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Vacation Rentals By Owner In Orleans, MA

Showing 283 Of 283 Vacation Rentals

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Exceptional(126)

$316.27

Private Vacation Home

Amazing location! Quiet, picturesque neighborhood!

Orleans, Massachusetts, United States

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Exceptional(36)

$465.16

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Private, Recently Updated Home A Short Walk Down Private Path to Skaket Beach

Orleans, Massachusetts, United States

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Exceptional(55)

$1364.25

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Large, Charming Cape Cod Home Close To Orleans And Chatham Beaches

Orleans, Massachusetts, United States

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Massachusetts
Orleans

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Exceptional(55)

$531.87

Private vacation home

Experience the charm of Orleans at Skaket Beach Life

Orleans, Massachusetts, United States

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Exceptional(55)

$579.12

Private vacation home

3 Mi to Nauset Beach! Family Home w/ Private Yard

Orleans, Massachusetts, United States

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Exceptional(55)

$578.17

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Skaket Beach Area Home Sleeps 8

Orleans, Massachusetts, United States

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Exceptional(55)

$573.31

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Luxurious, Modern Walk to Water!

Orleans, Massachusetts, United States

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Exceptional(55)

$571.12

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Spacious Home Ideally Located a 5 Minute Drive from Nauset Beach

Orleans, Massachusetts, United States

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Exceptional(55)

$565.29

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Mid-Century Contemporary

Orleans, Massachusetts, United States

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Exceptional(55)

$562.23

Captain's Quarters by Nauset Beach

Orleans, Massachusetts, United States

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Exceptional(55)

$507.78

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Rock Harbor Retreat: Perfect vacation home: Book Reservations for Summer 2027

Orleans, Massachusetts, United States

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Exceptional(55)

$499.97

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Walk to Nauset Beach, Updated and Cozy!

Orleans, Massachusetts, United States

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Exceptional(55)

$502.34

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Rock Harbor Hideaway

Orleans, Massachusetts, United States

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