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  • Bayfront Vacation Home in Southold, 5 Bedrooms
    From $738 per night (USD)

    VRBO

    Bayfront Vacation Home in Southold, 5 Bedrooms

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    8

    Take in the extensive views from this lovely Goose Creek Front waterfront vacation home, with private deck and beach. To ...

    From $738 per night (USD)

    VRBO

    Details
  • Newly Renovated Montauk Condo with Ocean Views!
    From $530 per night (USD)

    Expedia

    Newly Renovated Montauk Condo with Ocean Views!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This newly renovated, beautiful Montauk condo is a perfect space to come enjoy everything that the area has to offer. Th ...

    From $530 per night (USD)

    Expedia

    Details
  • Experience the North Fork!
    Click For Pricing

    VRBO

    Experience the North Fork!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    This beautifully renovated farmhouse is centrally located next to multiple award-winning wineries which is why we named ...

    Click For Pricing

    VRBO

    Details
  • East Hampton Luxury: Heated Pool, Hot Tub & Expansive Yard with 6 Bedrooms
    From $1927 per night (USD)

    Expedia

    East Hampton Luxury: Heated Pool, Hot Tub & Expansive Yard with 6 Bedrooms

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    14

    Located down a private drive and through a stone pillared entry, this 1.4 acre oasis is within 2 miles of several white ...

    From $1927 per night (USD)

    Expedia

    Details
  • Alluring Hampton Bays Hideaway < 2 Mi to Beach!
    From $572 per night (USD)

    VRBO

    Alluring Hampton Bays Hideaway < 2 Mi to Beach!

    Bedrooms:
    2
    Bathrooms:
    6
    Sleeps:
    11

    Relax and experience fun right at your fingertips when you book this 5-bedroom, 2-bath Hampton Bays vacation rental. Upo ...

    From $572 per night (USD)

    VRBO

    Details
  • Private mediterranean waterfront estate with heated inground pool
    Click For Pricing

    Expedia

    Private mediterranean waterfront estate with heated inground pool

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    This house has 4 large bedrooms and 4 full bathrooms and sleeps 8 comfortably. It has a professional gourmet kitchen wi ...

    Click For Pricing

    Expedia

    Details
  • Quaint Family-sized Home w\/private beach — 5 minutes from wineries!
    From $494 per night (USD)

    VRBO

    Quaint Family-sized Home w\/private beach — 5 minutes from wineries!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    This home is newly updated and on a private beach on the North Fork of Long Island, overlooking the Peconic Bay. It's pe ...

    From $494 per night (USD)

    VRBO

    Details
  • Home away from home
    From $184 per night (USD)

    Expedia

    Home away from home

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This is a newly renovated 1 bedroom keyless apartment with a skylight & plenty of windows located in Elmont Ny, on the ...

    From $184 per night (USD)

    Expedia

    Details
  • Hampton Private House near Georgica Beach
    From $1677 per night (USD)

    VRBO

    Hampton Private House near Georgica Beach

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Family 3 bedroom, 3 bathrooms house set a way back from the road, secluded by 1 acre of green land with pine trees, whit ...

    From $1677 per night (USD)

    VRBO

    Details
  • 25 Mi to NYC: Walkable Long Island Apt w\/ Balcony
    From $497 per night (USD)

    Expedia

    25 Mi to NYC: Walkable Long Island Apt w\/ Balcony

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Near Restaurants & Coffee Shops | 0.8 Mi to Ferry | < 2 Mi to Train Station | Off-Street Parking Experience all that Lo ...

    From $497 per night (USD)

    Expedia

    Details
  • CHARMING COTTAGE NEAR OCEAN BEACHES, FARM STAND, TRAIN & VILLAGE - RR#: 22-517
    From $670 per night (USD)

    VRBO

    CHARMING COTTAGE NEAR OCEAN BEACHES, FARM STAND, TRAIN & VILLAGE - RR#: 22-517

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Charming and cozy East Hampton cottage on a beautifully and privately landscaped half acre adjacent to farm fields. It o ...

    From $670 per night (USD)

    VRBO

    Details
  • Southampton Village Renovated Sun-filled Charming Home, Heated Salt water Pool
    From $1732 per night (USD)

    Expedia

    Southampton Village Renovated Sun-filled Charming Home, Heated Salt water Pool

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    The home has four bedrooms, three full bathrooms with an open living room and sitting room (with flat screen tv on the w ...

    From $1732 per night (USD)

    Expedia

    Details
  • Center of Town - Ideal for Beach, Golf & Tennis
    From $796 per night (USD)

    VRBO

    Center of Town - Ideal for Beach, Golf & Tennis

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Our home is centrally located in Montauk, just a short walk or bike ride to all that the area has to offer. Disconnect f ...

    From $796 per night (USD)

    VRBO

    Details
  • Amazing Rocky Point Retreat Overlooking the Sound!
    From $499 per night (USD)

    Expedia

    Amazing Rocky Point Retreat Overlooking the Sound!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Take in salty air and seagull song when you stay at 'McFord's on the Sound,' a bright and breezy 3-bedroom, 2-bath house ...

    From $499 per night (USD)

    Expedia

    Details
  • Oasis heaven close to everything you need!
    From $705 per night (USD)

    VRBO

    Oasis heaven close to everything you need!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Oasis pool and landscaping makes it feel like your on a private island. Sunroom with smart TV over looking oasis back ya ...

    From $705 per night (USD)

    VRBO

    Details
  • Aqua by American Beech - Deluxe King
    From $307 per night (USD)

    Expedia

    Aqua by American Beech - Deluxe King

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    Located in the heart of Long Island’s wine country, Aqua by American Beech is just 1 ½ hours from Manhattan and within 3 ...

    From $307 per night (USD)

    Expedia

    Details
  • Aqua by American Beech - Deluxe with 2 Queen
    Click For Pricing

    VRBO

    Aqua by American Beech - Deluxe with 2 Queen

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    Located in the heart of Long Island’s wine country, Aqua by American Beech is just 1 ½ hours from Manhattan and within 3 ...

    Click For Pricing

    VRBO

    Details
  • Aqua by American Beech - Superior with 2 Queens
    Click For Pricing

    Expedia

    Aqua by American Beech - Superior with 2 Queens

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    Located in the heart of Long Island’s wine country, Aqua by American Beech is just 1 ½ hours from Manhattan. More than 5 ...

    Click For Pricing

    Expedia

    Details
  • Aqua by American Beech - Rooftop Suite
    From $424 per night (USD)

    VRBO

    Aqua by American Beech - Rooftop Suite

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    2

    Located in the heart of Long Island’s wine country, Aqua by American Beech is just 1 ½ hours from Manhattan and within 3 ...

    From $424 per night (USD)

    VRBO

    Details
  • Aqua by American Beech - Superior King
    From $307 per night (USD)

    Expedia

    Aqua by American Beech - Superior King

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    Located in the heart of Long Island’s wine country, Aqua by American Beech is just 1 ½ hours from Manhattan. You can fin ...

    From $307 per night (USD)

    Expedia

    Details
  • Stunning 3 BR \/ 2.5 Bath New Construction Home in East Hampton w\/ In Ground Pool
    From $1580 per night (USD)

    VRBO

    Stunning 3 BR \/ 2.5 Bath New Construction Home in East Hampton w\/ In Ground Pool

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Conveniently located equidistant to East Hampton and Sag Harbor Villages, this new construction three bedroom, two and a ...

    From $1580 per night (USD)

    VRBO

    Details
  • Bridgehampton gem in private community- 1 mile from the village
    From $2511 per night (USD)

    Expedia

    Bridgehampton gem in private community- 1 mile from the village

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    10

    BH Rental- 1 mile from BH village (+3 miles to Ocean Beach) nestled in a private enclave. This sunny, spacious, immacula ...

    From $2511 per night (USD)

    Expedia

    Details
  • Waterfront Cottage cute and cozy
    From $150 per night (USD)

    VRBO

    Waterfront Cottage cute and cozy

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    It is all about the view. Sit and relax on your private deck just feet from the water. Ideal for fishing and crabbing. ...

    From $150 per night (USD)

    VRBO

    Details
  • Beautiful Westhampton Moriches Bay home!
    From $1413 per night (USD)

    Expedia

    Beautiful Westhampton Moriches Bay home!

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    Secluded shingled beach house south of Montauk highway with water views of Great Moriches Bay. Minutes from town center ...

    From $1413 per night (USD)

    Expedia

    Details
  • NEW LISTING - Newly Renovated Beach Home - Short Walk to Beach and Town
    From $895 per night (USD)

    VRBO

    NEW LISTING - Newly Renovated Beach Home - Short Walk to Beach and Town

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    8

    Newly renovated beach home near everything - most importantly 5 min walk to town and beach. No car necessary, but large ...

    From $895 per night (USD)

    VRBO

    Details
  • Brand New in the Heart of East Hampton Village with Pool
    From $1648 per night (USD)

    Expedia

    Brand New in the Heart of East Hampton Village with Pool

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    8

    Location, location, location.....once you park in your driveway, vehicle is no longer needed....yes, that's right....thi ...

    From $1648 per night (USD)

    Expedia

    Details
  • Luxuriously Comfortable Suite
    From $295 per night (USD)

    VRBO

    Luxuriously Comfortable Suite

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Come enjoy yourself in this one bedroom suite which is close to Hofstra University and every other thing you’ll need to ...

    From $295 per night (USD)

    VRBO

    Details
  • East Hampton SOUTH of the HIGHWAY near Ocean & Further Lane
    From $1488 per night (USD)

    Expedia

    East Hampton SOUTH of the HIGHWAY near Ocean & Further Lane

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    IMPORTANT FOR INSTANT BOOKING - RENTER MUST FULLY QUALIFY ACCORDING TO EAST HAMPTON ORDINANCES- ONCE you advise of the p ...

    From $1488 per night (USD)

    Expedia

    Details
  • Hampton’s summer rental w\/pool near beaches
    Click For Pricing

    VRBO

    Hampton’s summer rental w\/pool near beaches

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    This very quiet and secluded 4 bedroom, 2.5 bath is nestled on just shy of one (1) acre and boasts an open floor plan th ...

    Click For Pricing

    VRBO

    Details
  • Authentic Sag harbor post and beam
    Click For Pricing

    Expedia

    Authentic Sag harbor post and beam

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    New 2 bed 3 bath home offers 2 master suites, jacuzzi tub, smart TVs, central air, and a hot tub. This unique property r ...

    Click For Pricing

    Expedia

    Details
  • Access to all the Hamptons has to offer
    From $449 per night (USD)

    VRBO

    Access to all the Hamptons has to offer

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    You will recharge your batteries in the incredible light filled contemporary ranch with 20' cathedral ceilings and 3 co ...

    From $449 per night (USD)

    VRBO

    Details
  • Quiet Family Friendly Hideaway With Pool And Poolhouse
    From $1250 per night (USD)

    Expedia

    Quiet Family Friendly Hideaway With Pool And Poolhouse

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    12

    Wonderful beach house with large open plan living room, kitchen, dining area, den, master suite and two guest bedrooms ...

    From $1250 per night (USD)

    Expedia

    Details
  • Hamptons Getaway With Heated Pool, Har Tru Tennis, Built -in Grill, Bike Shed
    From $846 per night (USD)

    VRBO

    Hamptons Getaway With Heated Pool, Har Tru Tennis, Built -in Grill, Bike Shed

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    10

    Beautiful, airy, contemporary Quogue home on 1 acre lot along a tree-lined street. Secluded with 6 large bedrooms, 4 b ...

    From $846 per night (USD)

    VRBO

    Details
  • East Hampton Sag Harbor Village Fringe Pool Hot Tub Gym
    From $3352 per night (USD)

    VRBO

    East Hampton Sag Harbor Village Fringe Pool Hot Tub Gym

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    8

    Welcome to this all brand new 3000 sf beach house with flex 4/5 BR and 3 BA, situated on 3 acres at the end of a private ...

    From $3352 per night (USD)

    VRBO

    Details
  • Walk to the Village! Charming modern farmhouse.
    From $1159 per night (USD)

    VRBO

    Walk to the Village! Charming modern farmhouse.

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Kick back and relax in this calm, stylish space. House in the village but feels like you’re on your own retreat. House i ...

    From $1159 per night (USD)

    VRBO

    Details
  • Walk to town, Bike to beach. Private pool oasis
    From $981 per night (USD)

    Expedia

    Walk to town, Bike to beach. Private pool oasis

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    This home has two bedrooms and one bath and is newly renovated. The main bedroom has a sliding glass door that opens up ...

    From $981 per night (USD)

    Expedia

    Details
  • Mid-June and 4th of July week in the Hamptons
    From $861 per night (USD)

    VRBO

    Mid-June and 4th of July week in the Hamptons

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    The house is situated on a quiet street in a wooded area, 5 minutes walking distance from the Peconic Bay and its beaut ...

    From $861 per night (USD)

    VRBO

    Details
  • Brand new kitchen, Jacuzzi, organic garden, minutes to the Village
    From $1543 per night (USD)

    Expedia

    Brand new kitchen, Jacuzzi, organic garden, minutes to the Village

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    An immaculately maintained contemporary style house with a brand new kitchen, a large pool and and an organic vegetable ...

    From $1543 per night (USD)

    Expedia

    Details
  • Ocean views, Beach Access, Designer Hither Hills House....
    From $2102 per night (USD)

    VRBO

    Ocean views, Beach Access, Designer Hither Hills House....

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    10

    A captivatingly exceptional property, 46 Edison Drive is the epitome of superior quality and modern luxury, enhanced by ...

    From $2102 per night (USD)

    VRBO

    Details
  • 2br Private Apt, Pet Pal, Events, LTR, STR, Cozy
    From $161 per night (USD)

    Expedia

    2br Private Apt, Pet Pal, Events, LTR, STR, Cozy

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    8

    Indulge in the luxury of your own private haven with a captivating entrance boasting two dreamy bedrooms—the first adorn ...

    From $161 per night (USD)

    Expedia

    Details
  • Contemporary Beach Cottage - Walk to Bay, Minutes from Ocean
    Click For Pricing

    VRBO

    Contemporary Beach Cottage - Walk to Bay, Minutes from Ocean

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    This recently updated, contemporary cottage is located just steps from the Peconic Bay, and minutes from beautiful Ponqu ...

    Click For Pricing

    VRBO

    Details
  • Gorgeous Southampton Contemporary country charm
    Click For Pricing

    Expedia

    Gorgeous Southampton Contemporary country charm

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    Newly renovated exterior home in Southampton. 7 minutes from Southampton Village and 10 minutes from Coopers Beach. Walk ...

    Click For Pricing

    Expedia

    Details
  • Private Beach Vacation Home- steps from shore, sleeps 12  \nRR Cert. No. 24-291
    From $1526 per night (USD)

    VRBO

    Private Beach Vacation Home- steps from shore, sleeps 12 \nRR Cert. No. 24-291

    Bedrooms:
    5
    Bathrooms:
    7
    Sleeps:
    14

    Located steps from pristine private ocean beach (1/16th of a mile), this home has it all. Resident can walk or drive to ...

    From $1526 per night (USD)

    VRBO

    Details
  • Charming Modern house close to East Hampton town center
    From $937 per night (USD)

    Expedia

    Charming Modern house close to East Hampton town center

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    available on monthly basis; Summer 2022. ideal summer getaway in the Hamptons; 2 bed, 1 bath, modern ; newly renovated ...

    From $937 per night (USD)

    Expedia

    Details
  • Historical Bed and breakfast<br>
    From $3768 per night (USD)

    VRBO

    Historical Bed and breakfast<br>

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    Built in 1690, newly restored. Located in Watermill the center of the Hamptons. Restaurants and shopping right around th ...

    From $3768 per night (USD)

    VRBO

    Details
  • STUNNING MODERN RE-CONSTRUCTED BARN, SHORT BIKE OR WALK TO VILLAGE AND BEACHES
    Click For Pricing

    Expedia

    STUNNING MODERN RE-CONSTRUCTED BARN, SHORT BIKE OR WALK TO VILLAGE AND BEACHES

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    This incredible property was completely re-built in 2014 over the footprint of the original Ludlow Grange Barn. Cool and ...

    Click For Pricing

    Expedia

    Details
  • Adorable Cottage with Water Views, Across the street from Prime & other eateries
    From $345 per night (USD)

    VRBO

    Adorable Cottage with Water Views, Across the street from Prime & other eateries

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    This unique cottage offers seclusion and comfort located just across the street from the beautiful Huntington Harbor. It ...

    From $345 per night (USD)

    VRBO

    Details
  • East Hampton Cottage
    Click For Pricing

    Expedia

    East Hampton Cottage

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Magical summer garden opens up to a neighboring horse farm with sunset views from the kitchen and outdoor dining areas. ...

    Click For Pricing

    Expedia

    Details
  • Private Community Ranch
    Click For Pricing

    VRBO

    Private Community Ranch

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Comfortable 3 bedroom ranch located in a great private beach community in East Quogue. Located across Tiana Bay from Dun ...

    Click For Pricing

    VRBO

    Details
  • Spacious Hamptons Apartment - Below Ground Level
    From $316 per night (USD)

    Expedia

    Spacious Hamptons Apartment - Below Ground Level

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    2

    Book your stay at this spacious, modern, and charming 2-bedroom apartment. Located within walking distance of the Long I ...

    From $316 per night (USD)

    Expedia

    Details
  • Newly built ranch, beautifully landscaped with pool, large yard, patio,...
    From $606 per night (USD)

    VRBO

    Newly built ranch, beautifully landscaped with pool, large yard, patio,...

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Greenport Getaway Newly built ranch, beautifully landscaped with pool, large yard, patio, fire pit, ample seating, minu ...

    From $606 per night (USD)

    VRBO

    Details
  • End of Cul De Sac Nice Bike Ride to Main Beach on back roads. Pond Setting.
    From $1460 per night (USD)

    Expedia

    End of Cul De Sac Nice Bike Ride to Main Beach on back roads. Pond Setting.

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    East Hampton Rental registry #24-937 thoroughly cleaned house with low rental turnover. House mostly used by owner. E ...

    From $1460 per night (USD)

    Expedia

    Details
  • WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
    From $939 per night (USD)

    VRBO

    WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    12

    SUMMER 2025 DATES NOW OPEN - June 22nd to Labor Day are usually one week or more rentals with check-in and out on Satur ...

    From $939 per night (USD)

    VRBO

    Details
  • 120 foot walk to semiprivate beach New central air
    Click For Pricing

    Expedia

    120 foot walk to semiprivate beach New central air

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Lovely 2 story house with backyard and lawn, new central air conditioning, short walk to semiprivate beach and 6 restaur ...

    Click For Pricing

    Expedia

    Details
  • Wainscott Hamlet
    From $2000 per night (USD)

    VRBO

    Wainscott Hamlet

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Beautiful private home gives you a resort feel with midcentury flair. Lounge and dine under cover in the 44 ft. long co ...

    From $2000 per night (USD)

    VRBO

    Details
  • Family Beach house - steps from the water!
    From $1014 per night (USD)

    VRBO

    Family Beach house - steps from the water!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Soak up summer and stay at this centrally located, family-friendly beach house. Whether you take a 3 minute walk to the ...

    From $1014 per night (USD)

    VRBO

    Details
  • Newly renovated 5mins walk from best surf beach Ditch!
    Click For Pricing

    VRBO

    Newly renovated 5mins walk from best surf beach Ditch!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    Cozy newly-renovated home for your summer getaway. 6 guests can comfortably share 3 bedrooms, 2 full bathrooms and an ou ...

    Click For Pricing

    VRBO

    Details
  • Sag Harbor Summer Fun
    Click For Pricing

    Expedia

    Sag Harbor Summer Fun

    Bedrooms:
    8
    Bathrooms:
    7
    Sleeps:
    12

    Sag Harbor (7 bedroom/8.5 bathroom) recently renovated home for rent: 3 bedrooms w/ ensuite bathrooms and 2 bedrooms sh ...

    Click For Pricing

    Expedia

    Details
  • Summer in the Hamptons
    From $885 per night (USD)

    VRBO

    Summer in the Hamptons

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to summer on Sunset Ave in Westhampton Beach. Situated on ½ acre, this 3-bedroom newly renovated home has all th ...

    From $885 per night (USD)

    VRBO

    Details
  • Fantastic Family & Friends Getaway Montauk House - Any Season!
    From $957 per night (USD)

    Expedia

    Fantastic Family & Friends Getaway Montauk House - Any Season!

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    14

    Incredibly spacious and beautiful five bed and five bathroom home located in the heart of Montauk offers pond and partia ...

    From $957 per night (USD)

    Expedia

    Details
  • HAMPTONS GETAWAY FOR 2 - STUDIO APARTMENT
    Click For Pricing

    VRBO

    HAMPTONS GETAWAY FOR 2 - STUDIO APARTMENT

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    NEW VACATION RENTAL Studio (270 sq) - EH Springs Bay Area Located in a Beautiful Newly Renovated Ranch Style House Grea ...

    Click For Pricing

    VRBO

    Details
  • Elegant East Hampton Estate nestled on nearly 5 acres of land, stunning...
    From $1532 per night (USD)

    Expedia

    Elegant East Hampton Estate nestled on nearly 5 acres of land, stunning...

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    9

    Magnificent on Mile Hill Elegant East Hampton Estate nestled on nearly 5 acres of land, stunning infinity pool, integra ...

    From $1532 per night (USD)

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  • Relax in Hampton Bays...
    From $648 per night (USD)

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    Relax in Hampton Bays...

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    'Architecturally bright, airy & open floor plan. Newly built, contemporary amenities.' Location: Hampton Bays, Hamptons ...

    From $648 per night (USD)

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  • PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
    From $948 per night (USD)

    Expedia

    PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

    Bedrooms:
    6
    Bathrooms:
    4
    Sleeps:
    10

    Enjoy the beauty of being in East Hampton! Our luxurious vacation rental boasts a resort like back yard featuring a mass ...

    From $948 per night (USD)

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  • Charming English Tudor
    From $1600 per night (USD)

    VRBO

    Charming English Tudor

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    This spacious and charming 4,500 square foot English Tudor is situated on 2.25 acres in Southold. It has 4 bedrooms, 3 b ...

    From $1600 per night (USD)

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    Details
  • Charming Modern Home - Winter and Summer Retreat
    From $875 per night (USD)

    Expedia

    Charming Modern Home - Winter and Summer Retreat

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    9

    Beautiful home on a quiet street. Immaculately maintained. Summer and winter retreat. In addition to five bedrooms and t ...

    From $875 per night (USD)

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  • Excellent location and view of the harbor, model unit.
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    VRBO

    Excellent location and view of the harbor, model unit.

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    South of Montauk Highway and East of the Canal this two bedroom Townhouse is set in a gated private 12 unit community on ...

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  • Guest House Overlooking Pool
    From $401 per night (USD)

    Expedia

    Guest House Overlooking Pool

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Discover a charming pool house available for rent! Located within walking distance of the Long Island Railroad and conve ...

    From $401 per night (USD)

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    Details
  • Harmony in the Hamptons!
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    Harmony in the Hamptons!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    9

    Lots of beautiful space in this wonderful private home surrounded by lush gardens in the heart of the Hamptons. Five bed ...

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  • Steps to one of the most Beautiful Ocean Beaches in The Hamptons
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    Steps to one of the most Beautiful Ocean Beaches in The Hamptons

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy the beauty of the Atlantic Ocean in a charming beach house nestled in the dunes in Amagansett. Just steps from on ...

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  • 4 Bedroom Hamptons Home for August!
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    4 Bedroom Hamptons Home for August!

    Bedrooms:
    2
    Bathrooms:
    6
    Sleeps:
    8

    Perfect location for beach lovers. Multiple beaches within walking distance and parking permits get you access to the be ...

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  • New! Westhampton Beach Village Gem
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    New! Westhampton Beach Village Gem

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Newly decorated apartment perfectly situated in the heart of Westhampton Beach. 1 Mile from world famous Dune Road beach ...

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  • Shelter from the storm...in summer Mecca - Montauk NY
    From $934 per night (USD)

    VRBO

    Shelter from the storm...in summer Mecca - Montauk NY

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Enjoy Montauk this summer in a beautifully maintained, fully furnished 4 bedroom, 3 full bathroom home. Outdoors: - Wra ...

    From $934 per night (USD)

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    Details
  • Recently constructed modern-style home with a private pool, open-floor...
    From $3539 per night (USD)

    VRBO

    Recently constructed modern-style home with a private pool, open-floor...

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    14

    Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Seclusion Re ...

    From $3539 per night (USD)

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    Details
  • Secluded 1 Br Cottage on the Lake, Close to Ditch with OS Shower & Fabulous Yard
    From $286 per night (USD)

    VRBO

    Secluded 1 Br Cottage on the Lake, Close to Ditch with OS Shower & Fabulous Yard

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Spend your summer at South Lake. This one bedroom, one bath cottage has everything you need for an incredible summer ge ...

    From $286 per night (USD)

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    Details
  • Charming guest wing in a secluded Carriage House
    From $327 per night (USD)

    VRBO

    Charming guest wing in a secluded Carriage House

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Guest wing in the house with its own private entrance. It has 1 bedroom, 1 bathroom, eat in kitchen and sitting area. Ve ...

    From $327 per night (USD)

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    Details
  • Zen home in the Hamptons
    From $755 per night (USD)

    VRBO

    Zen home in the Hamptons

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Our home is the perfect place for a relaxing vacation. The inside of our home is clean and layout for comfort and fun. T ...

    From $755 per night (USD)

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  • South Of The Highway
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    South Of The Highway

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Art filled home with fire place and heated floors. Recent renovation with Designer Furnishings thru out (Jonathan Adler, ...

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    Details
  • Southampton 5 Bedroom 4 Acre Newly Remodeled Estate
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    Southampton 5 Bedroom 4 Acre Newly Remodeled Estate

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    10

    Stunning private 4 acre estate in the North Sea section of Southampton. 5 minute drive to the town of Southampton, 10 ...

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    Details
  • Westhampton Oasis w\/ Pool, Tennis & Guest House
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    Westhampton Oasis w\/ Pool, Tennis & Guest House

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    12

    This one level Westhampton contemporary with four bedrooms and three bathrooms is located down a private driveway in thi ...

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    Details
  • Hampton’s - Village Of Quogue -  Recently Built Traditional
    From $918 per night (USD)

    VRBO

    Hampton’s - Village Of Quogue - Recently Built Traditional

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    6

    Secluded location in an exclusive neighborhood. Guests can walk to town and bike to private ocean beach. Professional k ...

    From $918 per night (USD)

    VRBO

    Details
  • Newly Renovated, Modern home with pool, cathedral ceilings, open-floor...
    From $1324 per night (USD)

    Expedia

    Newly Renovated, Modern home with pool, cathedral ceilings, open-floor...

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Stunning Saint Andrews Newly Renovated, Modern home with pool, cathedral ceilings, open-floor plan, minutes from Southa ...

    From $1324 per night (USD)

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  • Sweet Southampton cottage
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    Sweet Southampton cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    A very nice 2 bedroom 1 bath cottage with a fenced rear yard, CAC, eat in kitchen, queen size bed in master and full siz ...

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  • Newly Renovated Southampton Getaway House
    From $1696 per night (USD)

    Expedia

    Newly Renovated Southampton Getaway House

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    8

    Fantastic Southampton location situated on Turtle Pond. A superb 4-bedroom, 3-bath home in an equally superb waterfront ...

    From $1696 per night (USD)

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    Details
  • Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
    From $361 per night (USD)

    VRBO

    Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Hi, this is our fourth season hosting Unit #126, which is of the nicest units in the complex. You are invited to stay at ...

    From $361 per night (USD)

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  • Best Place to Stay in NYC! 2 Pet-Friendly Units, Near Nassau County Aquatic Center!
    From $304 per night (USD)

    VRBO

    Best Place to Stay in NYC! 2 Pet-Friendly Units, Near Nassau County Aquatic Center!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    The property's centralized location just a minute's drive to many local attractions makes it ideal for those who are eag ...

    From $304 per night (USD)

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    Details
  • Rare Gem! Walk to City Cellar Wine Bar & Grill, FREE Parking and Pets Allowed!
    From $152 per night (USD)

    VRBO

    Rare Gem! Walk to City Cellar Wine Bar & Grill, FREE Parking and Pets Allowed!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Property's centralized location just a minute's drive to many local attractions makes it ideal for those who are eager t ...

    From $152 per night (USD)

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    Details
  • Prime Location! Minutes to The Gallery at Westbury Plaza, Pet Friendly Property!
    From $152 per night (USD)

    VRBO

    Prime Location! Minutes to The Gallery at Westbury Plaza, Pet Friendly Property!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Property's centralized location just a minute's drive to many local attractions makes it ideal for those who are eager t ...

    From $152 per night (USD)

    VRBO

    Details
  • Look No Further! 2 Great Units, Close to Famous Dave's Bar-B-Que, Pets Allowed!
    From $304 per night (USD)

    VRBO

    Look No Further! 2 Great Units, Close to Famous Dave's Bar-B-Que, Pets Allowed!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    The property's centralized location just a minute's drive to many local attractions makes it ideal for those who are eag ...

    From $304 per night (USD)

    VRBO

    Details
  • Modern and bright Southampton house in the real estate department
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    Expedia

    Modern and bright Southampton house in the real estate department

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    A modern & minimalistic home with a Scandinavian aesthetic, situated on Lake Agawam, on one of the most private streets, ...

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  • Newly renovated, charming and private townhouse in the heart of Westhampton!
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    VRBO

    Newly renovated, charming and private townhouse in the heart of Westhampton!

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    5

    My newly renovated townhouse offers 3 ensuite bedrooms and a half bath, along with a spacious open plan. Ideally designe ...

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  • Wainscott summer rentals
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    Wainscott summer rentals

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    Located in Wainscott close to many great restaurants, shops and the beach, this four bedroom, four bath home is tucked a ...

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  • Charming Montauk Getaway centrally located
    From $434 per night (USD)

    VRBO

    Charming Montauk Getaway centrally located

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located just a short walk to Montauk's pristine beaches ( ocean or bay ), parks, the village, local restaurants and club ...

    From $434 per night (USD)

    VRBO

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  • Southampton Village with Tennis and Spa Close to the Ocean
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    Expedia

    Southampton Village with Tennis and Spa Close to the Ocean

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    10

    This one won't last! Just listed for July and checks off all the boxes. Gunite heated pool, spa, all weather tennis cour ...

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  • Nice and Comfortable Mastic Beach House
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    Nice and Comfortable Mastic Beach House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    Ours home is located 5 blocks from marina and bay , Osprey Park and to 15 min to Smith Point Ocean Beach. It is newly re ...

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  • Great vacation house in East Hampton!
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    Great vacation house in East Hampton!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    6

    Beautiful architect's own home at the end of a cul-de-sac in the Springs of East Hampton. 3 bedrooms, 2-1/2 baths beauti ...

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  • Sea Breeze Paradise: Beachfront & Panoramic Views
    From $590 per night (USD)

    VRBO

    Sea Breeze Paradise: Beachfront & Panoramic Views

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Sea Breeze Paradise is a newly renovated home. A paradise for those of you who want to enjoy the sun and fresh air with ...

    From $590 per night (USD)

    VRBO

    Details
  • Historic courtyard in Montauk, 2 bedrooms, duplex, sunset views
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    Historic courtyard in Montauk, 2 bedrooms, duplex, sunset views

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    ONE OF A KIND SUMMER RENTAL OPPORTUNTY ( other dates to be discussed) Historic Montauk Manor, 2 BR, 2 full bath, dupl ...

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  • Sunset and Water Views in Montauk
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    Sunset and Water Views in Montauk

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy the Southern summer breezes from this harmonious modern abode perched above the trees with sunsets-nightly over wa ...

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  • Southampton Village Condo
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    Southampton Village Condo

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in Southampton Village, enjoy carefree, beautifully landscaped pool and tennis courts. Light-filled condo with ...

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