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. $238 to $594/night

    Walkable Falmouth Hts Beach Home

    5 Bedrooms1.5  BathroomSleeps 10
    2 nights minstay
    Pets OK
    FREE CANCELLATION
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  3. $173 to $407/night

    4BR Pet-Friendly Cape Cod

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
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  5. $238 to $577/night

    5BR Multi-Level with 3 Decks

    5 Bedrooms2.5 BathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
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  7. $236 to $764/night

    5BR Eastham Home w/ Large Deck & Yard

    5 Bedrooms2.5 BathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
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  9. $159 to $280/night

    Classic Lakefront 2BR w/ Screened Porch & Kayaks

    2 Bedrooms BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
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  11. $144 to $499/night

    Updated 4BR Cape Cod, Steps to Beach

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
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  13. $226 to $472/night

    Charming 4BR Cottage-- Steps to Long Pond

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
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  15. $424 to $754/night

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

    5 BedroomsBathroomsSleeps 14
    3 nights minstay
    FREE CANCELLATION
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  17. $249 to $706/night

    Remodeled Beach Haven w/ New Chef’s Kitchen

    4 BedroomsBathroomsSleeps 7
    3 nights minstay
    FREE CANCELLATION
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  19. $422 to $565/night

    Remodeled Retreat- Walk to Long Pond & Rail Trail

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
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  21. $252 to $338/night

    New Listing! Seabreeze Village Retreat Near Beach

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
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  23. $131 to $533/night

    New Listing! Wooded Retreat w/ Firepit- Near Beach

    4 Bedrooms1.5  BathroomSleeps 8
    2 nights minstay
    FREE CANCELLATION
  24. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  25. $310 to $615/night

    New Listing! Wooded Haven w/ Bay & Beach Access

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    Hot Tub
    FREE CANCELLATION
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  27. $244 to $571/night

    Hilltop Beach Getaway, Stunning Bay Views

    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. $187 to $404/night

    New Listing! Spacious Victorian- Walk to Beach

    3 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $297 to $486/night

    New Listing! Secluded Eastham Cape Cod Getaway

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
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  33. $105 to $294/night

    New Listing! Charming Port Cottage- Walk to Beach

    3 Bedrooms BathroomSleeps 6
    2 nights minstay
    FREE CANCELLATION
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  35. $100 to $300/night

    Sparkling Yarmouth Retreat- Walk to Englewood Beach

    3 Bedrooms BathroomSleeps 8
    2 nights minstay
    FREE CANCELLATION
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  37. $254 to $754/night

    1.5-Acre Haven on Pond- Near Beach

    4 Bedrooms2.5 BathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
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  39. $125 to $445/night

    New Listing! Cape Haven- Steps to Fells Pond

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pets OK
    FREE CANCELLATION
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  41. $188 to $607/night

    New Listing! Tranquil Home w/ Deck, Near Beach

    4 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  43. $143 to $460/night

    New Listing! Freshly Renovated Home: Near Beaches!

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
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  45. $201 to $518/night

    New Listing! Charming Getaway w/ Spacious Yard

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
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  47. $600 to $1,560/night

    New Listing! Oak Bluffs Dream Home w/ Hot Tub

    5 Bedrooms3.5 BathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
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  49. $754 to $986/night

    Colbyco Murphys House

    4 BedroomsBathroomsSleeps 12
    3 nights minstay
  50. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  51. $148 to $354/night

    Garden Cottage on Cape Cod

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  52. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  53. $129 to $502/night

    Oceanview Buzzards Bay Getaway

    3 Bedrooms2.5 BathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  54. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  55. $121 to $357/night

    Cape Cod Cottage on the Bay

    3 Bedrooms1.5  BathroomSleeps 6
    3 nights minstay
    FREE CANCELLATION
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $244 to $541/night

    Newly Renovated Home in New Seabury

    3 BedroomsBathroomsSleeps 7
    2 nights minstay
    FREE CANCELLATION
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  59. $243 to $403/night

    3BR “Perfect Moments” on Swan Pond

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
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  61. $133 to $421/night

    3BR on Wakeby Pond w/ Private Dock

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
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  63. $161 to $450/night

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

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $421 to $602/night

    Remodeled 4BR on River w/ Kayaks

    4 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
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  67. $418 to $523/night

    4BR Eastham Gem, Minutes to Beach

    4 Bedrooms1.5  BathroomSleeps 8
    3 nights minstay
    FREE CANCELLATION
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $207 to $572/night

    Cape Cod Bay 4BR, Walk to Campground Beach!

    4 Bedrooms3.5 BathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $194 to $499/night

    Quiet Retreat w/ Backyard Gazebo- Close to Beach

    5 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $380 to $929/night

    Spacious New-Build near the Beach & Ferry

    4 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $589 to $866/night

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

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $125 to $355/night

    New Listing! Newly Remodeled Cottage w/ Deck

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $197 to $207/night

    Charming Apartment in Boston's Best Neighborhood

    1 Bedroom BathroomSleeps 2
    1 night minstay
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $1,972/night

    Colbyco Sand Hills Beach- Scituate

    10 BedroomsBathroomsSleeps 20
    3 nights minstay
    Hot Tub
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $290 to $406/night

    Colbyco Morton Park- Plymouth

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $406/night

    Colbyco Dana Park- Cambridge

    2 Bedrooms BathroomSleeps 6
    4 nights minstay
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $119 to $307/night

    Charming 3BR Beach Cottage

    3 Bedrooms BathroomSleeps 6
    3 nights minstay
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $128 to $468/night

    Cape Cod Home at Falmouth Harbor

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $126 to $506/night

    Woodsy Cape Cod Home in Wellfleet

    3 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $118 to $506/night

    Cape Cod Charmer.2 mile to Colonial Acres Beach

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $161 to $441/night

    Barnstable Village 4BR w/ Yard

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $176 to $548/night

    Tranquil 4BR on Bourne’s Pond

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $187 to $410/night

    2BR Garden Cottage, Near Beach

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    FREE CANCELLATION
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $114 to $331/night

    2BR Condo at Ocean Edge Resort

    2 Bedrooms1.5  BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $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
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $1/night

    Colbyco CitySide

    4 Bedrooms1.5  BathroomSleeps 8
    1 night minstay
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $246 to $449/night

    Countryside 4BR, 1 Mile to Beach

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $262 to $491/night

    Serene 4BR w/ Large Deck & Trail Access

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $127 to $401/night

    Big Sandy Pond 3BR, Steps to Private Beach

    3 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pets OK
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $257 to $533/night

    Updated Getaway- 300 Yards to Surf Drive Beach

    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. $610 to $1,385/night

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

    6 BedroomsBathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $306 to $369/night

    New Listing! “The Fitz Inn” Beach Retreat

    3 Bedrooms BathroomSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $246 to $706/night

    New Listing! Serene East End Condo: Steps to Sand

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $155 to $604/night

    New Listing! Spacious Harwich Charmer- Near Beach

    3 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $304 to $1,862/night

    Hidden Bay-View Haven w/ Private Beach

    5 BedroomsBathroomsSleeps 12
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $260 to $700/night

    Spacious S. Chatham Home Near Beach

    4 Bedrooms4.5 BathroomsSleeps 10
    2 nights minstay
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $986/night

    Colbyco Oceanside- Scituate

    4 Bedrooms2.5 BathroomsSleeps 8
    3 nights minstay
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $580 to $812/night

    Colbyco Veira Park- Martha's Vineyard

    5 Bedrooms3.5 BathroomsSleeps 10
    3 nights minstay
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations