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US Massachusetts
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, 1  Bathroom, Sleeps 6
    2 nights minstay
    FREE CANCELLATION
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  3. $119 to $307/night

    Charming 3BR Beach Cottage

    3 Bedrooms, 1  Bathroom, Sleeps 6
    3 nights minstay
    FREE CANCELLATION
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  5. $118 to $468/night

    Cape Cod Home at Falmouth Harbor

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    FREE CANCELLATION
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  7. $90 to $506/night

    Woodsy Cape Cod Home in Wellfleet

    3 Bedrooms, 2.5 Bathrooms, Sleeps 8
    2 nights minstay
    FREE CANCELLATION
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  9. $160 to $457/night

    Spacious Waterfront Home in Hyannis

    4 Bedrooms, 3 Bathrooms, Sleeps 8
    3 nights minstay
    FREE CANCELLATION
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  11. $200 to $700/night

    Spacious S. Chatham Home Near Beach

    4 Bedrooms, 4.5 Bathrooms, Sleeps 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 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    FREE CANCELLATION
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  15. $125 to $441/night

    Barnstable Village 4BR w/ Yard

    4 Bedrooms, 2 Bathrooms, Sleeps 8
    2 nights minstay
    FREE CANCELLATION
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  17. $130 to $548/night

    Tranquil 4BR on Bourne’s Pond

    4 Bedrooms, 2 Bathrooms, Sleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
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  19. $150 to $410/night

    2BR Garden Cottage, Near Beach

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    FREE CANCELLATION
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  21. $85 to $331/night

    2BR Condo at Ocean Edge Resort

    2 Bedrooms, 1.5  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  23. $602 to $963/night

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

    4 Bedrooms, 2.5 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  25. $300 to $624/night

    Updated 4BR Family Home in Harwich

    4 Bedrooms, 2 Bathrooms, Sleeps 11
    2 nights minstay
    FREE CANCELLATION
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  27. $600 to $1,010/night

    3BR Gem at Cape Cod Bay w/ Water Views

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    2 nights minstay
    FREE CANCELLATION
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  29. $479 to $675/night

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

    4 Bedrooms, 3 Bathrooms, Sleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
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  31. $582 to $864/night

    New Seaside 3BR w/ Water Views & Deck

    3 Bedrooms, 3.5 Bathrooms, Sleeps 6
    2 nights minstay
    FREE CANCELLATION
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  33. $200 to $377/night

    New 2BR on Nature Conserve w/ Sun Deck

    2 Bedrooms, 1.5  Bathroom, Sleeps 4
    2 nights minstay
    FREE CANCELLATION
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  35. $384 to $666/night

    Remodeled 4BR Near Beaches & Golf

    4 Bedrooms, 2 Bathrooms, Sleeps 9
    3 nights minstay
    FREE CANCELLATION
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  37. $246 to $449/night

    Countryside 4BR, 1 Mile to Beach

    4 Bedrooms, 2 Bathrooms, Sleeps 8
    3 nights minstay
    FREE CANCELLATION
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  39. $205 to $491/night

    Serene 4BR w/ Large Deck & Trail Access

    4 Bedrooms, 3 Bathrooms, Sleeps 10
    2 nights minstay
    FREE CANCELLATION
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  41. $127 to $401/night

    Big Sandy Pond 3BR, Steps to Private Beach

    3 Bedrooms, 1  Bathroom, Sleeps 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 Bedrooms, 2 Bathrooms, Sleeps 8
    2 nights minstay
    FREE CANCELLATION
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  45. $140 to $442/night

    New Listing! Cape Cod Cottage – 100 Yards to Beach

    2 Bedrooms, 1  Bathroom, Sleeps 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, 1  Bathroom, Sleeps 6
    2 nights minstay
    FREE CANCELLATION
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  49. $500 to $1,385/night

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

    6 Bedrooms, 4 Bathrooms, Sleeps 10
    2 nights minstay
    FREE CANCELLATION
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  51. $255 to $369/night

    New Listing! “The Fitz Inn” Beach Retreat

    3 Bedrooms, 1  Bathroom, Sleeps 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 Bedrooms, 2 Bathrooms, Sleeps 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 Bedrooms, 3.5 Bathrooms, Sleeps 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 Bedrooms, 2.5 Bathrooms, Sleeps 8
    2 nights minstay
    FREE CANCELLATION
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  59. $105 to $239/night

    Sparkling Cottage w/ Sprawling Yard & Firepit

    2 Bedrooms, 1.5  Bathroom, Sleeps 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 Bedrooms, 2 Bathrooms, Sleeps 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 Bedrooms, 2 Bathrooms, Sleeps 8
    2 nights minstay
    FREE CANCELLATION
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  65. $1/night

    Colbyco CitySide

    4 Bedrooms, 1.5  Bathroom, Sleeps 8
    1 night minstay
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  67. $580 to $812/night

    Colbyco Veira Park- Martha's Vineyard

    5 Bedrooms, 3.5 Bathrooms, Sleeps 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 Bedrooms, 2.5 Bathrooms, Sleeps 8
    3 nights minstay
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  71. $445 to $672/night

    Woods Hole Cottage by the Sea

    2 Bedrooms, 1  Bathroom, Sleeps 4
    3 nights minstay
    FREE CANCELLATION
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  73. $184 to $594/night

    Walkable Falmouth Hts Beach Home

    5 Bedrooms, 1.5  Bathroom, Sleeps 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 Bedrooms, 2 Bathrooms, Sleeps 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 Bedrooms, 2 Bathrooms, Sleeps 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 Bedrooms, 2.5 Bathrooms, Sleeps 10
    2 nights minstay
    FREE CANCELLATION
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  81. $175 to $737/night

    Historic Downtown 4BR Near Harbor

    4 Bedrooms, 3 Bathrooms, Sleeps 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 Bedrooms, 2.5 Bathrooms, Sleeps 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, 1  Bathroom, Sleeps 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 Bedrooms, 2 Bathrooms, Sleeps 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 Bedrooms, 2 Bathrooms, Sleeps 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 Bedrooms, 3 Bathrooms, Sleeps 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 Bedrooms, 3 Bathrooms, Sleeps 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 Bedrooms, 2.5 Bathrooms, Sleeps 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 Bedrooms, 2 Bathrooms, Sleeps 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 Bedrooms, 2.5 Bathrooms, Sleeps 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 Bedrooms, 1.5  Bathroom, Sleeps 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, 1  Bathroom, Sleeps 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 Bedrooms, 3 Bathrooms, Sleeps 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 Bedrooms, 2 Bathrooms, Sleeps 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 Bedrooms, 2.5 Bathrooms, Sleeps 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 Bedrooms, 2.5 Bathrooms, Sleeps 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 Bedrooms, 2 Bathrooms, Sleeps 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, 1  Bathroom, Sleeps 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, 1  Bathroom, Sleeps 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 Bedrooms, 2.5 Bathrooms, Sleeps 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 Bedrooms, 2.5 Bathrooms, Sleeps 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 Bedrooms, 2.5 Bathrooms, Sleeps 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 Bedrooms, 2 Bathrooms, Sleeps 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 Bedrooms, 2 Bathrooms, Sleeps 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 Bedrooms, 3.5 Bathrooms, Sleeps 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 Bedrooms, 3 Bathrooms, Sleeps 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 Bedrooms, 3 Bathrooms, Sleeps 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 Bedrooms, 2 Bathrooms, Sleeps 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 Bedrooms, 2.5 Bathrooms, Sleeps 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 Bedrooms, 1.5  Bathroom, Sleeps 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 Bedrooms, 3.5 Bathrooms, Sleeps 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 Bedrooms, 3 Bathrooms, Sleeps 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 Bedrooms, 2 Bathrooms, Sleeps 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 Bedrooms, 2.5 Bathrooms, Sleeps 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 Bedrooms, 2 Bathrooms, Sleeps 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 Bedrooms, 2 Bathrooms, Sleeps 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 Bedrooms, 2 Bathrooms, Sleeps 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 Bedrooms, 2.5 Bathrooms, Sleeps 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 Bedrooms, 2 Bathrooms, Sleeps 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 Bedrooms, 1.5  Bathroom, Sleeps 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 Bedrooms, 3.5 Bathrooms, Sleeps 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 Bedrooms, 2 Bathrooms, Sleeps 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 Bedrooms, 3.5 Bathrooms, Sleeps 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 Bedrooms, 2 Bathrooms, Sleeps 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 Bedrooms, 2 Bathrooms, Sleeps 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 Bedrooms, 2 Bathrooms, Sleeps 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, 1  Bathroom, Sleeps 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, 1  Bathroom, Sleeps 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 Bedrooms, 7 Bathrooms, Sleeps 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 Bedrooms, 2 Bathrooms, Sleeps 8
    3 nights minstay
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
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