Bridgehampton Area, NY Vacation Rentals - Long Island, NY

Bridgehampton, NY vacation rentals, browse Bridgehampton, New York vacation home rentals and plan your next Long Island vacation in South Fork Long Island. Imagine relaxing in Bridgehampton, NY vacationing by yourself, vacationing with your family or vacationing with friends, whatever your plans may be, make your next vacation a Long Island vacation.

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Bridgehampton, NY

South Fork Long Island Vacation Rentals

Village Center Boutique Designer Home, Beautiful Details, Pool & Gardens, Pristine Ocean Beaches.

Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets

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Bridgehampton, NY

South Fork Long Island Vacation Rentals

Villa Vajra, Terrace, BBQ, Pool, 4BR/4BA, Sleeps 8, Wineries Nearby, Children’s Museum Nearby.

Sleeps: 8
Bedrooms: 4
Bathrooms: 4
No Pets

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Bridgehampton, NY

South Fork Long Island Vacation Rentals

Villa Bridgehampton Village, Pool, Linens & Towels Provided, 5BR/4BA, Sleeps 10.

Sleeps: 10
Bedrooms: 5
Bathrooms: 4
No Pets

Bridgehampton, NY

South Fork Long Island Vacation Rentals

Beautiful Family Home Nestled In The Heart Of Sagaponack, Guesthouse, Pool & Back Yard.

Sleeps: 8
Bedrooms: 4
Bathrooms: 5
Pets Considered

Bridgehampton, NY

South Fork Long Island Vacation Rentals

The Great Escape – Hamptons Serene Family Favorite, Near The Beach, Distilleries, Farms & Vineyards.

Sleeps: 10
Bedrooms: 4
Bathrooms: 3.5
Pets Considered

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Bridgehampton, NY

South Fork Long Island Vacation Rentals

New Listing: Beautifully Restored Barn, Open First Floor Plan, Historic…Pet Friendly.

Sleeps: 6
Bedrooms: 4
Bathrooms: 2
Pets Considered

Bridgehampton, NY

South Fork Long Island Vacation Rentals

Enchanted Hamptons Cottage In NYTimes Garden, Private Backyard, Flowers, Fountains, Birds.

Sleeps: 4
Bedrooms: 2
Bathrooms: 1
Pets Considered

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Bridgehampton, NY

South Fork Long Island Vacation Rentals

Bridgehampton Private Estate Home, 5 Private Acres, Distant Oceanviews, Heated Gunite Pool.

Sleeps: 8
Bedrooms: 4
Bathrooms: 3
No Pets

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Sagaponack, NY

South Fork Long Island Vacation Rentals

SH001, 5 Bedroom Holiday Home, Wolffer Estates Vineyard – 32 Min Walk, 5BR/1BA, Sleeps 10.

Sleeps: 10
Bedrooms: 5
Bathrooms: 1
Pets Considered

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Sagaponack, NY

South Fork Long Island Vacation Rentals

Casa Newmark Holiday Home 7, Free WiFi, Gym, Wolffer Estates Vineyard – 30 Min Walk.

Sleeps: 12
Bedrooms: 7
Bathrooms: 3
No Pets

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Water Mill, NY

South Fork Long Island Vacation Rentals

Architect Designed House Near Ocean On Huge Reserve, 3 Private Suites, Heated Pool.

Sleeps: 6
Bedrooms: 4
Bathrooms: 3
No Pets

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Water Mill, NY

South Fork Long Island Vacation Rentals

South Of The Highway Dream! 5BR/5BA, Private Yard, Pool, Porch, Garden, Winery Tours Nearby.

Sleeps: 10
Bedrooms: 5
Bathrooms: 5
Pets Considered

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Water Mill, NY

South Fork Long Island Vacation Rentals

Private Waterfront Retreat, Fenwick House, Prime Hamptons, Pool, Patio, Bike On Site.

Sleeps: 6
Bedrooms: 3
Bathrooms: 2.5
Pets Considered

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Bridgehampton, NY

South Fork Long Island Vacation Rentals

Bridgehampton Vacation + Relaxation, Gym w/Cardio, Stretch & Weight Training Equipment, Deck.

Sleeps: 6
Bedrooms: 5
Bathrooms: 1
No Pets

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Sagaponack, NY

South Fork Long Island Vacation Rentals

Designer Home In A Prime Location, Close To Wineries & Ocean Beaches, Perfect Getaway.

Sleeps: 12
Bedrooms: 5
Bathrooms: 4
Pets Considered

Water Mill, NY

South Fork Long Island Vacation Rentals

South Of The Highway Sagaponack Steal, Screen Porch, Within Reach To Everything In The Hamptons.

Sleeps: 12
Bedrooms: 4
Bathrooms: 3
Pets Considered

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Bridgehampton, NY

South Fork Long Island Vacation Rentals

New Listing – 7BR/9BA, 5 Fireplaces, Pool, Deck, Pool Table, Channing Daughters Winery 16 Min Walk.

Sleeps: 14
Bedrooms: 7
Bathrooms: 9
No Pets

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Water Mill, NY

South Fork Long Island Vacation Rentals

Southampton Watermill Estate $3900.00 Per Night, Cooper’s Beach 7.7 Miles, Adult’s Only.

Sleeps: 8
Bedrooms: 6
Bathrooms: 7
No Pets

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Water Mill, NY

South Fork Long Island Vacation Rentals

Private Family Getaway, Adults Only, Table Tennis, Pool, Cooper’s Beach – 6.6 Miles.

Sleeps: 18
Bedrooms: 5
Bathrooms: 6
No Pets

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Water Mill, NY

South Fork Long Island Vacation Rentals

This Beautiful Brand New House 9,000 Sq. Ft. Including Finished Basement, Pet Friendly.

Sleeps: 12
Bedrooms: 7
Bathrooms: 9
Pets Considered

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Water Mill, NY

South Fork Long Island Vacation Rentals

Like Tuscany ~ Private Vineyard Property ~ Close To Southampton, Completely Surrounded By Vineyards.

Sleeps: 7
Bedrooms: 4
Bathrooms: 3.5
No Pets

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Sagaponack, NY

South Fork Long Island Vacation Rentals

Designer Find! Escape To The Hamptons In Style, Your Historic Farmhouse Retreat, BBQ, Pool, Bikes.

Sleeps: 8
Bedrooms: 4
Bathrooms: 3.5
Pets Considered

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Sagaponack, NY

South Fork Long Island Vacation Rentals

8BR/8BA Home, 66′ Heated Pool, Private Tennis Court, 3 Acre Landscaped Paradise, Adults Only.

Sleeps: 12
Bedrooms: 8
Bathrooms: 8
No Pets

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Water Mill, NY

South Fork Long Island Vacation Rentals

Mansion In The Hamptons w/Pool & Tennis, Adults Only, 19 Min Walk To Downtown.

Sleeps: 12
Bedrooms: 6
Bathrooms: 7
Pets Considered

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Water Mill, NY

South Fork Long Island Vacation Rentals

Magical, Private Hamptons Estate, Cover Of Architectural Digest, Pool, Near The Beach.

Sleeps: 10
Bedrooms: 4
Bathrooms: 5.5
Pets Considered

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Water Mill, NY

South Fork Long Island Vacation Rentals

NEW Listing: Private, Tree TOP Views, Double-Height Foyer, Close To Beach, Pool, 5BR/4BA.

Sleeps: 12
Bedrooms: 5
Bathrooms: 4
Pets Considered

Bridgehampton, NY - Long Island Vacation Rentals, Bridgehampton, NY - South Fork, Long Island, NY - Bridgehampton, NY - South Fork Long Island, NY Vacation, South Fork, NY - Long Island Vacation Homes

Sagaponack, NY

South Fork Long Island Vacation Rentals

Sagaponack Grand Estate, w/Tennis Court, Newly-Furnished & 8BR, Theater, Pool.

Sleeps: 16
Bedrooms: 8
Bathrooms: 6.5
Pets Considered

Bridgehampton, NY - Long Island Vacation Rentals, Bridgehampton, NY - South Fork, Long Island, NY - Bridgehampton, NY - South Fork Long Island, NY Vacation, South Fork, NY - Long Island Vacation Homes

Water Mill, NY

South Fork Long Island Vacation Rentals

Rustic Elegance In This Modern Farmhouse w/Private Pool, Fantastic Privacy, Close To Ocean.

Sleeps: 6
Bedrooms: 3
Bathrooms: 3.5
Pets Considered

Bridgehampton, NY - Long Island Vacation Rentals, Bridgehampton, NY - South Fork, Long Island, NY - Bridgehampton, NY - South Fork Long Island, NY Vacation, South Fork, NY - Long Island Vacation Homes

Bridgehampton, NY

South Fork Long Island Vacation Rentals

Chic Bridgehampton Pristine Designer Home + Free Pool Heating! Hiking Trails In Our Backyard.

Sleeps: 8
Bedrooms: 3
Bathrooms: 3
No Pets

Bridgehampton, NY - Long Island Vacation Rentals, Bridgehampton, NY - South Fork, Long Island, NY - Bridgehampton, NY - South Fork Long Island, NY Vacation, South Fork, NY - Long Island Vacation Homes

Water Mill, NY

South Fork Long Island Vacation Rentals

5BR, Heated Pool! Minutes To Ocean Or Bay Beaches, Shopping, & Rest., 9 Lounge Chairs, Teak Table.

Sleeps: 10
Bedrooms: 5
Bathrooms: 4.5
No Pets