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Search results; Over 1,000 homes in Sagaponack

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Top guest favourite
Flat in Sagaponack
Hamptons Elegant and Comfortable Apartment
1 bedroom, 1 bed, 1 private bathroom
20–25 Sept
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4.97 out of 5 average rating, 97 reviews
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Top guest favourite
Home in Sagaponack
Amazing Home close to Everything -
5 bedrooms, 7 beds, 4 bathrooms
4–9 Oct
4.94 out of 5 average rating, 334 reviews
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Home in Wainscott
Private, Charming, Lovely Farmhouse, 1 mi to ocean
3 bedrooms, 4 beds, 3 bathrooms
19–24 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in Wainscott
Charming Wainscott Cottage
2 bedrooms, 3 beds, 1.5 bathrooms
19–24 Sept
5.0 out of 5 average rating, 11 reviews
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Home in Sagaponack
"Le Barn" MOST convenient location in Hamptons!
5 bedrooms, 2 beds, 4 bathrooms
19–24 Sept
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Home in Sagaponack
1BR/1BA: Sagaponack, Heated Pool, Gas Grill
1 bedroom, 2 beds, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 4 reviews
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Home in Sagaponack
Sagaponack home for Hamptons Classic 2026
3 bedrooms, 2 beds, 2 bathrooms
1–6 Jun
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Home in Sag Harbor
Sag Harbor 3 bedrooms with Pool
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.97 out of 5 average rating, 32 reviews
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Luxe
Home in Wainscott
Newly Renovated, Central Location, Bike to beach!
5 bedrooms, 7 beds, 3.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 18 reviews
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Guest favourite
Home in East Hampton
Wainscott Vacation Home
3 bedrooms, 1.5 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 27 reviews
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Guest favourite
Home in Sag Harbor
9 Acre Luxury Compound in Sag Harbor NY
7 bedrooms, 10 beds, 8.5 bathrooms
11–16 Oct
4.99 out of 5 average rating, 148 reviews
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Guest favourite
Home in East Hampton
Silver House: 3BR Home with Private Beach Access
3 bedrooms, 4 beds, 2 bathrooms
8–13 Nov
4.95 out of 5 average rating, 524 reviews
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Guest favourite
Home in East Hampton
Near apple/pumpkin picking ~ 8 mins to Main Street
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.9 out of 5 average rating, 143 reviews
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Guest favourite
Home in Southampton
Vogue Editors Home, Featured Hamptons Mag, Elle D.
4 bedrooms, 4 beds, 7.5 bathrooms
11–16 Oct
5.0 out of 5 average rating, 5 reviews
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Luxe
Home in East Hampton
Just completed Ultimate Wainscott Compound 6 Acres
7 bedrooms, 11 beds, 7 bathrooms
26 Sept – 1 Oct
4.98 out of 5 average rating, 51 reviews
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Guest favourite
Home in East Hampton
Charming-N-Cozy East Hampton
3 bedrooms, 3 beds, 1 bathroom
16–21 Sept
4.94 out of 5 average rating, 103 reviews
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Luxe
Villa in East Hampton
Luxe|Pool|Games|Movie|HotTub|Firepit|MegaChess
3 bedrooms, 3 beds, 3.5 bathrooms
30 Sept – 5 Oct
4.99 out of 5 average rating, 69 reviews
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Top guest favourite
Cottage in Sag Harbor
Charming Cottage in Historic Sag Harbor
1 bedroom, 1 king bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 79 reviews
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Guest favourite
Home in East Hampton
4BR Heart of the Hamptons w/pool
4 bedrooms, 5 beds, 3 bathrooms
20–25 Sept
4.89 out of 5 average rating, 47 reviews