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Search results; Over 1,000 homes in Sagaponack

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Top guest favourite

Home in Sagaponack

Amazing Home close to Everything -

5 bedrooms, 7 beds, 4 private bathrooms

4–9 Oct

$1,977 SGD for 5 nights

,

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

19–24 Oct

$4,018 SGD for 5 nights

Free cancellation

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

19–24 Sept

$3,902 SGD for 5 nights

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

19–24 Sept

$4,971 SGD for 5 nights

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Home in Sagaponack

1BR/1BA: Sagaponack, Heated Pool, Gas Grill

1 bedroom, 2 beds

11–16 Oct

$3,581 SGD for 5 nights

5.0 out of 5 average rating, 4 reviews

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Luxe

Home in Wainscott

Newly Renovated, Central Location, Bike to beach!

5 bedrooms, 7 beds

21–26 Sept

5.0 out of 5 average rating, 18 reviews

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Guest favourite

Home in Sag Harbor

9 Acre Luxury Compound in Sag Harbor NY

7 bedrooms, 10 beds

11–16 Oct

$11,618 SGD for 5 nights

4.99 out of 5 average rating, 148 reviews

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Home in Sagaponack

Sagaponack home for Hamptons Classic 2026

3 bedrooms, 2 beds

1–6 Jun

Book early to save

Free cancellation

5.0 out of 5 average rating, 4 reviews

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Guest favourite

Home in East Hampton

Wainscott Vacation Home

3 bedrooms

28 Sept – 3 Oct

Free cancellation

5.0 out of 5 average rating, 27 reviews

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Luxe

Home in East Hampton

Just completed Ultimate Wainscott Compound 6 Acres

7 bedrooms, 11 beds

26 Sept – 1 Oct

$26,341 SGD for 5 nights

4.98 out of 5 average rating, 51 reviews

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Guest favourite

Home in East Hampton

Serene + chic ~ 8 mins to Main Street + beaches

3 bedrooms, 4 beds

20–25 Sept

4.9 out of 5 average rating, 143 reviews

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Guest favourite

Home in East Hampton

Silver House: 3BR Home with Private Beach Access

3 bedrooms, 4 beds

8–13 Nov

$2,146 SGD for 5 nights

Free cancellation

4.95 out of 5 average rating, 524 reviews

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Guest favourite

Home in East Hampton

4BR Heart of the Hamptons w/pool

4 bedrooms, 5 beds

20–25 Sept

$8,124 SGD for 5 nights

4.89 out of 5 average rating, 47 reviews

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Guest favourite

Home in East Hampton

Charming-N-Cozy East Hampton

3 bedrooms, 3 beds

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

30 Sept – 5 Oct

4.99 out of 5 average rating, 69 reviews

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Guest favourite

Home in Southampton

Vogue Editors Home, Featured Hamptons Mag, Elle D.

4 bedrooms, 4 beds

11–16 Oct

5.0 out of 5 average rating, 5 reviews

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Top guest favourite

Home in East Hampton

Designer East Hampton with Bay Views + Pool

4 bedrooms, 4 beds

25–30 Sept

5.0 out of 5 average rating, 31 reviews

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Guest favourite

Cottage in Bridgehampton

Calf Creek Cottage (Water Mill/Bridgehampton)

3 bedrooms, 3 beds

29 Sept – 5 Oct

$5,666 SGD for 6 nights

4.95 out of 5 average rating, 110 reviews

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Guest favourite

Home in East Hampton

East Hampton Your family's next getaway !

3 bedrooms, 3 beds

20–25 Sept

4.92 out of 5 average rating, 74 reviews