Suffolk Area Rentals
From $500 per night (USD)VRBO
Waterfront Cottage Perfection
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Perfect Sunsets any time of year —this magical two-bedroom waterfront cottage on bucolic Fort Pond is as close as it get ...
From $500 per night (USD)VRBO
From $485 per night (USD)Expedia
Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Waterfront Water's Edge luxury suite, Suite C-204 accommodates up to 6 guests (see below) with two bedrooms and two bath ...
From $485 per night (USD)Expedia
From $1196 per night (USD)VRBO
Beautiful Private Contemporary East Hampton Home w/Pool- Family Friendly!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Private serene contemporary home set on over an acre of lushly landscaped park-like property down a private lane close t ...
From $1196 per night (USD)VRBO
From $502 per night (USD)VRBO
Very bright contemporary design saltbox getaway in Northwest woods near village.
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
This property is situated in the Northwest woods section of Easthampton approximately 1 3/4 miles from the village on Ol ...
From $502 per night (USD)VRBO
From $1142 per night (USD)VRBO
STUNNING BEACH HOUSE - CENTRAL MONTAUK
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
MODERN BEACH HOUSE WITH BREATHTAKING VIEWS This newly-renovated Montauk home has 4 king bedrooms (plus a spare room) an ...
From $1142 per night (USD)VRBO
From $818 per night (USD)VRBO
Greenport Waterfront Private Dock
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
GREENPORT CONKLING PT CREEKFRONT MINT 3BR COTTAGE W/PRIME VIEWS - This cottage on a half-acre lot fronts on the pristine ...
From $818 per night (USD)VRBO
From $1883 per night (USD)VRBO
Ditch Plains , Montauk Beauty Ocean View Steps from Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
A stones throw to the entrance of Ditch Plains Beach with beautiful ocean views, this four bedroom, two bath residence i ...
From $1883 per night (USD)VRBO
From $422 per night (USD)VRBO
Sunset beach house
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Open floor plan, full view of the Peconic bay, conveniently located between the forks. Plenty of room for you and your g ...
From $422 per night (USD)VRBO
From $1780 per night (USD)VRBO
Westhampton Beach Cedar Shingle with Heated Pool & Gym - on a Private Road
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
June to Labor Day are usually one week or more rentals. Please reach out if you have any questions. In the Village of ...
From $1780 per night (USD)VRBO
From $575 per night (USD)Expedia
Beautiful Private 4 BR, Heated Pool. Close to Everything!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
4 season East Hampton, spacious 2 story house with 4 well appointed bedrooms, central A/C and a heated pool surrounded b ...
From $575 per night (USD)Expedia
From $1064 per night (USD)VRBO
Chic, bright 5 bedroom in East Hampton with Pool & Land Rover
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Full home renovation including new kitchen, master bedroom, new bathrooms and outdoor shower completed in June 2020. Con ...
From $1064 per night (USD)VRBO
From $1085 per night (USD)VRBO
Designer Home Overlooking Marina with spectacular Sunset Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This 3 bedroom 3 bath cottage with master bedroom suite is a delight to behold. Newly built in 2018 and owned by a profe ...
From $1085 per night (USD)VRBO
From $544 per night (USD)VRBO
Hither Hills Ocean Beach House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Montauk, at the furthest east end location in Long Island, NY, has the mystique of places at the end of the road. It off ...
From $544 per night (USD)VRBO
From $1121 per night (USD)Expedia
Waterfront Beach Cottage with Dock
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Tucked away in one of Southampton's most idyllic and peaceful beach communities is this charming 3-bedroom cottage with ...
From $1121 per night (USD)Expedia
From $1091 per night (USD)VRBO
Ocean Bay Park - NOW BOOKING 2025 SEASON! SEPTEMBER 19 TO 26 DATE AVAILABLE
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 15
House, 5 Bedrooms, 3 Bathrooms, (Sleeps 15) with High-Speed Internet To access streaming services, you will need to use ...
From $1091 per night (USD)VRBO
From $2207 per night (USD)VRBO
Sag Harbor Historic Village Home w/ Pool; 2 min walk to the heart of the Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully furnished and designed Sag Harbor Village historic home with all modern amenities. Built in 1750, located on ...
From $2207 per night (USD)VRBO
From $419 per night (USD)VRBO
Ocean View Modern Cottage —Walk to Town, Beach Pass Included.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Bring your Surf or Paddle Boards!!!! And walk down your semi-private path (shared with only four homes) to one of the mo ...
From $419 per night (USD)VRBO
From $1072 per night (USD)VRBO
Southampton House Perfect for Families and Entertaining
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Come enjoy this south of the highway home in Southampton set on a gorgeous .7 acre lot in an unbeatable location. Situat ...
From $1072 per night (USD)VRBO
From $1420 per night (USD)VRBO
Dune Rd: Bay To Ocean Waterfront Enjoyment & Entertaining
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
This quintessential Beach house fully remodeled this Spring 2016! This Waterfront home offers plenty of entertaining spa ...
From $1420 per night (USD)VRBO
From $468 per night (USD)VRBO
Beautiful Southold Home with a Water View - 3 Bedroom, 2.5 Bath, Sleeps 8
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
My home is a hidden gem tucked away in a beautiful and quiet neighborhood in Southold, NY. With beautiful water views an ...
From $468 per night (USD)VRBO
From $411 per night (USD)VRBO
Peaceful Quiet Updated Modern Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Situated off of a quiet lane on a half-acre of land, this designer, updated, modern residence offers a peaceful and quie ...
From $411 per night (USD)VRBO
From $783 per night (USD)Expedia
Family holiday Holiday house in wine country
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 9
Perfect setting for a family to relax and have some fun. 2400 sq. ft. 2 story vacation home that features 5 bedrooms, 4 ...
From $783 per night (USD)Expedia
From $1074 per night (USD)VRBO
AMAZING DUNE RD WESTHAMPTON BEACH HOME STEPS TO THE BEACH GREAT RATINGS !!!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Luxurious Home with Exclusive Private Beach and Breathtaking Water views- Imagine close to 3000ft of luxurious world-c ...
From $1074 per night (USD)VRBO
From $1024 per night (USD)Expedia
Waterfront, Great South Bay, Dock, Outside Shower, beachfront,
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
This is a newly renovated beachfront house in the Ocean Ridge section of Davis Park with breathtaking views of the Great ...
From $1024 per night (USD)Expedia
From $497 per night (USD)VRBO
East Hampton Village: Beautifully Renovated 3 Br Classic Cottage Walk To All
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Stroll home to our gorgeous, light-filled cottage located a bike's ride away from all local ocean beaches and just minut ...
From $497 per night (USD)VRBO
From $486 per night (USD)VRBO
Charming Country Home, Minutes to Sandy beaches, in the Heart of Wine Country
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
This charming country home is centrally located right in the heart of wine country and minutes to sandy white beaches. ...
From $486 per night (USD)VRBO
From $1600 per night (USD)VRBO
Sag Harbor Modern Home, Heated Salt Water Pool, Walk to Beach, Walk to Village
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This modern home is over 3000 square feet with a wrap around porch and heated pool, is an exceptional oasis fully equipp ...
From $1600 per night (USD)VRBO
From $1439 per night (USD)Expedia
Perfect Family Retreat-Walk 2 Water, Heated SW Pool, Sauna, Gym- New Kitchen!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Whisper quiet, relaxing retreat for all seasons in this chic, contemporary saltbox in East Hampton's bucolic Northwest W ...
From $1439 per night (USD)Expedia
From $237 per night (USD)VRBO
Smith Point moriches Shirley bellport Long Island NY USA 11951 near bay
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Prices are flexible. We favor the single business traveler. Please let us know who is coming and the purpose of your tri ...
From $237 per night (USD)VRBO
From $1518 per night (USD)VRBO
Heart of Westhampton Village
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Be near everything in this completely updated 3700 sq foot home surrounded by lush grounds and high hedges. Super high-e ...
From $1518 per night (USD)VRBO
From $330 per night (USD)VRBO
Relax or Work While Away
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Relaxing and work friendly home to enjoy while away from home on Long Island. Close to major shopping malls, Movie theat ...
From $330 per night (USD)VRBO
From $2295 per night (USD)VRBO
Prime Quogue village location
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 6
Beautiful traditional home, south of Quogue St in estate section of Quogue and easy walk to downtown and Hampton Jitney ...
From $2295 per night (USD)VRBO
From $1660 per night (USD)VRBO
9BR Sag Harbor PRIVATE w/ Pool-Tennis- B-ball- HotTub
- Bedrooms:
- 9
- Bathrooms:
- 9
- Sleeps:
- 28
Luxury home with personality and charm that is rarely equaled. This stunning property is just under a mile (easy walking ...
From $1660 per night (USD)VRBO
From $816 per night (USD)Expedia
Summer getaway
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Relax with your love or family, your significant other will enjoy this beautiful location, heated pool and lovely locati ...
From $816 per night (USD)Expedia
From $552 per night (USD)VRBO
Located in the heart of wine country/BEACHES/shops.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Historical home full of charm. A home built in the 1700's this home maintains the historical feel with all the amenitie ...
From $552 per night (USD)VRBO
From $1017 per night (USD)VRBO
The House is not Available for July 2025. Spoken for August , avail wks…wknd
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
This Cape is available weekly or weekends for the months of April, May June—Month of September 9 , 2025 through Novemb ...
From $1017 per night (USD)VRBO
From $774 per night (USD)VRBO
Beautiful Hither Hills Area - Walk to Ocean - Great Off-Season Rates
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This beautifully decorated home is located on a quiet street in the Hither Hills area of Montauk. It is a 5-minute walk ...
From $774 per night (USD)VRBO
From $2456 per night (USD)VRBO
Beautiful 5 BR, 5 BA home. Walk to town and beaches. HomeAway/VRBO Exclusive.
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Lovely 5 BR, 5 Bath sunfilled traditional home in Sag Harbor Village perched on a hill, a quick stroll or bike ride to d ...
From $2456 per night (USD)VRBO
From $367 per night (USD)VRBO
Shelter Island Sun Filled Modern Waterfront Home with Dock
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Summer 2023 calendar has been updated ! The month of July is now available and can be rented for the entire period or in ...
From $367 per night (USD)VRBO
From $1434 per night (USD)VRBO
Stunning 5+ Bed 5 full bath 3-4 minutes to East Hamp, Bridgehampton &Sag Harbor
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Beautiful 5 1/2 Bedrooms 5 full bath, w Heated Gunite Pool, Stunning Gourmet Kitchen, Living room, Great family room and ...
From $1434 per night (USD)VRBO
From $1025 per night (USD)VRBO
Escape to Sag Harbor
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
(NO PETS PLEASE) This 2400sq ft house sits on a full acre of land. When not lounging by the pool or challenging friends ...
From $1025 per night (USD)VRBO
From $779 per night (USD)VRBO
Lovely 3 Bedroom truly in East Hampton Village. Easy Stroll to Beach & Shops.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 3-bedroom, 2-bath cottage has been updated while retaining its classic charm. Refinished wood floors throughout the ...
From $779 per night (USD)VRBO
From $1673 per night (USD)VRBO
Spend Your Summer In Montauk
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Our newly built home in Montauk home is comfortable and relaxing. Located on a quiet residential road, we are one of onl ...
From $1673 per night (USD)VRBO
From $321 per night (USD)VRBO
Gorgeous 1 Bedroom, 1 Bathroom Condo Across from the Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This beautiful unit is located on the first floor and has everything you need. A pool on the grounds and the ocean direc ...
From $321 per night (USD)VRBO
From $656 per night (USD)VRBO
Overlook a Vineyard, Walk to the Beach, and only a Short Walk to Town - 5 Star!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discounts available for stays >14 days. Please inquire prior to booking for details. Completely updated, modern and li ...
From $656 per night (USD)VRBO
From $546 per night (USD)VRBO
Discounted June! LARGE HOME -5 br 2 ba sleeps 12, POOL!! Families Welcome!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
WELCOME TO THE NEW MOANA!! WITH POOL 360 Surf Road OUR HOUSE IS NOT LISTED ON CRAIGSLIST NOR DO WE WORK WITH ANY INTE ...
From $546 per night (USD)VRBO
From $963 per night (USD)VRBO
Bright Beautiful Southampton - 4 Br near village 5 min & ocean beaches
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Our Southampton 4 bedroom classic shingle home with stylish decor is ideally located near Southampton Village (5 minutes ...
From $963 per night (USD)VRBO
From $706 per night (USD)VRBO
Rose Cottage by the Bay.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Seaside Greenport Village Historic District, on Long Island’s North Fork, New York. “Rose Cottage” is within the Greenp ...
From $706 per night (USD)VRBO
From $3441 per night (USD)VRBO
Luxury Private Water Mill Home w/ pool - 14 day rental 8/22-9/5 2022
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
12 min. from beach. Located at the end of a dead end street, down a long private drive overlooking the expansive grounds ...
From $3441 per night (USD)VRBO
From $1121 per night (USD)Expedia
New and Ready for Summer 2026! 5-Stars
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
WALK TO BEACH!!!! OR 2 min drive. PARK FOR KIDS ON THE WAY TO THE BEACH BRAND NEW ENERGY STAR SMART HOME. EV CHARGER ...
From $1121 per night (USD)Expedia
From $398 per night (USD)VRBO
Montauk-Ditch Plains-3 Minute Walk to Beach-EH #24-408. New Construction 2024
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
EH Permit #24-408 POPULAR DITCH PLAINS LOCATION! 3-MINUTE WALK AND YOU'RE ON THE BEACH!! Are you looking for a beau ...
From $398 per night (USD)VRBO
From $1348 per night (USD)VRBO
Immaculate Shelter Island Farmhouse with Pool and Minutes to Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Perfect for every season. Bring your family (and another) to this recently renovated, spacious turn-of-the-century farm ...
From $1348 per night (USD)VRBO
From $192 per night (USD)VRBO
Barn Life in Cutchogue
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Privacy, Privacy, Privacy !! As you enter onto a long cobble stone driveway passing through 12 foot high privacy hedges ...
From $192 per night (USD)VRBO
From $935 per night (USD)Expedia
PRICE REDUCED Family Friendly, 3Bd Centrally Located Home with Fenced in Yard
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy Montauk for all its pleasures and call this immaculate golf course house your home. Nestled on quiet Fairlawn Dri ...
From $935 per night (USD)Expedia
From $1417 per night (USD)VRBO
East Hampton village quiet family rental, heated pool, tennis, pets welcome.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious 4 bedroom home with 4.5 bathrooms, on landscaped acre with shallow, in ground, salt water, heated pool with lar ...
From $1417 per night (USD)VRBO
From $1600 per night (USD)VRBO
5 bedroom/2 Master Suites - 4 1/2 bathrooms, pool/hot tub/Gym, bikes
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
On the fringe of East Hampton Village, this cedar shingled farmhouse style house was custom built in 2000 using 100/200 ...
From $1600 per night (USD)VRBO
From $1189 per night (USD)VRBO
Oceanfront waves & breezes ~ 4 bed/2 bath in Robbins Rest, Fire Island, NY
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 9
—- Availability usually posts by February for the summer season—-Panoramic views of the Atlantic Ocean and the Great Sou ...
From $1189 per night (USD)VRBO
From $1139 per night (USD)VRBO
Family Beach House 1 week minimum
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Newly renovated. This meticulous upside down shingled deck home, is only 2 blocks to private ocean beach of Hither Hill ...
From $1139 per night (USD)VRBO
From $885 per night (USD)VRBO
Farmhouse Nestled by Meadow, Pool, Near Beaches and Centrally Located!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Shelter Island is a unique place with incredible natural landscapes and gorgeous sunsets! Once you get off the ferry, d ...
From $885 per night (USD)VRBO
From $4219 per night (USD)VRBO
Family Friendly, Estate Like Home, Heated Pool Seconds to Bay!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A perfect getaway for a family at this Sag Harbor step back in time farmhouse. 1.5 acres of privacy with a heated pool ...
From $4219 per night (USD)VRBO
From $1086 per night (USD)VRBO
Peconic Bay Private Beachfront Escape
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 9
Newly renovated 5 bedroom, 4 bathroom retreat located on a 140' stretch of private beach. This ideal North Fork getaway ...
From $1086 per night (USD)VRBO
From $800 per night (USD)VRBO
Restored Farmhouse in The Heart of Wine and Farm Country
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Restored 1920's farmhouse with heated salt water pool! Feels extremely remote, while all the conveniences + attractions ...
From $800 per night (USD)VRBO
From $1352 per night (USD)VRBO
4 BR/ 6 Bth Post Modern Home on 7 Acre Estate w/ Heated Pool & Tennis Court
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 10
Located on 7 acres in the Northwest Woods in East Hampton, this 4 bedroom/6 bathroom single level home with 3 car garage ...
From $1352 per night (USD)VRBO
From $528 per night (USD)VRBO
Large renovated 5BR home w/ heated pool, hot-tub & ping-pong in Bellport Village
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to your dream Bellport Village vacation in our newly renovated, sun-soaked two-story colonial style home. Located ...
From $528 per night (USD)VRBO
From $3183 per night (USD)VRBO
Walking Distance Town Line Beach - One Week Left - Last Week of August to LD
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Hear the waves from your private park like setting, and feel the cool breezes as you sit under the Sagaponack stars. Th ...
From $3183 per night (USD)VRBO
From $2948 per night (USD)VRBO
Glorious Hamptons Sag Harbor Escape With Pool, 5-minute Walk To Beach And Town
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
You could bring a car, but why? Instead, just kick back, eating dinner by candlelight on the wraparound porch of this b ...
From $2948 per night (USD)VRBO
From $518 per night (USD)VRBO
Westhampton Beach Village House - Beach Lane
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Early 1900's refurbished 4 bedroom carriage house in excellent condition with a 15min walk to Rogers Beach (5 min by bik ...
From $518 per night (USD)VRBO
From $631 per night (USD)VRBO
Walk to Beach and Greenport Village, Two King Beds
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
A quiet Cape home within walking distance to all Greenport Village has to offer - dining, shopping, the beach and transp ...
From $631 per night (USD)VRBO
From $954 per night (USD)VRBO
Charming 4B/3Bth East Hampton Shingled Classic With Pool: Perfect For Families
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Classic Hamptons shingled traditional style home is completely inviting and impeccably maintained. Beauty and function a ...
From $954 per night (USD)VRBO
From $1152 per night (USD)VRBO
Sweeping Water Views- Walk to Town- Heated Pool FAMILIES ONLY
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
*Pool opens Memorial Day Weekend * This rental is for families only please do not request to book if you are not a true ...
From $1152 per night (USD)VRBO
From $600 per night (USD)VRBO
Montauk House with Lake View
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Please Note: you must be 26 or older to rent. Due to covid there are still no car parking beach passes available. There ...
From $600 per night (USD)VRBO
From $1393 per night (USD)VRBO
Ocean Beach 5 Bedroom Spectacular Home centrally located.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 13
Beautiful five bedroom home nestled in the hearth of Ocean Beach. Short walk to Beach, Ferry, Restaurants and night life ...
From $1393 per night (USD)VRBO
From $922 per night (USD)VRBO
Family Friendly House - Pool, Playground, Close to all!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Four bedroom/two bathroom house with pool and playground. Centrally located in Hampton Bays/East Quogue close to everyt ...
From $922 per night (USD)VRBO
From $653 per night (USD)VRBO
Contemporary near Wade's Beach - 10 min drive to Sunset Beach/Shelter Island Hts
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Architecturally designed 1,800 sq. ft. contemporary home. Three bedrooms, two bathrooms. Situated on a quiet country r ...
From $653 per night (USD)VRBO
From $735 per night (USD)VRBO
OceanView (2) bedroom (2) bath walk to Town/Beach Pass
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
The property is called Twin Pond Motel, located at 743 Old Montauk Hwy. It has two independent cottages and a larger str ...
From $735 per night (USD)VRBO
From $964 per night (USD)VRBO
Large 5 bedroom/5 bath secluded property with large heated pool on over an acre
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
- Beds: 4 king beds & 2 twin beds - Baths: 4 en suite and 1 next to bedroom - Heating/Air condition: 2 zone central ai ...
From $964 per night (USD)VRBO
From $752 per night (USD)VRBO
Gorgeous Ditch Plains Beach House
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
WALK TO THE BEACH- never deal with limited or restricted beach parking. Bike or walk to the beach throughout the day. En ...
From $752 per night (USD)VRBO
From $263 per night (USD)Expedia
1856 Trading House w/ walk to water
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our Apartment is in an 1856 Trading House. It has two levels. Lower level: Full kitchen is the center of the apartment ...
From $263 per night (USD)Expedia
From $328 per night (USD)VRBO
Charming Recently Updated Waterfront Home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This is a newly renovated waterfront home in Cutchogue with breathtaking views of West Creek/Haywater Cove out to the Gr ...
From $328 per night (USD)VRBO
From $1051 per night (USD)VRBO
Bohemian chíc 2 bedroom home w/ indoor pool & sauna in Sag Harbor.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This is a very special property with a beautiful and private indoor pool, sauna, and hot tub. It’s perfect for honeymoo ...
From $1051 per night (USD)VRBO
From $2637 per night (USD)VRBO
Luxury Spa Retreat in The Hamptons!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
This home is designed to make your vacation or getaway a truly unforgettable experience. Located in a private residentia ...
From $2637 per night (USD)VRBO
From $482 per night (USD)VRBO
North Beach Fork Beach House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy our tranquil home in a private beach community.Located on a half acre of private land, this home has all the ameni ...
From $482 per night (USD)VRBO
From $877 per night (USD)VRBO
4 bdrm on large private beach. AC. Bayfront. Great view and gorgeous new deck!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy the unique architecture and awesome location of this air conditioned landmark, 4 bedroom 2 bath home with stunning ...
From $877 per night (USD)VRBO
From $2380 per night (USD)VRBO
HEATED POOL waterfront HOT TUB, GYM, Watersports, BOATER DELIGHT luxury modern
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Brand new heated gunite saltwater pool!!!! A sparkling clean and modern 6 bedroom, 4 bath waterfront home offering all t ...
From $2380 per night (USD)VRBO
From $5957 per night (USD)VRBO
South of Highway - Designer Perfection for Families - East Hampton/ Wainscott
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
We have been VRBO hosts for last 8 years -- with 14 “5-star exceptional” reviews (See VRBO listing 991932) and are now l ...
From $5957 per night (USD)VRBO
From $1440 per night (USD)VRBO
Villa (Season Memorial Day to Labor Day $135,000 JULY $55,000 AUGUST $65,000 )
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Modern Elegant Villa well maintained 5 bedroom/4 baths in estate area with open floor plan, Professional Cherry Wood Ki ...
From $1440 per night (USD)VRBO
From $380 per night (USD)VRBO
Charm, privacy, not your generic rental! Magic awaits!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Escape to our charming 3-bedroom vacation home in the heart of Shelter Island. Nestled just a 22-minute drive from the s ...
From $380 per night (USD)VRBO
From $1762 per night (USD)VRBO
Breathtaking Ocean View Home with new Pool, Jacuzzi, Sauna, Playground and Gym
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Brand new 50ft pool, jacuzzi Spa and Sauna plus Children's playground! Rare Ocean View Montauk House (1acre of land) has ...
From $1762 per night (USD)VRBO
From $788 per night (USD)VRBO
Newly Renovated, 5BR Private Getaway with Pool
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
*Families Only- no groups- no bachelorettes** Bright 2 story contemporary in East Hampton with 5 bedrooms and 3.5 bathr ...
From $788 per night (USD)VRBO
From $332 per night (USD)VRBO
Lovely beach cottage with private deck, walk to the beach, vineyards nearby
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful spot on the North Fork’s Long Island Sound- Quaint beach cottage in the heart of the North Fork, just a short ...
From $332 per night (USD)VRBO
From $1982 per night (USD)VRBO
Private heated pool and spacious yard. 5 minute walk to the beach.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Enjoy this newly renovated home on Shelter Island. A gorgeous, well-stocked gourmet kitchen with vaulted ceiling great r ...
From $1982 per night (USD)VRBO
From $1001 per night (USD)VRBO
North Fork, New Construction with heated pool, walking distance to beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
**Summer 2024 Monthly Special - Contact Owner for Details** Brand new, completely remodeled home on the North Fork that ...
From $1001 per night (USD)VRBO
From $796 per night (USD)VRBO
Cottage in East Hampton - just outside of the village
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This rustic country home embodies traditional Hamptons cottage charm, but has all modern technology and amenities. The c ...
From $796 per night (USD)VRBO
From $1678 per night (USD)VRBO
Retreat to Nature with the best of both worlds - Beaches & Hiking Trails
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This beach house is a one acre secluded oasis in Hither Woods. Walking distance to Hither Hills park and the beach. Char ...
From $1678 per night (USD)VRBO
From $653 per night (USD)VRBO
OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
watch the virtual tour at https://youtube.com/watch?v=NRmf4pDyr0Q Fire Island is a magical island off the southern co ...
From $653 per night (USD)VRBO
From $5549 per night (USD)VRBO
5 acre 6 bdrm Estate; large pool and hot tub between Sag Harbor and East Hampton
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Recently updated - 5000sq ft home 1/4mile off route 114 offers true privacy and fantastic convenience (3min to Sag Harbo ...
From $5549 per night (USD)VRBO
From $905 per night (USD)VRBO
Greenport Village walking distance to all
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
3 bedroom 2 floor cape with large great room and enclosed patio perfect for families and small groups. Relax in the hot ...
From $905 per night (USD)VRBO
From $2466 per night (USD)VRBO
Private GATED Southampton Oasis With a Heated Pool View calendar
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
This beautiful GATED home sits in a private, parklike setting on a quiet lane in Southampton. The spacious 5,100 sq. fee ...
From $2466 per night (USD)VRBO
From $2873 per night (USD)VRBO
Beautiful house on private country road with pool/hot tub & home office
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Rejuvenate and be renewed at this Montauk modern escape just moments to Ditch Plains and South Lake Beaches. The home f ...
From $2873 per night (USD)VRBO
From $1395 per night (USD)VRBO
Fully Renovated Family Beach House 2022 Dates now available!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
This spacious 4 bedroom beach house is perfect for a family getaway. This house is centrally located on a quiet block be ...
From $1395 per night (USD)VRBO