Long Island Rentals
- From $480 per night (USD)
VRBO
Spend Your Summer on a Prestige 500 55ft. Yacht in Beautiful Sag Harbor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Live on our 55ft. 2017 Prestige 500 Yacht for the summer! The yacht will be in slip #13 directly in front of the flag po ...
From $480 per night (USD)VRBO
- From $1633 per night (USD)
Expedia
Modern home in Ditch Plains, 4-min-walk from the beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
4-bedroom-house with modern design, newly renovated, perfectly located just four minutes walking distance from the most ...
From $1633 per night (USD)Expedia
- From $473 per night (USD)
VRBO
Walk to everything from this ideally located Westhampton Beach condo with...
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Main Street Abode Walk to everything from this ideally located Westhampton Beach condo with private terrace! 1BR/1BAMa ...
From $473 per night (USD)VRBO
- Click For Pricing
Expedia
New list - Southampton Sanctuary!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
This newly renovated home offers spacious entertaining areas with high ceilings and easy indoor-outdoor flow, yet lots o ...
Click For PricingExpedia
- Click For Pricing
VRBO
Luxury Beach House overlooking Montauk's only deep water harbor
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Nestled among 10 acres of bayfront preserve this 4000 sq. ft. 4 bedroom, 3.5 bathroom home offers the perfect vacation r ...
Click For PricingVRBO
- From $1815 per night (USD)
Expedia
Modern New Kitchen, Heated Pool! Walk to everything in East Hampton Village!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Luxuriously updated for Summer 2022, this vacation home features two brand new, modern bathrooms with Grohe faucets, mi ...
From $1815 per night (USD)Expedia
- From $2210 per night (USD)
VRBO
Prime East Hampton Village Location. Heated Pool. Walk To All!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Location, location, location! In its ideal location on a cul de sac in beautiful East Hampton Village, this custom built ...
From $2210 per night (USD)VRBO
- From $700 per night (USD)
Expedia
Lovely Hampton Bays house
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Hamptons getaway with 3 bedroom, 2.5 bathrooms, with private back yard with hot tub. Large master with king bed and Do ...
From $700 per night (USD)Expedia
- From $882 per night (USD)
VRBO
Water's Edge Retreat: Beach, Hot Tub, & Ocean View
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Water's Edge Retreat is a one-of-a-kind and spacious home with large windows that bring the sun, beach, and impeccable v ...
From $882 per night (USD)VRBO
- From $969 per night (USD)
Expedia
Queen Vic Beach House: 5 min to Vineyards & Farmstands
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Queen Vic Beach House is a 5 bedroom house that sleeps up to ten guests with 3.5 bathrooms. This one-of-a-kind home has ...
From $969 per night (USD)Expedia
- From $1000 per night (USD)
VRBO
Hamptons - Pool & Private Tennis Court, Hot Tub, 2 Pickleball Courts
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Immaculate, secluded Hamptons retreat that features 4 bedrooms plus bonus playroom with beds, 4 full bathrooms, salt-wat ...
From $1000 per night (USD)VRBO
- From $1133 per night (USD)
Expedia
Modern & Spacious, Heated Pool, Gas Grill, Wine Cellar. Bike To Sandy Beaches!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Wildflower! This spacious, all-white contemporary vacation property offers four bedrooms, three-and-a-half ne ...
From $1133 per night (USD)Expedia
- From $467 per night (USD)
VRBO
Dunes Beach House: Hot Tub and Steps to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Dunes Beach House is a quaint, rustic beach home that sits perched on top of the beach with outstanding views. The upsca ...
From $467 per night (USD)VRBO
- From $412 per night (USD)
Expedia
Beachfront Romance: Rustic Home w\/ Private Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to a rustic and idyllic beachfront retreat in Wading River, NY. Beachfront Romance is a charming 1-bedroom beach ...
From $412 per night (USD)Expedia
- From $763 per night (USD)
VRBO
Luxurious Mermaid Inn Beach House: Hot Tub, Game Room, Kayaks
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
In our Luxurious Mermaid Inn, you'll have front-row seats to some incomparable Long Island Sounds sunsets. Sit on the la ...
From $763 per night (USD)VRBO
- From $2358 per night (USD)
VRBO
New construction modern farmhouse with private pool, open concept, and...
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Please note that a reservation for this property needs to be approved before it is confirmed. Magee Majestic New const ...
From $2358 per night (USD)VRBO
- Click For Pricing
VRBO
5+ Bedrooms , 4.5 Bathrooms Pet's OK, Water Mill
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Watermill North - Serenity and beauty in this amazing Contemporary Modern designed home has 5,760 Sq. Ft. (approx.) on 3 ...
Click For PricingVRBO
- From $1319 per night (USD)
Expedia
Walk to Village, Bike to Ocean, Relax in Solar Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This spacious Cape Cod vacation home design was selected by HGTV for inclusion on its 'Home Styles' architecture series. ...
From $1319 per night (USD)Expedia
- From $738 per night (USD)
VRBO
Stunning Home w\/ Gorgeous Pool & Grounds. Gas grill. Walk to water, sunsets!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This striking custom-built Cape Cod design features 4 expansive, luxurious bedrooms, 3 ½ beautifully tiled baths, a desi ...
From $738 per night (USD)VRBO
- From $983 per night (USD)
Expedia
Sprawling Southampton Home: Private Pool, Game Room
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
Sprawling Southampton Home is located in the heart of the Hamptons. Very private with a large pool. Just a 3-minute driv ...
From $983 per night (USD)Expedia
- From $1173 per night (USD)
VRBO
Classic Southampton Home: 5BR, Pool,Jacuzzi, Cooper's Beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This stylishly decorated Classic Southampton Home is perfectly located in the historic and scenic town of Southampton. O ...
From $1173 per night (USD)VRBO
- From $902 per night (USD)
VRBO
4 Bedroom Secluded\/ Year-Round HOT TUB w\/ Private Beach Access 15 Mins Main Town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
The house is located in a Beautiful, Welcoming Neighborhood of East Hampton (Springs Private Community) with Access to P ...
From $902 per night (USD)VRBO
- From $2401 per night (USD)
VRBO
Expansive Decking, Large Pool, Perfect for Entertaining, Close to East...
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Floyd's Estate Expansive Decking, Large Pool, Perfect for Entertaining, Close to East Hampton Village 4BR/3.5BA, Chef' ...
From $2401 per night (USD)VRBO
- From $829 per night (USD)
Expedia
Beautiful Southampton Country House
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Newly Renovated Home provides a real taste of Hamptons - 5 bedroom, 2.5 baths (2 bedrooms on first floor) with a huge ma ...
From $829 per night (USD)Expedia
- From $175 per night (USD)
VRBO
Cozy king suite with kitchen and dining area.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Cozy one bedroom king suite and sofa with pull out bed. Full kitchen and dining area. Bathroom with standing shower. Fre ...
From $175 per night (USD)VRBO
- From $1250 per night (USD)
Expedia
cool modern in east hampton, avail summer , 4 nite min
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
east hampton town rental registry # 21-693 3 bed 3 full bath modern with 18 x 38 foot zero edge heated gunite pool next ...
From $1250 per night (USD)Expedia
- From $1751 per night (USD)
VRBO
* East Hampton Oasis *
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Beautiful new home in East Hampton. Transitional style with NY loft feeling only minutes from both East Hampton Village ...
From $1751 per night (USD)VRBO
- From $538 per night (USD)
Expedia
North Fork Vacation Home - Great location, Walk to Beach - with Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Great location on coveted Nassau Point in Cutchogue. Walk to beach, great entertaining home with fabulous deck and hot ...
From $538 per night (USD)Expedia
- From $1200 per night (USD)
VRBO
Quiet Neighborhood with pool and quick walk to Long Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
Open floor plan with living room, sitting room, kitchen, dining room, 3 bedrooms, 2.5 half baths and extra room with bed ...
From $1200 per night (USD)VRBO
- From $696 per night (USD)
Expedia
Pet-friendly Updated Farmhouse on 2 Acres
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
A 2 mile drive to the Ocean beach, our 3 bedroom 2 and a half bath home is a great way to enjoy the Hamptons. Our pet-fr ...
From $696 per night (USD)Expedia
- Click For Pricing
Expedia
Chic Sag Harbor Cottage walking distance to beaches and restaurants
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
The cottage has a large sun filled loft-like open floor plan with a cathedral ceiling, making it bright and providing a ...
Click For PricingExpedia
- From $3935 per night (USD)
Expedia
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 13
The Manor Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open floor plan, in-ground pool surroun ...
From $3935 per night (USD)Expedia
- Click For Pricing
VRBO
Amagansett Oasis
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Wander up a long driveway and you are greeted with a 3000 sq. ft. stately home with porte cochere... Sited on 2.1 acres ...
Click For PricingVRBO
- Click For Pricing
Expedia
Enchanted Springs Cottage
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Enchanted Cottage in the springs area of East Hampton. Under 10 minutes away from bay and ocean beaches, town, farm sta ...
Click For PricingExpedia
- From $403 per night (USD)
VRBO
Beautiful, newly-remodeled home w\/ a gas fireplace, patio, & firepit - dogs OK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Greenport Village Vacationer's Delight Our calendar is updated in real-time & our nightly rates are accurately displaye ...
From $403 per night (USD)VRBO
- From $200 per night (USD)
Expedia
The Hampton Sack a cheerful relaxing beach cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
The property is a historic beach cottage built by the fisherman Wellington Devine in the early 19th century. Back in t ...
From $200 per night (USD)Expedia
- From $2390 per night (USD)
VRBO
On Four Acres, In the Heart of Sagaponack, Gourmet Eat-In Kitchen, Tennis...
- Bedrooms:
- 11
- Bathrooms:
- 7
- Sleeps:
- 12
Please note that a reservation for this property needs to be approved before it is confirmed. Sagaponack Compound On F ...
From $2390 per night (USD)VRBO
- From $180 per night (USD)
Expedia
Brown stone spacious second floor apartment in a private two family house
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Comfortable and spacious brown stone within walking distance to Bay ridge and dyker park businesses and restaurants. 30 ...
From $180 per night (USD)Expedia
- From $1898 per night (USD)
VRBO
South of the Highway - One Mile to Indian Wells Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Attractive 4 bedroom, 3 bath home on one acre south of the highway in East Hampton. sleeps 7 Traditional shingled home f ...
From $1898 per night (USD)VRBO
- From $415 per night (USD)
Expedia
Modern Farmhouse Steps to Beach and Love Lane
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our lovely home is professionally designed and set on a spacious, manicured green parcel enclosed by a Cul-de-sac with c ...
From $415 per night (USD)Expedia
- Click For Pricing
VRBO
Beautiful farm ranch located in the heart of wine country.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
> Completely renovated farm ranch located on scenic Merritt's Pond. > Two comfy couches facing double sliding glass d ...
Click For PricingVRBO
- From $311 per night (USD)
Expedia
Riverhead Farm House
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
In the center of it all is this newly renovated farm ranch. This two bedroom home is a short drive to near by vineyards ...
From $311 per night (USD)Expedia
- From $142 per night (USD)
VRBO
Private 1 bedroom apt in a quiet neighborhood, close to all!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A 1 bedroom, 1 bathroom apartment with a fenced in patio area - perfect wind down after a day filled with Long Island Fu ...
From $142 per night (USD)VRBO
- From $3221 per night (USD)
Expedia
Ample Decking, Large Pool, Finished Lower Level with Full Service Gym,...
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Fairway Harbor Dream Ample Decking, Large Pool, Finished Lower Level with Full Service Gym, Convenient to East Hampton ...
From $3221 per night (USD)Expedia
- From $368 per night (USD)
VRBO
Cute East Hampton Cottage w\/ Patio - Walk to Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Spend a serene weekend with friends at this beautifully appointed 2-bed, 1-bath vacation rental cottage in East Hampton, ...
From $368 per night (USD)VRBO
- Click For Pricing
Expedia
Heart of the Village Home Southampton
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Amazing Village home with charm in pristine condition. Play arcade, ping pong, enjoy the heated pool, walk to town or ju ...
Click For PricingExpedia
- From $745 per night (USD)
VRBO
A wonderful family friendly Quogue Retreat ~~~
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This winter all new bathrooms/flooring/bedding and furniture changed. Please see current pictures. Contemporary two stor ...
From $745 per night (USD)VRBO
- From $600 per night (USD)
Expedia
The North Fork Loft
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Spectacular Waterfront Loft in the heart of The North Forks' Wine Country. Enjoy the tranquil setting at this waterfront ...
From $600 per night (USD)Expedia
- Click For Pricing
Expedia
COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Perfect location! Step outside this home to hear the sound of the waves! Located 4 houses from your private boardwalk to ...
Click For PricingExpedia
- From $595 per night (USD)
Expedia
Waterfront Beach House 30 Min from New York City
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Our House new cottage is located at the water canal in Bellmore New York, Our home welcomes you to a comfortable and qui ...
From $595 per night (USD)Expedia
- From $1330 per night (USD)
VRBO
Gorgeous East Hampton home on Private Harbor
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Working fireplace, kitchen with SubZero and Wolf appliances plus all amenities, three bedrooms all with full en suite ba ...
From $1330 per night (USD)VRBO
- From $190 per night (USD)
Expedia
Modern long island guest suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Brand new remodeled modern guest suite with a private entrance located in the sublevel floor of a 2 story home. The neig ...
From $190 per night (USD)Expedia
- Click For Pricing
VRBO
Chic Historic Cottage, Heart of Sag Harbor Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
First time offered. Truly a walk-to-all retreat! In the heart of Sag Harbor Village, stroll to shops, restaurants, cinem ...
Click For PricingVRBO
- From $1205 per night (USD)
VRBO
Stylish and Rustic Decor, Vineyard Tours, Tasting Room
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Jamesport Vineyard Jewel ...
From $1205 per night (USD)VRBO
- From $249 per night (USD)
VRBO
Home in Long Island Wine Country - Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Experience Long Island's vibrant North Fork wine country like a local when you stay at this charming 'Vintage Cottage.' ...
From $249 per night (USD)VRBO
- From $183 per night (USD)
VRBO
Surf Cottage - Steps from Surf Lodge, Town, and Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beat the heat and live it up in your own private Montauk house. Steps from Surf Lodge, town, and the beach, escape the ...
From $183 per night (USD)VRBO
- From $931 per night (USD)
VRBO
Traditional farmhouse on four serene acres, close to golf courses, beaches,...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. The Back 40 Traditional ...
From $931 per night (USD)VRBO
- From $500 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 $500 per night (USD)Expedia
- From $700 per night (USD)
VRBO
Have a family gathering in this beautiful property.\n\n\n\n\n\n\n\n\n\n
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 15
this property offers many amenities for guests to enjoy. Pool is for winter, pool will be open first week of May 2024 H ...
From $700 per night (USD)VRBO
- From $375 per night (USD)
Expedia
Pace's Place Close to North Fork Vineyards
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Pace's Place is a 500 sq. ft. cottage located in Cutchogue, in the middle of wine country on the North Fork of Long Isla ...
From $375 per night (USD)Expedia
- From $1786 per night (USD)
VRBO
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 $1786 per night (USD)VRBO
- From $769 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 $769 per night (USD)VRBO
- From $1072 per night (USD)
VRBO
4 Bedroom Waterfront House with Pool on a Canal
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Newly renovated 4 Bedroom Private Waterfront House with Pool in Hampton Bays Central AC, Master with King bed, Walk-in c ...
From $1072 per night (USD)VRBO
- From $513 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 $513 per night (USD)Expedia
- 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 PricingVRBO
- From $1053 per night (USD)
Expedia
Georgia Place: Newly Renovated Kitchen, Fire pit, Close to Montauk Downs...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Georgia Place Georgia Place: Newly Renovated Kitchen, Fire pit, Close to Montauk Downs Golf, Docks, Beaches 4BR/2BA w/ ...
From $1053 per night (USD)Expedia
- From $618 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 $618 per night (USD)VRBO
- From $1188 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 $1188 per night (USD)Expedia
- From $1500 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 $1500 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful Home with Private Heated Pool, Jetted Tub, Fireplace, and Gas Grill
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Elegant East Hampton Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...
Click For PricingExpedia
- From $1600 per night (USD)
VRBO
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 $1600 per night (USD)VRBO
- From $4762 per night (USD)
Expedia
Well Appointed Montauk Oceanfront Retreat with Unparalleled Views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Atlantic Oceanfront Retreat Well Appointed Montauk Oceanfront Retreat with Unparalleled Views 4BR/4BA w/ beachy interi ...
From $4762 per night (USD)Expedia
- From $679 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 $679 per night (USD)VRBO
- Click For Pricing
Expedia
Southampton Village New Rental
- Bedrooms:
- 11
- Bathrooms:
- 8
- Sleeps:
- 16
Great back yard with long swimming pool, outdoor gas grill and plenty of very comfortable outdoor seating, Every bedroo ...
Click For PricingExpedia
- From $400 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 $400 per night (USD)VRBO
- From $1200 per night (USD)
VRBO
4 Bed \/ 2.5 Bath Stunning North Fork retreat with Heated Pool & Hot Tub
- Bedrooms:
- 3
- 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 $1200 per night (USD)VRBO
- From $575 per night (USD)
VRBO
Adorable Amagansett Cottage, Walk to Town or Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming, bright and airy cottage in beautiful and relaxing Amagansett. Featured in the magazine Cottages & Bungalows, t ...
From $575 per night (USD)VRBO
- From $3217 per night (USD)
Expedia
Light-filled traditional home with pool, gym, and fairway views in...
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Oneck Outstanding Light-filled traditional home with pool, gym, and fairway views in Westhampton Beach 4BR/3.5BAOpen f ...
From $3217 per night (USD)Expedia
- From $831 per night (USD)
VRBO
Private Peconic Bay Front Home<br>4 bedroom - 3 bathroom
- 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 $831 per night (USD)VRBO
- From $749 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 $749 per night (USD)VRBO
- Click For Pricing
VRBO
Westhampton beach, beautiful Kid friendly home for rent over the holidays
- Bedrooms:
- 4
- 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 PricingVRBO
- From $1065 per night (USD)
Expedia
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 $1065 per night (USD)Expedia
- From $893 per night (USD)
VRBO
Private, Tennis and Pool Minutes to Southampton Village and Beaches
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
PLEASE CONTACT HOMEOWNER BEFORE BOOKING THIS HOME. THIS HOME DOES NOT ALLOW INSTANT BOOKING: Kathleen/katdoherty1@gmail ...
From $893 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $1488 per night (USD)
VRBO
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 $1488 per night (USD)VRBO
- From $3143 per night (USD)
VRBO
Stunning Hampton Holiday Family Fantasy for your Team
- Bedrooms:
- 7
- 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 $3143 per night (USD)VRBO
- From $1050 per night (USD)
VRBO
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 $1050 per night (USD)VRBO
- From $285 per night (USD)
Expedia
Cozy Cottage on the North Fork Close to Vineyards & Beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This newly renovated cottage has a full kitchen, 1 bedroom with a queen size bed, a bathroom with a walk in shower, a s ...
From $285 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 $715 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 $715 per night (USD)VRBO
- Click For Pricing
VRBO
Seaside Southold Escape in Private Beach Community
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
There's nothing like fall on the North Fork! Bonfires on the beach, apple & pumpkin picking, corn mazes, vineyards, and ...
Click For PricingVRBO
- From $425 per night (USD)
Expedia
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 $425 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $750 per night (USD)
Expedia
Bridgehampton Private Rd Fireplace Heated Pool Close to Beach & Town Center 3BR
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Bridgehampton, The Hamptons NY Private House ~Minutes from Main Street, , off Lumber Lane and surrounded by multimillion ...
From $750 per night (USD)Expedia
- From $822 per night (USD)
VRBO
Newly Renovated and Private Hamptons Home
- Bedrooms:
- 4
- 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 $822 per night (USD)VRBO
- From $324 per night (USD)
Expedia
Escape to Paradise: Steps to Beach & Spacious Deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to Paradise and fall in love with this warm and welcoming home with 3 bedrooms that sleeps 6 people. There is a ...
From $324 per night (USD)Expedia
- Click For Pricing
VRBO
Southampton watermill estate $3900.00 per night
- Bedrooms:
- 7
- 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
VRBO
BE IN THE HAMPTONS ? 5 BEDROOM 3 1\/2 BATHS STEPS TO OCEAN IN AMAGANSETT NY
- Bedrooms:
- 4
- 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 PricingVRBO
- From $515 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 $515 per night (USD)VRBO
- From $729 per night (USD)
Expedia
Northfork Townhouse- walk to all\/ newly renovated
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Fully Renovated Townhouse walking distance to town, beaches, parks, brewery and short bike to wineries. Brand new Kitche ...
From $729 per night (USD)Expedia