Over 1,000 stays

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Superhost
Cottage in Sag Harbor
Steps to the Beach - Designer Cove House Cottage
3 beds
Jan. 5 – 12
$679 CAD per night
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Superhost
Home in Sag Harbor
Perfection in Sag Harbor, 5 BR, 1 block from beach
5 beds
Jan. 29 – Feb. 5
$905 CAD per night
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Superhost
Home in Sag Harbor
The Hamptons Casita - Home with the Perfect Pool
4 beds
Nov. 17 – 24
$761 CAD per night, originally $827
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Superhost
Home in Sag Harbor
Sag Harbor Cottage, Walk to the Beach!
3 beds
Jan. 8 – 15
$420 CAD per night
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Cottage in Sag Harbor
Mid Century Ranch at the Beach
3 beds
Apr. 28 – May 5
$980 CAD per night, originally $1,124
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Superhost
Home in Sag Harbor
Charming 2 BD, Minutes from Beach and Village
2 beds
Oct. 2 – 9
$708 CAD per night
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Home in Sag Harbor
Spacious Waterfront Home ~ Best Sunsets
5 beds
May 8 – 15
$1,833 CAD per night
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Home in Sag Harbor
Sag Harbor Amazing Beach house Awaits!
4 beds
May 2 – 9
$734 CAD per night, originally $799
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Cottage in Sag Harbor
Sag Harbor Cottage
2 beds
Nov. 10 – 17
$454 CAD per night
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Superhost
Cottage in Sag Harbor
Stunning Sag Harbor Beach Cottage - Pool, Bay View
3 beds
Dec. 2 – 9
$781 CAD per night
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Private room in Sag Harbor
Bay Bedroom with Balcony and Deck
1 queen bed
Jan. 9 – 16
$149 CAD per night, originally $171
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Cottage in Sag Harbor
Light-filled Cottage in Sag Harbor
4 beds
Nov. 16 – 23
$979 CAD per night
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Superhost
Cottage in Sag Harbor
Gorgeous Village Gem
1 king bed
Nov. 3 – 10
$333 CAD per night, originally $364
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Superhost
Apartment in Sag Harbor
Entire spacious apartment in Sag Harbor
2 beds
Oct. 18 – 25
$525 CAD per night, originally $576
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Superhost
Guesthouse in Sag Harbor
Sag Harbor's Secret by the Bay ❤️ | Walk to beach 🏖
1 double bed
Apr. 28 – May 5
$549 CAD per night, originally $600
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Superhost
Guest suite in Sag Harbor
Cedar Haven In Sag Harbor
1 queen bed
Jun. 23 – 30
$244 CAD per night, originally $295
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Superhost
Guesthouse in Shelter Island
Bayfront 1BR/2BR detached guesthouse with pool
2 beds
Nov. 8 – 15
$469 CAD per night
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Superhost
Guest suite in Sag Harbor
Old World Charm Private Suite with Own Entrance
1 queen bed
Dec. 17 – 24
$379 CAD per night, originally $416
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Cottage in Shelter Island
SI house with pool new grill and new patio set
5 beds
May 6 – 13
$349 CAD per night
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Private room in Sag Harbor
Bohemian Chic Room in Cozy Cottage
1 queen bed
Feb. 9 – 16
$195 CAD per night, originally $224