
Long Island Rentals

- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
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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 PricingVRBO
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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 PricingExpedia
- 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
- 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
- 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 PricingVRBO
- 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
- 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
- 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
- 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 PricingVRBO
- 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
- 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
- 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 PricingExpedia
- 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
- 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
- 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 PricingVRBO
- 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 PricingExpedia
- 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
- 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
- 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
- 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 PricingExpedia
- 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 PricingVRBO
- 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
- 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
- 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
- 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
- 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 PricingExpedia
- 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
- 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 PricingExpedia
- 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
- 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
- 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 PricingVRBO
- 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 PricingExpedia
- 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
- 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
- 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
- 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
- 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
- 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
- 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 PricingVRBO
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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 PricingExpedia
- 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
- 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)Expedia
- 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)VRBO
- 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)Expedia
- 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)VRBO
- 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)Expedia
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- Click For Pricing
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 PricingExpedia
- 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
- 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 PricingExpedia
- 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
- 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
- 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
- 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
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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 PricingVRBO
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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 PricingExpedia
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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 PricingVRBO
- 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
- 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
- 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
- Click For Pricing
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 PricingVRBO
- 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
- 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)VRBO
- 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
- 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)VRBO
- 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
- 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 ...
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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 PricingExpedia
- 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 PricingVRBO
- 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
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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 PricingVRBO
- 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