luxury houses with pool for rent New York, United States (page 8)

Chic renovated cottage in the heart of the Amagansett Dunes. Located on a prime street minutes to Exclusive Mako Lane beach access, this 4 bedroom, 2 bath charming beach house offers vaulted ceilings and a wood burning stove in the airy living room and a sunny open kitchen with sliders leading outside. An uber-stylish primary bedroom and bath is separated from 3 additional guest rooms providing privacy for all. Expansive decking offers plenty of room for sunning, outdoor dining, relaxing and entertaining. The enclosed outdoor shower is a perfect last stop after a day at the Ocean! Also available: Two Weeks: $35,000 Jun 1st - Jul 11th 2022 Two Weeks: $35,000 Jul 23rd - Sep 5th 2022 EH RR #: to come Rental Terms: Two Weeks: $30,000

Pristine and Fresh. This newly renovated shingled traditional offers a serene and sophisticated escape, blending classic Hamptons style with crisp, contemporary décor. Bright, clean, and beautifully designed, the home features four bedrooms plus a den/family room.. The spacious primary suite provides a peaceful escape, while the newly finished lower level adds extra living space and a versatile bonus room. The updated kitchen, with sleek granite countertops, flows seamlessly into the open living area and out to the expansive lawn. Outdoors, stunning stonework and lush landscaping frame the pool, creating a private oasis that backs up to preserved East Hampton Town land-ensuring forever-protected views.Ideally located near both bay and ocean beaches, as well as the villages of Amagansett and East Hampton, this pristine home is the perfect summer getaway. [[Rental Registration # 25-260]] EH RR #: 25-260 Rental Terms: July: $30,000 August: $30,000 Memorial Day - Labor Day: $75,000 August - Labor Day: $35,000 Two Weeks: $18,000 July - Labor Day: $65,000

Charming Southampton Village home retains many of its original features, built-in 1870, including wood floors along with more recent additions and upgrades completed in 2020. This 4 bedroom, 4.5 bath house is in the most desirable location in the heart of Southampton Village, a few short blocks to all shops and restaurants as well as the beach! Spacious entertaining areas, library and home office with privacy pocket doors, front sitting room with a wood-burning fireplace, formal dining room, and gourmet eat-in Kitchen including new Subzero fridge, Miele Coffee machine, Miele speed oven, wine beverage center and new stove with adjacent family room w/ wood-burning fireplace overlooking the garden. Light and bright this house has it all! The master suite with a sunny outdoor deck overlooking the garden and 3 additional bedrooms with 2 full baths are on the 2nd floor along with a laundry room. Lots of closets! Completing the main floor is a large and cozy 2nd family room with a full bathroom and French doors that open up to the patio. The entire home and backyard are set up with Bluetooth SONOs speakers. In the private backyard, there is a heated and new resurfaced gunite pool, a covered terrace with sofa seating, outdoor dining, and a built-in state of the art BBQ. Deep driveway for ample parking and a one-car garage complete with bicycles and beach chairs. Rental Terms: Other / Short Term - Year Round: $250,000 August: $110,000 August - Labor Day: $115,000

Stylish 5-Bedroom Retreat with Pool and Tennis Court in the Heart of Bridgehampton. Close proximity to town and train. Rental Terms: July: $55,000 February: $8,000 January: $8,000 Memorial Day - Labor Day: $160,000 November: $8,000 March: $8,000 August - Labor Day: $75,000 Other / Short Term - Dec: $8,000 October: $8,000 April: $10,000 June: $30,000

Great rental property in close proximity to East Hampton Village. This is a large and spacious home with mulitple seating areas, gourmet eat-in kitchen, four bedrooms, and four and a half baths. Custom heated saltwater pool with a 60 foot lap lane, and covered patios to enjoy the outdoors and an outdoor sofa with fire table. [[Rental Registration # 26-469]] EH RR #: 26-469 Rental Terms: July: $57,000 June: $45,000 August - Labor Day: $57,000 Memorial Day - Labor Day: $130,000

This Bridgehampton South classic country farmhouse nestled far off the road on a deep flag lot a 1/4 of a mile to town. This charming house is surrounded by hydrangea in a very private .53-acre parcel. A heated salt-water Gunite pool with a sunning level provides for luxurious sunbathing and a private back deck is partially shaded for evening grilling, and dining alfresco. The large custom chef's kitchen is a focal point of the home lined with a custom built-in bar, display cabinets and a restaurant-grade professional 6-burner + grill Viking range, Subzero fridge, and wine/beverage fridge. A ground-floor bedroom and full bath complete the first floor. Upstairs are two extra-large bedrooms, with a shared bath. The lower level has an exterior stair up to the garden. Perfect for an au-pair or private guest suite, there is a bedroom, separate living room with kitchenette, and full bath. The house is a quick bike ride from coffee in town or pop to the ocean along farm field lanes. [[Rental Registration # RP240795]] EH RR #: RP240795 Rental Terms: July: $40,000 August: $45,000 July - Labor Day: $75,000 Other / Short Term - 5/22/2026 - 8/31/2026: $90,000 Memorial Day - Labor Day: $100,000 June/July: $60,000 August - Labor Day: $50,000

Rental Registry #: 22-194, Expires 02/27/2024. Also available: June $10K and September $15K Enjoy the best of summer on the East End in this stylish contemporary convenient to East Hampton Village, world-class ocean beaches and all the pleasures and playgrounds of the Hamptons. The perfect setting for indoor/outdoor living, the sunny interior offers multiple access points to a spacious rear deck featuring a furnished outdoor living area, dining space and gas grill overlooking the 18 x 40 heated pool with new bluestone surround and lounging deck. The sunny interior offers 3 bedrooms and 2.5 renovated baths always maintained in pristine condition. The great room is the heart of the home with a double height ceiling, grey washed hardwood floors, new floor-to-ceiling stone fireplace surround, smart TV, sound system and walls of glass to capture the light. The kitchen features a breakfast bar and large dining area with lovely views and outdoor access. Mature trees and landscaping ensure complete privacy on the fully fenced 1.6 acre property. A circular drive and parking bay provide ample space for guests. Located in the Hands Creek Farm enclave, the residence is fully equipped for indoor/outdoor entertaining and offers CAC, Nest and Sonos systems and an outdoor shower. The perfect place to get away from it all! EH RR #: 22-194 Rental Terms: August - Labor Day: $35,000 Other / Short Term - September 1 - 30: $15,000

In the Village of Sag Harbor, with a large veranda and a summer porch, a heated gunite saltwater pool with Jacuzzi, surrounded by a private garden, comfy lounge chairs, outdoor dining with Umbrellas and double Barbecue grill, and an entertaining barn to hang out and play ping pong in. Inside the furnishings are magazine wonderful. There is an open dining room that flows into a living room with an overstuffed white couch and chairs, which opens into a den/TV room/ library with a fireplace. Light-filled and spacious, the brand-new country kitchen is a great hangout, featuring a Sub-Zero Fridge, a Viking Stove, a farm sink, a pantry, and a new washer and dryer. The new oversized Primary Bedroom addition is gorgeous, featuring a new bath with a separate tub, shower, and double sinks. There is an extra full bath downstairs with a tub. Upstairs are 3 spacious bedrooms and another full bath. Central AC, this house has all the perks and tons of charm. The gardens have exploding flowers, a lush green yard, old-world trees, and a fenced saltwater heated pool. On a quiet street, but close to everything, parks, Main St., dining, and bay beaches. Featured in design publications, this is the perfect essential retreat. Comes with bikes too. Please feel free to contact me for a video tour. Rental Permit R-25-0058 expires 06/14/2027 Rental Terms: August - Labor Day: $58,000 August: $55,000

Tucked into a full acre of greenery, this East Hampton home offers four bedrooms, a private pool, and a quiet five minutes to the Village - with ocean beaches just ten minutes beyond. The setting feels secluded without being remote. The great room is the heart of the house - vaulted ceilings, oversized windows, and a wood-burning fireplace, with wide glass doors that open directly onto the lawn and pool. The space is furnished with new designer pieces in a clean, organic palette - linen, natural wood, jute - that feels calm and considered from the moment you walk in. The kitchen is brand new and thoughtfully designed for easy summer living: Miele appliances, a farmhouse sink, butcher block island, and open shelving. Bright, immaculate, and genuinely a pleasure to cook in. Four bedrooms are spread across two levels, including a primary suite upstairs with high ceilings that fill with light through the day. The whole house has a happy, peaceful quality - the kind of place that instantly feels like summer. The layout works well for families - the pool is fully fenced, and a crib, bassinet, and high chair are available on request. THE DETAILS: - 4 bedrooms · 2 levels - 5 min to East Hampton Village - 10 min to ocean beaches - Private pool with safety fence (unheated) - New Miele appliances throughout - New designer furniture throughout - Full-size washer & dryer - Central A/C & heating - Wood-burning fireplace - Teak outdoor dining & loungers - Garage + generous driveway parking - Crib, bassinet & high chair available on request Rental Terms: June/July: $60,000 June: $25,000 July: $40,000

Available 1st two weeks of July 2026. Renovated to the highest standards this beautiful traditional home is waiting for your summer enjoyment. The house consists of 4 bedrooms, 4.5 baths, living room/dining room, open gourmet kitchen with top-of-the-line appliances, family room and 3 cozy fireplaces. On the main floor the 4th bedroom set up as office with pull-out couch and full bath. Romantic cottage for (legal) sleeping has king bed and full bath. Savant sound system throughout main rooms, outdoors and the primary bedroom which has a fireplace and covered porch with tranquil views of the pool, mature gardens and specimen trees. The heated gunite pool comes equipped with underwater speakers and spa, the patio offers long summer days of sunbathing and dining. Charming stone pump house conceals pool equipment. [[Rental Registration # 25-477]] EH RR #: 25-477 Rental Terms: Two Weeks: $65,000

Water views stretch across Mecox Bay from this exceptional villa on Flying Point in Water Mill South. Privately set on 0.6 acres, this meticulous Hampton's residence offers approximately 5,000 square feet of living space with five bedrooms, including a gracious primary suite with en-suite bath, walk-in closet, den, and balcony overlooking the grounds. Four guest bedrooms enjoy sweeping bay views, complemented by beautifully appointed baths. A spacious eat-in chef's kitchen with pizza oven anchors the home, while multiple light-filled living and dining areas frame the water beyond. A finished lower level provides additional recreation space. Outdoors, a 40 foot by 29 foot heated gunite pool, cabana with outdoor TV, expansive patios, courtyard dining, vegetable gardens, and a secluded reflection garden create a true retreat. All just moments to pristine ocean beaches. [[Rental Registration # Pending]] Rental Terms: Other / Short Term - Year Round: $375,000

Rental Permit # 23-338 Spend the summer in The Lanes of Amagansett . . . Five bedrooms, spacious living room, dining room, and kitchen all opening to a sprawling lawn with refreshing pool and lovely cabana. Oh, and yes! It's located a short distance to the Village. [[Rental Registration # 25-721]] EH RR #: 25-721 Rental Terms: July - Labor Day: $150,000 August - Labor Day: $85,000 Memorial Day - Labor Day: $175,000

A rare opportunity to own a luxury Southampton home offering complete privacy and timeless elegance - tucked away on nearly 10 acres just five minutes from Southampton Village and Hamptons beaches. This gated Southampton estate combines European sophistication with classic Hamptons style; a 9,000+/- square foot residence designed for year-round living and entertaining. Highlights include a dramatic formal dining room with cathedral cedar woodwork, a spacious living room with fireplace, a cozy library, and a gourmet eat-in kitchen with banquet seating, French doors, and its own fireplace. Seven bedrooms and eight full baths span two wings, including a master suite with private balcony, fireplace, spa-like bath, and dressing room. The finished lower level offers resort-style amenities with a game room, wine cellar, fitness area, and bonus spaces. Outdoor living is just as extraordinary, with a heated pool, expansive porches, and direct access to trails. With nearly 10 acres of manicured grounds, this Southampton property offers endless expansion possibilities-tennis court, pool house, or compound-style estate with room for guests. Whether as a year-round retreat or Hamptons summer compound, 11 Edge Avenue delivers the ultimate in privacy, luxury, and convenience. This highly sought-after Southampton traditional estate is a rare offering designed to welcome guests with elegance, comfort, and style on a grand scale. [[Rental Registration # Pending]] Rental Terms: July: $165,000 June: $85,000 Memorial Day - Labor Day: $400,000 June/July: $210,000

Renovated both inside and out, this beautiful Amagansett Dunes cottage has it all! Located just around 400 feet to ocean beach walkway, this charming house has just been completely landscaped including a brand new lawn, blue stone patio in back with all new outdoor furniture including dining table and chairs, gas BBQ, and entertaining area with sofa and chairs. The new blue stone walkway leads both around the house and heated pool. Pristine and recently updated, the interior first floor includes living room with fireplace and large screen TV, kitchen and dining area that overlook the back patio, a full bathroom, den/office with sofa sleeper. Separated for privacy, the large primary ensuite bedroom opens to an expansive deck with heated pool, lounge chairs and second entertaining area. The second floor includes two additional guest bedrooms, 1 with Queen bed, the other with twin beds, and a full guest bathroom. [[Rental Registration # 24-1987]] EH RR #: 24-1987 Rental Terms: July - Labor Day: $130,000 August - Labor Day: $70,000 July: $60,000

This recently renovated and impeccably maintained Water Mill residence with five bedrooms and four-and-a-half baths, located on a quiet cul-de-sac, offers the ideal setting for entertaining and relaxing. Sited on over an acre, the property features a beautifully landscaped, private rear yard with a heated, lighted 20' x 40' Gunite pool surrounded by a heat-resistant patio, with an outdoor kitchen featuring fridges, Lynx Infrared searing barbeque for summer grilling, expansive rolling lawn, and two firepits perfect for star-filled evenings with a Sonos sound system inside and outside. The main level includes a welcoming den with a gas fireplace, a comfortable living room, a gourmet kitchen outfitted with Viking professional appliances, dual dishwashers, wine fridge, ice maker, water cooler, and a generous center island, along with a spacious dining area for hosting family and friends. Upstairs, the serene primary suite offers a king-sized bed, Peloton, and a luxurious bath complete with a soaking tub, Toto Washlet, and double vanities. The second floor also includes an ensuite guest room, two additional bedrooms sharing a hall bath, and a convenient laundry room. The finished lower level with 10-foot ceilings includes a second laundry area, fridge, microwave and sink. It also provides a fifth bedroom, full bathroom, recreation room with pool table, ping pong, and an extensive game system, as well as a gym with a treadmill, free weights, incumbent bike and TV. Located moments from farm stands, world-class ocean beaches, transportation, and the vibrant communities of Southampton Village, Bridgehampton, and Sag Harbor - known for their marinas, dining, cultural venues and shopping - this Water Mill retreat delivers the very best of Hamptons vacation living. Rental Terms: Two Weeks: $25,000 Other / Short Term - 5/22/2026 - 6/26/2026: $50,000

This sun filled home is a clean fresh designer's dream! Enjoy privacy and a great location close to all on this .92 acre property. Fully renovated in 2017 this 3 bed/3.5 bath contemporary Saltbox has curated hardware, fixtures and finishes. The main level features a great room with vaulted ceilings, wood burning fireplace, large windows overlooking the scenic backyard with Gunite pool and waterfall, a dining area for eight people, a chef's kitchen finished with honed Nero marquino Marble counters, custom oak cabinetry, Viking Range stove, steel appliances, pantry area, powder room and laundry. Also, on the main floor you will find the en-suite primary bedroom. An open staircase leads to the upper level where you will find two oversized bedrooms both with vaulted ceilings. These bedrooms share a beautiful contemporary bathroom. The lower level is a great place to entertain and have fun with your guests! Complete with a gas fireplace, open floor plan, ping pong table, media area and a full bathroom. The exterior is flanked by cedar decks with lounge seating, dining, BBQ, and even a fire pit to enjoy your evening S'mores! Act fast as this gem is sure to go quickly! [[Rental Registration # 26-44]] EH RR #: 26-44 Rental Terms: Other / Short Term - Short-Term: $35,000 Two Weeks: $22,500 July: $45,000

In a prime Bridgehampton North location just minutes from ocean beaches, Bridgehampton Main Street, and Sag Harbor Village, this recently refreshed shingled traditional offers bright, effortless, and stylish summer living. Light updates and new décor give the home a fresh, current feel throughout. The sun-filled living room, with its vaulted, beamed ceiling and fireplace, creates an inviting centerpiece that flows into the country kitchen and cheerful dining area. A classic screened-in porch provides a perfect spot for breezy mornings or relaxed evenings by the pool. The first-floor primary suite is a standout, featuring a vaulted ceiling, beautiful natural light, and an easy, elevated atmosphere. A versatile den that can serve as a fourth bedroom offers added flexibility, while two upstairs bedrooms share a full bath. Light pine floors, abundant sunlight, a generous landscaped acre, ample parking, and a sunny pool area all contribute to the home's relaxed Hamptons appeal. Thoughtful accessibility features-including a first-floor bathroom designed for ease of use and a discreet wheelchair ramp at the front of the home-add convenience without interrupting the home's classic aesthetic. This inviting Bridgehampton retreat blends style, comfort, and practicality, making it an ideal rental for a cheerful and easy summer. [[Rental Registration # (RP251526]] EH RR #: (RP251526 Rental Terms: Two Weeks: $20,000

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

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

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

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

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

Minutes to ocean and bay beaches, farmstands, and the best that Water Mill and Bridgehampton have to offer, this one-of-a-kind gated estate delivers an unparalleled blend of Hamptons luxury and Western character. Surrounded by 50+/- acres of reserve, the 18-acre property offers total privacy with equestrian amenities, including paddocks, two stalls, and a professional Grand Prix riding arena. Featured on the cover of Architectural Digest's "Country" issue, this is a stay you won't find elsewhere. The custom Montana-built log home boasts four bedrooms, five full and two half bathrooms, designer furnishings across two levels, four fireplaces, a full movie theater, and a dedicated gym. Outdoors, enjoy a heated pool; outdoor dining, bar, and grilling areas; expansive grounds; and direct access to nature. Full-time groundskeeper/barn manager on-site. [[Rental Registration # RP251906]] EH RR #: RP251906 Rental Terms: Other / Short Term - Dec: $40,000 November: $40,000 Memorial Day - Labor Day: $295,000

Spend your vacation in this freshly renovated, five-bedroom home close to ocean beaches and moments to the village. The Traditional house was renovated on the highest level possible and tastefully furnished and decorated. Also offers a separate guest house with its own private terrace. The large covered terrace, heated pool and wonderfully landscaped garden make the perfect place to entertain. Rental Terms: August: $140,000 August - Labor Day: $150,000

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