Suffolk Area Rentals
From $918 per night (USD)VRBO
Waterfront & private beach Scandinavian style house near Bellport, NY
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Scandinavian-style house, private beach near Bellport, NY A few steps outside the front door is our private sandy bea ...
From $918 per night (USD)VRBO
From $1263 per night (USD)VRBO
Private Montauk Retreat w/ NEW Pool • Minutes to Beach • Summer-Ready
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Experience Montauk the way it’s meant to be—relaxed, private, and effortlessly stylish. A recently renovated home with ...
From $1263 per night (USD)VRBO
From $338 per night (USD)VRBO
Secluded 1 Br Cottage on the Lake, Close to Ditch with OS Shower & Fabulous Yard
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Spend your summer at South Lake. This one bedroom, one bath cottage has everything you need for an incredible summer ge ...
From $338 per night (USD)VRBO
From $1018 per night (USD)VRBO
Zen home in the Hamptons
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our home is the perfect place for a relaxing vacation. The inside of our home is clean and layout for comfort and fun. T ...
From $1018 per night (USD)VRBO
From $1158 per night (USD)VRBO
Hampton’s - Village Of Quogue - Recently Built Traditional
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Secluded location in an exclusive neighborhood. Guests can walk to town and bike to private ocean beach. Professional k ...
From $1158 per night (USD)VRBO
From $1264 per night (USD)Expedia
Newly Renovated, Modern home with pool, cathedral ceilings, open-floor...
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Stunning Saint Andrews Newly Renovated, Modern home with pool, cathedral ceilings, open-floor plan, minutes from Southa ...
From $1264 per night (USD)Expedia
From $1652 per night (USD)VRBO
Newly Renovated Southampton Getaway House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Fantastic Southampton location situated on Turtle Pond. A superb 4-bedroom, 3-bath home in an equally superb waterfront ...
From $1652 per night (USD)VRBO
From $426 per night (USD)Expedia
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This is of the nicest units in the complex. We invite you to stay at our 1 BR loft corner unit, complete with cathedral ...
From $426 per night (USD)Expedia
From $1390 per night (USD)VRBO
Wainscott summer rentals
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Located in Wainscott close to many great restaurants, shops and the beach, this four bedroom, four bath home is tucked a ...
From $1390 per night (USD)VRBO
From $396 per night (USD)Expedia
Charming Montauk Getaway centrally located
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located just a short walk to Montauk's pristine beaches ( ocean or bay ), parks, the village, local restaurants and club ...
From $396 per night (USD)Expedia
From $1298 per night (USD)VRBO
Fully renovated 4 bedroom and 2 full bathrooms Sleeps 9 Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
This is a lovely well maintained family home. We have owned the home for 30 years and we take tremendous pride in the ho ...
From $1298 per night (USD)VRBO
From $1222 per night (USD)VRBO
Newly Renovated 3 Bedroom Cottage by Best Bay Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Newly renovated 3 bedroom Cottage by the Bay. Fully renovated (March 2020) 1930's Hamptons cottage-style home oozing w ...
From $1222 per night (USD)VRBO
From $1344 per night (USD)VRBO
Peaceful, Calm, Quiet make up this wonderful East Hampton House.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Great Location for any Season! This Hamptons cozy home is set in the North woods area in East Hampton NY. A perfect fam ...
From $1344 per night (USD)VRBO
From $1838 per night (USD)VRBO
Private South of the Highway Hamptons Retreat• Minutes to Southampton & Beaches
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Rental Permit RP241274 Private Gated Hamptons Retreat with Pool, Guest House & Resort-Style Backyard Welcome to your o ...
From $1838 per night (USD)VRBO
From $2711 per night (USD)VRBO
Modern Coastal Farmhouse style home with a private pool, open-floor plan,...
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Coves Bay Beauty Modern Coastal Farmhouse style home with a private pool, open-floor plan, grand back deck, located a q ...
From $2711 per night (USD)VRBO
From $4451 per night (USD)Expedia
Newly Completed - Steps to Beach and Town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Light and airy escape blends tranquil decor with quintessential Amagansett coziness. This newly completed gem was gut re ...
From $4451 per night (USD)Expedia
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5th from the beach, dog friendly, sleeps 10, outdoor shower a/c utils included!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
DOG-FRIENDLY RENTAL with all of the amenities and utilities included!! Video walk-thru: https://youtu.be/PhVH8ET5fVw ( ...
Click For PricingVRBO
From $913 per night (USD)Expedia
Beautiful Beach House with Large Swimming Pool in Ocean Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Centrally located just 5 minutes to beach and downtown Ocean Beach, this house has a true resort feeling, featuring a he ...
From $913 per night (USD)Expedia
From $1105 per night (USD)VRBO
Enjoy Ditch Plains in Montauk! Neat And Clean. Private backyard
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
DITCH PLAINS ESCAPE This beautifully renovated two bedroom, 1 1/2 bath home is the perfect place to enjoy all that pop ...
From $1105 per night (USD)VRBO
From $1965 per night (USD)VRBO
Heart of East Hampton Village with Outdoor Kitchen
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
***5 Minute Walk to Center of Town!!*** **Note the pool is closed for the season** This well appointed and well mainta ...
From $1965 per night (USD)VRBO
From $2154 per night (USD)VRBO
Luxury Custom Home, Water Views, Access to Private Bay Beach and Marina
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 11
Please note that a reservation for this property needs to be approved before it is confirmed. Sunset on Gardiners Bay ...
From $2154 per night (USD)VRBO
From $2888 per night (USD)Expedia
Waterfront retreat
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Harbor view oasis. Pristine 3 BR, 2Bath + outdoor shower, heated pool, and gorgeous gardens. You won't want to leave. ...
From $2888 per night (USD)Expedia
From $858 per night (USD)VRBO
Charming Home in East Hampton, Near Clearwater Beach w/ Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Rutland Escape Charming ...
From $858 per night (USD)VRBO
From $783 per night (USD)Expedia
2-Acre Modern Estate in Southampton. Beach, winery, farm, pool, and hot tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Kids' friendly modern estate with pool and hot tub Secluded on 2 acres in the Town of Southampton, it is only 5 minutes ...
From $783 per night (USD)Expedia
From $111 per night (USD)VRBO
Wine Country Cozy Home Away in the Woods
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy the Fall Season at a great location! Charming, vintage homeaway in a beautiful, secluded, private, wooded communit ...
From $111 per night (USD)VRBO
From $1161 per night (USD)VRBO
Northfork Cape, steps from Wineries, Beaches and Restaurants
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
4 Acre Property, bordered by 2 farms. 5 Bedroom, split level and additional 6th bedroom suite and living quarter with ki ...
From $1161 per night (USD)VRBO
From $739 per night (USD)VRBO
6th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Cozy Waterfront Cottage 6, All Guests have complimentary use of many kayaks, paddle boards and canoes to explore the Pec ...
From $739 per night (USD)VRBO
From $808 per night (USD)Expedia
2nd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Premier Waterfront Cottage 2, All Guests have complimentary use of many kayaks, paddle boards and canoes to explore the ...
From $808 per night (USD)Expedia
From $722 per night (USD)VRBO
1st of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Premier Waterfront Cottage 1, All Guests have complimentary use of many kayaks, paddle boards and canoes to explore the ...
From $722 per night (USD)VRBO
From $936 per night (USD)Expedia
4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Cozy Waterfront Cottage 4, All Guests have complimentary use of many kayaks, paddle boards and canoes to explore the Pec ...
From $936 per night (USD)Expedia
From $623 per night (USD)VRBO
5th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Cozy Waterfront Cottage 5, All Guests have complimentary use of many kayaks, paddle boards and canoes to explore the Pec ...
From $623 per night (USD)VRBO
From $722 per night (USD)Expedia
3rd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Premier Waterfront Cottage 3, All Guests have complimentary use of many kayaks, paddle boards and canoes to explore the ...
From $722 per night (USD)Expedia
From $993 per night (USD)VRBO
Luxury by the Sea
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Your search 👀 is over! Brand New 🔨 Construction. Charming, luxurious, private, comfortable Beach 🏖 House. Stunning ...
From $993 per night (USD)VRBO
From $1442 per night (USD)Expedia
5BR Home w/Pool & Outdoor Space
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: Welcome to Glendale. The Space: Welcome to Glendale, a 2,800 sqft colonial-style home nestled on a private ro ...
From $1442 per night (USD)Expedia
From $1555 per night (USD)VRBO
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Our guests are treated to a beautiful and private, six-bedroom, four-bath estate surrounded by a walkable 600-acre natur ...
From $1555 per night (USD)VRBO
From $596 per night (USD)VRBO
Ocean Beach Bayview Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This cozy cottage is located just one house away from the Great South Bay, only a 2-minute walk to the bay swimming are ...
From $596 per night (USD)VRBO
From $364 per night (USD)VRBO
MATTITUCK #1 Winery and Beach Town ! SEPT & OCT. SPECIAL !
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The brand new house with all new furnishing is located in the quaint hamlet of Mattituck on Long Island's idyllic North ...
From $364 per night (USD)VRBO
From $1071 per night (USD)Expedia
Hamptons Beach House - Steps to Town, Bike to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This updated traditional home located just steps away from Westhampton Beach's Main Street and the Organic Farmer's Mark ...
From $1071 per night (USD)Expedia
From $1928 per night (USD)VRBO
Awesome Casa: Getaway!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Rental Registration # 19-17: This chic and renovated home is located on a flag lot within a short distance to Main and G ...
From $1928 per night (USD)VRBO
From $830 per night (USD)Expedia
Spring is here! Message me for your 20% off discount offer per night!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
GREAT for short and long term stays!! Come and enjoy this exquisite home in the Hamptons! Close proximity to beaches, w ...
From $830 per night (USD)Expedia
From $1533 per night (USD)VRBO
New and Modern East Hampton Summer Home w/ Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful, bright, spacious contemporary, and kids / family friendly home is situated in the Hampton Waters neighbo ...
From $1533 per night (USD)VRBO
From $1354 per night (USD)Expedia
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This beach house features 4 bedrooms, with a large 2nd floor master suite haven with direct ocean and bay sunset views. ...
From $1354 per night (USD)Expedia
From $2620 per night (USD)VRBO
!! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to Inis Fada Farm on Sayres Path in Wainscott, NY! Two separate, self-contained homes on a single lot in magnif ...
From $2620 per night (USD)VRBO
From $376 per night (USD)Expedia
Cozy cottage on Fort Pond Lake.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Quaint 1 bedroom situated in the heart of Montauk. Walk to town, Navy Beach, or the Surf Lodge. Fully renovated to accom ...
From $376 per night (USD)Expedia
From $631 per night (USD)VRBO
Wonderful & charming house in Sag Habour
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled on a private and shy one acre is where you will find this beautiful home. Within close proximity to world renown ...
From $631 per night (USD)VRBO
From $527 per night (USD)Expedia
Captain's Cottage - Cold Spring Harbor Water Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located in idyllic, historic Cold Spring Harbor - water views, fabulous sunsets. 5 min drive to private beach. Walk to ...
From $527 per night (USD)Expedia
Click For PricingVRBO
Fishermans Cottage near Crescent Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This 1920's original is nestled in a land reserve just off Crescent Beach. Enchanting and quiet, this property is in a u ...
Click For PricingVRBO
From $2797 per night (USD)VRBO
Newly completed 5BR/4.5BA w/ heated Gunite Pool, spacious Patio and Firepit
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Ideally situated near East Hampton and Sag Harbor Village on 1.5 acres of beautiful trees and lush landscaping, luxury a ...
From $2797 per night (USD)VRBO
From $3768 per night (USD)VRBO
Yellowstone In The Hamptons ~ one of a kind secluded, magical, 50-acre paradise!
- Bedrooms:
- 7
- Bathrooms:
- 4
- Sleeps:
- 6
This Just In! Please inquire about discounts for longer stays. Great discounts for longer bookings. Located in the prim ...
From $3768 per night (USD)VRBO
From $511 per night (USD)Expedia
Cleves Point Estates Home, Private sandy beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful house is located in a private beach community. An 8 minute walk brings you to a private beach with view ...
From $511 per night (USD)Expedia
From $891 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 $891 per night (USD)VRBO
From $1021 per night (USD)Expedia
The Raabbit Hole
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
This is the perfect place for families and their furry friends. It is located in the heart of ocean beach. Within a 2 mi ...
From $1021 per night (USD)Expedia
From $968 per night (USD)VRBO
Stylish East Hampton Village Retreat- Heated Pool and Sauna, Steps to Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to The Vacationer, a bright and stylish 3-bedroom, 2-bath contemporary home in the heart of East Hampton Village. ...
From $968 per night (USD)VRBO
From $1349 per night (USD)Expedia
Prime East Hampton Village Location. Heated Pool. Walk To All!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Location, location, location! Ideally located on a quiet cul-de-sac in the heart of East Hampton Village, this stunning ...
From $1349 per night (USD)Expedia
From $852 per night (USD)VRBO
Lovely Hampton Bays house
- Bedrooms:
- 2
- 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 $852 per night (USD)VRBO
From $351 per night (USD)Expedia
Queen Vic Soundfront 5BR Beach House on Long Island Sound
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Queen Vic is a five-bedroom, 3.5-bath Soundfront home with direct views of the Long Island Sound. The home sle ...
From $351 per night (USD)Expedia
From $1035 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 $1035 per night (USD)VRBO
From $354 per night (USD)Expedia
Chic Waterfront Beach House with Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Welcome to this chic waterfront beach house in Wading River, set just steps from a private beach with unobstru ...
From $354 per night (USD)Expedia
From $637 per night (USD)VRBO
Modern Coastal Elegance- Heated Pool, Bike to Bay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Wildflower, a stunning all-white contemporary retreat where modern luxury meets Hamptons serenity. Set on a p ...
From $637 per night (USD)VRBO
From $1055 per night (USD)Expedia
Chic Village Cape w/sparkling pool! Walk to boutiques & eateries, bike to ocean!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Imagine waking up in a sun-filled Cape Cod retreat in the heart of East Hampton Village just steps from the village cent ...
From $1055 per night (USD)Expedia
From $541 per night (USD)VRBO
Glorious Sunset Strolls & Poolside Perfection Await!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Discover the ultimate East Hampton getaway in this striking 4-bedroom, 3½-bath Cape Cod home, just a short stroll from a ...
From $541 per night (USD)VRBO
From $182 per night (USD)Expedia
Luxury Beach Cottage Wineries, Shopping & The Hamptons
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: Call us for our best price! 631-445-6765 This Luxury Beach Cottage is an adorable and affordable getaway l ...
From $182 per night (USD)Expedia
From $869 per night (USD)VRBO
Southampton 4BR Home | Pool, Game Room
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Four-bedroom Southampton home with a private pool, separate game-room building, and fenced yard, set 1.4 miles ...
From $869 per night (USD)VRBO
From $1038 per night (USD)VRBO
Southampton 5BR Home | Pool, Hot Tub, Private Yard
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Spacious five-bedroom Southampton home on a quiet, wooded street. Sleeps 10 with four king bedrooms, a private ...
From $1038 per night (USD)VRBO
From $290 per night (USD)VRBO
Private Beachfront Cottage, Secluded and Romantic
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: This rare beachfront cottage sits directly on the sand, offering total privacy and unobstructed water views in ...
From $290 per night (USD)VRBO
From $707 per night (USD)VRBO
4 Bedroom Secluded/ Year-Round HOT TUB w/ Private Beach Access 15 Mins Main Town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
The house is located in a Beautiful, Welcoming Neighborhood of East Hampton (Springs Private Community) with Access to P ...
From $707 per night (USD)VRBO
From $1466 per night (USD)VRBO
Expansive Decking, Large Pool, Perfect for Entertaining, Close to East...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Please note that a reservation for this property needs to be approved before it is confirmed. Floyd's Estate Expansive ...
From $1466 per night (USD)VRBO
From $268 per night (USD)Expedia
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 $268 per night (USD)Expedia
From $2044 per night (USD)VRBO
cool modern in east hampton , private , 5 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 $2044 per night (USD)VRBO
From $2251 per night (USD)Expedia
* 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 $2251 per night (USD)Expedia
From $1499 per night (USD)VRBO
Stunning, light-filled beach house with hot tub & sauna, minutes from the beach!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
For families only (not a singles share house). Award winning (see 1st place 2023 award!) Ultra quiet see, family oriente ...
From $1499 per night (USD)VRBO
From $1317 per night (USD)Expedia
Fair Harbor: 30 Seconds to the Ocean ★★★★★
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
All reservations are WEEKLY. MONDAY to MONDAY. Check-in MONDAYS after 4PM. Check out by MONDAYS 10:00AM. Address: 108 ...
From $1317 per night (USD)Expedia
From $913 per night (USD)VRBO
Pet-friendly Updated Farmhouse
- Bedrooms:
- 2
- 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 $913 per night (USD)VRBO
From $1037 per night (USD)Expedia
Quintessential Hamptons 6 BR Home with Outdoor Thermasol Sauna, In-Ground...
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
The Manor Quintessential Hamptons 6 BR Home with Outdoor Thermasol Sauna, In-Ground Pool & Exceptional Gardens 6BR/7BA ...
From $1037 per night (USD)Expedia
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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 ...
Click For PricingVRBO
From $16348 per night (USD)Expedia
On Four Acres, In the Heart of Sagaponack, Gourmet Eat-In Kitchen, Tennis...
- Bedrooms:
- 10
- Bathrooms:
- 7
- Sleeps:
- 10
Sagaponack Compound On Four Acres, In the Heart of Sagaponack, Gourmet Eat-In Kitchen, Tennis Court, Orchard, Near Sagg ...
From $16348 per night (USD)Expedia
From $348 per night (USD)VRBO
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 $348 per night (USD)VRBO
From $354 per night (USD)Expedia
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 $354 per night (USD)Expedia
From $582 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 $582 per night (USD)VRBO
From $1373 per night (USD)Expedia
COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Perfect location! Step outside this home to hear the sound of the waves! Located 4 houses from your private boardwalk to ...
From $1373 per night (USD)Expedia
From $1718 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 $1718 per night (USD)VRBO
From $1176 per night (USD)Expedia
Gorgeous 5 bdrm home with beautiful bay views in the heart of Greenport Village
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Enchanted home with beautiful bay views. This house has it all. Modern updates with old-world charm. Gorgeous chefs ki ...
From $1176 per night (USD)Expedia
From $2095 per night (USD)VRBO
Private house on the water, steps to the beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the white sand beaches of the Hamptons. This cottage is located on the intracoastal waterway directly across ...
From $2095 per night (USD)VRBO
From $957 per night (USD)Expedia
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 $957 per night (USD)Expedia
From $380 per night (USD)VRBO
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 $380 per night (USD)VRBO
From $576 per night (USD)VRBO
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 $576 per night (USD)VRBO
From $1034 per night (USD)VRBO
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 15
Welcome to Paradise Citadel, your perfect home away from home! This beautiful and spacious getaway is thoughtfully desi ...
From $1034 per night (USD)VRBO
From $2046 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 $2046 per night (USD)VRBO
From $938 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 $938 per night (USD)VRBO
From $603 per night (USD)Expedia
US GOLF OPEN 7 miles to Shinnecock golf course.
- 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 $603 per night (USD)Expedia
From $1089 per night (USD)VRBO
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 $1089 per night (USD)VRBO
From $1702 per night (USD)Expedia
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 $1702 per night (USD)Expedia
From $2088 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 $2088 per night (USD)VRBO
From $995 per night (USD)Expedia
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 $995 per night (USD)Expedia
From $633 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 $633 per night (USD)VRBO
From $916 per night (USD)VRBO
Light-filled traditional home with pool, gym, and fairway views in...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Oneck Outstanding Light- ...
From $916 per night (USD)VRBO
From $1827 per night (USD)VRBO
11-Bedroom Mansion with a Seasonal Outdoor Pool open now plus 10.5 bathrooms
- Bedrooms:
- 10
- Bathrooms:
- 11
- Sleeps:
- 24
You’ll feel the rich heritage at the The Watermark Hamptons the moment you arrive. There’s an undeniable coziness in the ...
From $1827 per night (USD)VRBO
From $1208 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 $1208 per night (USD)VRBO
From $796 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 $796 per night (USD)VRBO
From $1446 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 $1446 per night (USD)VRBO