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Vacation rentals in Wainscott, New York, United States

Main House: Living Room

Kitchen and walk-in pantry

Inis Fada Farm at Sayres: S. of Highway-Wainscott

5 bedrooms·4 baths

Wainscott • New York

5(30 reviews)

4.213,54 $ USD gesamt für 3 Nächte

1.–4. Nov. 2026

East Hampton Village Walking Distance To All

East Hampton Village Walking Distance To All

East Hampton Village Walking Distance To All

East Hampton Village Walking Distance To All

East Hampton Village Walking Distance To All

East Hampton Village Walking Distance To All

4 bedrooms·1 bath

East Hampton • New York

5(7 reviews)

19.700,00 $ USD gesamt für 9 Nächte

27. Okt. – 5. Nov. 2026

EH Fam Friendly 5 Bed Gunite Pool

EH Fam Friendly 5 Bed Gunite Pool

EH Fam Friendly 5 Bed Gunite Pool

EH Fam Friendly 5 Bed Gunite Pool

EH Fam Friendly 5 Bed Gunite Pool

EH Fam Friendly 5 Bed Gunite Pool

5 bedrooms·4 baths

East Hampton • New York

5(25 reviews)

3.455,19 $ USD gesamt für 3 Nächte

28.–31. Okt. 2026

California King Poolside, Daily Breakfast, Minibar

California King Poolside, Daily Breakfast, Minibar

California King Poolside, Daily Breakfast, Minibar

California King Poolside, Daily Breakfast, Minibar

California King Poolside, Daily Breakfast, Minibar

California King Poolside, Daily Breakfast, Minibar

2 bedrooms·1 bath

Southampton • New York

2.707,48 $ USD gesamt für 3 Nächte

27.–30. Okt. 2026

Spacious & Renovated Summer Home with Pool&Hot tub image 1

Spacious & Renovated Summer Home with Pool&Hot tub image 2

Spacious & Renovated Summer Home with Pool&Hot tub image 3

Spacious & Renovated Summer Home with Pool&Hot tub image 4

Spacious & Renovated Summer Home with Pool&Hot tub image 5

Spacious & Renovated Summer Home with Pool&Hot tub

4 bedrooms·3 baths

Cutchogue • New York

5(4 reviews)

13.124,38 $ USD gesamt für 14 Nächte

27. Okt. – 10. Nov. 2026

An aerial view captures the full scale of the estate, with the heated pool, wraparound patio, and primary suite balcony all visible from above.

The heated saltwater pool sits at the heart of the property, surrounded by a spacious patio with dining, lounge seating, and direct access from the main living level.

A private, tree-lined setting gives this backyard a secluded resort feel, with four chaise lounges, umbrellas, and a BBQ grill for effortless summer days.

Step outside to your private balcony and wake up to pool views and open sky, a rare feature in a Hamptons rental at this level.

The classic Hamptons shingle exterior frames a sparkling saltwater pool, with the signature arched window of the living room visible above.

Hampton Bays Retreat - Luxury Hamptons Getaway

4 bedrooms·4 baths

Hampton Bays • New York

5(1 review)

4.800,00 $ USD gesamt für 3 Nächte

27.–30. Okt. 2026

Brand New Waterfront, Private Beach, Heated Pool!

5 bedrooms·4 baths

Hampton Bays • New York

3.000,00 $ USD gesamt für 3 Nächte

27.–30. Okt. 2026

Luxury retreat w/ heated pool, steps to the Beach! image 1

Sunny living room with large french doors opening up right to the pool.

Luxury retreat w/ heated pool, steps to the Beach! image 3

Luxury retreat w/ heated pool, steps to the Beach! image 4

Luxury retreat w/ heated pool, steps to the Beach! image 5

Luxury retreat w/ heated pool, steps to the Beach!

4 bedrooms·3 baths

Hampton Bays • New York

5(17 reviews)

2.240,00 $ USD gesamt für 3 Nächte

27.–30. Okt. 2026

Montauk Family Home | Pool Near Beach & Town

Montauk Family Home | Pool Near Beach & Town

Montauk Family Home | Pool Near Beach & Town

Montauk Family Home | Pool Near Beach & Town

3 bedrooms·2½ baths

Montauk • New York

$1.000 – $1.100/ Nacht(zzgl. Gebühren & Steuern)

large living room

master bedroom seating area

Master Bedroom entrance

Master Bathroom

3 Master Suites, close to beach, big backyard

5 bedrooms·4 baths

Quogue • New York

4.85(26 reviews)

4.782,76 $ USD gesamt für 5 Nächte

27. Okt. – 1. Nov. 2026