
Wainscott Rentals

- From $1672 per night (USD)
VRBO
Gourmet Eat-In Kitchen, Master Suite, Fieldstone Patios
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Wainscott Hideaway Gourm ...
From $1672 per night (USD)VRBO
- Click For Pricing
Expedia
Hampton’s summer rental w\/pool near beaches
- Bedrooms:
- 3
- 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 PricingExpedia
- From $2000 per night (USD)
VRBO
Wainscott Hamlet
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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 $2000 per night (USD)VRBO
- Click For Pricing
Expedia
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
- Click For Pricing
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 ...
Click For PricingVRBO
- From $2257 per night (USD)
Expedia
Classic Hamptons Beach House & Cottage - Walk to the Beach in Prime Wainscott!
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 14
This stunning classic Hampton home is newly renovated with modern amenities including extensive professional childproofi ...
From $2257 per night (USD)Expedia
- From $1413 per night (USD)
VRBO
Sag Harbor Getaway-Enjoy Hot Tub and Pool! Close to Town yet Quiet and Private!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This fully renovated and impeccably decorated summer get-away featuring vaulted ceilings, sliding glass doors, and balco ...
From $1413 per night (USD)VRBO
- From $1401 per night (USD)
VRBO
Charming Beach House! Walk to a quaint farmstand and Wainscott beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This charming beach house offers a quintessential easy summer vibe as well as an entertaining atmosphere in one of Wains ...
From $1401 per night (USD)VRBO
- From $1033 per night (USD)
VRBO
Private, Charming, Lovely Farmhouse in Wainscott, East Hampton
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Widely regarded as one of the country's most beautiful areas within miles of white sandy beaches, Its east side faces Ge ...
From $1033 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful Family Home in Wainscott - 5min to Beach
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Newly renovated & fully furnished, 4 Bed/4 bath + Outdoor Shower family home located in Wainscott. Conveniently located ...
Click For PricingExpedia
- From $1835 per night (USD)
VRBO
Spacious and Open Wainscott Home with Amazing Outdoor Space Centrally Located
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. East End Sea Breeze Spac ...
From $1835 per night (USD)VRBO
- From $2004 per night (USD)
Expedia
Experience Serene Luxury: Villa Direen, Your East Hampton Escape \n
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Discover Tranquil Luxury at Villa Diren in East Hampton Welcome to Villa Diren, an exquisite luxury villa that offers a ...
From $2004 per night (USD)Expedia
- From $1648 per night (USD)
VRBO
Hamptons Home w\/ Private Pool, 1 Mi to Beach!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Embark on a seaside escape at this vacation rental in the quaint Hamptons hamlet of Wainscott, NY! This spacious 4-bedro ...
From $1648 per night (USD)VRBO
- From $1014 per night (USD)
Expedia
Beautiful Wainscott Estate with Private Pool and Tennis, Perfect for Families!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Wainscott Escape Beautiful Wainscott Estate with Private Pool and Tennis, Perfect for Families! 5BR/3BA: private pool ...
From $1014 per night (USD)Expedia
- From $1511 per night (USD)
VRBO
Charming 3-bedroom house with AC, WiFi and heated pool in lovely Wainscott
- Bedrooms:
- 3
- 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 $1511 per night (USD)VRBO
- From $3912 per night (USD)
Expedia
Live the good life and escape out east to Sag Harbor\/Wainscott!
- Bedrooms:
- 6
- Bathrooms:
- 6
- 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 $3912 per night (USD)Expedia
- From $1440 per night (USD)
VRBO
Beautiful Wainscott Estate with Private Pool and Tennis, Perfect for Families!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Please note that a reservation for this property needs to be approved before it is confirmed. Wainscott Escape Beautif ...
From $1440 per night (USD)VRBO
- From $3361 per night (USD)
Expedia
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 $3361 per night (USD)Expedia
- From $1256 per night (USD)
VRBO
Unwind at this timeless estate featuring a chefs kitchen, classic...
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Merchants Marvel Unwind at this timeless estate featuring a chefs kitchen, classic furnishings, and a private pool. Min ...
From $1256 per night (USD)VRBO
- From $2814 per night (USD)
VRBO
Newly Renovated Wainscott Retreat - Bike to the Beach, Central Location!
- Bedrooms:
- 4
- 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 $2814 per night (USD)VRBO
- From $1296 per night (USD)
VRBO
Stunning 5+ Bed 5 full bath 3-4 minutes to East Hamp, Bridgehampton &Sag Harbor
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Beautiful 5 1/2 Bedrooms 5 full bath, w Heated Gunite Pool, Stunning Gourmet Kitchen, Living room, Great family room and ...
From $1296 per night (USD)VRBO
- From $3571 per night (USD)
VRBO
5-ACRE EAST HAMPTON ESTATE, HEATED POOL, TENNIS, BASKETBALL, 5 BEDROOM 7 BATH
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
Complete privacy on 5 acres in Wainscott (East Hampton). 5 bedrooms and 7 bathrooms - sleeps 12 max Heated 40’x20’ sal ...
From $3571 per night (USD)VRBO
- From $5095 per night (USD)
VRBO
5 acre 6 bdrm Estate; large pool and hot tub between Sag Harbor and East Hampton
- Bedrooms:
- 7
- 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 $5095 per night (USD)VRBO
- From $5364 per night (USD)
VRBO
South of Highway - Designer Perfection for Families - East Hampton\/ Wainscott
- Bedrooms:
- 7
- Bathrooms:
- 6
- 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 $5364 per night (USD)VRBO
- From $1596 per night (USD)
VRBO
Sun-Filled and Pristine Interior, Heated Pool and Deck, Convenient to the...
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. East Gate Estate Sun-Fil ...
From $1596 per night (USD)VRBO
- From $751 per night (USD)
Expedia
***Bright Contemporary w\/4 Bedrooms, 2.5 Bathrooms, Pool & Fireplace***
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This contemporary East Hampton home is the perfect getaway for everyone and conveniently located between East Hampton an ...
From $751 per night (USD)Expedia
- From $1332 per night (USD)
VRBO
MODERN EAST HAMPTON WAINSCOTT HOUSE NEAR SAG, EAST & GREAT FOR A FAMILY W\/ KIDS
- Bedrooms:
- 5
- 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 $1332 per night (USD)VRBO
- From $2079 per night (USD)
VRBO
Brand New Luxury Home
- Bedrooms:
- 8
- Bathrooms:
- 6
- Sleeps:
- 10
This new designer home has it all, no detail has been over looked. This newly completed home leaves nothing to want for. ...
From $2079 per night (USD)VRBO
- From $1167 per night (USD)
VRBO
Close to everything!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This newer, beautifully appointed home has it all! Open lower level with gourmet kitchen, half bath, formal dining room, ...
From $1167 per night (USD)VRBO
- From $2322 per night (USD)
Expedia
Gourmet Kitchen with Stainless Appliances and Breakfast Bar, Furnished...
- Bedrooms:
- 9
- Bathrooms:
- 7
- Sleeps:
- 10
Georgica Pond Grandeur Gourmet Kitchen with Stainless Appliances and Breakfast Bar, Furnished Lower Level with Rec Room ...
From $2322 per night (USD)Expedia
- From $667 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 $667 per night (USD)VRBO
- From $2825 per night (USD)
VRBO
Perfect Location - Walk or Bike to Beach Lane Beach to the Wainscott Beach
- Bedrooms:
- 6
- 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 $2825 per night (USD)VRBO
- From $1743 per night (USD)
VRBO
125+Acre Nature Preserve Enveloped Sag Harbor Home, 5 BED, 5.5 BATH, POOL
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
5-Bedrooms (4 Ensuite), 5.5 Bathrooms, Office, Pool, Basement Gym. This newly renovated home offers style, proximity, an ...
From $1743 per night (USD)VRBO
- From $1250 per night (USD)
Expedia
Contemporary Saltbox Hamptone Home 3 bedrooms, New 20x40 Heated Saltwater Pool
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Great Wainscott location within walking distance to food/wine/Hampton Jitney/beach. Modern contemporary stylishly furni ...
From $1250 per night (USD)Expedia
- From $6255 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 $6255 per night (USD)VRBO
- From $2122 per night (USD)
VRBO
Spacious Open Floor Plan on 1.5 Acres\n\n
- Bedrooms:
- 7
- 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 $2122 per night (USD)VRBO
- From $1896 per night (USD)
VRBO
8\/6-8\/13 special Prime Wainscott Estate South of Highway
- Bedrooms:
- 6
- 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 $1896 per night (USD)VRBO
- From $1632 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 $1632 per night (USD)VRBO
- From $974 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 $974 per night (USD)VRBO
- From $2660 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 $2660 per night (USD)VRBO
- From $1584 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 $1584 per night (USD)VRBO
- From $4554 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 $4554 per night (USD)VRBO
- From $1938 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 $1938 per night (USD)VRBO
- From $4064 per night (USD)
VRBO
Hamptons Compound w\/ Golf, Tennis, Pool, Basketball, Bocce, and much more!
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 16
This Compound style property feels secluded, but is close to everything!! Sag Harbor, East Hampton and Wainscott villa ...
From $4064 per night (USD)VRBO
- From $1187 per night (USD)
VRBO
Wainscott, New York
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
4 Bedroom, 2 1/2 Bathroom Home Close to Sag Harbor & East Hampton Villages !!! This is the quintessential home for you ...
From $1187 per night (USD)VRBO
- From $523 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 $523 per night (USD)VRBO
- From $1971 per night (USD)
VRBO
5 Bdrm, 4.5 Bath, Heated Pool, Bike to best Beach & 5 min walk to Wainscott Cntr
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
This traditional updated and recently expanded Classic Hampton Saltbox is 3 miles from everything the Hamptons has to o ...
From $1971 per night (USD)VRBO
- From $2417 per night (USD)
VRBO
Single family home walking distance to the Beach!
- Bedrooms:
- 5
- 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 $2417 per night (USD)VRBO
- From $2919 per night (USD)
VRBO
East Hampton\/ Sag Harbor Private Modern 3 Acre Retreat
- Bedrooms:
- 5
- 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 $2919 per night (USD)VRBO
- From $1578 per night (USD)
Expedia
Beautiful Wainscott Home, Open Layout, Private Pool, Natural Light
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Wainscott Wonderful Beautiful Wainscott Home, Open Layout, Private Pool, Natural Light 5BR/4BA: private pool, expansiv ...
From $1578 per night (USD)Expedia
- From $2036 per night (USD)
VRBO
Gourmet Kitchen with Stainless Appliances and Breakfast Bar, Furnished...
- Bedrooms:
- 9
- Bathrooms:
- 7
- Sleeps:
- 10
Georgica Pond Grandeur Gourmet Kitchen with Stainless Appliances and Breakfast Bar, Furnished Lower Level with Rec Room ...
From $2036 per night (USD)VRBO
- From $1933 per night (USD)
VRBO
Spacious 7-bedroom house in charming Wainscott walking distance to beach
- Bedrooms:
- 9
- Bathrooms:
- 7
- Sleeps:
- 14
Light, airy and sun drenched idyllic 7 bedroom estate in a very convenient south-of-the-highway Wainscott location withi ...
From $1933 per night (USD)VRBO
- Click For Pricing
VRBO
Wonderful Wainscott
- Bedrooms:
- 7
- 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 ...
Click For PricingVRBO
- From $1260 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 $1260 per night (USD)Expedia
- From $2215 per night (USD)
VRBO
Hamptons Sanctuary in Sag Harbor
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
This elegant designer-renovated Hamptons home with a beautifully landscaped front driveway welcomes you to an entry to o ...
From $2215 per night (USD)VRBO
- From $2500 per night (USD)
Expedia
5 Bedroom Hamptons Beach House w\/ heated pool
- Bedrooms:
- 6
- 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 $2500 per night (USD)Expedia
- From $1607 per night (USD)
VRBO
Charming House for rent in the Hamptons
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
The house is 3,800 sqft on a lot of 0.46 acres. It is fully furnished with high end mid century modern furniture. There ...
From $1607 per night (USD)VRBO
- From $1552 per night (USD)
VRBO
Ultra Private Grounds, Between East Hampton and Sag Harbor
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Please note that a reservation for this property needs to be approved before it is confirmed. Tree Tops Ultra Private ...
From $1552 per night (USD)VRBO
- From $2426 per night (USD)
VRBO
Unwind at this timeless estate featuring a chefs kitchen, classic...
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Merchants Marvel Unwind ...
From $2426 per night (USD)VRBO
- Click For Pricing
Expedia
Chic Modern Retreat In Wainscott
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
A chic modern home punctuated by the most serene setting! This pristine summer rental offers a modern minimalist design ...
Click For PricingExpedia
- Click For Pricing
VRBO
Wainscott Luxury Retreat \/ Private With Pool\n
- Bedrooms:
- 5
- 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 ...
Click For PricingVRBO
- From $1117 per night (USD)
Expedia
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 $1117 per night (USD)Expedia
- Click For Pricing
VRBO
Spacious and Open Wainscott Home with Amazing Outdoor Space Centrally Located
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 6
East End Sea Breeze Spacious and Open Wainscott Home with Amazing Outdoor Space Centrally Located 3BR/4.5BA: private p ...
Click For PricingVRBO
- From $1845 per night (USD)
VRBO
Nantucket Style Beach Cottage in the Hamptons
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Charming neighborhood, near farms, farm stand, beach, jitney, and shops. Bike or walk to everything you need. Small cot ...
From $1845 per night (USD)VRBO
- Click For Pricing
VRBO
East Hampton Modern Designer Home + Pool\/Spa, 7 mins from town
- Bedrooms:
- 5
- 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 PricingVRBO
- From $6569 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 $6569 per night (USD)VRBO
- From $2085 per night (USD)
VRBO
Postmodern 4,000 Square-Foot Retreat on Four Acres, Expansive Outdoor...
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Wainscott Estate Postmod ...
From $2085 per night (USD)VRBO
- From $1058 per night (USD)
Expedia
Wainscott Private Oasis -Tennis and Pool plus Home Theater
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Just listed first time rental! 4800 sqf Oasis Ideally located between the villages of East Hampton and Sag Harbor is the ...
From $1058 per night (USD)Expedia
- From $1283 per night (USD)
VRBO
Full 4 bedroom house surrounded by a four acre preserve
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Conveniently located halfway between Sag Harbor and East Hampton Villages, this charming, newly renovated contemporary i ...
From $1283 per night (USD)VRBO
- From $1512 per night (USD)
VRBO
Summer fun at our private Wainscott retreat… 5 min to beach!
- Bedrooms:
- 5
- 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 $1512 per night (USD)VRBO
- From $1127 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 $1127 per night (USD)VRBO
- From $1424 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 $1424 per night (USD)Expedia
- From $4950 per night (USD)
VRBO
Live the good life and escape out east to Sag Harbor\/Wainscott!
- Bedrooms:
- 6
- Bathrooms:
- 6
- 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 $4950 per night (USD)VRBO
- From $5316 per night (USD)
Expedia
Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 16
Enjoy the new installation of an entire home of high-end furnishings, everything, everywhere is new. Current video walk ...
From $5316 per night (USD)Expedia
- Click For Pricing
VRBO
STUNNING MODERN FARMHOUSE
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 8
This stunning modern farmhouse is the owner/artist's 20-year dream, fully realized! Situated perfectly on a beautifully- ...
Click For PricingVRBO
- From $2773 per night (USD)
VRBO
Charming East Hampton Estate Retreat: Spacious Rental Property in Prime Location
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 4
This stunning rental property offers an unparalleled experience in one of Long Island's most sought-after locations. Nes ...
From $2773 per night (USD)VRBO
- From $608 per night (USD)
VRBO
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 $608 per night (USD)VRBO
- Click For Pricing
Expedia
Charming Sunny, Happy 3-bedroom house with WiFi, AC in adorable Sag Harbor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in Sag Harbor, this delightful house is a peaceful retreat for guests seeking an enchanting getaway. With 3 bedr ...
Click For PricingExpedia
- From $2509 per night (USD)
VRBO
Villa Sofia: Luxurious Retreat in East Hampton North \n\n\n
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Escape to Villa Sofia, a luxurious retreat nestled in the prestigious enclave of East Hampton North, where every detail ...
From $2509 per night (USD)VRBO
- From $3125 per night (USD)
Expedia
Discover Luxury and Serenity at Villa Edwards Hole in East Hampton
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Villa Edwards Hole, your luxurious vacation rental nestled in the prestigious residential area of East Hampt ...
From $3125 per night (USD)Expedia
- From $6178 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 $6178 per night (USD)VRBO
- Click For Pricing
Expedia
Gorgeous Brand-New 5 BR 5BA Home in East Hampton w\/ Pool, 2 weeks in July
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 4
Beautifully designed and furnished by meticulous owners. Five bedroom, four and a half bath cedar shingled home on a ha ...
Click For PricingExpedia
- From $1203 per night (USD)
VRBO
Newly Renovated, Centrally Located East Hampton Home, Total Privacy,...
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
East End Sensation Newly Renovated, Centrally Located East Hampton Home, Total Privacy, Perfect for Families 4BR/4BA: ...
From $1203 per night (USD)VRBO
- From $5054 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 $5054 per night (USD)VRBO
- From $938 per night (USD)
VRBO
Modern and Cozy East Hampton Home Centrally Located Close to East Hampton...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Ranch Modern Modern and Cozy East Hampton Home Centrally Located Close to East Hampton and Sag Harbor, Perfect for ...
From $938 per night (USD)VRBO
- From $609 per night (USD)
Expedia
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 $609 per night (USD)Expedia
- From $910 per night (USD)
VRBO
Newly Renovated Modern 5 Bdr East Hampton House
- Bedrooms:
- 6
- 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 $910 per night (USD)VRBO
- From $520 per night (USD)
Expedia
Sag Harbor Village Gem
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Prime Sag Harbor Village Location - Historic District. 3 Bedroom, 2 1/2 bath, Enclosed Porch, Great Room with fireplac ...
From $520 per night (USD)Expedia
- From $2197 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 Cottage Tradit ...
From $2197 per night (USD)VRBO
- From $5143 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 $5143 per night (USD)VRBO
- From $620 per night (USD)
VRBO
Coastal-style home with open-floor plan, ample natural light, blocks away...
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Robeson Retreat Coastal-style home with open-floor plan, ample natural light, blocks away from downtown Sag Harbor 4BR ...
From $620 per night (USD)VRBO
- From $1014 per night (USD)
VRBO
Family Beach house - steps from the water!
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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 $1014 per night (USD)VRBO
- Click For Pricing
VRBO
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 $1677 per night (USD)
Expedia
Hampton Private House near Georgica Beach
- Bedrooms:
- 3
- 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 $1580 per night (USD)
VRBO
Stunning 3 BR \/ 2.5 Bath New Construction Home in East Hampton w\/ In Ground Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Conveniently located equidistant to East Hampton and Sag Harbor Villages, this new construction three bedroom, two and a ...
From $1580 per night (USD)VRBO
- From $3352 per night (USD)
VRBO
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 $3352 per night (USD)VRBO
- From $1460 per night (USD)
VRBO
End of Cul De Sac Nice Bike Ride to Main Beach on back roads. Pond Setting.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
East Hampton Rental registry #24-937 thoroughly cleaned house with low rental turnover. House mostly used by owner. E ...
From $1460 per night (USD)VRBO
- From $1447 per night (USD)
Expedia
Unique Modern Barn House in Sag Harbor
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 10
Offering thoughtful design and impeccable details throughout, this retreat in Sag Harbor promises to be the sanctuary yo ...
From $1447 per night (USD)Expedia
- From $2688 per night (USD)
VRBO
Stunning Hampton Holiday Family Fantasy for your Team
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 10
Stunning New Build, South of the Highway"Jericho Farm" , sleeps 10 This 5 bedroom, 6.5 Bathroom New Build Modern Farm ...
From $2688 per night (USD)VRBO
- From $404 per night (USD)
Expedia
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 $404 per night (USD)Expedia