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. $175 to $450/night

    Coastal/Beach Access Cottage in Centerville

    3 Bedrooms BathroomSleeps 6
    2 nights minstay
    FREE CANCELLATION
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  3. $119 to $307/night

    Charming 3BR Beach Cottage

    3 Bedrooms BathroomSleeps 6
    3 nights minstay
    FREE CANCELLATION
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  5. $118 to $468/night

    Cape Cod Home at Falmouth Harbor

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
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  7. $90 to $506/night

    Woodsy Cape Cod Home in Wellfleet

    3 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
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  9. $160 to $457/night

    Spacious Waterfront Home in Hyannis

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
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  11. $200 to $700/night

    Spacious S. Chatham Home Near Beach

    4 Bedrooms4.5 BathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
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  13. $118 to $506/night

    Cape Cod Charmer.2 mile to Colonial Acres Beach

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
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  15. $125 to $441/night

    Barnstable Village 4BR w/ Yard

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  16. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  17. $130 to $548/night

    Tranquil 4BR on Bourne’s Pond

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  18. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  19. $150 to $410/night

    2BR Garden Cottage, Near Beach

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    FREE CANCELLATION
  20. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  21. $85 to $331/night

    2BR Condo at Ocean Edge Resort

    2 Bedrooms1.5  BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  22. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  23. $602 to $963/night

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

    4 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  24. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  25. $300 to $624/night

    Updated 4BR Family Home in Harwich

    4 BedroomsBathroomsSleeps 11
    2 nights minstay
    FREE CANCELLATION
  26. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  27. $600 to $1,010/night

    3BR Gem at Cape Cod Bay w/ Water Views

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  28. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  29. $479 to $675/night

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

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $582 to $864/night

    New Seaside 3BR w/ Water Views & Deck

    3 Bedrooms3.5 BathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  32. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  33. $200 to $377/night

    New 2BR on Nature Conserve w/ Sun Deck

    2 Bedrooms1.5  BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
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  35. $384 to $666/night

    Remodeled 4BR Near Beaches & Golf

    4 BedroomsBathroomsSleeps 9
    3 nights minstay
    FREE CANCELLATION
  36. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  37. $246 to $449/night

    Countryside 4BR, 1 Mile to Beach

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  38. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  39. $205 to $491/night

    Serene 4BR w/ Large Deck & Trail Access

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  40. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  41. $127 to $401/night

    Big Sandy Pond 3BR, Steps to Private Beach

    3 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  43. $125 to $385/night

    Corner Lot 4BR w/ Canoe & Bikes, Walk to Long Pond

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  44. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  45. $140 to $442/night

    New Listing! Cape Cod Cottage – 100 Yards to Beach

    2 Bedrooms BathroomSleeps 5
    2 nights minstay
    FREE CANCELLATION
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  47. $205 to $533/night

    Updated Getaway- 300 Yards to Surf Drive Beach

    3 Bedrooms BathroomSleeps 6
    2 nights minstay
    FREE CANCELLATION
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. $500 to $1,385/night

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

    6 BedroomsBathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  50. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  51. $255 to $369/night

    New Listing! “The Fitz Inn” Beach Retreat

    3 Bedrooms BathroomSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  52. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  53. $246 to $706/night

    New Listing! Serene East End Condo: Steps to Sand

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    FREE CANCELLATION
  54. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  55. $155 to $604/night

    New Listing! Spacious Harwich Charmer- Near Beach

    3 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $155 to $344/night

    New Listing! 2 Living Areas, Walk to Long Pond

    3 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  59. $105 to $239/night

    Sparkling Cottage w/ Sprawling Yard & Firepit

    2 Bedrooms1.5  BathroomSleeps 5
    2 nights minstay
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $250 to $1,862/night

    Hidden Bay-View Haven w/ Private Beach

    5 BedroomsBathroomsSleeps 12
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $200 to $610/night

    New Listing! Waterfront Gem w/ Private Deck

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $1/night

    Colbyco CitySide

    4 Bedrooms1.5  BathroomSleeps 8
    1 night minstay
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $580 to $812/night

    Colbyco Veira Park- Martha's Vineyard

    5 Bedrooms3.5 BathroomsSleeps 10
    3 nights minstay
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $696/night

    Colbyco Oceanside- Scituate

    4 Bedrooms2.5 BathroomsSleeps 8
    3 nights minstay
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $445 to $672/night

    Woods Hole Cottage by the Sea

    2 Bedrooms BathroomSleeps 4
    3 nights minstay
    FREE CANCELLATION
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $184 to $594/night

    Walkable Falmouth Hts Beach Home

    5 Bedrooms1.5  BathroomSleeps 10
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $160 to $507/night

    Orleans Home On 7 Waterfront Acres

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $130 to $407/night

    4BR Pet-Friendly Cape Cod

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $179 to $577/night

    5BR Multi-Level with 3 Decks

    5 Bedrooms2.5 BathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $175 to $737/night

    Historic Downtown 4BR Near Harbor

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $179 to $764/night

    5BR Eastham Home w/ Large Deck & Yard

    5 Bedrooms2.5 BathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $130 to $280/night

    Classic Lakefront 2BR w/ Screened Porch & Kayaks

    2 Bedrooms BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $200 to $594/night

    5BR on 3 Acres w/ Deck, Near Beaches

    5 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $175 to $472/night

    Charming 4BR Cottage-- Steps to Long Pond

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $424 to $754/night

    Family Friendly! Sea Captain’s Cottage- 1/2 Mile to Be...

    5 BedroomsBathroomsSleeps 14
    3 nights minstay
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $249 to $706/night

    Remodeled Beach Haven w/ New Chef’s Kitchen

    4 BedroomsBathroomsSleeps 7
    3 nights minstay
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $355 to $1,051/night

    Beautiful Popponesset Beach Retreat on Deans Pond

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $355 to $565/night

    Remodeled Retreat- Walk to Long Pond & Rail Trail

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $205 to $338/night

    New Listing! Seabreeze Village Retreat Near Beach

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $95 to $533/night

    New Listing! Wooded Retreat w/ Firepit- Near Beach

    4 Bedrooms1.5  BathroomSleeps 8
    2 nights minstay
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $100 to $341/night

    New Listing! Brand-New Waterfront Condo w/ Deck

    Studio BathroomSleeps 4
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $250 to $615/night

    New Listing! Wooded Haven w/ Bay & Beach Access

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $200 to $571/night

    Hilltop Beach Getaway, Stunning Bay Views

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $150 to $415/night

    Chic Coastal Home w/ Large Backyard, Near Beach

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $150 to $404/night

    New Listing! Spacious Victorian- Walk to Beach

    3 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $250 to $486/night

    New Listing! Secluded Eastham Cape Cod Getaway

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $105 to $294/night

    New Listing! Charming Port Cottage- Walk to Beach

    3 Bedrooms BathroomSleeps 6
    2 nights minstay
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $100 to $300/night

    Sparkling Yarmouth Retreat- Walk to Englewood Beach

    3 Bedrooms BathroomSleeps 8
    2 nights minstay
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $254 to $754/night

    1.5-Acre Haven on Pond- Near Beach

    4 Bedrooms2.5 BathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $125 to $445/night

    New Listing! Cape Haven- Steps to Fells Pond

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $150 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. $105 to $460/night

    New Listing! Freshly Renovated Home: Near Beaches!

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $155 to $518/night

    New Listing! Charming Getaway w/ Spacious Yard

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $600 to $1,560/night

    New Listing! Oak Bluffs Dream Home w/ Hot Tub

    5 Bedrooms3.5 BathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $100 to $499/night

    Updated 4BR Cape Cod, Steps to Beach

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $754 to $986/night

    Colbyco Murphys House

    4 BedroomsBathroomsSleeps 12
    3 nights minstay
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $148 to $354/night

    Garden Cottage on Cape Cod

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $90 to $502/night

    Oceanview Buzzards Bay Getaway

    3 Bedrooms2.5 BathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $121 to $357/night

    Cape Cod Cottage on the Bay

    3 Bedrooms1.5  BathroomSleeps 6
    3 nights minstay
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $130 to $595/night

    Falmouth Family Getaway

    4 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $200 to $541/night

    Newly Renovated Home in New Seabury

    3 BedroomsBathroomsSleeps 7
    2 nights minstay
    FREE CANCELLATION
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $243 to $403/night

    3BR “Perfect Moments” on Swan Pond

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $125 to $1,107/night

    Historic 4BR w/ Pool Near Beach

    4 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $200 to $459/night

    Family-Friendly 3BR, Steps to Long Pond

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $100 to $421/night

    3BR on Wakeby Pond w/ Private Dock

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $120 to $450/night

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

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $355 to $602/night

    Remodeled 4BR on River w/ Kayaks

    4 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $99 to $383/night

    Near Coast & Bay- 3BR w/ Fire Pit

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $418 to $523/night

    4BR Eastham Gem, Minutes to Beach

    4 Bedrooms1.5  BathroomSleeps 8
    3 nights minstay
    FREE CANCELLATION
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $155 to $572/night

    Cape Cod Bay 4BR, Walk to Campground Beach!

    4 Bedrooms3.5 BathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $155 to $499/night

    Quiet Retreat w/ Backyard Gazebo- Close to Beach

    5 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $305 to $929/night

    Spacious New-Build near the Beach & Ferry

    4 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $105 to $522/night

    Coastal Charmer w/ Lovely Bay Views & Porch

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $589 to $866/night

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

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $125 to $355/night

    New Listing! Newly Remodeled Cottage w/ Deck

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $197 to $207/night

    Charming Apartment in Boston's Best Neighborhood

    1 Bedroom BathroomSleeps 2
    1 night minstay
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $406/night

    Colbyco Dana Park- Cambridge

    2 Bedrooms BathroomSleeps 6
    4 nights minstay
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $1,972/night

    Colbyco Sand Hills Beach- Scituate

    10 BedroomsBathroomsSleeps 20
    3 nights minstay
    Hot Tub
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $174 to $406/night

    Colbyco Morton Park- Plymouth

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