luxury furnished houses for rent Wainscott, United States

Nestled within the coveted Georgica Estates enclave of East Hampton and just moments from the iconic sands of Georgica Beach, this five-bedroom, four-bath residence offers an opportunity to experience one of the Hamptons' most treasured settings with remarkable ease. One of East Hampton's original homes, it carries a sense of history and authenticity that feels increasingly rare. Privately positioned among extraordinary neighboring estates, the property is embraced by mature trees, sweeping lawns, and established gardens, creating a tranquil sanctuary in a premier location. The proximity to Georgica Beach allows for effortless daily rituals - early morning shoreline strolls as the light rises over the Atlantic, spontaneous afternoons by the water, and golden sunset returns as the sky softens into evening. The rhythm of the ocean becomes part of everyday life. Inside, the atmosphere is relaxed and quietly elegant. Sunlight fills the interiors, doors open naturally to the outdoors, and coastal breezes drift through the rooms. The aesthetic is collected and organic - inviting, personal, and uncontrived - offering a refreshing sense of ease. This is a home where sandy towels are draped casually, a place to gather, to read late into the afternoon, and to return from the beach with sandy feet and salt in the air. Lovingly maintained and artist-owned, the home carries a soulful presence. Its aesthetic reflects a collected, organic sensibility - layered, personal, and inviting - offering a refreshing alternative to more polished environments. It is a place to exhale, to gather, to read late into the afternoon, and to return from the beach with sandy feet and salt in the air. A true Georgica retreat for those who value privacy, proximity to the ocean, and the quiet luxury of simplicity. Available August through September. Rental Terms: August - Labor Day: $80,000 July: $75,000

Spend your summer in style at Georgica Estates, East Hampton's premier condo community where each unit is a freestanding home offering the privacy and comfort of a single-family residence. Only 10 minutes to Sag Harbor Village & Bridgehampton, this light-filled 4-bedroom, 3.5-bath townhouse is set among nearly 8 beautifully landscaped acres and features an open, airy floor plan perfect for summer living. The first-floor primary suite offers convenience and privacy, while the second level provides three spacious guest bedrooms. With high ceilings, large windows, and sun-drenched living spaces, this home feels bright, cheery, and welcoming. Enjoy cooking in a modern open kitchen with quartz countertops, and stainless steel appliances, and entertain on the private wood deck with a large awning, surrounded by lush gardens and greenery. Other features include hardwood and ceramic tile floors, central air, washer/dryer, fireplace, and a 1-car attached garage. Community amenities are top-tier and meticulously maintained, including: A clubhouse Heated pool 2 tennis courts Pickleball Manicured grounds with walking paths Whether you're looking for a full-season rental or a month-by-month stay, this home delivers carefree luxury with every convenience just minutes from East Hampton Village and world-class beaches and restaurants. Sorry, no pets. HOA: Georgica Estates. Rental Terms: Two Weeks: $18,000 August - Labor Day: $45,000 August: $38,000

A rare Sagaponack compound, offering 7 bedrooms in total, designed by Val Florio on +/-1.6 acres of curated landscaped grounds. Surrounded by open sky and farmland vistas, the main residence offers sun-filled living spaces, elegant detailing with casual beachy interiors and generous proportions throughout. Gathering rooms open to expansive mahogany decking and manicured lawns, creating a natural flow for summer living. The fully equipped guest cottage provides an additional three bedrooms, ideal for hosting extending family, staff, or friends while maintaining privacy and comfort. The homes are connected through a tunnel in the finished lower level. The heated gunite pool is complimented by a stylish pool pavilion and sunken pickle-ball court. Located across from Wolffer Estate Stables, Sagaponack's premier horse farm, around the corner from Wolffer Vineyard, and close to world class Sagg Main Beach. This compound delivers the ultimate Hamptons experience minutes from the best of Bridgehampton and Sag Harbor. Rental Terms: July - Labor Day: $300,000 August - Labor Day: $175,000 July: $150,000 Other / Short Term - 10/1/2026 - 4/30/2027: $55,000 June: $75,000

A simple Sagaponack ocean beach vacation home. Three bedrooms, 2 bathrooms, central air conditioning, indoor & outdoor dining. .3 miles to Town Line Beach. Perfect for an easy, low maintenance, low expense beach focused summer vacation. Rental Terms: Memorial Day - Labor Day: $50,000 August - Labor Day: $22,000 June: $14,000 July: $18,000

Also available August for $150K. Turn South from fabled Parsonage Lane onto a long private driveway that leads to this 1.7 acre property that backs onto 16 acres of agricultural reserve. There are 5 bedrooms and 6.5 baths in this immaculate modern design with plenty of South and West facing patio for outdoor dining and taking in the view of the lawns, gunite pool and pool patio. Just minutes to Town Line ocean beach. Rental Terms: July: $110,000 August - Labor Day: $150,000 July - Labor Day: $250,000 Other / Short Term - August: $125,000

Modern beach cottage on three acres with beautiful ocean views and pathway to the beach. 3 bedrooms, 2.5 baths and expansive decks, from which to enjoy the ocean breezes. Available May 27th - Jul 19th 2021- $55,000 August-LD: Jul 30th - Sep 6th 2021- $55,000 Rental Terms: August - Labor Day: $55,000 Other / Short Term - June/July: $55,000

This unique property exudes beauty and tranquility in best South of the Highway location. Close to Sagaponack beaches this charming 3 bedroom house has never been offered for rent. Situated on 1.16 acres of beautifully landscaped vistas by renowned landscape designer, Edwina Von Gal, overlooking Sagg Pond. Any 2 weeks from June 15 - July 27, 2026 for $40,000 Any 3 weeks from June 15 - July 27, 2026 for $70,000 3 weeks from August 17 - September 8, 2026 for $90,000 2 weeks from August 24- September 8, 2026 for $70,000 5 weeks from August 3 - September 8, 2026 for $160,000 Rental Terms: Other / Short Term - Short-Term: $160,000

Designer decorated mint-condition home with private heated pool surrounded by flowering gardens on a charming lane in Sagaponack. Light bright kitchen overlooks seating and dining area, with a stylish living room with fireplace beyond. Roomy primary, two additional guest bedrooms, and two beautifully appointed baths complete this perfect summer getaway. [[Rental Reg # 22-394]] EH RR #: RP241987 Rental Terms: Other / Short Term - Year Round: $130,000 Memorial Day - Labor Day: $90,000 July - Labor Day: $90,000 August - Labor Day: $50,000 July: $45,000

Set on 1.11 acres of exquisitely landscaped grounds, this sophisticated post-modern retreat offers a seamless blend of contemporary design and Hamptons elegance. Built in 1995, the single-story residence spans approximately 2,800 square feet and is ideally positioned moments from Bridgehampton and just over a mile to pristine ocean beaches. The outdoor setting is a true sanctuary, featuring a heated pool, beautifully appointed pool house, expansive rolling lawn, and a shaded dining pavilion complete with a barbecue, perfect for effortless summer entertaining. Inside, the home is bathed in natural light, with airy interiors defined by crisp white tones, clean architectural lines, and modern finishes. The main living room centers around a striking brick fireplace, while the open-concept dining area flows seamlessly into a fully updated kitchen designed for both everyday living and hosting. The residence offers4 total bedrooms and 4 full baths, including a luxurious primary suite and a junior primary suite with its own fireplace. Each bathroom is fully renovated in marble, delivering spa-like comfort throughout. Additional amenities include central air conditioning and high-end furnishings, with the home elegantly appointed in all-new pieces from Restoration Hardware. A refined Sagaponack escape offering style, comfort, and proximity to the very best of the Hamptons. [[Rental Registration # RP230701]] EH RR #: RP230701 Rental Terms: October: $25,000 Other / Short Term - Year Round: $220,000

A perfect village summer retreat awaits at this new 3 bedroom, 2.5 bath home right in the heart of East Hampton's village. High end kitchen, sophisticated and well appointed baths, plus three well proportioned bedrooms. There is also a large upstairs den that can double as a bedroom. Gorgeous yard and winning location make this one a real delight. Rental Terms: July: $32,000 Other / Short Term - June: $15,000 August - Labor Day: $35,000 Memorial Day - Labor Day: $80,000

Located on an iconic East Hampton Village lane is this incredible home with 5 en-suite bedrooms, plus 2 half baths. Luxe beach vibe decor surrounds you in comfort and style. Open concept living with first floor living room, dining area, centralized cook's kitchen and an oversized den that leads outdoors to secluded grounds with a heated, gunite pool, large patio and an outdoor shower. Upstairs find a spacious primary bedroom with sitting area and a fireplace plus 3 additional en-suite bedrooms. Want more? Head down to the finished lower level for media, recreation, Peloton, free weights, powder room and another en-suite bedroom. This home has all you could want or need for a perfect summer experience! Rental Terms: Memorial Day - Labor Day: $250,000 June: $55,000 August - Labor Day: $110,000 July: $100,000 July - Labor Day: $200,000 Other / Short Term - Year Round: $300,000

5BR/ 6.5 BA w/ Tennis on 5 + acres with Pool, Hot Tub, Sauna & Basket Ball Court! Open plan living / dining room / Kitchen and so much more! Escape Out East to Sag Harbor! Live the good life on this remarkable, 5.4 acre gated compound. There's no doubt you'll fall in love with the Hamptons, as you enjoy a peaceful stay at this private retreat! This stunning contemporary home sleeps 12, with five en-suite bedrooms, including three primary suites, one on the first level with a sauna and a private deck. The sun-filled open concept living room features a cathedral ceiling, skylights, a gas-burning fireplace, and an open dining room with French doors leading to a covered porch. The spectacular state of the art kitchen features Subzero and Wolf appliances as well as a miele and nespresso machines. Additional highlights include a fully finished lower level with ping pong and pool tables, tennis ball machine office set up and an additional queen pull out bed. You and your guests will love the convenience of the 7 smart TVs, 5 separate Sonos zones inside and a 6th outside, the Mesh wifi system (gigabyte internet) by Optimum, and the Samsung dryer and washer. In the sun-filled study guests will find a fully functioning office setup complete with a laser printer and IMac computer. Additional features include top of the line mattresses on each of the beds, a peloton bike and brand new furniture throughout. The north wing master suite features a wood burning fireplace, a private study, a jacuzzi tub and a double shower. In the south wing primary suite, you will find 20 foot ceilings, a surround sound system, an additional gas burning fireplace, soaking tub and a double rain head shower. Step outside for some fresh air and enjoy beautiful views of the large grounds featuring a heated gunite pool plus a 10 seat hot tub, a new secluded and lighted tennis court, with separate covered entertaining space as well as a fire pit area. Guests can enjoy the use of adult and children's bicycles, beach chairs, a paddleboard and even a kayak. The home is surrounded by miles of nature preserve trail systems and private ponds to discover. Prepare to fall in love with the Hamptons lifestyle, as you experience it at its very best! This property is a 5 minute drive to Sag Harbor's Main Street and 7 minutes to East Hampton. [[Rental Registration # RR-25-1159]] EH RR #: RR-25-1159 Rental Terms: Other / Short Term - Year Round: $500,000 Memorial Day - Labor Day: $295,000 July - Labor Day: $225,000 July: $125,000 June: $85,000 August - Labor Day: $135,000

This charming cottage on East Hampton Village's Osborne Lane is available for rent. Just doors away from Newtown Lane and the heart of village attractions, this lovely home offers a wonderful combination of provincial appeal and local convenience. The recent renovation includes a first floor that features a living room with a wood burning fireplace, a large kitchen, a dining room, a primary bedroom with en suite bath, and a laundry room. The second floor features two guest bedrooms and a full bath with a clawed foot soaking tub. The backyard is very private and has a hot tub, an outdoor shower, and cheery patio furniture shaded by a large tree. This property offers the dual advantage of peace and quiet while remaining close to village shopping, restaurants, transportation and fine ocean beaches. Authentic charm throughout. [[Rental Registration # Pending]] EH RR #: 24-941 Rental Terms: July - Labor Day: $68,000 June: $20,000 Memorial Day - Labor Day: $80,000 July: $35,000 August - Labor Day: $35,000

Located within a few blocks of the village, this well maintained farmhouse offers comfortable living. The main floor is open and bright with living, dining and kitchen. Dining area opens to an outdoor patio. The upper floor has 2- ensuite bedrooms. Nicely furnished and uncluttered. The 1.2 acre property is private and set at the end of a cul-de-sac. [[Rental Registration # RentalRegistry26-24]] EH RR #: Rental Registry 26-24 Rental Terms: Other / Short Term - Year Round: $6,350

Also available: June for $35K; June/July for $125K Enjoy the beauty of this recently renovated five bedroom, five-and-a-half bath traditional in Bridgehampton's horse country. This 4,500+/- square foot home sits on a beautifully manicured full acre with open lawns and a 20' x 40' gunite pool. A large double-height foyer and beautiful staircase greet you as you enter the home while a chef's kitchen and spacious, nicely appointed primary suites on both levels are just some of the other amenities featured in this summer oasis. Close proximity to town, shops, restaurants and beaches complete this spectacular property. Reach out now to secure this wonderful home for summer 2023. Rental Reg #: RP230579 EH RR #: (RP251002) Rental Terms: June: $50,000

57 Jobs Lane, a magical very special 2 house property on 2 park like acres mere moments from the Ocean and Bridgehampton town. The property offers charming parlors, 4 guest rooms, 2 baths, and primary suite complete with a private deck and sitting area within the main house. The open kitchen seamlessly connects to a grand living room, while a dining room leading to alfresco outdoor dining, oversized 75ft pool and the most enchanting guest house with ensuite bedroom, living room, a well-appointed kitchen and its own private outdoor patio. [[Rental Registration # RP260545,RP260546]] EH RR #: RP260545, RP260546 Rental Terms: September: $75,000 Memorial Day - Labor Day: $250,000 August - Labor Day: $150,000 July: $90,000 June: $35,000

RR#: 21-560, Exp 05/23/2023 Also Available October 2023 $6K This stylish cottage lies within steps from the East Hampton Grill and East Hampton's Main Street . The floor plan provides 2 bedrooms and 2 baths, renovated kitchen and baths, breakfast room with roughly 1200 sq ft of living space. The gated and fenced property offers privacy with great outdoor entertaining space under the wisteria covered pergola with beautiful gardens abound. The comfortable interior is perfect for summer days and nights. A hidden gem, close to everything. EH RR #: 21-560 Rental Terms: Other / Short Term - September : $6,000

Also available: June 2023 for $30K, and Weekly: now thru May 15th, 2023 for $5K. This wonderful East Hampton home has been recently renovated and offers a delightful beachy aesthetic. Tasteful amenities include five bedrooms (including a first floor primary suite), three-and-a-half baths, a double-height living room with fireplace, an updated open kitchen and a separate dining area. A newly renovated 1,200 square foot lower level with a new full bathroom, office, laundry room, game room with ping pong table, gym with Peloton, and second living room with Sonos theatre surround sound complete the lovely interiors of the home. A private backyard is highlighted by a heated salt water pool, a beautiful vine-covered pergola for al fresco dining, a lush lawn and teak outdoor furnishings. A charming covered front porch provides a great spot to read a book or enjoy the afternoon and the location is close to many of East Hampton's famous restaurants, shops and ocean beaches. [[Rental Registration # 22-1420]] EH RR #: 26-1222 Rental Terms: July - Labor Day: $105,000 September: $45,000 July: $50,000 Memorial Day - Labor Day: $120,000 June: $35,000 August - Labor Day: $60,000

Rental Registration # Pending Also available: Aug 1st - 31st '24 $55k, Sept 1st - Sept 30th '24 $20k Located deep at the end of a private driveway on a shy 2 acres holds this beautiful renovated contemporary with extraordinarily unique design features. The open flow interior with dramatic height ceilings and continuous expanses of glass provide fantastic abundant natural light throughout. The gourmet kitchen and dining area glide effortlessly to the spacious sun room oasis. The living room has a gas fireplace and wet bar for entertaining. The separate guest wing, perfectly situated for privacy, holds a second primary bedroom with bath and two additional bedrooms each en-suite with baths. The expansive primary suite occupies the entire second floor with over-sized primary bath and walk in closet. To complete this perfect outdoor lifestyle is expansive mahogany decking, new heated gunite pool, and north south tennis court. In addition, there is a 3 car detached garage. This unique offering is located moments to East Hampton Village and Ocean beaches. Also available 09/06/2022 - 09/30/2022 for $20K. EH RR #: 26-389 Rental Terms: August - Labor Day: $65,000 Memorial Day - Labor Day: $160,000 July: $65,000 June: $35,000 June/July: $95,000 Other / Short Term - Year Round: $220,000 July - Labor Day: $125,000

Nestled south of the highway between Bridgehampton and Water Mill, this enchanting, beautifully restored cottage offers the perfect blend of timeless Hamptons charm and modern comfort. Surrounded by lush, mature gardens and idyllic landscaping, the property provides a peaceful retreat just moments from world-renowned ocean beaches, boutique shopping, and acclaimed restaurants. Inside, the home features four inviting bedrooms and two beautifully appointed baths, along with a spacious living room centered around a cozy fireplace. The gourmet kitchen has been thoughtfully updated while preserving the home's original architectural character, seamlessly blending period details with today's modern conveniences. Step outside to enjoy the serene beauty of the grounds, where expansive lawns, colorful gardens, and a picturesque stream create an unforgettable setting. Dine al fresco beneath the stars, relax by the large oval-shaped heated pool, or simply unwind in the tranquil surroundings that define the Hamptons lifestyle. A rare opportunity to experience the romance of a classic Bridgehampton cottage with all the comforts of contemporary living, this exceptional property is available as an exclusive luxury rental. Rental Terms: August: $70,000 August - Labor Day: $70,000

This 4 bedroom, two bath, air conditioned vacation home is situated on over an acre of well landscaped property, dock and offers stunning views of Sam's Creek and Mecox Bay as well as the surrounding area. You can enjoy all the views while relaxing outside on the fully equipped deck, or inside thanks to magnificent floor to ceiling windows. The spacious lawn allows ample room for all sorts of outdoor activities or take the boat out for a cruise in Mecox Bay. Also available May for $30K; June for $50K; September for $35K; October for $25K; any two consecutive weeks during summer season for $50K. Rental Terms: July - Labor Day: $200,000 August - Labor Day: $150,000 July: $100,000 Memorial Day - Labor Day: $200,000 Other / Short Term - May or September: $50,000