luxury houses with pool for rent Bridgehampton, United States

Hidden on 6 ultra-private rolling landscaped acres, charming European-style retreat that feels like you're in the South of France. Double-height great room within a 200 year old barn with polished concrete floors and French doors to shaded pergola overlooking pool, oversized fireplace, well-equipped chef's kitchen. Primary suite with vaulted ceiling, fireplace, and private access to the pool. Second bedroom suite with multiple windows and skylight. Enchanting romantic cottage only minutes from Bridgehampton Village, Sag Harbor, and ocean beaches available to rent for the first time. Offered Co-Exclusively Vanessa Moore and Beate V. Moore [[Rental Registration # RP251348]] EH RR #: RP251348 Rental Terms: Two Weeks: $60,000 August - Labor Day: $95,000

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

Experience the ultimate Hamptons summer at this spectacular 7-bedroom luxury estate in the heart of Bridgehampton, surrounded by premier horse country, vineyards, farm stands, and just minutes to world-class beaches, village dining, and shopping. Recently constructed and impeccably furnished, the interiors were custom-designed by acclaimed designer Alicia Murphy, blending elevated coastal sophistication with relaxed summer living. A charming gated courtyard and welcoming front porch set the tone on arrival, while a dramatic double-height entry leads into a sun-filled great room ideal for entertaining or unwinding. Throughout the home, exquisite stonework, bespoke millwork, and designer finishes reflect meticulous craftsmanship-no detail overlooked from architectural plans to final installation. The open flow layout connects beautifully to the outdoors, creating seamless indoor-outdoor living. The property features: 7 Bedrooms & 6 Baths across three finished levels 20x40 heated gunite pool with stone patio Expansive private grounds & lush professional landscaping Al fresco dining & multiple outdoor lounge areas Finished lower level with bedroom suite, family/TV room, wet bar & gym Attached 2-car garage and ample parking This is a rare Bridgehampton summer rental, offering luxury, convenience, and privacy-the perfect Hamptons retreat close to ocean beaches, Bridgehampton Village, Sag Harbor, acclaimed restaurants, equestrian facilities, wineries, and golf. Available in June for two weeks or the full month of August for the discerning tenant seeking the ideal Hamptons summer experience. Rental Terms: August: $175,000 August - Labor Day: $195,000 July - Labor Day: $350,000 Memorial Day - Labor Day: $450,000 June: $100,000 July: $175,000

Exquisite New Construction | 6 Bedrooms | 6.5 Bathrooms | 5,500+ Sq. Ft. | Resort-Style Amenities Nestled on meticulously landscaped grounds in a prime Hamptons location, this stunning, newly constructed residence offers the perfect blend of contemporary elegance and effortless indoor-outdoor living. Spanning three luminous levels, the home is just moments from pristine beaches, Sag Harbor's charming Main Street, and the vibrant energy of Bridgehampton-making it an idyllic retreat for both relaxation and entertaining. Grand & Light-Filled Living Spaces A soaring entryway bathed in natural light welcomes you into an expansive open-concept layout, where sleek modern design meets unparalleled functionality. The chef's dream kitchen boasts dual oversized islands, premium appliances, and a seamless flow into the dining and living areas, anchored by a cozy fireplace. Floor-to-ceiling sliding glass doors blur the lines between indoors and out, opening to a sprawling deck designed for alfresco dining, sunset grilling, and tranquil lounging-all overlooking the lush, private grounds. The main level also features a sun-drenched den with high ceilings, a full bath, and a chic powder room, offering flexibility for guests or a home office. Luxurious Upper-Level Retreat Ascend to the second floor, where four generously sized en-suite bedrooms provide serene sanctuaries for family and guests. The primary suite is a true haven, complete with a private balcony and a spa-inspired bathroom featuring designer finishes. An additional office/media room and a spacious laundry room add convenience to this level. Entertainer's Paradise - Lower Level & Outdoor Oasis The fully finished lower level is an entertainer's delight, featuring two additional bedrooms, a family room with a kitchenette, a full bath, and a second laundry area-ideal for guests or extended stays. A state-of-the-art home theater promises cinematic nights in. Sliding glass doors from every room lead directly to the resort-style backyard. Outside, paradise awaits: - 20x40 heated gunite pool surrounded by expansive lounge areas - Professional-grade pickleball court for friendly competition - Covered outdoor kitchen & dining pavilion for gourmet grilling and gatherings - Cedar-enclosed outdoor shower & dressing room for post-beach or poolside refreshment Premier Amenities & Sustainable Living Additional highlights include a two-car garage and solar power integration, blending modern convenience with eco-conscious living. A Rare Hamptons Gem Designed for those who seek both luxury and livability, this home effortlessly balances sophistication with comfort. Whether as a year-round residence or a seasonal escape, 130 Highview is a must-see property that defines Hamptons living at its finest. Schedule your private tour today-this is one you won't want to miss." [[Rental Registration # RP261343]] EH RR #: RP261343 Rental Terms: March: $20,000 October: $25,000 Other / Short Term - Dec: $20,000 Memorial Day - Labor Day: $300,000 February: $20,000 May: $45,000 June: $60,000 November: $20,000 April: $20,000 January: $20,000

This bright and spacious home, nestled down a private driveway and adjacent to a scenic reserve, is a hidden gem off Lumber Lane in Bridgehampton. Ideally located between the charming Villages of Bridgehampton and Sag Harbor, and a short distance from both ocean and bay beaches, this delightful 3-bedroom house boasts a second-floor primary bedroom with its own deck. The expansive double-height living room flows seamlessly to the dining area and a well-appointed chef's kitchen. Glass doors open to a generously sized deck, perfect for summer gatherings, overlooking the inviting heated pool. A detached garage, featuring a home office, adds to the appeal. Residents may also enjoy access to nearby tennis courts, enhancing the quintessential Hamptons experience [[Rental Registration # RP201993]] EH RR #: RP252090 Rental Terms: Memorial Day - Labor Day: $95,000 July - Labor Day: $80,000 June: $20,000 August - Labor Day: $42,000 July: $38,000

A stylish, gorgeous construction designed by award-winning architect James Merril. Set on an acre, this 5- 5-bedroom home has every desirable amenity. The primary bedroom has a terrace and a beautiful bathroom with a shower and a separate bathtub. The 4 guest rooms are all spacious and light-filled. Downstairs, there is an open living room and a den/ 5th bedroom with a full bath. An exquisite gourmet kitchen has all the bells and whistles, from a 6-burner Viking with a grill to a double Sub-Zero Fridge, wine fridge, double sinks, and dishwashers; it also has its own breakfast area. There is a formal dining area with a fireplace that is magnificent. The sunny Living Room shares the same dual-sided open fireplace. A lower-level gym. Many French doors open to the deck that has a gorgeous outdoor dining area- and a shaded lounge area with a 32' by 15' ft. heated pool. A path to the dock on the bay, which is a divine protected sanctuary, that accesses the big open bay. There is a lower basement level with a 2-car garage. The front of the house has a great veranda, all set on a quiet and charming high-end street in the Village of Sag Harbor. Rental Terms: Other / Short Term - Year Round: $450,000 Memorial Day - Labor Day: $375,000 September: $25,000 July - Labor Day: $300,000 October: $25,000 November: $20,000 June: $60,000

Discover the perfect Fall getaway in this stunning artist's home in Sag Harbor, now available from Sept 8th - Oct 5th 2026. Ideally situated between Sag Harbor Village and Long Beach, this immaculate 4-bedroom, 3.5-bathroom residence is a true oasis, featuring a well-curated collection of art within a sophisticated monochromatic interior. Built in 2018, this contemporary farmhouse beautifully balances exceptional style and comfort. An open-plan kitchen, dining, and living area seamlessly transitions to the 32' x 16' heated gunite pool, surrounded by a bluestone patio with multiple entertaining and lounging areas. A well-thought-out setting for summer gatherings or long days by the poolside. For the art enthusiast, a well-stocked library of art and design books can be found in the first-floor lounge. On the second floor, you will find four well-appointed bedrooms, including two that feature ensuite bathrooms, as well as an additional full bathroom. To enhance your stay, the dedicated laundry room features two washers and dryers for your convenience after days at the beach. Minutes from both Long Beach and Sag Harbor Village, you can also enjoy fresh, local produce from Serene Green Farm Stand, conveniently located at the end of Parkway Drive. [[Rental Registration # RP230356]] EH RR #: RP230356 Rental Terms: July: $60,000 August - Labor Day: $75,000 July - Labor Day: $135,000

This elegant and stylish new home has every prerequisite to spend a luxurious summer in the Hampton's. With 7 bedrooms, 8 baths, designer kitchen with marble quarried in Italy, top of the line appliances, formal dining room, beautiful living room and inviting outdoor patio for entertaining. Magnificent finishes throughout, exquisite attention to detail plus a movie theatre, gunite pool, and tennis, all on a beautiful 3 acre lot. [[Rental Registration # RP200840]] EH RR #: RP261401 Rental Terms: Two Weeks: $85,000

Beautiful Bucolic Waterfront -- Best Sunsets in the Hamptons. Overlooking Noyak Bay, this newly constructed, triple-mint, modern manor boasts breathtaking water views and stunning sunsets. The soaring floor to ceiling windows, expansive decking, heated gunite waterside pool, plush outdoor furniture, cozy fire pit, outdoor shower and Lynx professional grill, adorn the water side veranda, creating a grand and sumptuous Hamptons experience. So, too, this property has a rare and coveted private deep water dock for backyard paddle boarding, kayaking or...bring your own boat. Ideal for entertaining, this home is appointed with an Il Forno pizza oven, sous vide technology, an outdoor herb garden and an enviable array of Japanese chef's knives, surely to fascinate the boldest of home chef's. With rich oak, warm walnut and modern steel finishes this property exudes serenity and grace and is sure to impress. Impeccably decorated and beautifully appointed, this modern retreat is mired among majestic marine sea grasses which, like a metronome, sway in time to the warm coastal breezes. Conveniently located in the up and coming beach community of Pine Neck. Minutes from ocean beaches, a stone's throw from historic downtown Sag Harbor and a short drive from Bridgehampton, this 5200 square foot, 5 bed room, 6 bath jewel is not to be missed. [[Rental Registration # RP220659]] EH RR #: RP220659 Rental Terms: Two Weeks: $140,000 August: $250,000 August - Labor Day: $275,000 Other / Short Term - Weekly: $70,000 Memorial Day - Labor Day: $550,000 July: $250,000

Rental Reg. # RP220705 exp. 9/1/24 Also Available: August 16 - September 2 for $250,000 This highly designed new construction--a designer's own home--offers every amenity. The magnificent 11,000+/- sq. ft. estate spans 2+/- lush acres, but feels like it sits on 50 acres, with panoramic reserve views to the West. Enjoy spectacular farm vistas and sunsets every day. It is unique--as the largest and closest field-view estate just outside Bridgehampton Village. The property is a 1/2 mile to some of the Hamptons best restaurants (including Topping Rose, Almond and Pierres), boutiques and shopping. The backyard is nothing short of a resort. The home offers a 50' heated gunite pool, hot tub, and sunken all-weather tennis court. The outdoor terrace stretches the entire length of the house with two covered porches, a state-of-the-art outdoor kitchen, firepit and new outdoor furniture ensuring everyone will relax in comfort. As well, you will be amazed by the thoughtfulness of the interior design. It comes lovingly appointed by Katie White Interiors, replete with gorgeous, hand-selected furniture and artwork that offer elegance, yet a comfortable modern and beachy vibe. The open concept living areas include the living room and great room, eat-in kitchen with Subzero/Wolf appliances (2 full fridge/freezers), a breakfast area, and multiple glass doors that open to an expansive stone terrace and covered porches. There is a highly designed formal dining room, One of the two primary suites is on the first floor (or can be furnished as an enormous office). A mudroom, with laundry and full pool bath round out the first floor. An architectural free-floating modern staircase leads upstairs, where a second luxurious primary suite features a generous balcony with outdoor furniture for lounging any time of day. Four additional ensuite bedrooms, two of which share a large balcony, are also on this level, along with a laundry room. The finished lower level provides large media/recreation space, a gym, and two additional bedrooms. The house has a state-of-the-art sound system and comfort controls. [[Rental Registration # RP220705]] EH RR #: RP220705 Rental Terms: July: $350,000 June/July: $500,000 Other / Short Term - Year Round: $1,300,000 July - Labor Day: $700,000 August - Labor Day: $400,000 June: $200,000

Consisting of two single and separate properties with a combined acreage close to 5 acres, offering beauty, privacy, and grand entertaining possibilities. This symmetrically laid out elegant compound abutting a 200+/- acre land preserve consists of an expansive 10,000 SF+/- main residence, 7 bedrooms, 5 full and 1 half bathrooms, a Givenchy-inspired guest house, a special 5 car carriage-style garage with basement, room for tennis and sensational farm and golf course views. The property is conveniently located between all major hamlets such as Bridgehampton, Sag Harbor, East Hampton, and Southampton with easy access to the most beautiful ocean beaches. In close proximity to prestigious golf courses such as Atlantic (1 mile), The Bridge (3 miles), Shinnecock Hills, and The National. The main house offers soaring ceilings of 13' to 30' in height. The home's elegant interior contains graceful common parlors surrounded by oversized, handmade mahogany windows and antique French doors, flooding the rooms with natural light and impressive views of the courtyard. Custom millwork is present throughout the home, alongside exquisite 200-year-old honed marble tile, limestone, and French oak wood flooring as well as 4 wood-burning fireplaces with antique marble and limestone surrounds. An old school, state-of-the-art chef's kitchen comes fully equipped with two SubZero refrigerators, 3 dishwashers from Bosch/Fisher and Paykel, built-in ice machine, wine cooler, and Bluestar 8-burner commercial stove, as well as butler's pantry, wet bar and dog bath. The upper-level landing gives way to a spacious primary suite, graced by unobstructed afternoon light, a sitting room with fireplace, and luxurious, very spacious primary bathroom with special feature marble soaking tub. On the same level, you will find 3 additional, gracious guest bedrooms. The property offers cherry, apple, and hibiscus trees surrounding a recently renovated 20' x 40' heated gunite pool with blue stone edging. Enjoy mature landscaping and meticulous gardens with boxwoods, hydrangeas, and ornamental trees dotting the ample lawn space. Two blue stone covered patios with unrivaled views of the expansive terrain make up the exquisite outdoor living and dining space. This and much more, offered co-exclusively. Rental Terms: Other / Short Term - Year Round: $850,000

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

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

Built in 1830 and painstakingly restored/renovated in 2013, this 3,000 sf, 4 bedroom, 3 bath home in the heart of Sag Harbor Village offers a beautiful living room, formal dining room and wonderful, fully-equipped chef's kitchen. French doors from the kitchen lead to the elegant and expansive gardens and landscape designed by a renown architect, heated salt water pool and pool house to lounge in with a pull out sofa, TV & full bath. This historic home is perfection, as is the location...2 minutes to Main Street! Rental Terms: July - Labor Day: $175,000 July: $85,000 August - Labor Day: $95,000

A private oasis in the heart of Sag Harbor. Located on a beautifully landscaped shy acre in the heart of Sag Harbor's historic district, this Federal-style house dates back to 1780 and has been beautifully restored and updated with every modern amenity. Featured in Elle Décor and The New York Times, this peaceful and private retreat, only a short stroll from Sag Harbor's wonderful shops and restaurants, boasts century old boxwoods, an allée of cherry trees, a gunite pool, bluestone terraces, a Carriage House reimagined as a pool house, and even a Chicken Coop. The principal rooms include a library, living room, mudroom, double height great hall perfect for entertaining, a TV room and office, dining room overlooking the garden and a gourmet chef's kitchen with cathedral ceiling, 2 Bosch dishwashers, a Viking range, a SubZero refrigerator, wine cooler and fireplace. The private rooms include an exquisite primary suite with fireplace, cathedral ceiling and spa bathroom, two en-suite guest bedrooms, staff quarters with separate egress, as well as two additional private guest areas each featuring an en-suite bedroom with living room for a total of six bedrooms, six fireplaces and seven bathrooms. Beautifully designed for gracious living and entertaining, this property is truly the jewel of Sag Harbor. Rental Terms: Other / Short Term - Extended Season: $145,000

Also Available May 24 - Jul 31 $235K, Sep 4 - Nov 30 $160K Historic Sag Harbor, brilliantly renovated, offers sophisticated, relaxed stylish living. The 1750 Main house offers delightful, light, entertaining public spaces, luxurious en-suite bedrooms and staff quarters. The Carriage house offers added entertaining space with rare architectural features. This rare, near acre, village compound includes an oversized gunite pool, stone terracing, gracious garden dining and entertaining surrounded by a classic garden featuring historic box hedges, cherry trees and wonderful privacy. Rental Terms: Memorial Day - Labor Day: $425,000 July - Labor Day: $335,000 July: $140,000 August - Labor Day: $195,000 Other / Short Term - May 24 - Jun 30: $95,000

Also Available Dec 2024 for $13,000 Newly upgraded for summer 2024, this offering has its own dock with potential kayak and paddleboard, and is 0.4 miles to Long Beach, a gorgeous 1+ mile stretch of West Facing beach. The chic home is west-facing for sunsets from almost every room--even the walk-out lower level. Brand new Ipe decking, modern wire rails, Gunite pool and deep-water dock make for an amazing waterfront experience. There is a tremendous outdoor entertaining space on two levels. The 4,500+/- sq. ft. home is spacious with open flow. A New two-story living room setup features an stunning Modern window package and brand new furniture, plus a big new TV! The kitchen and dining room also offer walls of windows that drench the home with light and views. This is the perfect house for entertaining with 5 bedrooms (plus a room with a sofa bed), and 5.5 baths. A finished lower level offers a wet bar, pool table, family room and pool bath, with a wall of windows and views out to Long Beach. New spacious Ipe decks with cable rails allow for easy outdoor living and entertaining just above the water. The house is in a quiet neighborhood, 2 minutes to Sag Harbor Village. When all the backyards lose their foliage at other Hamptons properties, this winter rental has its most gorgeous views--open water views from all 3 levels. [[Rental Registration # RP200192]] EH RR #: RP200192 Rental Terms: October: $15,000 April: $10,000 February: $8,000 May: $10,000 September: $30,000 January: $8,000 March: $8,000 November: $10,000 Other / Short Term - Dec: $10,000 August - Labor Day: $87,500 August: $85,000

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