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Refreshed log cabin on a large and private piece of property abutting a reserve. This rental is close to Greenport village, and also all the amazing vineyards and farm stands that the north fork is known for. This great house has three bedrooms, and two baths, foosball, air hockey, an outdoor hot tub, and brand new pool in 2025. Updated kitchen and baths, ready for enjoyment. [[Rental Registration # 0952]] EH RR #: 0952 Rental Terms: Winter Season: $35,000 Per Month July: $27,000 September: $22,000 August - Labor Day: $27,000 June: $22,000 Other / Short Term - Year Round: $70,000 May: $20,000 October: $20,000
…By Sotheby's International Realty - East Hampton Brokerage
Welcome to your perfect waterfront beach bungalow, where charm comes naturally and every detail invites you to slow down and stay awhile. Wake up to shimmering water views, sip your morning coffee with a sea breeze, and end your day with golden sunsets just steps from your door. Nestled amidst the serene beauty of Gerard Drive, with its A-frame beach house exuding nostalgic charm. Upon entry, you're enveloped in the cozy embrace of a bygone era. The interior is adorned with beach style furnishings, a mix of eclectic beach finds, each telling a story of summers past. Wooden beams stretch upward, meeting at the apex of the A-frame ceiling, adding to the sense of spaciousness and rustic elegance. Natural light floods the space through large windows, offering panoramic views of the waterfront and the powdery sands stretching out before you. The living area invites relaxation perfect for cozy evenings spent recounting tales of beach adventures. Great decking and outdoor shower complete the experience. [[Rental Registration # 25-534]] EH RR #: 25-534 Rental Terms: Two Weeks: $12,500 August - Labor Day: $30,000 August: $25,000
…By Sotheby's International Realty - East Hampton Brokerage
Located moments to Montauk Village and ocean beaches, enjoy expansive western facing water views across Fort Pond from this charming and light-filled waterfront Traditional. Enter through the gracious foyer that leads to an open living room with a gas fireplace and soaring ceilings, chef's kitchen, and dining area with an impressive wall of glass sliding doors and windows that frame the dramatic water views. The first floor also includes an ensuite bedroom, den, and laundry room. The second floor is comprised of the primary ensuite bedroom with water views and two spacious guest bedrooms. The sliding doors off the living room open to expansive decking and patio with chaise lounges, dining table, BBQ, and spa perfect for watching the sunset. There are two free standing guest cottages with bedrooms, living areas, en-suite bathrooms, and private patios. This is the perfect compound to enjoy all that Montauk has to offer; from sublime dinners at The Crow's Nest to miniature golf at Puff n Putt, Montauk summers are in a class all their own. [[Rental Registration # 25-141]] EH RR #: 25-141 Rental Terms: April: $8,000 January: $8,000 Other / Short Term - Year Round: $165,000 June: $22,000 March: $8,000 February: $8,000 Memorial Day - Labor Day: $118,800 August - Labor Day: $59,400 July: $44,000 June/July: $59,400 November: $8,000
…By Sotheby's International Realty - East Hampton Brokerage
Beautifully maintained home available for lease at $4,000/month! Enjoy spacious, comfortable living with a well-designed floor plan, abundant natural light, and inviting indoor and outdoor spaces. Conveniently located near shopping, dining, parks, and commuter routes. Tenant has use of a private 1-car garage plus ample uncovered private parking. Please note: the separate 2-car garage is reserved for the owner's use and is not included with the lease. Tenant responsible for utilities. Available now!
…By Realogics Sotheby's International Realty
Located in Parrish Pond just outside the Village of Southampton is this 5 bedroom, 4.5 bathroom traditional. Professionally decorated, this home offers a well-appointed first floor Master Bedroom and attractive entertaining spaces. Outdoor amenities include a heated gunite pool and spa, a bocce court, a surround sound system and open grounds and mature landscaping. A five-minute drive to the Village of Southampton and its beaches. Available for rent any two week period from 08/08/19 through 09/03/19 - $25,000. Other / Short Term - Any two weeks 08/08/19-09/03/19: $25,000
…By Sotheby's International Realty - Southampton Brokerage
Located in Parrish Pond just outside the Village of Southampton is this 5 bedroom, 4.5 bathroom traditional. Professionally decorated, this home offers a well-appointed first floor master bedroom and attractive entertaining spaces. Outdoor amenities include a heated Gunite pool and spa, a bocce court, a surround sound system and open grounds and mature landscaping. A five-minute drive to the Village of Southampton and its beaches. Available two weeks in August. THIS PROPERTY IS NOT OFFERED ON AIRBNB, VRBO, OR ANY OTHER HOME-SHARING SITE. [[Rental Registration # RP251741]] EH RR #: RP251741 Rental Terms: Two Weeks: $35,000
…By Sotheby's International Realty - Southampton Brokerage
Escape to an ultra-private, newly and beautifully furnished beachfront retreat. This modern residence showcases sweeping open-bay vistas, walls of glass, and soaring double-height ceilings that create a stunning sense of light and space. Outside, a secluded 20' x 40' heated gunite pool invites relaxed summer living, while a private staircase leads directly to the sandy beach below. The home offers four bright, spacious bedrooms-each with an ensuite bath and glass balconies framing captivating water views. A first-floor junior suite is ideal for guests, and an additional fifth bedroom, currently styled as a cozy den, features a queen sleeper sofa and private bath. The custom contemporary kitchen provides generous prep and serving areas, perfect for entertaining. Occupying its own private level, the primary suite is a serene sanctuary with a fireplace, sitting area, and a glass-enclosed outdoor terrace showcasing panoramic bay views. The luxurious primary bath includes a soaking tub overlooking the water and a steam shower. Residents also enjoy access to a private community beach and marina. [[Rental Registration # 25-155]] EH RR #: 25-155 Rental Terms: June/July: $190,000 July: $125,000
…By Sotheby's International Realty - East Hampton Brokerage
Rare opportunity to rent this 3 bedroom, 4 bath cottage situated on 2 acres in East Hampton's coveted Lily Pond Estate Section. Set in beautiful park-like grounds, this southern facing home enjoys sun all day. Complete with an expansive manicured lawn and surrounded by mature hedges to ensure total privacy. This unique property includes a two bedroom carriage house as well as a 1,200s.f.+/- 2 bedroom, 2 bath guest house. House is spotless and offered at bargain price - and offered for long term. Call for more information [[Rental Registration # 24-895]] EH RR #: 24-895 Rental Terms: Other / Short Term - Year Round: $100,000 August - Labor Day: $35,000 July: $28,000 July - Labor Day: $55,000
…By Sotheby's International Realty - Southampton Brokerage
Stroll to the private ocean beach entrance from this charming Scheffer cottage in the Amagansett Dunes. Quiet sandy lane with large side yard, outdoor dining, clean and charming interiors, and outdoor shower. Rental Terms: June: $20,000 August - Labor Day: $33,000 May: $16,000 September: $22,000 July: $25,000 Memorial Day - Labor Day: $75,000
…By Sotheby's International Realty - East Hampton Brokerage
Beautifully renovated beach cottage on a private road in the Amagansett Dunes offers 4 bedrooms, 2 baths, dining area, main living room and media/den. Tastefully furnished in a chic beach style. This Amagansett summer rental with community only beach access will appeal to the most discerning of summer beach visitors. Additional features include 2-zone Nest CAC, first and second story decks, outside shower, full basement and detached garage. Conveniently located to train and all village amenities. [[Rental Registration # 25-743]] EH RR #: 25-743 Rental Terms: June: $25,000
…By Sotheby's International Realty - East Hampton Brokerage
Charming 3-bedroom, 2.5-bath home on a beautifully landscaped lot in a quiet, non-HOA community—just minutes from WEF and the Global Dressage Festival. This inviting property features a heated pool and spa, perfect for relaxing or entertaining. Inside, enjoy a bright, open layout with a spacious kitchen and comfortable primary suite. Ideal as a seasonal rental or private retreat, this home offers the perfect blend of comfort and location in one of the area's most desirable equestrian neighborhoods. Rental Terms: Annual: $12,000 Per Month
…By Equestrian Sotheby's International Realty
Enjoy the month of July from this traditional Southampton home on prestigious Moses Lane. This charming and stylish cottage offers 3 bedroom, 1.5 baths and a separate artist studio with full bath. Recently renovated, every attention to detail has been met! Perfect flow for vacationing! Rental Terms: Other / Short Term - Year Round: $85,000
…By Sotheby's International Realty - Bridgehampton Brokerage
Great home in a great location! 3 bedrooms, 2.5 baths, wonderful gourmet kitchen with gas cooktop and SS appliances. Living room with fireplace. All HWF. Lower level has a full bath, laundry room and office/den. Fully fenced backyard. Garage is for storage only. New washer and dryer. Close to Metro, restaurants and shopping. Long term lease, 2 years to more. Credit score 700 plus. Please note, two-year lease or more and no pets, thank you.
…By Ttr Sotheby's International Realty
A truly unique and fun East Hampton Village rental, perfectly located, a quarter mile to the village, boutique shopping, top dining, and approximately a half mile to ocean beaches. This stylish and well-sized home offers the ideal Hamptons lifestyle with both relaxation and entertainment in mind. The home, crisp, clean and updated, features 4 bedrooms and 3 full baths, thoughtfully designed for comfort and ease. The space is ideally laid out, an open kitchen to the living room, perfect for gathering and being together. Outdoors, enjoy a beautifully arranged setting with a heated pool with hot tub, expansive lounging areas with chaises and seating, a fire pit gathering space, a gazebo for shaded entertaining, and the ultimate wellness amenities-a sauna and cold plunge. The excitement continues on the lower level, where you'll find a fully equipped fitness space with top-notch workout equipment, along with a playroom featuring a pool table and additional games, making it perfect for guests of all ages. For those seeking even more space, there is an option to rent the adjacent home, which also offers 4 bedrooms, creating a rare 8-bedroom compound-ideal for extended families or multiple groups of friends vacationing together. A perfect blend of location, amenities, and fun-this East Hampton Village rental delivers an unforgettable summer experience. Rental Terms: May: $15,000 Winter Season: $49,000 Per Month November: $12,000 July: $75,000 August - Labor Day: $80,000 October: $10,000 Memorial Day - Labor Day: $165,000 Other / Short Term - Dec: $12,000 August: $75,000 June/July: $90,000
…By Sotheby's International Realty - East Hampton Brokerage
No beach parking sticker, no problem. Escape to this exclusive Montauk retreat, perfectly positioned just moments from the legendary surf breaks at Ditch Plains and Poles. Renting this home comes with its own superpower-skip the parking lot and stroll straight to the beach, as it's that close. With effortless access to rolling waves, sandy shores, and breathtaking ocean vistas, this near-oceanfront haven blends coastal adventure with refined relaxation. Inside, the four-bedroom, 3.5-bath home features a soaring vaulted living area and a glass-encased dining space that invites the outdoors in. Unwind on the second-floor lounging and dining deck with a BBQ, curl up in the cozy reading nook, or enjoy a movie night in the media den. A covered porch and lush green yard set the stage for laid-back afternoons, while the outdoor shower offers a refreshing rinse after a sun-soaked beach day. Wake to the sound of waves, breathe in the salty air, and check the morning swell before paddling out to legendary breaks. Take hidden paths through the 100-acre Shadmoor State Preserve or wander along bluff-top trails to Montauk Village, where boutique shops, cafés, amenities, and coastal charm await. Head one way to lifeguarded beaches and the iconic Ditch Witch food truck, or the other to Poles surf break and the striking Hoodoos rock formations. For moments of fun and frolic, this rental includes beach chairs, boogie boards, a soft-top surfboard, plus Bocce and Croquet sets. Nestled on a quiet seaside street yet close to everything, 22 Miller Avenue offers the perfect balance of serenity and adventure-a true Montauk escape. [[Rental Registration # RR-25-1120]] EH RR #: RR-25-1120 Rental Terms: October: $30,000 November: $30,000
…By Sotheby's International Realty - East Hampton Brokerage
East Hampton Village Prime - An Architecturally Significant Summer Residence on Mil Hill Lane Set on one of East Hampton Village's most coveted streets, this extraordinary home offers a rare summer retreat of architectural pedigree and quiet sophistication. Set moments from the Atlantic and the historic village centre, the property occupies an unusually generous .52-acre triple lot, affording both privacy and presence-an increasingly scarce combination in East Hampton Village. Recently and meticulously re-envisioned by Thomas Puckett Designs, the residence preserves the integrity of its Tudor Revival origins while introducing a refined contemporary sensibility. The interiors are calm and considered: exposed timber beams, a sculptural gas fireplace, and a restrained palette of soft neutrals create an atmosphere that is at once elegant, warm, and distinctly coastal. A custom-designed entrance hall and mudroom with radiant heated floors provides a functional yet beautifully resolved transition from outdoors to in. Designed for elevated summer living, the home flows effortlessly into a stylish den and casual dining space that opens directly to the outdoor entertaining terrace. The chef's kitchen is a true centerpiece-featuring custom cabinetry and hardware, top-of-the-line Wolf appliances, a dedicated coffee bar, and an oversized, hand-crafted walnut island that invites gathering, entertaining, and relaxed coastal evenings. The upper level comprises three private bedroom suites, each with its own ensuite bath. The primary suite is notably serene, defined by vaulted ceilings and dual north- and east-facing exposures that allow natural light to move gently through the space throughout the day. Its bath is finished in porcelain with radiant floors and a deep soaking tub, offering a quiet, spa-like experience. Two additional guest suites-one with a king bed, the other with twin beds and a discreet work area-are finished to the same exacting standard. Outdoors, the property is designed for a refined summer rhythm. Mature trees and thoughtful landscaping frame a south-facing heated saltwater gunite pool, shaded dining areas, and multiple lounging zones. An outdoor shower completes the experience-ideal after mornings at the beach or afternoons spent poolside. Located in one of the most iconic and walkable villages in the Hamptons, this home is just minutes from multiple ocean beaches, boutique shopping, and East Hampton's finest dining. An exceptional offering for the most discerning summer renter-this is East Hampton Village at its absolute finest. Rental Terms: Two Weeks: $55,000
…By Sotheby's International Realty - East Hampton Brokerage
Tucked within the peaceful enclave of Lion Head Beach Association, this inviting three-bedroom, two-bath home offers a rare opportunity to experience the Hamptons at its most serene. Surrounded by nature and overlooking a tranquil pond with breathtaking views of Gardiner's Bay beyond, the setting is nothing short of magical. Evenings unfold with spectacular sunsets that paint the sky in vivid color, while the gentle sounds of birds and bay breezes create a sense of calm and escape. The home itself embodies a relaxed, unpretentious charm-perfect for those seeking a laid-back coastal lifestyle. A spacious deck invites outdoor dining, morning coffee, or simply taking in the ever-changing water views. Set within a quiet, private beach community, residents enjoy access to a pristine shoreline just moments away, offering a true connection to the natural beauty of the East End. A rare offering for those who value privacy, simplicity, and the timeless allure of waterfront living. [[Rental Registration # RR-26-398]] EH RR #: RR-26-398 Rental Terms: July: $20,000 Two Weeks: $9,000
…By Sotheby's International Realty - East Hampton Brokerage
Freshly renovated contemporary home includes 4 bedrooms, 4 full baths with beautiful light plus additional finished living space in the lower level. A captivating entrance leads to a spacious living room featuring 16-foot ceilings and opening up to a 50-foot saltwater pool area with a large deck and a new 6-person hot tub. The kitchen is spacious and connects to a sunlit solarium, blurring the line between indoor and outdoor spaces. Downstairs offers space for recreation and includes a pool table and full bathroom. The garage has been converted into an art studio for those who enjoy painting, sculpting, or other creative pursuits. Bicycles are also available for easy access to the nearby town, beach, and other points of interest. [[Rental Registration # 23-354]] EH RR #: 23-354 Rental Terms: August - Labor Day: $55,000 June: $28,000 Other / Short Term - Year Round: $150,000 July: $44,000 May: $18,000 August: $50,000 Memorial Day - Labor Day: $110,000
…By Sotheby's International Realty - Bridgehampton Brokerage
New to the 2021 rental market: 6 BR, 5 bath modern Hampton home with fabulous pool house and an inground, heated gunite swimming pool. Several outdoor entertaining spaces and in- and outdoor fireplace. This home offers an open concept floor plan with a large gourmet chef's kitchen, dining area that flows effortlessly into the living/family area with fireplace. On the second floor are 5 bedrooms, 3 bathrooms including the sumptuous master suite with soaking tub and rain shower. Only minutes to Village shopping, restaurants and ocean beaches. [[Rental Registration # RP251145]] EH RR #: RP251145 Rental Terms: August - Labor Day: $90,000 September: $25,000 May: $50,000 June: $40,000 Memorial Day - Labor Day: $249,000 Other / Short Term - Year Round: $290,000
…By Sotheby's International Realty - Southampton Brokerage
Also available: June '24 $20k, Aug 1st-31st '24 $35 Located in the heart of East Hampton village just a short distance from East Hampton Main street and Newtown Lane, this 3 bedroom, 3 bath beach cottage offers old world charm, ease and a wonderful retreat near the beach. The renovated traditional home offers a spacious living room with wood burning fireplace, dining room, kitchen and full bathroom on first floor. French doors open to a porch with outdoor dining and a private backyard with grill and mature landscaping. The second floor features a primary bedroom with en-suite bath, two guest bedrooms and another full bathroom. A spacious attic is located on third floor and offers a bonus room for work or play. Property includes a one car garage and a charming outdoor shower for the ultimate summer experience. Rental Terms: September: $25,000
…By Sotheby's International Realty - Bridgehampton Brokerage
A sleek Mid-Century home...Escape to this stunning 3-bedroom, 2-bathroom beach house located in the peaceful Shinnecock Hills area of Southampton. With a private setting on a quiet cul de sac, this professionally designed home offers a seamless blend of indoor and outdoor living, ideal for relaxation and entertainment. Property Highlights: 3 Bedrooms, 2 Bathrooms - Comfortably sleeps 6 Heated Pool & Hot Tub - Relax poolside or unwind in the hot tub after a day at the beach Spacious Outdoor Living - Enjoy sunny days on the large deck, perfect for entertaining or simply relaxing Large Outdoor Shower - Refresh after a swim in the pool or a day at the beach Beautiful Gardens - Professionally landscaped for a serene, private environment Interior Features: Primary bedroom with King bed and ensuite bathroom Two guest rooms with Queen beds, shared bathroom with tub & shower Cable TV & WIFI - Stay connected during your vacation Open Concept Living Areas - Bright and airy spaces, perfect for family gatherings Location & Convenience: Walk to the Shinnecock Bay Beach - Enjoy peaceful days by the water, just a short stroll away Minutes from Southampton Village & Hampton Bays - Only 10 minutes to charming shops, restaurants, galleries and attractions Close to Iconic Beaches - A short 10-minute drive to the beautiful beaches of Southampton and Hampton Bays Wine Country - Located near both the South Fork and North Fork of Long Island's famous wine regions Family Fun Nearby - Take the kids to the Riverhead Aquarium or enjoy a shopping spree at Tanger Outlets, just 20 minutes away. This beach house offers the best of both worlds - a private retreat with all the amenities you need, yet minutes from the vibrant action of Southampton and the natural beauty of the Hamptons. Perfect for those looking for a tranquil getaway with easy access to everything the area has to offer, including boating & water sports. Minutes to the Shinnecock Canal, which offers marinas, many waterside restaurants and a world class spa at the Five Star Canoe Place Inn & Restaurant. Don't miss out on this rare opportunity to stay in one of Southampton's most desirable areas. Book your stay today! [[Rental Registration # RP170644]] EH RR #: RP170644 Rental Terms: June: $25,000 Two Weeks: $18,000 August - Labor Day: $39,000
…By Sotheby's International Realty - Southampton Brokerage
Escape to this stunning Southampton village rental, where coastal elegance meets modern luxury. This beautifully appointed 3-bedroom, 2.5-bathroom home is your gateway to a serene Hamptons lifestyle. Located just moments from both the world famouse beach and Village, this Southampton gem offers the best of both worlds-seclusion and proximity to the ocean's beauty. Don't miss your chance to experience Hamptons living at its finest. Rental Terms: August - Labor Day: $80,000 August: $75,000
…By Sotheby's International Realty - Southampton Brokerage
Charming Sag Harbor Village Cottage with inviting garden, dining pergola, entertaining deck & outdoor shower. A dream setting, just a short stroll to village shops, restaurants and harbor Rental Terms: Other / Short Term - 08/23/2021 - 09/30/2021: $11,500
…By Sotheby's International Realty - Bridgehampton Brokerage
Privately elevated at the end of a long driveway sits a stunning modern home, Clearhouse. With timeless architectural planning by SP design the home is dramatically raised on a central plinth and cantilevers horizontally with floor to ceiling windows and sliding glass doors to create the ultimate indoor/ outdoor modern luxury living. Clearhouse offers one of the single greatest vistas on the east end of Long Island. The house has 360-degree views - 180 degrees being Peconic Bay, The North Fork, The Long Island Sound, and Connecticut - the south view is indigenous manicured forest with undulating elevations. On the first floor you will enjoy a full-width travertine terrace and private office. The upper floor is equipped with a gourmet kitchen with signature appliances, dining area with a wall of glass that opens to let the outdoors in, sitting area and large primary bedroom with views from every angle. The primary bedroom is comprised of 3 sides of glass - the width of the room opens completely to the elements like a modern treehouse. The lower guest level, with equally incredible vast views has a perfectly positioned media den and 2 ensuite guest bedrooms with sweeping bay views. The rooms reveal themselves in a horizontal band with architectural floor to ceiling windows. The interior synthesis of stone and dark rosewood reclaimed from a Manhattan bank and leather details create a warmth and glow that envelop the senses. A level of luxury permeates. Eye catching details such as a suspended black fireplace and world class art and furniture create a dreamy ambience. The home offers a dock with a 6,800 lb. boat lift, including additional room for a 55' boat and a 30' boat. Unparalleled sunset views every evening and ever changing light throughout the day. EH RR #: 2024-L-0045 Rental Terms: June/July: $110,000 Memorial Day - Labor Day: $200,000 July: $85,000 August: $85,000 July - Labor Day: $175,000 August - Labor Day: $105,000
…By Sotheby's International Realty - East Hampton Brokerage
Hidden from the street by dense, lush landscaping, this stylish and impeccable cottage is a true haven. It sits south of Main Street, only a half a block from Moriches Bay, amidst beautiful flowers & trees that encompass the the home in leafy privacy. The house is outfitted for indoor/outdoor living, with gracious entertaining spaces and expansive decking. Inside are a living room with fireplace, an eat-in kitchen, formal dining room, screened porch, and two bedrooms with two full bathrooms, all on one level. And outside are an array of spots to enjoy the outdoors, as well as a detached garage which houses a studio with a full bathroom. All of this on one of Remsenburg's loveliest lanes, only 3.5 miles from Westhampton Beach Village, with its shops, restaurants, and renowned ocean beaches. (Southampton Town Beach passes are available to be purchased.) [[Rental Registration # RP60321]] EH RR #: RP60321 Rental Terms: August: $22,000 August - Labor Day: $27,500
…By Sotheby's International Realty - Southampton Brokerage
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