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  • Stylish and Rustic Decor, Vineyard Tours, Tasting Room
    From $652 per night (USD)

    VRBO

    Stylish and Rustic Decor, Vineyard Tours, Tasting Room

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Jamesport Vineyard Jewel Stylish and Rustic Decor, Vineyard Tours, Tasting Room 3BR/3BA, On Vineyard, Elegantly Decora ...

    From $652 per night (USD)

    VRBO

    Details
  • Walk to Beach: Long Island Wine Country Home!
    From $351 per night (USD)

    Expedia

    Walk to Beach: Long Island Wine Country Home!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    Wood-Burning Fireplace | Sunroom Dining Area | Surrounded by Wineries Experience Long Island's vibrant North Fork wine ...

    From $351 per night (USD)

    Expedia

    Details
  • \Surf Lodge Cottage\
    From $619 per night (USD)

    VRBO

    \"Surf Lodge Cottage\"

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Please see my air bed & breakfast listing for current availability. Beat the heat and live it up in your own private Mo ...

    From $619 per night (USD)

    VRBO

    Details
  • Boat back cottage in WHB
    From $548 per night (USD)

    Expedia

    Boat back cottage in WHB

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Perfect Village Summer Retreat. Finishing touches are being made on this newly renovated modern yet cozy Westhampton Bea ...

    From $548 per night (USD)

    Expedia

    Details
  • Hottub, ⛳️, htd pool,Basketball, volleyball .\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n
    From $769 per night (USD)

    VRBO

    Hottub, ⛳️, htd pool,Basketball, volleyball .\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n

    Bedrooms:
    2
    Bathrooms:
    6
    Sleeps:
    15

    Welcome to summer at Paradise Citadel. Get ready to soak up the sun, swim in the sparkling pool, and explore all the ...

    From $769 per night (USD)

    VRBO

    Details
  • 5 BR and 3 Full Bath Family Beach Home
    From $2041 per night (USD)

    Expedia

    5 BR and 3 Full Bath Family Beach Home

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Quogue Summer Family House ***PLEASE NOTE THAT WE HAVE ONLY 2 WEEKS AVAILABLE IN AUGUST LEFT** Our house was designe ...

    From $2041 per night (USD)

    Expedia

    Details
  • Beautiful Southampton Cottage with Saltwater Pool steps from Bay
    From $884 per night (USD)

    VRBO

    Beautiful Southampton Cottage with Saltwater Pool steps from Bay

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Perfect Cottage with Saltwater Pool. 2 Bedroom completely renovated home with air conditioning ,located on 1/4 acre ful ...

    From $884 per night (USD)

    VRBO

    Details
  • Secluded Hamptons Cottage
    From $604 per night (USD)

    Expedia

    Secluded Hamptons Cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Your private getaway, perfect for the Hampton Classic. Ample parking for trailers. Bright airy cottage high up in the t ...

    From $604 per night (USD)

    Expedia

    Details
  • House near everything.
    Click For Pricing

    VRBO

    House near everything.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    This home is in one of the most wanted neighborhoods in the USA. It’s perfect for low traffic since it is in a court. A ...

    Click For Pricing

    VRBO

    Details
  • Georgia Place: Newly Renovated Kitchen, Fire pit, Close to Montauk Downs...
    From $670 per night (USD)

    Expedia

    Georgia Place: Newly Renovated Kitchen, Fire pit, Close to Montauk Downs...

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Georgia Place Georgia Place: Newly Renovated Kitchen, Fire pit, Close to Montauk Downs Golf, Docks, Beaches 4BR/2BA w/ ...

    From $670 per night (USD)

    Expedia

    Details
  • Newly renovated Bellport Village getaway
    From $832 per night (USD)

    VRBO

    Newly renovated Bellport Village getaway

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    Fully sanitized, newly renovated house in Bellport. Get away from it all! This home has 4 bedrooms (1 downstairs), 2 bat ...

    From $832 per night (USD)

    VRBO

    Details
  • Secluded Summer Getaway - Heated Pool, Private Driveway
    From $1381 per night (USD)

    Expedia

    Secluded Summer Getaway - Heated Pool, Private Driveway

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Shingle-style home set on a private flag lot creek view acre. Spacious 3000sq.ft. Four bedroom, four bath home is perfec ...

    From $1381 per night (USD)

    Expedia

    Details
  • August- LD, Pretty cottage, south of the highway, walking distance to beach
    From $1722 per night (USD)

    VRBO

    August- LD, Pretty cottage, south of the highway, walking distance to beach

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    This is a beautiful cottage, light and airy, with a delightful garden and backyard, and superbly located. It is south o ...

    From $1722 per night (USD)

    VRBO

    Details
  • Bellport Inn, Main House - Historic Village Oasis
    From $1690 per night (USD)

    Expedia

    Bellport Inn, Main House - Historic Village Oasis

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    ** FEATURED IN HAMPTONS MAGAZINE ** Main House - Sleeps 9 - Can be combined with our other VRBO properties for large gat ...

    From $1690 per night (USD)

    Expedia

    Details
  • Home page of Southampton Village
    From $975 per night (USD)

    VRBO

    Home page of Southampton Village

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Charming home in Southampton Village. Walking distance to Jobs Lane and Main Street Village shops. About a mile to the ...

    From $975 per night (USD)

    VRBO

    Details
  • Southampton Village New Rental
    From $2746 per night (USD)

    Expedia

    Southampton Village New Rental

    Bedrooms:
    10
    Bathrooms:
    8
    Sleeps:
    16

    Great back yard with long swimming pool, outdoor gas grill and plenty of very comfortable outdoor seating, Every bedroo ...

    From $2746 per night (USD)

    Expedia

    Details
  • Hampton Bays Retreat!
    From $463 per night (USD)

    VRBO

    Hampton Bays Retreat!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    Need to get away? Family friendly 3/4 bedroom house, no pets, no smoking, two full modern bathrooms, front and back dec ...

    From $463 per night (USD)

    VRBO

    Details
  • 4 Bed / 2.5 Bath Stunning North Fork retreat with Heated Pool & Hot Tub
    From $1437 per night (USD)

    VRBO

    4 Bed / 2.5 Bath Stunning North Fork retreat with Heated Pool & Hot Tub

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    10

    Our home sits on 3+ acres. The Great Room has a stone fireplace and magnificent vaulted ceilings. Sliding doors lead dir ...

    From $1437 per night (USD)

    VRBO

    Details
  • Adorable Amagansett Cottage, Walk to Town or Beach
    From $596 per night (USD)

    VRBO

    Adorable Amagansett Cottage, Walk to Town or Beach

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Charming, bright and airy cottage in beautiful and relaxing Amagansett. Featured in the magazine Cottages & Bungalows, t ...

    From $596 per night (USD)

    VRBO

    Details
  • Private Beach Front Home overlooking Peconic Bay. Sunning Sunsets!
    From $649 per night (USD)

    VRBO

    Private Beach Front Home overlooking Peconic Bay. Sunning Sunsets!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    This newly renovated Peconic Bay front home sits on a private 1.6 acres of land with private access to Peconic Bay. Top ...

    From $649 per night (USD)

    VRBO

    Details
  • Newly renovated Waterfront condo with amazing views, private beach, pool & more
    From $729 per night (USD)

    VRBO

    Newly renovated Waterfront condo with amazing views, private beach, pool & more

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Just renovated modern corner end unit with one bed/one bath and additional bunkbed alcove on the beach in fantastic priv ...

    From $729 per night (USD)

    VRBO

    Details
  • Westhampton beach, beautiful Kid friendly home for rent over the holidays
    Click For Pricing

    Expedia

    Westhampton beach, beautiful Kid friendly home for rent over the holidays

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    2

    Beautiful home in Westhampton Beach available for rent over the holidays. Master bedroom on the main floor. Total of 5 ...

    Click For Pricing

    Expedia

    Details
  • Beautiful, spacious, newly renovated house close to Ditch plains
    From $751 per night (USD)

    VRBO

    Beautiful, spacious, newly renovated house close to Ditch plains

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    This newly renovated house, close to Ditch plains, has 4 bedrooms, 3 full bathrooms, and an outdoor shower. A spacious l ...

    From $751 per night (USD)

    VRBO

    Details
  • Private, Tennis and Pool Minutes to Southampton Village and Beaches
    From $1144 per night (USD)

    VRBO

    Private, Tennis and Pool Minutes to Southampton Village and Beaches

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    PLEASE CONTACT HOMEOWNER BEFORE BOOKING THIS HOME. THIS HOME DOES NOT ALLOW INSTANT BOOKING: Kathleen/katdoherty1@gmail ...

    From $1144 per night (USD)

    VRBO

    Details
  • Beach House
    Click For Pricing

    VRBO

    Beach House

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    A Montauk Classic Family Beach House. Comfortable and easy living- Sleeps 10 in 5 bedrooms! Living room, Dining Room and ...

    Click For Pricing

    VRBO

    Details
  • Spectacular Views, Sunrise and Sunset Over the Bay!
    From $1727 per night (USD)

    Expedia

    Spectacular Views, Sunrise and Sunset Over the Bay!

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Elevated on High Road, this property has some of the best bay and ocean views in Southampton. Conveniently located just ...

    From $1727 per night (USD)

    Expedia

    Details
  • Stunning Hampton Holiday Family Fantasy for your Team
    From $2153 per night (USD)

    VRBO

    Stunning Hampton Holiday Family Fantasy for your Team

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Stunning New Build, South of the Highway"Jericho Farm" , sleeps 10 This 5 bedroom, 6.5 Bathroom New Build Modern Farm ...

    From $2153 per night (USD)

    VRBO

    Details
  • Bellport Inn, Charming Cottage in the Village!
    From $1200 per night (USD)

    Expedia

    Bellport Inn, Charming Cottage in the Village!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    FEATURED IN HAMPTONS MAGAZINE Our Private Cottage - Sleeps 2 to 6 - Can be combined with our other VRBO properties for ...

    From $1200 per night (USD)

    Expedia

    Details
  • Shangri-La - Great Big House in Hampton Bays. Right by the water
    Click For Pricing

    VRBO

    Shangri-La - Great Big House in Hampton Bays. Right by the water

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    16

    Great modern home located in the heart of the Hamptons. Half a block away from the bay beach. Lots of room and parking, ...

    Click For Pricing

    VRBO

    Details
  • Stunning, Waterfront, newly renovated cottage with deck on water.
    From $788 per night (USD)

    VRBO

    Stunning, Waterfront, newly renovated cottage with deck on water.

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Newly renovated, modern farmhouse sitting on a tranquil garden lawn with a boat dock and deck on the water. Peaceful wat ...

    From $788 per night (USD)

    VRBO

    Details
  • Charming house in Bellport Village.
    From $438 per night (USD)

    VRBO

    Charming house in Bellport Village.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Enjoy all the charm a Bellport Village vacation has to offer. This is a two bedroom, two bath home in Bellport Village ...

    From $438 per night (USD)

    VRBO

    Details
  • Amagansett Charmer Home, walking distance to beaches and village! 4BR 4BA.
    Click For Pricing

    Expedia

    Amagansett Charmer Home, walking distance to beaches and village! 4BR 4BA.

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Wonderful family or group rental with excellent layout. 4BR 4BA with separate Living Room and Family Room and HUGE eat i ...

    Click For Pricing

    Expedia

    Details
  • Newly Renovated and Private Hamptons Home
    From $945 per night (USD)

    VRBO

    Newly Renovated and Private Hamptons Home

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Our home is completely remodeled, perfect for a family retreat or a couples vacation located on an acre at the end of a ...

    From $945 per night (USD)

    VRBO

    Details
  • Escape to Paradise: Steps to Beach & Spacious Deck
    From $440 per night (USD)

    Expedia

    Escape to Paradise: Steps to Beach & Spacious Deck

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Escape to Paradise and fall in love with this warm and welcoming home with 3 bedrooms that sleeps 6 people. T ...

    From $440 per night (USD)

    Expedia

    Details
  • Southampton watermill estate   $3900.00 per night
    Click For Pricing

    VRBO

    Southampton watermill estate $3900.00 per night

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    8

    From the the time you arrive thru the wrought iron gates to this magnificent watermill estate you know you are at a very ...

    Click For Pricing

    VRBO

    Details
  • BE IN THE HAMPTONS ? 5 BEDROOM 3 1/2 BATHS  STEPS TO OCEAN IN  AMAGANSETT  NY
    Click For Pricing

    Expedia

    BE IN THE HAMPTONS ? 5 BEDROOM 3 1/2 BATHS STEPS TO OCEAN IN AMAGANSETT NY

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    4

    A 5 bedroom, 3.5 bathroom property that can accomodate 4 people. The property is a few steps away from the ocean In Aman ...

    Click For Pricing

    Expedia

    Details
  • Ship Lap Cottage in WHB Village
    From $593 per night (USD)

    VRBO

    Ship Lap Cottage in WHB Village

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Perfect Village Summer Retreat. Finishing touches are being made on this newly renovated modern yet cozy Westhampton Bea ...

    From $593 per night (USD)

    VRBO

    Details
  • Northfork Townhouse- walk to all/ newly renovated
    From $672 per night (USD)

    Expedia

    Northfork Townhouse- walk to all/ newly renovated

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Fully Renovated Townhouse walking distance to town, beaches, parks, brewery and short bike to wineries. Brand new Kitche ...

    From $672 per night (USD)

    Expedia

    Details
  • NEW CONSTRUCTION ON 4+ SECLUDED ACRES
    From $1312 per night (USD)

    VRBO

    NEW CONSTRUCTION ON 4+ SECLUDED ACRES

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    Nestled on 4+ acres on very private street, this new 6,000+ sq. ft. house is beautifully built with the finest materials ...

    From $1312 per night (USD)

    VRBO

    Details
  • Hither Hills Ocean View with Pool
    Click For Pricing

    Expedia

    Hither Hills Ocean View with Pool

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    This is a recently renovated 4 bedroom 3.5 bathroom upside down ocean view home with a pool in Hither Hills Beach with r ...

    Click For Pricing

    Expedia

    Details
  • Secluded private Oasis
    Click For Pricing

    VRBO

    Secluded private Oasis

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    Completely renovated home, with out door oasis which includes heated pool, proessional grilling area and lighted firepit ...

    Click For Pricing

    VRBO

    Details
  • Charming Beach House! Walk to a quaint farmstand and Wainscott beaches
    From $1460 per night (USD)

    VRBO

    Charming Beach House! Walk to a quaint farmstand and Wainscott beaches

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This charming beach house offers a quintessential easy summer vibe as well as an entertaining atmosphere in one of Wains ...

    From $1460 per night (USD)

    VRBO

    Details
  • Unique Modern Barn House in Sag Harbor
    From $1337 per night (USD)

    VRBO

    Unique Modern Barn House in Sag Harbor

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Offering thoughtful design and impeccable details throughout, this retreat in Sag Harbor promises to be the sanctuary yo ...

    From $1337 per night (USD)

    VRBO

    Details
  • Kid-Friendly Home near the Ocean with Private Gas Grill, Fast WiFi, and Cable
    From $271 per night (USD)

    Expedia

    Kid-Friendly Home near the Ocean with Private Gas Grill, Fast WiFi, and Cable

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Classic Southold Country Charmer Our calendar is updated in real-time & our nightly rates are accurately displayed. Sim ...

    From $271 per night (USD)

    Expedia

    Details
  • 1 Bedroom Hamptons Waterfront Cottage Rental
    From $491 per night (USD)

    VRBO

    1 Bedroom Hamptons Waterfront Cottage Rental

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This 1 Bedroom 500 sq ft. Cottage is situated on 1.6 Scenic Waterfront Acres on a Compound in Hampton Bays, NY. This cot ...

    From $491 per night (USD)

    VRBO

    Details
  • Beautiful House and Pool House with Heated Pool and Large Yard
    Click For Pricing

    Expedia

    Beautiful House and Pool House with Heated Pool and Large Yard

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    14

    Four bedrooms in the main house, one bedroom in the pool house. Three full baths combined. Sleeps 10 in the main house a ...

    Click For Pricing

    Expedia

    Details
  • Amagansett:3 bedroom, 2.5 bathroom, in-ground pool and large fenced yard.
    From $946 per night (USD)

    VRBO

    Amagansett:3 bedroom, 2.5 bathroom, in-ground pool and large fenced yard.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Less than 2 miles to Ocean or Bay and Amagansett Square, LIRR and Jitney stop nearby. Main floor: Kitchen, dining room, ...

    From $946 per night (USD)

    VRBO

    Details
  • New Modern 6BR 10,000 sq ft Hamptons Retreat
    Click For Pricing

    Expedia

    New Modern 6BR 10,000 sq ft Hamptons Retreat

    Bedrooms:
    7
    Bathrooms:
    6
    Sleeps:
    12

    South of the highway in Sagaponack is an extraordinary new modern barn-style home available for rent. Set on 3.4+/- acre ...

    Click For Pricing

    Expedia

    Details
  • Huge Backyard, Large Living Room with Dining Area, Large Den with Built-In...
    From $576 per night (USD)

    VRBO

    Huge Backyard, Large Living Room with Dining Area, Large Den with Built-In...

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Please note that a reservation for this property needs to be approved before it is confirmed. Hampton Classic Huge Bac ...

    From $576 per night (USD)

    VRBO

    Details
  • Enjoy A Relaxing Hamptons Vacation In Our Comfortable, Light-Filled Home!
    From $742 per night (USD)

    VRBO

    Enjoy A Relaxing Hamptons Vacation In Our Comfortable, Light-Filled Home!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Enjoy a stress free Hamptons vacation in our, bright, relaxing home. Located on a quiet, residential street, you can e ...

    From $742 per night (USD)

    VRBO

    Details
  • *Available Labor Day week* House in Bellport area on sprawling two acres of land
    Click For Pricing

    VRBO

    *Available Labor Day week* House in Bellport area on sprawling two acres of land

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    Beautiful restored and newly renovated farmhouse situated on two acres of land with gunite heated pool walking distance ...

    Click For Pricing

    VRBO

    Details
  • Gorgeous Vintage Yacht in Wine Country NY
    Click For Pricing

    Expedia

    Gorgeous Vintage Yacht in Wine Country NY

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    KINGFISHER is a stunning, 50 foot fully restored vintage motor yacht that offers timeless yachting experiences in Hampto ...

    Click For Pricing

    Expedia

    Details
  • 2 Bedroom Hamptons Waterfront Cottage Rental
    From $564 per night (USD)

    VRBO

    2 Bedroom Hamptons Waterfront Cottage Rental

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This incredible family friendly 2 Bedroom, 1 Bath 750 sq ft Cottage is steps from an inlet leading out to Peconic Bay. ...

    From $564 per night (USD)

    VRBO

    Details
  • The Jahmtons Guest Room
    From $206 per night (USD)

    Expedia

    The Jahmtons Guest Room

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    ## Discover Your Peaceful Escape in Ridge, Long Island Welcome to Ridge—the tranquil haven tucked away on Long Island, ...

    From $206 per night (USD)

    Expedia

    Details
  • Luxury Studio Suite. Walking distance to UBS Arena
    From $223 per night (USD)

    VRBO

    Luxury Studio Suite. Walking distance to UBS Arena

    Bedrooms:
    0
    Bathrooms:
    0
    Sleeps:
    4

    Recently renovated private studio suite. This amazing unit sleeps up to 4 comfortably with 1 bathroom. Enjoy closet spac ...

    From $223 per night (USD)

    VRBO

    Details
  • Stylish Luxe Apartment
    From $229 per night (USD)

    VRBO

    Stylish Luxe Apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Ideal for families, couples or business trips. Cozy yet Modern apartment fully equipped, minutes away from Belmont Racet ...

    From $229 per night (USD)

    VRBO

    Details
  • The Dogwood Inn - an eclectic north shore retreat
    From $219 per night (USD)

    VRBO

    The Dogwood Inn - an eclectic north shore retreat

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    Off street parking, private porch, and private entrance. One bedroom with queen size LUCID memory foam mattress, sofa be ...

    From $219 per night (USD)

    VRBO

    Details
  • Quiet street one block to shops, restaurants & waterfront. Barn with AC TV &WIFI
    From $583 per night (USD)

    Expedia

    Quiet street one block to shops, restaurants & waterfront. Barn with AC TV &WIFI

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Three bedrooms, 2 bathrooms completely renovated home. Sleeps 6. One full bath, one half bath. New outdoor shower. Fully ...

    From $583 per night (USD)

    Expedia

    Details
  • Airy Luxury Hamptons Retreat with Heated Pool!
    Click For Pricing

    VRBO

    Airy Luxury Hamptons Retreat with Heated Pool!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    This light-flooded immaculate contemporary is the perfect combination of location and charm! Located minutes to the Jitn ...

    Click For Pricing

    VRBO

    Details
  • Cozy Private Montauk House
    Click For Pricing

    Expedia

    Cozy Private Montauk House

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    10

    Cozy and Private Two bedroom house in the center of Montauk! 1 mile from marinas, town and beaches! Your family will be ...

    Click For Pricing

    Expedia

    Details
  • Modern Traditional Waterfront & Waterviews  in Southampton
    From $2299 per night (USD)

    VRBO

    Modern Traditional Waterfront & Waterviews in Southampton

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Ground floor master suite, chef's kitchen, indoor/outdoor fireplace, waterfront, waterviews throughout, sun/party roofde ...

    From $2299 per night (USD)

    VRBO

    Details
  • New designer house 30 min from NYC Manhattan
    From $540 per night (USD)

    Expedia

    New designer house 30 min from NYC Manhattan

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    6

    Newly renovated four-bedroom house thirty minutes from manhattan. This California-style modern house is two levels, with ...

    From $540 per night (USD)

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    Details
  • Private, Charming, Lovely Farmhouse in Wainscott, East Hampton
    From $1790 per night (USD)

    VRBO

    Private, Charming, Lovely Farmhouse in Wainscott, East Hampton

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    4

    Widely regarded as one of the country's most beautiful areas within miles of white sandy beaches, Its east side faces Ge ...

    From $1790 per night (USD)

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    Details
  • Spacious, Family friendly, outdoor space, Rockaway Beach - 6 month rental
    From $654 per night (USD)

    Expedia

    Spacious, Family friendly, outdoor space, Rockaway Beach - 6 month rental

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    This spacious, newly-renovated beach house is the perfect place to escape from the city. A short walk to the ferry and ...

    From $654 per night (USD)

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    Details
  • Montauk Tower  - Center of Town 1 Bedroom Condo
    From $355 per night (USD)

    VRBO

    Montauk Tower - Center of Town 1 Bedroom Condo

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Available by the month only. Condo is walking distance to the ocean, restaurants, nightlife, MTK brewery, Soul Cycle a ...

    From $355 per night (USD)

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    Details
  • East Hampton SPECIAL
    From $1461 per night (USD)

    Expedia

    East Hampton SPECIAL

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Contemporary, recently renovated private home on quiet street- only 5 min. from town, 10 min to Main Beach with HEATED ...

    From $1461 per night (USD)

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    Details
  • North Fork Home Steps to Private Beach & Walk to Marina, Farms, Restaurants.
    From $473 per night (USD)

    VRBO

    North Fork Home Steps to Private Beach & Walk to Marina, Farms, Restaurants.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Harbor House was completely renovated in 2020. Our beautiful beach house is in the perfect North Fork location, steps fr ...

    From $473 per night (USD)

    VRBO

    Details
  • Beach and Docking Rights, Light-Filled and Airy Common Spaces, Heated...
    From $3042 per night (USD)

    VRBO

    Beach and Docking Rights, Light-Filled and Airy Common Spaces, Heated...

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    Please note that a reservation for this property needs to be approved before it is confirmed. Amagansett Traditional B ...

    From $3042 per night (USD)

    VRBO

    Details
  • PRICE DROP- holiday week! \nPrivate access Ocean beach.Perfect home for families!
    From $1055 per night (USD)

    VRBO

    PRICE DROP- holiday week! \nPrivate access Ocean beach.Perfect home for families!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Relax and unwind in this spectacular Montauk sanctuary by the sea. An elegant but comfortable Beach home in the most so ...

    From $1055 per night (USD)

    VRBO

    Details
  • 2026 Full Summer or Monthly Available to Book, Huge Discounts for Early Booking!
    From $935 per night (USD)

    Expedia

    2026 Full Summer or Monthly Available to Book, Huge Discounts for Early Booking!

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    12

    Quintessential Hamptons home in a private beach community. Spacious 4 to 5 bedroom home just a short walk to a private b ...

    From $935 per night (USD)

    Expedia

    Details
  • Charming Brand New Beach House
    From $637 per night (USD)

    VRBO

    Charming Brand New Beach House

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Your search is over! Brand New 🔨 Construction. Walk 🏃 to the beach 🏖. WALK TO LOVE LANE & Village shops. Charming, be ...

    From $637 per night (USD)

    VRBO

    Details
  • Private Waterfront Home Dock, Kayaks
    From $594 per night (USD)

    VRBO

    Private Waterfront Home Dock, Kayaks

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Private Waterfront Home is a beautiful home located on the North Fork of Long Island, it has a Master bedroom ...

    From $594 per night (USD)

    VRBO

    Details
  • Hampton Home On Creek & Walking Distance To Beach
    From $891 per night (USD)

    VRBO

    Hampton Home On Creek & Walking Distance To Beach

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Spacious 2 story Hamptons beach house is the perfect spot for your next family getaway! This conventional style home off ...

    From $891 per night (USD)

    VRBO

    Details
  • East Hampton Classic Shingle Style, South of the Highway with Heated Gunite...
    From $1016 per night (USD)

    VRBO

    East Hampton Classic Shingle Style, South of the Highway with Heated Gunite...

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Please note that a reservation for this property needs to be approved before it is confirmed. East Hampton Beach Beauty ...

    From $1016 per night (USD)

    VRBO

    Details
  • Majestic estate on over one acre of lush land, beautiful landscaping,...
    From $1557 per night (USD)

    VRBO

    Majestic estate on over one acre of lush land, beautiful landscaping,...

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    12

    Please note that a reservation for this property needs to be approved before it is confirmed. North Side Serene Majest ...

    From $1557 per night (USD)

    VRBO

    Details
  • Mattituck Private Beach
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    Expedia

    Mattituck Private Beach

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Privacy on the beach! Located on the best stretch of beach on the North Fork. 300 feet of private beachfront on Peconic ...

    Click For Pricing

    Expedia

    Details
  • SUMMER RETREAT: Beach, Dock & Pool overlooking the Peconic Bay in Greenport!
    From $1017 per night (USD)

    VRBO

    SUMMER RETREAT: Beach, Dock & Pool overlooking the Peconic Bay in Greenport!

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    Welcome to Gull Harbor! New gunite pool, Summer 2025! See renderings, will provide photos upon completion. The house s ...

    From $1017 per night (USD)

    VRBO

    Details
  • 100 year old farmhouse with four bedrooms in the pool
    Click For Pricing

    Expedia

    100 year old farmhouse with four bedrooms in the pool

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    100 year old farmhouse my 2 acre property, surrounded by 20 acres of farmland and vineyards. Modern kitchen, pool table ...

    Click For Pricing

    Expedia

    Details
  • Bright Hamptons Getaway ☀️
    From $981 per night (USD)

    VRBO

    Bright Hamptons Getaway ☀️

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Stay in our bright open, architect designed Hamptons Home! *Amazing Winter Rates* ✔Self Check-in ✔Pool ✔Bicycles for use ...

    From $981 per night (USD)

    VRBO

    Details
  • Perfect Water Views from your Oversized Deck!
    From $494 per night (USD)

    Expedia

    Perfect Water Views from your Oversized Deck!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Beautifully renovated 3BR/2BA condo with open kitchen, stainless steel appliances and huge deck for dining and BBQing. A ...

    From $494 per night (USD)

    Expedia

    Details
  • 4 BR 3 Bath with beautiful bay views and private heated pool seasonal
    From $1095 per night (USD)

    VRBO

    4 BR 3 Bath with beautiful bay views and private heated pool seasonal

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Open layout house with beautiful water views and private heated pool. The house offers lots of space with 4 bedroom, 3 ...

    From $1095 per night (USD)

    VRBO

    Details
  • Walk to Beach  2BR Near Dining & Shopping
    From $200 per night (USD)

    Expedia

    Walk to Beach 2BR Near Dining & Shopping

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Unwind in this comfortable, family-friendly 2-bedroom ground-level apartment, perfect for a relaxing coastal escape. The ...

    From $200 per night (USD)

    Expedia

    Details
  • Suburban Glamping
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    VRBO

    Suburban Glamping

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Suburban Glamping. A 32' mobile home in a quiet tree lined setting, 15 minutes from Long Island beaches, 1/2 mile to tow ...

    Click For Pricing

    VRBO

    Details
  • Private family getaway
    Click For Pricing

    Expedia

    Private family getaway

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    18

    Gunite pool and spa. Huge deck. Large dining area, lots of musical instruments like piano,guitar,drums. Close to Beache ...

    Click For Pricing

    Expedia

    Details
  • In Sag Harbor Village. Walk to town, and less than 1/2 mile to Havens Beach.
    Click For Pricing

    VRBO

    In Sag Harbor Village. Walk to town, and less than 1/2 mile to Havens Beach.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Beautiful remodeled 3 bedroom 2 bath home in Sag Harbor village. Large back yard with ping pong, and heated pool. Tri-le ...

    Click For Pricing

    VRBO

    Details
  • Lovely Cottage in the Heart of Long Island Wine country
    From $330 per night (USD)

    Expedia

    Lovely Cottage in the Heart of Long Island Wine country

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Peaceful pondfront cottage with two bedrooms , 1 1/2 baths, pull out couch in Living room can sleep two more , and love ...

    From $330 per night (USD)

    Expedia

    Details
  • Sunny Pool/Tennis Gather
    From $2125 per night (USD)

    VRBO

    Sunny Pool/Tennis Gather

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    14

    Great house for friends and family to gather. Large open spaces with living room plus TV area. Central pool area is in ...

    From $2125 per night (USD)

    VRBO

    Details
  • Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach
    From $1314 per night (USD)

    Expedia

    Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Relax with the whole family at this peaceful place to stay. Go for a swim in the 20’ x 40’ heated pool or enjoy the sce ...

    From $1314 per night (USD)

    Expedia

    Details
  • Bucolic setting in historic Springs near the bay.
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    VRBO

    Bucolic setting in historic Springs near the bay.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Surrounded by 100 acres of meadow, pasture and woodland, across the street from panoramic views over Accabonac Harbor to ...

    Click For Pricing

    VRBO

    Details
  • Beautiful Southampton Home, Open Layout, Private Pool, Close to Town,...
    From $642 per night (USD)

    VRBO

    Beautiful Southampton Home, Open Layout, Private Pool, Close to Town,...

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Please note that a reservation for this property needs to be approved before it is confirmed. Rose Bridge Beautiful So ...

    From $642 per night (USD)

    VRBO

    Details
  • Beach House New Suffolk Amazing Location!!
    From $372 per night (USD)

    VRBO

    Beach House New Suffolk Amazing Location!!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    A block from New Suffolk’s private beach a hidden gem !! Amazing location a block from famous Restaurants Legends & on ...

    From $372 per night (USD)

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    Details
  • Steps from the Ocean
    From $1121 per night (USD)

    Expedia

    Steps from the Ocean

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Sunrise Guest House is an ocean view home with 5 bedrooms and five bathrooms. Our home is located directly acro ...

    From $1121 per night (USD)

    Expedia

    Details
  • 2 Bedrooms Fully Furnished Rental Apartment Entire @ Marion Extended Stay, USA
    From $168 per night (USD)

    VRBO

    2 Bedrooms Fully Furnished Rental Apartment Entire @ Marion Extended Stay, USA

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Entire Completed 2 Bedrooms Apartment@ Marion Extended Stay Short Terms Rentals Apartments. Min 28 Days Stay Max Stay On ...

    From $168 per night (USD)

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    Details
  • A Quiet Place in the Hamptons
    From $1276 per night (USD)

    Expedia

    A Quiet Place in the Hamptons

    Bedrooms:
    6
    Bathrooms:
    7
    Sleeps:
    14

    Modern 7 bedroom, 6.5 bath home in East Quogue available for 2024! The idyllic setting of this spectacular, stately hom ...

    From $1276 per night (USD)

    Expedia

    Details
  • Cozy & Luxury suite with private entrance Preview listing
    Click For Pricing

    VRBO

    Cozy & Luxury suite with private entrance Preview listing

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Place designed for professionals comes with beautiful wood floors, large bedroom with fireplace, & 4k tv, large living r ...

    Click For Pricing

    VRBO

    Details
  • Cozy & Luxury suite with private entrance
    Click For Pricing

    Expedia

    Cozy & Luxury suite with private entrance

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Place designed for professionals comes with beautiful wood floors, large bedroom with fireplace, & 4k tv, large living r ...

    Click For Pricing

    Expedia

    Details
  • Renovated four bedroom home close to Southampton Village and Ocean Beaches.
    Click For Pricing

    VRBO

    Renovated four bedroom home close to Southampton Village and Ocean Beaches.

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    New four bedroom, two bath home-2,000 square feet. The home sleeps nine people comfortably. New kitchen with stainless a ...

    Click For Pricing

    VRBO

    Details
  • Historic home walking distance to downtown, the harbor, and restaurants!
    From $470 per night (USD)

    Expedia

    Historic home walking distance to downtown, the harbor, and restaurants!

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    6

    Recently refurbished historic home located on a one-acre corner lot in the Village of Port Jefferson. The four bedrooms ...

    From $470 per night (USD)

    Expedia

    Details
  • Walk to the beach, freshly updated for 2019!
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    VRBO

    Walk to the beach, freshly updated for 2019!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    A 5-minute drive from Amagansett’s village shops, this charming 4-bedroom beach house is ready for summer! The entire ...

    Click For Pricing

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    Details
  • Beautiful newly renovated house with hot tub
    From $779 per night (USD)

    Expedia

    Beautiful newly renovated house with hot tub

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    New to the rental market, this beautiful house with lots of privacy on 2.3 acres with a large, heated saltwater pool, gr ...

    From $779 per night (USD)

    Expedia

    Details