & Dock

    3 BedroomsBathroomsSleeps 7
    2 nights minstay
    FREE CANCELLATION
  18. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  19. $249 to $538/night

    Family-Friendly 3BR, Steps to Long Pond

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  20. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  21. $160 to $516/night

    3BR w/ Yard & Deck- Close to Schoolhouse Pond & ...

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  22. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  23. $291 to $581/night

    Newly Remodeled 2BR at Cape Cod Bay

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    FREE CANCELLATION
  24. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  25. $257 to $556/night

    Beachside Retreat- 300 Yards to Surf Drive Shore

    3 Bedrooms BathroomSleeps 6
    2 nights minstay
    FREE CANCELLATION
  26. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  27. $111 to $598/night

    Coastal Charmer w/ Lovely Bay Views & Porch

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  28. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  29. $100 to $306/night

    New Listing! Modern Cottage by Englewood Beach

    3 Bedrooms BathroomSleeps 8
    2 nights minstay
    FREE CANCELLATION
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $164 to $423/night

    3BR Near Main Street & Beach

    3 BedroomsBathroomsSleeps 5
    3 nights minstay
    FREE CANCELLATION
  32. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  33. $191 to $538/night

    3BR w/ Kayaks on Santuit Pond

    3 BedroomsBathroomsSleeps 9
    2 nights minstay
    FREE CANCELLATION
  34. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  35. $207 to $637/night

    Cape Cod Bay 4BR, Walk to Campground Beach!

    4 Bedrooms3.5 BathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  36. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  37. $204 to $577/night

    Quiet Retreat w/ Backyard Gazebo- Close to Beach

    5 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  38. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  39. $305 to $938/night

    Spacious New-Build near the Beach & Ferry

    4 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  40. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  41. $244 to $597/night

    Newly Renovated Home in New Seabury

    3 BedroomsBathroomsSleeps 7
    2 nights minstay
    FREE CANCELLATION
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  43. $200 to $545/night

    New Listing! Chic Chatham Gem near Beach & Ferry

    3 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  44. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  45. $341 to $354/night

    Designer Beach Home; Steps to Ocean

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  47. $152 to $361/night

    Garden Cottage on Cape Cod

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. $198 to $208/night

    Charming Apartment in Boston's Best Neighborhood

    1 Bedroom BathroomSleeps 2
    1 night minstay
    FREE CANCELLATION
  50. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  51. $193 to $1,161/night

    Historic 4BR w/ Pool Near Beach

    4 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
  52. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  53. $580 to $812/night

    Colbyco Veira Park- Martha's Vineyard

    5 Bedrooms3.5 BathroomsSleeps 10
    3 nights minstay
  54. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  55. $257 to $544/night

    Updated Getaway- 300 Yards to Surf Drive Beach

    3 Bedrooms BathroomSleeps 6
    2 nights minstay
    FREE CANCELLATION
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $311 to $919/night

    New Listing! Waterfront Haven, Adjacent to Beach

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  59. $250 to $1,159/night

    Hidden Bay-View Haven w/ Private Beach

    5 BedroomsBathroomsSleeps 12
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $126 to $493/night

    Serene Chatham House by Oyster Pond

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $260 to $834/night

    Spacious S. Chatham Home Near Beach

    4 Bedrooms4.5 BathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $171 to $776/night

    Charming Ocean View Beach House

    4 BedroomsBathroomsSleeps 9
    2 nights minstay
    FREE CANCELLATION
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $175 to $516/night

    Cape Cod Charmer.2 mile to Colonial Acres Beach

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $605 to $981/night

    Moonakis River 4BR w/ Pool & Spa- Near Downtown

    4 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $370 to $659/night

    Updated 4BR Family Home in Harwich

    4 BedroomsBathroomsSleeps 11
    2 nights minstay
    FREE CANCELLATION
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $384 to $681/night

    Remodeled 4BR Near Beaches & Golf

    4 BedroomsBathroomsSleeps 9
    3 nights minstay
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $316 to $659/night

    Classic 4BR on Oyster Pond w/ Dock & Boat Fleet

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $710 to $1,133/night

    3BR Gem at Cape Cod Bay w/ Water Views

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $196 to $400/night

    New Listing! 2 Living Areas, Walk to Long Pond

    3 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $122 to $539/night

    Cape Cod Home at Falmouth Harbor

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $126 to $516/night

    Woodsy Cape Cod Home in Wellfleet

    3 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $114 to $349/night

    2BR Condo at Ocean Edge Resort

    2 Bedrooms1.5  BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $192 to $543/night

    Remodeled 3BR, Walk to Cotuit Village

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $492 to $913/night

    New Seaside 3BR w/ Water Views & Deck

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $179 to $465/night

    New Listing! Cape Cod Cottage – 100 Yards to Beach

    2 Bedrooms BathroomSleeps 5
    2 nights minstay
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $253 to $598/night

    Spacious Gem w/ Deck, Firepit & Yard – Near Beach

    4 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $610 to $1,655/night

    New Listing! Luxe Half-Acre Estate, Steps to Beach

    6 BedroomsBathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $105 to $239/night

    Sparkling Cottage w/ Sprawling Yard & Firepit

    2 Bedrooms1.5  BathroomSleeps 5
    2 nights minstay
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $405 to $1,410/night

    New Listing! Updated Estate by Nantucket Sound

    6 Bedrooms3.5 BathroomsSleeps 12
    2 nights minstay
    FREE CANCELLATION
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $247 to $718/night

    Big 4BR Gem w/ Fenced Yard & Private Beach Access

    4 Bedrooms2.5 BathroomsSleeps 10
    5 nights minstay
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $262 to $543/night

    Serene 4BR w/ Large Deck & Trail Access

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $127 to $422/night

    Big Sandy Pond 3BR, Steps to Private Beach

    3 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $310 to $481/night

    Sunny Retreat w/ Big Deck, 5-Minute Walk to Lakes!

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $306 to $406/night

    New Listing! “The Fitz Inn” Beach Retreat

    3 Bedrooms BathroomSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $246 to $464/night

    Countryside 4BR, 1 Mile to Beach

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $219 to $538/night

    Coastal/Beach Access Cottage in Centerville

    3 Bedrooms BathroomSleeps 6
    2 nights minstay
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $246 to $760/night

    New Listing! Serene East End Condo: Steps to Sand

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $754 to $986/night

    Colbyco Murphys House

    4 BedroomsBathroomsSleeps 12
    3 nights minstay
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $192 to $427/night

    New Listing! Spacious Victorian- Walk to Beach

    3 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $302 to $525/night

    New Listing! Secluded Eastham Cape Cod Getaway

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $188 to $607/night

    New Listing! Tranquil Home w/ Deck, Near Beach

    4 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $238 to $625/night

    Walkable Falmouth Hts Beach Home

    5 Bedrooms1.5  BathroomSleeps 10
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $190 to $516/night

    Orleans Home On 7 Waterfront Acres

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $228 to $880/night

    Historic Downtown 4BR Near Harbor

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $281 to $779/night

    5BR Eastham Home w/ Large Deck & Yard

    5 Bedrooms2.5 BathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $226 to $469/night

    3BR on Private Half-Acre, Near Beach

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $165 to $461/night

    Spacious 4BR Close to Sea Street Beach

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $271 to $694/night

    Woods Hole Cottage by the Sea

    2 Bedrooms BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $252 to $540/night

    Wooded Chatham Home on the Monomoy

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $173 to $483/night

    4BR Pet-Friendly Cape Cod

    4 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. $301 to $716/night

    4BR w/ Sunroom & BBQ, Walk to Beach

    4 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $163 to $308/night

    Classic Lakefront 2BR w/ Screened Porch & Kayaks

    2 Bedrooms BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $144 to $543/night

    Updated 4BR Cape Cod, Steps to Beach

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $125 to $446/night

    New Listing! Cape Haven- Steps to Fells Pond

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $100 to $306/night

    Sparkling Yarmouth Retreat- Walk to Englewood Beach

    3 Bedrooms BathroomSleeps 8
    2 nights minstay
    FREE CANCELLATION
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $366 to $553/night

    Quiet 3BR – Walk to Old Silver Beach

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $261 to $710/night

    5BR on 3 Acres w/ Deck, Near Beaches

    5 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $130 to $359/night

    New Listing! Brand-New Waterfront Condo w/ Deck

    Studio BathroomSleeps 4
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $119 to $599/night

    New Listing! Wooded Retreat w/ Firepit- Near Beach

    4 Bedrooms1.5  BathroomSleeps 8
    2 nights minstay
    FREE CANCELLATION
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $252 to $385/night

    New Listing! Seabreeze Village Retreat Near Beach

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $226 to $472/night

    Charming 4BR Cottage-- Steps to Long Pond

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $298 to $403/night

    Charming Cape Townhouse

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $201 to $518/night

    New Listing! Charming Getaway w/ Spacious Yard

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $249 to $741/night

    Remodeled Beach Haven w/ New Chef’s Kitchen

    4 BedroomsBathroomsSleeps 7
    3 nights minstay
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $435 to $1,049/night

    Beautiful Popponesset Beach Retreat on Deans Pond

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $488 to $797/night

    New Listing! Group Retreat w/ 2 Units by Beach

    6 BedroomsBathroomsSleeps 12
    2 nights minstay
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $310 to $668/night

    New Listing! Wooded Haven w/ Bay & Beach Access

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $250 to $633/night

    Hilltop Beach Getaway, Stunning Bay Views

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations