Wainscott, New York Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Wainscott, New York on RentalSaver.com!

Wainscott Rentals

From $693 per night (USD)
VRBO
Centrally located Hamptons Home close to towns of East Hampton, Sag Harbor,...
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Please note that a reservation for this property needs to be approved before it is confirmed. Central Serenity in East ...
From $693 per night (USD)
VRBO
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Expedia
Luxurious Sag Harbor Village Retreat on Preserve
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Summer luxury in Sag Harbor Village. This modern barn style home on just shy of an acre with southwest views is abuttin ...
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Expedia
From $2486 per night (USD)
VRBO
Beautiful Wainscott Home, close to town shopping, restaurants, beaches,...
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Wainscott Woods Wonder Beautiful Wainscott Home, close to town shopping, restaurants, beaches, private pool! 4BR/4BA: ...
From $2486 per night (USD)
VRBO
From $1042 per night (USD)
Expedia
Sagaponack home with fenced-in Pool. Ideal for young kids.
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Sagaponack Barn Style home with bright open spaces offers a private country setting near the beach. The main house featu ...
From $1042 per night (USD)
Expedia
From $2935 per night (USD)
VRBO
Newly Renovated Wainscott Retreat - Bike to the Beach, Central Location!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
*This newly renovated Wainscott retreat features 3,900 sq ft of living space on a beautiful and quiet, dead-end street. ...
From $2935 per night (USD)
VRBO
From $2719 per night (USD)
Expedia
5 Bedroom Hamptons Beach House w/ heated pool
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
This sun soaked sanctuary is located south of the Montauk Highway and just a mile to Wainscott Village Beach, one of the ...
From $2719 per night (USD)
Expedia
From $1467 per night (USD)
VRBO
Beautiful Wainscott Home, Open Layout, Private Pool, Natural Light
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Please note that a reservation for this property needs to be approved before it is confirmed. Wainscott Wonderful Beau ...
From $1467 per night (USD)
VRBO
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Expedia
1830 Restored House on Best Street in Sag Harbor 3 Blocks to Shops & Restaurants
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
This beautiful house with a gunite heated swimming pool was completely restored in 2021 with a top end kitchen appliance ...
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Expedia
From $2447 per night (USD)
VRBO
East Hampton- Chic Luxury Summer Rental. Pet Friendly. Best Deal
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Luxury resort lifestyle Hampton’s Rental. Gorgeous Home- Brand New to market. Newly renovated. Chefs kitchen. Outdoor di ...
From $2447 per night (USD)
VRBO
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Expedia
Fabulous familly villa in East hampton village fringe
Bedrooms:
2
Bathrooms:
5
Sleeps:
7
perfect villa for a familly of 4 , quiet , no vis a vis , very private. 4 bedrooms, 1 master bedroom upstairs with en ...
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Expedia
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VRBO
Wonderful Wainscott
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
This well-crafted and beautifully designed home is the perfect summer retreat. The open floor plan is light-filled by th ...
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VRBO
From $1370 per night (USD)
Expedia
Wainscott Village Gem- Steps to Shops & Beach Lane
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
This turnkey and stunning house offers 2500 sqft of finest in contemporary luxury living. The home enjoys sunny southern ...
From $1370 per night (USD)
Expedia
From $2370 per night (USD)
VRBO
Hamptons Sanctuary in Sag Harbor
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
This elegant designer-renovated Hamptons home with a beautifully landscaped front driveway welcomes you to an entry to o ...
From $2370 per night (USD)
VRBO
From $1794 per night (USD)
Expedia
Enjoy a lovely summer retreat in Sag Harbor Village, 1 mile to Main Street
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
You will be delighted by the peaceful space this home offers. Being set, up on a hill with beautiful gardens, 10x40 ft ...
From $1794 per night (USD)
Expedia
From $770 per night (USD)
VRBO
Newly Renovated in East Hampton, Private heated Pool, Minutes Between East...
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Merriweather House Newly Renovated in East Hampton, Private heated Pool, Minutes Between East Hampton and Sag Harbor 4 ...
From $770 per night (USD)
VRBO
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Expedia
Exquisite Historic Farmhouse
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
In the heart of historic Sag Harbor Village, minutes from ocean and bay beaches, this historic four bedroom three bath ...
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Expedia
From $1542 per night (USD)
VRBO
TRANQUILITY, PRIVATE BEACH, WALK TO TOWN, ENTERTAINMENT, CENTER OF THE HAMPTONS!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Stay at this beautiful 3 bedroom, 2 full bath, and 1 outdoor shower ranch house . This beautiful vacation home has more ...
From $1542 per night (USD)
VRBO
From $2056 per night (USD)
Expedia
Stylish Modern Retreat in the Heart of the Hamptons: Your Perfect Getaway!
Bedrooms:
6
Bathrooms:
5
Sleeps:
14
Welcome to your luxurious modern estate in the heart of East Hampton. This stunning property boasts sleek and contempora ...
From $2056 per night (USD)
Expedia
$Wainscott Luxury Retreat / Private With Pool\n$
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VRBO
Wainscott Luxury Retreat / Private With Pool\n
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This beautiful home located south of the highway offers everything you could want in a summer home. It offers 4 bedrooms ...
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VRBO
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Expedia
Wonderful 5 bedroom, 4.5 bath home in a tony section of Sagaponack.
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Wonderful 5 bedroom, 4.5 bath home in a tony section of Sagaponack. Features include: large eat-in kitchen, living room ...
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Expedia
From $7571 per night (USD)
VRBO
Brand New Luxurious East Hampton home, 5 mins to beach - Available July 4
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Brand new construction, with attention to detail on amenities and furnishings to provide an extremely elegant, comfortab ...
From $7571 per night (USD)
VRBO
From $1207 per night (USD)
Expedia
East Hampton - 5 BRDMs BEAUTIFUL Pool & Yard - 6 min. to village center
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Located on a private cul-de-sac, this cedar shingled traditional home is what you dream of when you think of East Hampto ...
From $1207 per night (USD)
Expedia
From $735 per night (USD)
VRBO
ACORN HOUSE. Stay in Architect & Designer's country house.
Bedrooms:
5
Bathrooms:
5
Sleeps:
9
Enjoy some r&r at Acorn House in Sagaponack. Offered for the first time. This idyllic little village is one of the most ...
From $735 per night (USD)
VRBO
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Expedia
Designer Home in Sag Harbor-Just 5 min to village!
Bedrooms:
0
Bathrooms:
0
Sleeps:
0
A colorful, chic mid century home that is just 5 minutes from Sag Village! This house is fully equipped for a luxe Hampt ...
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Expedia
$Modern Designer Home - 1 mile to Sag Harbor Town\n$
From $2316 per night (USD)
VRBO
Modern Designer Home - 1 mile to Sag Harbor Town\n
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Newly built and completely designed. This home is a true oasis in the perfect location just one mile to Sag Harbor Town. ...
From $2316 per night (USD)
VRBO
From $4333 per night (USD)
VRBO
Private Beach - Spectacular Views at Large Hamptons Beachfront House.
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
Perched gracefully on a private beach in the Town of East Hampton and the Village of Sag Harbor, stands a beautiful beac ...
From $4333 per night (USD)
VRBO
From $153 per night (USD)
VRBO
Beautiful Setting in the Hamptons with Pool & Tennis Court.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located in Sagaponack, this home is ideal for an easygoing vacation with a swimming pool, tennis court and a large lawn ...
From $153 per night (USD)
VRBO
From $578 per night (USD)
VRBO
Sag Harbor Village 3br 2ba - Prime location
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Village of Sag Harbor. Family Friendly. Open living space embracing living, dining and kitchen areas. Three bedrooms an ...
From $578 per night (USD)
VRBO
From $1307 per night (USD)
VRBO
Beautifully renovated historic home in Sag Harbor Village. Walk to Everything.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Beautifully restored home in the heart of Sag Harbor Village. Steps from Main Street restaurants, shops, and marinas. ...
From $1307 per night (USD)
VRBO
From $356 per night (USD)
VRBO
East Hampton private room w/ separate entrance and full bath. New backyard pool!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Private bedroom suite with ensuite full private bathroom within a quaint three bedroom Cape Cod conveniently located o ...
From $356 per night (USD)
VRBO
From $1298 per night (USD)
VRBO
East Hampton Getaway, close to beaches & village
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Let our home be your idyllic Hamptons getaway. The home is conveniently located to all amenities! 5 min car ride to th ...
From $1298 per night (USD)
VRBO
From $2879 per night (USD)
VRBO
Charming East Hampton Estate Retreat: Spacious Rental Property in Prime Location
Bedrooms:
3
Bathrooms:
4
Sleeps:
4
This stunning rental property offers an unparalleled experience in one of Long Island's most sought-after locations. Nes ...
From $2879 per night (USD)
VRBO
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VRBO
Private retreat on 4 acres
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Relax with the whole family or friends at this peaceful place to stay. Enjoy a heated swimming pool, a wraparound deck f ...
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VRBO
From $659 per night (USD)
Expedia
Cozy 3-Bedroom Cape House Near Havens Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to our charming 3-bedroom, 1-bathroom Cape-style home! Located just steps from Havens Beach and less than half a ...
From $659 per night (USD)
Expedia
From $2498 per night (USD)
VRBO
Idyllic Five Bedroom East Hampton Retreat
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Welcome to the epitome of refined living, a meticulously curated home that will exceed your expectations. As you enter t ...
From $2498 per night (USD)
VRBO
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Expedia
Modern Fairytale East Hamptons 6 Bedroom Home
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
Welcome to Kismet Hamptons. Named after the very root of its existence. With six bedrooms, seven bathrooms, a luscious ...
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Expedia
From $494 per night (USD)
VRBO
Beautiful Renovated 1 Bedroom Apartment Walk to Town & Jitney. Parking.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Small professionally maintained 4 unit apartment building in the Village of Sag Harbor with one off street parking spot. ...
From $494 per night (USD)
VRBO
From $1150 per night (USD)
VRBO
Nantucket Style Beach Cottage South of the highway
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Charming neighborhood, walk to beach, farm stand, beach, jitney, bakery, wine shop, fish shop, bagel shop and and Barry' ...
From $1150 per night (USD)
VRBO
From $1644 per night (USD)
VRBO
Hamptons Villa
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
This house has it all right in the heart of the village of Sag Harbor. Amazingly located for easy access to beaches, res ...
From $1644 per night (USD)
VRBO
From $3489 per night (USD)
VRBO
Sagaponack Farmhouse, South-of-Highway, 50-ft Gunite Pool/Sauna, Mins from Ocean
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Farmhouse on quiet one-acre plus property south of the highway with 4 bedrooms, 2 offices/additional spaces, and 3 full ...
From $3489 per night (USD)
VRBO
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VRBO
Summer Rental in Sag Harbor 5 bd/2Bth sleeps 8+
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Great location! 5 min from Main Street, Marina, and Havens beach 5 Bedrooms, 2 Baths, w Washer and Dryer (Sleeps 8+) Hou ...
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VRBO
From $10988 per night (USD)
Expedia
Amazing Sagaponack Estate Minutes to Gibson Beach and Wolffer Estate...
Bedrooms:
8
Bathrooms:
10
Sleeps:
16
Sagaponack Estate Amazing Sagaponack Estate Minutes to Gibson Beach and Wolffer Estate Vineyard, Perfect for Families ...
From $10988 per night (USD)
Expedia
From $8569 per night (USD)
VRBO
Private Estate in East Hampton
Bedrooms:
7
Bathrooms:
7
Sleeps:
7
This uniquely estate enjoys seclusion and privacy within a short distance of the Village of East Hampton. Featuring 7 be ...
From $8569 per night (USD)
VRBO
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Expedia
Gorgeous Brand-New 5 BR 5BA Home in East Hampton w/ Pool, 2 weeks in July
Bedrooms:
4
Bathrooms:
5
Sleeps:
4
Beautifully designed and furnished by meticulous owners. Five bedroom, four and a half bath cedar shingled home on a ha ...
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Expedia
From $1737 per night (USD)
VRBO
Hamptons / Sagaponack Chic: A Luxurious Escape Awaits
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Post Modern house sits on acre of beautifully landscaped grounds with large pool, furnished pool house, gorgeous, rollin ...
From $1737 per night (USD)
VRBO
From $1523 per night (USD)
Expedia
Newly Renovated, Centrally Located East Hampton Home, Total Privacy,...
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
East End Sensation Newly Renovated, Centrally Located East Hampton Home, Total Privacy, Perfect for Families 4BR/4BA: ...
From $1523 per night (USD)
Expedia
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VRBO
East Hampton Luxury: Have it All!
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
5 Bedroom/5 Baths + Office on a secluded 2.2-acre flag lot. All of the amenities you might need this summer: tennis cour ...
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VRBO
From $2492 per night (USD)
VRBO
Luxury Estate w/ Tennis, Pickleball, Pool, Hot Tub
Bedrooms:
9
Bathrooms:
6
Sleeps:
14
Unwind in comfort with king beds and en suite bathrooms in each of the 4 bedrooms. Take a dip in the oversized pool, cha ...
From $2492 per night (USD)
VRBO
From $3460 per night (USD)
VRBO
Sag Harbor walk to Village / Walk to Beach
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Amazing brand new transitional home in Village. Walk to everything, Jitney, restaurants, beach,heated gunite pool , BB ...
From $3460 per night (USD)
VRBO
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Expedia
13000+ Sq Ft Modern Masterpiece Home in the Hamptons
Bedrooms:
9
Bathrooms:
8
Sleeps:
12
Sleek and spectacular new build in prime East Hampton available for the first time! Situated on 4+ private professionall ...
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Expedia
From $907 per night (USD)
VRBO
Private Luxury Hamptons GetAway w/heated pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Just a short bike ride or drive from Townline beach this 4 bedroom, 3 bathroom Hamptons gem is set on ~1.5 acres consist ...
From $907 per night (USD)
VRBO
From $853 per night (USD)
Expedia
Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Discover the beauty of Sag Harbor from this lovely 3-bedroom house. With AC, a washing machine, heating, and WiFi, this ...
From $853 per night (USD)
Expedia
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VRBO
Charming Sunny, Happy 3-bedroom house with WiFi, AC in adorable Sag Harbor
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Nestled in Sag Harbor, this delightful house is a peaceful retreat for guests seeking an enchanting getaway. With 3 bedr ...
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VRBO
From $1332 per night (USD)
VRBO
Sag Harbor Getaway
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Relax, de-stress, and enjoy the summer at our family friendly Sag Harbor beach house - equipped with everything you need ...
From $1332 per night (USD)
VRBO
From $1675 per night (USD)
VRBO
Hamptons Home w/ Private Pool, 1 Mi to Beach!
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Embark on a seaside escape at this vacation rental in the quaint Hamptons hamlet of Wainscott, NY! This spacious 4-bedro ...
From $1675 per night (USD)
VRBO
From $3836 per night (USD)
VRBO
East Hampton Next-Level Luxury New Construction
Bedrooms:
8
Bathrooms:
7
Sleeps:
14
This 7500 square foot East Hampton house boasts 7 inviting bedrooms, each featuring a king bed for a restful night's sle ...
From $3836 per night (USD)
VRBO
From $809 per night (USD)
VRBO
Sag Harbor Home: Large Heated Pool, Beach Access, Walking Distance to Town
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Your Sag Harbor adventure begins at this brilliant 4-bedroom country house/chateau. With 1 king bed, 2 queen beds, and 1 ...
From $809 per night (USD)
VRBO
From $1726 per night (USD)
Expedia
Charming 3-bedroom house with AC, WiFi and heated pool in lovely Wainscott
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Get ready to relax in this 3-bedroom house in Wainscott. This gorgeous property features 1 king bed, 1 queen bed, and 1 ...
From $1726 per night (USD)
Expedia
From $5724 per night (USD)
VRBO
Luxury 8-bedroom house with Pool, Tennis in marvelous East Hampton
Bedrooms:
9
Bathrooms:
8
Sleeps:
14
Welcome to this fantastic house in East Hampton. With 8 bedrooms including 3 king beds, 3 queen beds, and 2 twin beds, t ...
From $5724 per night (USD)
VRBO
From $2485 per night (USD)
VRBO
Spacious 6-bedroom house in charming Wainscott walking distance to beach
Bedrooms:
8
Bathrooms:
7
Sleeps:
14
Light, airy and sun drenched idyllic 6 bedroom estate in a very convenient south-of-the-highway Wainscott location withi ...
From $2485 per night (USD)
VRBO
From $658 per night (USD)
VRBO
Charming and Spacious Wainscott Home close to Town and Beaches, Great for...
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Wainscott Charm Charming and Spacious Wainscott Home close to Town and Beaches, Great for Families 3BR/3BA: private he ...
From $658 per night (USD)
VRBO
From $1521 per night (USD)
VRBO
Beautiful Wainscott Estate with Private Pool and Tennis, Perfect for Families!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Please note that a reservation for this property needs to be approved before it is confirmed. Wainscott Escape Beautif ...
From $1521 per night (USD)
VRBO
From $575 per night (USD)
VRBO
Open Living Space, Private Backyard, High End Appliances, Close to...
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Please note that a reservation for this property needs to be approved before it is confirmed. Sophisticated Beach Bunga ...
From $575 per night (USD)
VRBO
From $1461 per night (USD)
VRBO
Unwind at this timeless estate featuring a chefs kitchen, classic...
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Please note that a reservation for this property needs to be approved before it is confirmed. Merchants Marvel Unwind ...
From $1461 per night (USD)
VRBO
From $2219 per night (USD)
VRBO
Postmodern 4,000 Square-Foot Retreat on Four Acres, Expansive Outdoor...
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Wainscott Estate Postmodern 4,000 Square-Foot Retreat on Four Acres, Expansive Outdoor Entertaining Space Private Tenni ...
From $2219 per night (USD)
VRBO
From $5067 per night (USD)
Expedia
Glam-style home with private pool, open-floor plan, floor-to-ceiling...
Bedrooms:
6
Bathrooms:
4
Sleeps:
6
Palace on Parsonage Glam-style home with private pool, open-floor plan, floor-to-ceiling windows, several living rooms ...
From $5067 per night (USD)
Expedia
From $2373 per night (USD)
VRBO
Wooden Jewel Box Interior, Master Suite and Modern Kitchen, Surrounded By...
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Please note that a reservation for this property needs to be approved before it is confirmed. Architect Oasis Wooden J ...
From $2373 per night (USD)
VRBO
From $1598 per night (USD)
Expedia
Stone Patio with Lush Plantings, Close to Downtown
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Please note that a reservation for this property needs to be approved before it is confirmed. East Hampton Suncatcher ...
From $1598 per night (USD)
Expedia
From $671 per night (USD)
VRBO
Traditional house, open floor and spacious living, formal dining room,...
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Please note that a reservation for this property needs to be approved before it is confirmed. Sagaponack Traditional T ...
From $671 per night (USD)
VRBO
From $1379 per night (USD)
Expedia
Spacious East Hampton Home Centrally Located, Private Pool, Perfect for Families
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Please note that a reservation for this property needs to be approved before it is confirmed. East End Traditional Spa ...
From $1379 per night (USD)
Expedia
From $638 per night (USD)
VRBO
Modern and Cozy East Hampton Home Centrally Located Close to East Hampton...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Please note that a reservation for this property needs to be approved before it is confirmed. The Ranch Modern Modern ...
From $638 per night (USD)
VRBO
From $2652 per night (USD)
VRBO
Modern East Hampton home, Heated Pool, Close to Beaches, Perfect for Families
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Please note that a reservation for this property needs to be approved before it is confirmed. East Hampton Serenity Mo ...
From $2652 per night (USD)
VRBO
From $1864 per night (USD)
VRBO
Gourmet Kitchen with Stainless Appliances and Breakfast Bar, Furnished...
Bedrooms:
8
Bathrooms:
7
Sleeps:
10
Please note that a reservation for this property needs to be approved before it is confirmed. Georgica Pond Grandeur G ...
From $1864 per night (USD)
VRBO
From $2388 per night (USD)
VRBO
Sunset Villa by Rove Family Beachfront with Deck & Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Welcome to Sunset Villa, a Rove Travel Home! Rove offers beautifully designed residences with the quality and ...
From $2388 per night (USD)
VRBO
From $751 per night (USD)
VRBO
Newly renovated and ultra private Sagaponack home, centrally located,...
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Please note that a reservation for this property needs to be approved before it is confirmed. Stunning in Sagaponack N ...
From $751 per night (USD)
VRBO
From $1247 per night (USD)
VRBO
Summertime perfection!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come and enjoy this wonderful sunlit contemporary with 3 bedrooms and 2 full baths that sits perfectly between East Hamp ...
From $1247 per night (USD)
VRBO
From $1438 per night (USD)
VRBO
Charming Historic Home in Sagaponack, Southampton – Walk to the Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Escape to the serene beauty of Sagaponack in this charming 3-bedroom, 1.5-bathroom home located just a 15-minute walk or ...
From $1438 per night (USD)
VRBO
From $593 per night (USD)
Expedia
Cozy Sag Harbor home close to town and beaches, great for families
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
The Cove Cottage Cozy Sag Harbor home close to town and beaches, great for families 3BR/2BA: expansive private yard, o ...
From $593 per night (USD)
Expedia
From $2278 per night (USD)
VRBO
Beautifully Designed Sag Harbor Home with Private Pool, Close to Town and...
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Sag Harbor Chic Beautifully Designed Sag Harbor Home with Private Pool, Close to Town and Havens Beach, Perfect for Fam ...
From $2278 per night (USD)
VRBO
From $2898 per night (USD)
VRBO
Beautiful and Modern East Hampton Home, Heated Pool, Perfect for Families
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
East Hampton Zen Beautiful and Modern East Hampton Home, Heated Pool, Perfect for Families 6BR/5.5BA: heated pool, gym ...
From $2898 per night (USD)
VRBO
From $348 per night (USD)
VRBO
Beautiful 5BR/4BA East Hampton Home close to beach
Bedrooms:
4
Bathrooms:
7
Sleeps:
12
Just 5 minutes from East Hampton beaches, this spacious 5BR, 4BA home is designed for fun and relaxation. Enjoy a heat ...
From $348 per night (USD)
VRBO
From $687 per night (USD)
VRBO
Sophisticated 3-bedroom 3-bath house, desirable Sag Harbor Village location
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
Your home away from home in Sag Harbor Village, with three bedrooms, features one king bed (Primary with en suite bathro ...
From $687 per night (USD)
VRBO
From $1170 per night (USD)
VRBO
Ideally located between East Hampton and Sag Harbor Villages
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Located off of Merchants Path in the estate section of Wainscott on over 2 secluded and private acres at the end of a 12 ...
From $1170 per night (USD)
VRBO
From $6569 per night (USD)
VRBO
Sagaponack's Premier Summer Retreat 6 Bedrooms 6.5 Baths
Bedrooms:
7
Bathrooms:
6
Sleeps:
10
Welcome to 23 Dawnwood Lane, where modern Hamptons elegance meets unparalleled craftsmanship. Designed by renowned build ...
From $6569 per night (USD)
VRBO
From $2182 per night (USD)
VRBO
Charming 4-bedroom house with AC, WiFi in perfect East Hampton
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy the summer in the Hamptons at our centrally located home situated between the villages of Sag Harbor and East Hamp ...
From $2182 per night (USD)
VRBO
From $3449 per night (USD)
VRBO
Modern Fairytale East Hamptons 6 Bedroom Home
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Welcome to Kismet Hamptons. Named after the very root of its existence. With six bedrooms, seven bathrooms, a luscious ...
From $3449 per night (USD)
VRBO
From $6856 per night (USD)
VRBO
Bay Views, Well Landscaped Gardens, Close to Beach
Bedrooms:
6
Bathrooms:
6
Sleeps:
9
Please note that a reservation for this property needs to be approved before it is confirmed. Erica's Lane Bay Views, ...
From $6856 per night (USD)
VRBO
From $380 per night (USD)
VRBO
Charming East Hampton Home, private yard with fenced in pool, perfect for...
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Please note that a reservation for this property needs to be approved before it is confirmed. The Driftwood House Char ...
From $380 per night (USD)
VRBO
From $1991 per night (USD)
VRBO
Charming, Renovated Traditional Home Minutes from Main Street
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Just outside the village and minutes to Main Street, this sunny and private home sits on 1.2 beautifully landscaped acre ...
From $1991 per night (USD)
VRBO
From $4781 per night (USD)
Expedia
Live the good life and escape out east to Sag Harbor/Wainscott!
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
Merchant Estate Live the good life and escape out east to Sag Harbor/Wainscott! 5BR/ 6.5 BA w/ Tennis on 5 + acres wit ...
From $4781 per night (USD)
Expedia
From $4989 per night (USD)
VRBO
Spacious Wainscott Escape with Private Pool, Spa, and Luxurious...
Bedrooms:
6
Bathrooms:
7
Sleeps:
14
Wainscott Seclusion Spacious Wainscott Escape with Private Pool, Spa, and Luxurious Indoor-Outdoor Living - Perfect for ...
From $4989 per night (USD)
VRBO
From $1194 per night (USD)
Expedia
New! Sag Harbor Village Hamptons House with Pool, Hot Tub and Private Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
New, immaculate, all-season home by the beach with crisp designer details. Every detail was considered for maximum enjo ...
From $1194 per night (USD)
Expedia
From $3172 per night (USD)
VRBO
EAST HAMPTON LUXURY, GEORGICA, 4 MINS TO BEACH, LUSH GRDNS, POOL, BOCCE CRT
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
East Hampton GEORGICA Estate Area BEAUTIFULLY DECORATED NEW HOME. FABULOUS GEORGICA. THE BEST AREA IN EAST HAMPTON. LOC ...
From $3172 per night (USD)
VRBO
From $617 per night (USD)
Expedia
3-bedroom house with wooded views and private, heated pool in Sag Harbor
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled on a quiet, tree-lined road this stunning 3- bedroom, 2- bathroom home offers the perfect blend of privacy, comf ...
From $617 per night (USD)
Expedia
From $862 per night (USD)
VRBO
Modern Resort-Style Retreat in the Heart of East Hampton Seamless...
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
East Hampton Chic Modern Resort-Style Retreat in the Heart of East Hampton Seamless Indoor-Outdoor Living, Minutes from ...
From $862 per night (USD)
VRBO
From $2732 per night (USD)
VRBO
A Modernist approach to mindful living in Sag Harbor
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Featured in the Spring 2025 edition of Elle Decor, this professionally designed home blends high end finishes with rela ...
From $2732 per night (USD)
VRBO
From $1556 per night (USD)
VRBO
Newly Renovated East Hampton Gem with pool, spa, gourmet kitchen, sauna, gym
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This spacious 4-bedroom, 4-bathroom Cape Cod home comfortably sleeps up to 10 guests and offers the perfect blend of lux ...
From $1556 per night (USD)
VRBO
From $1456 per night (USD)
Expedia
Mid-Century Dream Estate, extensive and elevated decking, multiple outdoor...
Bedrooms:
6
Bathrooms:
4
Sleeps:
8
Coultes Contemporary Mid-Century Dream Estate, extensive and elevated decking, multiple outdoor areas, open air living, ...
From $1456 per night (USD)
Expedia
From $5973 per night (USD)
VRBO
Luxury Resort-Style Retreat in the Heart of Sag Harbor with Heated Pool,...
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Coastal Sag Harbor Villa Luxury Resort-Style Retreat in the Heart of Sag Harbor with Heated Pool, Pool House, and Desig ...
From $5973 per night (USD)
VRBO
From $434 per night (USD)
Expedia
Welcome to your Hamptons hideaway!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to your Hamptons hideaway! Tucked away on a private acre in the heart of Sag Harbor, this sunlit 3-bedroom retre ...
From $434 per night (USD)
Expedia

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Results: 312 Rentals