Wainscott Rentals
From $930 per night (USD)VRBO
Charming East Hampton cottage w/pool, near Georgica beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This charming two story Cape-style home is one mile to Georgica beach, 1.5 to Main Beach. It's in E. Hampton village, so ...
From $930 per night (USD)VRBO
From $691 per night (USD)Expedia
Sag Harbor Village Gem
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Prime Sag Harbor Village Location - Historic District. 3 Bedroom, 2 1/2 bath, Enclosed Porch, Great Room with fireplac ...
From $691 per night (USD)Expedia
From $3067 per night (USD)VRBO
Historical Sag Harbor Village Home - 5 min walk to town, pool, private garden
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
Located on one of the prettiest streets in Sag Harbor Village, this 1860 Greek Revival residence has been carefully rest ...
From $3067 per night (USD)VRBO
From $390 per night (USD)VRBO
Whaling Captain Pierson's Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Whaling Captain Pierson's Apartment is at a waterfront property and is an apartment in one of the contributing homes whi ...
From $390 per night (USD)VRBO
From $1052 per night (USD)VRBO
Country Home in Sag Harbor Village
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Love Sag Harbor Village but want more privacy? Short walk to shops, restaurants, movie theatre, swimming pond, tennis co ...
From $1052 per night (USD)VRBO
From $5794 per night (USD)VRBO
Designer Sag Harbor Village home is a short walk to Main Street and boat.
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 8
New for 2025 - Sauna with adjacent shower and changing area. Large updated gym with new equipment. Theater with tiered ...
From $5794 per night (USD)VRBO
From $3043 per night (USD)VRBO
Sag Harbor Village Pool Hot Tub on Manicured Acre
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Sitting on a full acre on a private cul-de-sac with just a few homes and no through traffic, this all brand new 4 Bedroo ...
From $3043 per night (USD)VRBO
From $951 per night (USD)Expedia
Newly Renovated Modern 5 Bdr East Hampton House
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Modern chic mid century decor. Brand new custom kitchen with top of the line appliances. Large new heated swimming pool ...
From $951 per night (USD)Expedia
From $1343 per night (USD)VRBO
Beautiful Sag Harbor Home with Pool and easy walk to private beach or downtown
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Gorgeous brand new 3900 square foot home built in 2018 conveniently located in Sag Harbor, NY just steps away from a pri ...
From $1343 per night (USD)VRBO
From $528 per night (USD)VRBO
COTTAGE IS AVAILABLE FOR MONTHY, ,Also WINTERS
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Spacious ,adorable ,well maintained,private cottage with own driveway,separate from main house . Outdoors has 2 patios, ...
From $528 per night (USD)VRBO
From $4186 per night (USD)VRBO
Hamptons Compound w/ Golf, Tennis, Pool, Basketball, Bocce, and much more!
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 16
This Compound style property feels secluded, but is close to everything!! Sag Harbor, East Hampton and Wainscott villa ...
From $4186 per night (USD)VRBO
From $1431 per night (USD)VRBO
Outdoor living...Ideal location in East Hampton with resort inspired backyard!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
This renovated ranch with newly built out lower level offers three bedrooms, three full bathrooms, an office, work out ...
From $1431 per night (USD)VRBO
From $1497 per night (USD)VRBO
Luxury private retreat: pool, tennis court, mahogany decking & close to all
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
PROMO FOR WEEKLY STAY 5% / MONTHLY STAY 10% Contemporary house on 2.5 private acres in wooded setting with Heated Pool a ...
From $1497 per night (USD)VRBO
From $1245 per night (USD)VRBO
Family Friendly Home W/ Pool On Pvt Cul-du-sac, Cls To Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Stay in my airy spacious family home, with 3 large bedrooms, 2 updated bathrooms, & a large private deck surrounding the ...
From $1245 per night (USD)VRBO
From $916 per night (USD)VRBO
Newly Renovated, Wainscott Village, Heated Pool+5 min to Beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Conveniently located in the town of East Hampton, this newly renovated Wainscott home is only 5 minutes from both East H ...
From $916 per night (USD)VRBO
From $1825 per night (USD)Expedia
Gourmet Eat-In Kitchen, Master Suite, Fieldstone Patios
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Wainscott Hideaway Gourmet Eat-In Kitchen, Master Suite, Fieldstone Patios 5BR/5.5BA, Heated Pool, Fireplace, Bonus Ro ...
From $1825 per night (USD)Expedia
From $4111 per night (USD)VRBO
Luxury, private, gated heated pool, hot tub, fenced in property! Child friendly!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 13
Gorgeous and ultra-private estate set on 2+ acres. Six bedroom and three bathroom home in the heart of the Hamptons. Pe ...
From $4111 per night (USD)VRBO
From $2553 per night (USD)Expedia
Heated pool/5 min walk to Beach/Beautiful Sag Harbor Village /Restaurant/Museum
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the Ultimate Sag Harbor Village Retreat – Discounted Rates Available! Discover this beautifully renovated, ...
From $2553 per night (USD)Expedia
From $1174 per night (USD)VRBO
A Happy House in the Village
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
A stylish update of a 1849 whaling era home with details intact and all modern conveniences. This lovely Sag Harbor geta ...
From $1174 per night (USD)VRBO
From $1390 per night (USD)Expedia
Summer East Hampton Retreat- Heated Pool, Tennis, Hot Tub
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Serenity Stays OutEast, LLC Rental registration certificate number: 24-26 Experience the Ultimate in Luxury and Exclus ...
From $1390 per night (USD)Expedia
From $696 per night (USD)VRBO
LOCATED IN HISTORIC SECTION OF SAG HARBOR
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
CIRCA 1870 VILLAGE HOME. RENOVATED THREE BEDROOMS AND TWO BATHS. LIVING ROOM, DINING ROOM AND EAT IN KITCHEN. HOME IS ...
From $696 per night (USD)VRBO
Click For PricingExpedia
East Hampton Modern Designer Home + Pool/Spa, 7 mins from town
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Your private East Hampton retreat awaits at this charming cedar shingle home nestled on a private, tree-lined lot in the ...
Click For PricingExpedia
From $1554 per night (USD)VRBO
Traditional-style home with pops of patterns and vibrant colors, private...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Sagg Road Escape Traditi ...
From $1554 per night (USD)VRBO
From $1390 per night (USD)VRBO
Waterfront Sag Harbor 4 Bed / 2 Bath + Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Waterfront property located along one of Hampton's most desirable nature trails, on a secluded street, and less than 3 m ...
From $1390 per night (USD)VRBO
From $684 per night (USD)VRBO
Coastal-style home with open-floor plan, ample natural light, blocks away...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Robeson Retreat Coastal- ...
From $684 per night (USD)VRBO
From $1382 per night (USD)VRBO
Perfect Sag Harbor
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Warm, Open Floor Plan with Pool, Movie Room, and Great Location for Village Access, Beach, and Privacy *Family Spring B ...
From $1382 per night (USD)VRBO
From $1273 per night (USD)VRBO
Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Exclusively Listed on HomeAway/VRBO. This 3600 sq feet center hall colonial with wrap around porch and solar heated pool ...
From $1273 per night (USD)VRBO
From $579 per night (USD)VRBO
Historic Sag Harbor Village Gem
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy a private 3 room suite, tastefully decorated with soft beach colors. This 3 room suite is a King BR, separate sitt ...
From $579 per night (USD)VRBO
From $5794 per night (USD)VRBO
Secluded 8 BR / 8 BA zen luxury; pool, tennis, hot tub, infrared sauna
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 12
In the woods, secluded and hidden, this 8,000 sq ft 8 BR 8 bth dream house. Chef's kitchen: 2 refrigerators, 2 dishwashe ...
From $5794 per night (USD)VRBO
From $352 per night (USD)VRBO
Designer home in a prime location - Close to wineries and Ocean Beaches
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Situated off of a quiet acre of land, this updated, modern residence offers a peaceful and quiet Hamptons getaway. The d ...
From $352 per night (USD)VRBO
From $944 per night (USD)VRBO
Our Peaceful, Beach Escape From the City
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to our happy place! Our home is located in Sag Harbor, half a block away from a private beach and walking distan ...
From $944 per night (USD)VRBO
From $402 per night (USD)VRBO
Whaling Captain Pierson's Apartment TOO
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Whaling Captain Pierson's Apartment is at a waterfront property and is an apartment in one of the contributing homes whi ...
From $402 per night (USD)VRBO
From $3211 per night (USD)VRBO
5 Bdrm, 4.5 Bath, Heated Pool, Bike to best Beach & 5 min walk to Wainscott Cntr
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This traditional updated and recently expanded Classic Hampton Saltbox is 3 miles from everything the Hamptons has to o ...
From $3211 per night (USD)VRBO
From $1942 per night (USD)Expedia
Sag Harbor Village Chic with water views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Originally historic home from 1850’s. Fully renovated while keeping original details. House is Facing otter pond and has ...
From $1942 per night (USD)Expedia
From $2761 per night (USD)VRBO
Single family home walking distance to the Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
South of the highway modern beach cottage. sleeps 8. All bedrooms have an attached bathroom. The backyard is the ulti ...
From $2761 per night (USD)VRBO
From $1126 per night (USD)VRBO
PERFECT GETAWAY East Hampton / Sag Harbor
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 6
A beautiful 5 bed 3 bath quiet home located right in between the towns of Sag Harbor and East Hampton - 6 minutes to eit ...
From $1126 per night (USD)VRBO
From $2267 per night (USD)VRBO
South of the highway lightful charming house, East Hampton Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
perfect charm and lightful house East Hampton, New York, United States Entire home You’ll have the house to yourself. S ...
From $2267 per night (USD)VRBO
From $3476 per night (USD)VRBO
East Hampton/ Sag Harbor Private Modern 3 Acre Retreat
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Sleek Private 3 Acres This newly built modern 4,000 square foot home is the ultimate family 5BR/5BA vacation home. Un ...
From $3476 per night (USD)VRBO
From $948 per night (USD)VRBO
Amazing Getaway! Stunning East Hampton house. CAPTIVATING!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Eloise House was previously owned for 30+ years by Hilary Knight, the famed illustrator of the Eloise at the Plaza books ...
From $948 per night (USD)VRBO
From $1677 per night (USD)Expedia
Hampton Private House near Georgica Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Family 3 bedroom, 3 bathrooms house set a way back from the road, secluded by 1 acre of green land with pine trees, whit ...
From $1677 per night (USD)Expedia
From $1627 per night (USD)VRBO
Stunning 3 BR / 2.5 Bath New Construction Home in East Hampton w/ In Ground Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Conveniently located equidistant to East Hampton and Sag Harbor Villages, this new construction three bedroom, two and a ...
From $1627 per night (USD)VRBO
From $1069 per night (USD)VRBO
Recently Renovated Dream Hamptons Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Perfect Hamptons house. In the middle of it all but quiet and private. New chef's dream kitchen. Four bedrooms, three ba ...
From $1069 per night (USD)VRBO
From $2621 per night (USD)VRBO
Completely Renovated Home on ~2 Private Acres, Near Beach/Town
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 14
• A complete gut renovation of the interior and a new addition resulting over 5,000 sq ft of lovely living space. 2 ensu ...
From $2621 per night (USD)VRBO
From $1730 per night (USD)VRBO
SAGHARBOR:2024
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Tranquil area only 1 mile from Sagharbor Village, situated in a Nature Preserve with walking trails easy access to Easth ...
From $1730 per night (USD)VRBO
Click For PricingVRBO
Hampton’s summer rental w/pool near beaches
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
This very quiet and secluded 4 bedroom, 2.5 bath is nestled on just shy of one (1) acre and boasts an open floor plan th ...
Click For PricingVRBO
From $7505 per night (USD)VRBO
Magnificent Wainscott Summer Rental - 5 Minute Walk to Beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Wonderful opportunity to rent this original barn in Wainscott with farm views and ocean breezes. This 3-acre compound of ...
From $7505 per night (USD)VRBO
Click For PricingVRBO
Authentic Sag harbor post and beam
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
New 2 bed 3 bath home offers 2 master suites, jacuzzi tub, smart TVs, central air, and a hot tub. This unique property r ...
Click For PricingVRBO
From $1907 per night (USD)VRBO
Winter Rental: Secluded 8 acres, 4 Bedrooms, Sauna, Hot Tub, PET FRIENDLY
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Winter Rental October - Memorial Day Rare privacy in East Hampton, NY nestled on 8 acres, Northwest pine tree forest, G ...
From $1907 per night (USD)VRBO
From $407 per night (USD)VRBO
The Cooper-Burke House
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Cooper-Burke House is located in the heart of Sag Harbor's historic district. The house, built in 1810 was first th ...
From $407 per night (USD)VRBO
From $1936 per night (USD)Expedia
East Hampton Sag Harbor Village Fringe Pool Hot Tub Gym
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome to this all brand new 3000 sf beach house with flex 4/5 BR and 3 BA, situated on 3 acres at the end of a private ...
From $1936 per night (USD)Expedia
From $4456 per night (USD)VRBO
Gorgeous East Hampton home close to the beach!
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 8
Location! Gorgeous post modern home a short bike ride away from one of the nicest beaches in all of the Hamptons. Walk t ...
From $4456 per night (USD)VRBO
From $1089 per night (USD)Expedia
Moments from private beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Light filled traditional home located moments to Sag Harbor Village shops and restaurants with private beach access and ...
From $1089 per night (USD)Expedia
From $1747 per night (USD)VRBO
Immaculate Wainscott House - Walk to Beach! Available this Summer!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 4
Hosted by Diane Vitale (find me on LinkedIn) this fabulous designer house is newly renovated throughout with Anderson wi ...
From $1747 per night (USD)VRBO
From $1913 per night (USD)VRBO
Perfect Beach House on the Edge of East Hampton Village
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Rental Registry 18-963. Very private 3,000 square foot, 5 bedroom, 4 full bath, 1 half bath house with a heated pool in ...
From $1913 per night (USD)VRBO
From $1286 per night (USD)VRBO
Stylish Sag Harbor Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Featured on the Cover of ELLE DECOR, experience this stylish two bedroom home, includes 2 contemporary bathrooms, Bultha ...
From $1286 per night (USD)VRBO
From $529 per night (USD)VRBO
Year Round or Summer Rental for large open house minutes from East Hampton
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Large open house minutes from the centre of East Hampton. Quiet and secluded with lots of garden space away from the roa ...
From $529 per night (USD)VRBO
From $1089 per night (USD)VRBO
Out Door Theater Fire Pit Bocce court- WATCH VIDEO!!!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
https://www.youtube.com/watch?v=_rA3SfJJuKM Our home has one of the most convenient locations in all of the Hamptons. ...
From $1089 per night (USD)VRBO
Click For PricingVRBO
Luxurious Sagaponack Property, Newly Renovated. Spacious and Modern!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Escape to the beauty and tranquility of Sagaponack with your family and friends. Enjoy the newly renovated, designer-de ...
Click For PricingVRBO
From $385 per night (USD)VRBO
Whaling Captain Pierson's Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Whaling Captain Pierson's Cottage is at a waterfront property and is a unique environmental experience which is a 7 minu ...
From $385 per night (USD)VRBO
From $1964 per night (USD)VRBO
Largest Residential Property in Sag Harbor Village. Sleeps 8, Salt Water Pool.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sophisticated Farmhouse in Sag Harbor Village 4 bedrooms, 3 baths, sleeps 8, Private 2 acres on 5 acre preserve. 16’ x 4 ...
From $1964 per night (USD)VRBO
From $1689 per night (USD)VRBO
End of Cul De Sac Nice Bike Ride to Main Beach on back roads. Pond Setting.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
East Hampton Rental registry #24-937 thoroughly cleaned house with low rental turnover. House mostly used by owner. E ...
From $1689 per night (USD)VRBO
From $1359 per night (USD)VRBO
Full 4 bedroom house surrounded by a four acre preserve
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Conveniently located halfway between Sag Harbor and East Hampton Villages, this charming, newly renovated contemporary i ...
From $1359 per night (USD)VRBO
From $2414 per night (USD)VRBO
Wainscott Hamlet
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful private home gives you a resort feel with midcentury flair. Lounge and dine under cover in the 44 ft. long co ...
From $2414 per night (USD)VRBO
From $1027 per night (USD)VRBO
Family Beach house - steps from the water!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Soak up summer and stay at this centrally located, family-friendly beach house. Whether you take a 3 minute walk to the ...
From $1027 per night (USD)VRBO
From $1936 per night (USD)VRBO
Beautifully Decorated & Luxurious Hamptons Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated and beautifully decorated, modern, comfortable home in Sag Harbor. A short drive to everything. Landscap ...
From $1936 per night (USD)VRBO
From $1861 per night (USD)VRBO
Peaceful, Private, Perfect Family Getaway in prime Wainscott location!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Privately set down on a long driveway at the end of a quiet cul-de-sac and surrounded on three sides by a nature preserv ...
From $1861 per night (USD)VRBO
From $1172 per night (USD)VRBO
Summer Beckons in Fantastic East Hampton 3600 sf Airy Hideaway 4 bedroom 4 bath
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summer is closer than you think. Fall in love with our East Hampton hideaway, an airy, amenity-filled 4 bedroom, 4 bath ...
From $1172 per night (USD)VRBO
Click For PricingExpedia
South Of The Highway
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Art filled home with fire place and heated floors. Recent renovation with Designer Furnishings thru out (Jonathan Adler, ...
Click For PricingExpedia
From $1438 per night (USD)VRBO
Quiet St- East Hampton close to Sag Harbor
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Enjoy an evening sunset cocktail on the front porch lounge after a great beach day or fun/ relaxing pool day in the back ...
From $1438 per night (USD)VRBO
From $2172 per night (USD)Expedia
8/6-8/13 special Prime Wainscott Estate South of Highway
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Light filled 5 bedroom and 5.5 bath home in a convenient south-of-the-highway Wainscott location. Two luxurious master s ...
From $2172 per night (USD)Expedia
From $1471 per night (USD)VRBO
Renovated Beach-Lovers Cottage with Pool / South of the Highway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Newly renovated beach lovers cottage, south of the highway, 1.3 miles from the beach in Wainscott, NY. Quiet street with ...
From $1471 per night (USD)VRBO
Click For PricingExpedia
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 ...
Click For PricingExpedia
From $503 per night (USD)VRBO
Stylish home + Pool House walk to town/jitney/park
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Last 2 weeks of August till LD left for rental Charming turn of century cottage with poolhouse with 38' x 20' gunite h ...
From $503 per night (USD)VRBO
From $1129 per night (USD)VRBO
Quintessential Sag Harbor Village Retreat
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Quintessential Sag Harbor Village Retreat located in the village of Sag Harbor on Madison Street. This historic home is ...
From $1129 per night (USD)VRBO
From $6703 per night (USD)VRBO
Ultimate Hamptons Vacation Mansion
- Bedrooms:
- 10
- Bathrooms:
- 10
- Sleeps:
- 20
Price is based on date, duration of stay, purpose of stay and number of people. TAKE THE VIRTUAL TOUR ON OUR WEBSITE, IT ...
From $6703 per night (USD)VRBO
From $1988 per night (USD)Expedia
Luxury 9 Acre Sagaponack/Sag Harbor Compound Retreat & Year-Round Spa
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 16
**NOW OFFERING EARLY CHECK-IN AND LATE CHECKOUT WHEN AVAILABLE** This extraordinary Sagaponack compound is located in th ...
From $1988 per night (USD)Expedia
From $1939 per night (USD)VRBO
Private traditional Sagaponack home with stunning backyard, pool and spa.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This traditional home boasts 4 bedrooms and 3.5 baths, sleeps 8, with a huge beautiful backyard and is located on a cul- ...
From $1939 per night (USD)VRBO
From $1923 per night (USD)VRBO
Fully Renovated 3BR in Sag Harbor Village w/ Heated Saltwater Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Freshly renovated and furnished three bedroom house with heated saltwater pool in Sag Harbor Village. Central A/C and h ...
From $1923 per night (USD)VRBO
From $382 per night (USD)VRBO
Beachwood Cove by RoveTravel | 3BR w/ Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to Beachwood Cove, a Rove Travel Home! Rove offers beautifully designed residences with the quality a ...
From $382 per night (USD)VRBO
From $3067 per night (USD)VRBO
Breakwater by Rove Travel | 3BR Secluded Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to Breakwater, a Rove Travel Home! Rove offers beautifully designed residences with the quality and c ...
From $3067 per night (USD)VRBO
From $2110 per night (USD)VRBO
Spacious Open Floor Plan on 1.5 Acres\n\n
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Enjoy 1.5 private acres surrounded by woods. 5 newly renovated bathrooms The house has an large open loft like floor ...
From $2110 per night (USD)VRBO
From $1570 per night (USD)VRBO
Summer fun at our private Wainscott retreat… 5 min to beach!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Large home with heated swimming pool, large deck for gathering, and large private yard. 5 bedrooms with 3 of the bedroom ...
From $1570 per night (USD)VRBO
From $1706 per night (USD)VRBO
Contemporary Hamptons Getaway
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 6
Enjoy your Hamptons vacation in a little piece of paradise. Nestled in the Northwest woods, near East Hampton Village an ...
From $1706 per night (USD)VRBO
From $1540 per night (USD)Expedia
Timeless East Hampton retreat with amazing outdoor space, heated pool, wide...
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
East Hampton Exquisite Timeless East Hampton retreat with amazing outdoor space, heated pool, wide sun deck, multiple l ...
From $1540 per night (USD)Expedia
From $543 per night (USD)VRBO
Sunny East Hampton Oasis With Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Light-filled, well-appointed architectural gem with pool nestled on 1.5 acres surrounded by trees in a great location be ...
From $543 per night (USD)VRBO
From $2521 per night (USD)VRBO
Luxury East Hampton Retreat - Pool, tennis & less than a mile to ocean beaches
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Rental Registry: 23-464 (Expire: April 12, 2025) Please contact owner prior to making on-line booking please. This house ...
From $2521 per night (USD)VRBO
From $291 per night (USD)VRBO
Sag Harbor Suite by the Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Private Beach Access - 5 min walk Parking in Driveway Private Entrance Private outdoor Patio 1 BR Apartment with common ...
From $291 per night (USD)VRBO
From $3228 per night (USD)VRBO
Perfect Location - Walk or Bike to Beach Lane Beach to the Wainscott Beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 9
JULY and AUGUST is available for the full month, and another option is from 1st to 15th July or August, and other o ...
From $3228 per night (USD)VRBO
From $1222 per night (USD)VRBO
Village Tranquil Traditional With Gunite Pool, Hot Tub And Lush Gardens
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Quiet village street bordering over 1,000 acres of greenbelt hiking trails and ponds. This traditional cape is the perfe ...
From $1222 per night (USD)VRBO
From $3223 per night (USD)VRBO
Private Gated 5 Bed 4 Bath, Pool, Tennis, 10 min to EH and Sag Centers & Beaches
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
Rental Registry #19-931 Please note the tennis is closed from mid November until mid March. This must be the place! Wel ...
From $3223 per night (USD)VRBO
From $1773 per night (USD)VRBO
Elegant Home on the Fringe of East Hampton Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Located in the East Hampton Village Fringe area, this house has 3 bedrooms 2.5 baths on two levels, large heated pool an ...
From $1773 per night (USD)VRBO
From $2450 per night (USD)Expedia
Prime location! Walk to Beach! Wainscott Family House & Cottage. Pool & Hot Tub!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to Wainscott! Discover the authentic Hamptons at this 1.5-acre Wainscott vacation rental, a historic compound ...
From $2450 per night (USD)Expedia
From $762 per night (USD)VRBO
Immaculate, Newly Renovated, Sunny, Private, Beautiful pool and decks
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Newly renovated, immaculate 3 bedroom, 3 bathroom house located on quiet, dead end street. New kitchen has high end app ...
From $762 per night (USD)VRBO
From $1584 per night (USD)Expedia
Beautifully renovated, Immaculate and Private!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
3000 sq foot post-modern home on one acre 5 minutes from EH Village and 7 minutes from ocean beaches Features 4 BR, (2 ...
From $1584 per night (USD)Expedia
From $2358 per night (USD)VRBO
Sagaponack Monthly Summer Rental
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summer rental available in Sagaponack. See below for 2023 season rates. Daily/weekly rentals not available. July: 85k ...
From $2358 per night (USD)VRBO
From $3113 per night (USD)VRBO
125+Acre Nature Preserve Enveloped Sag Harbor Home, 5 BED, 5.5 BATH, POOL
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
5-Bedrooms (4 Ensuite), 5.5 Bathrooms, Office, Pool, Basement Gym. This newly renovated home offers style, proximity, an ...
From $3113 per night (USD)VRBO
From $1910 per night (USD)VRBO
In the Village proper! Chic & Quintessential 3 bedroom Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pristine in village beach cottage with 3 bedrooms and 2 bathrooms, located just off Main Street on the historic western ...
From $1910 per night (USD)VRBO
From $2230 per night (USD)VRBO
MODERN EAST HAMPTON/WAINSCOTT/CLOSE TO SAG & EAST -POOL FENCE FOR FAMILY W/ KIDS
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
The perfect place for your friends and family to stay throughout the year, including all holidays. Town Of East Hampton ...
From $2230 per night (USD)VRBO
From $1130 per night (USD)VRBO
This Is The Way To Spend Your Summer In The Hamptons
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This is the way to spend your Summer in the Hamptons...This beautiful cottage is situated on a corner lot in Sagaponack ...
From $1130 per night (USD)VRBO
From $1359 per night (USD)Expedia
Contemporary Saltbox Hamptone Home 3 bedrooms, New 20x40 Heated Saltwater Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Great Wainscott location within walking distance to food/wine/Hampton Jitney/beach. Modern contemporary stylishly furni ...
From $1359 per night (USD)Expedia