$75,000 per month
574 Rte 114, East Hampton, NY 11937
Newly listed for the 2025 season, this charming and bright traditional home in Wainscott North sits on nearly five acres, ideally situated between East Hampton and Sag Harbor. The residence features three spacious bedrooms, three bathrooms, and a versatile den that can serve as a fourth bedroom. The home boasts a stunning two-story living room with a fireplace and a generous eat-in kitchen. The
$65,000 per month
17 Meadowgrass Ln, Southampton, NY 11968
This lovingly renovated home boasts four large en-suite bedrooms on 3 levels and incredible outdoor living spaces. Outside areas include a furnished covered back porch overlooking the heated pool and an additional flagstone patio with a wood burning fireplace and grill for nighttime enjoyment. The main floor living room has a vaulted ceiling, large screen TV, wood burning fireplace and gourmet
$165,000 per month
9 Gull Rock Rd, Sag Harbor, NY 11963
Conveniently located in a private beach subdivision in the Village of Sag Harbor, with Mooring Rights. Newly Built - This cedar shingled modern cottage has 4 bedroom 3.5 baths, a mezzanine/loft space accessible from the 1st floor - all the bells and whistles one could ask for!. Thermador appliances, radiant flooring on the lower level, HVAC 3 zones, Quartz custom designed counter tops and
$105,000 per month
1194 Sagg Rd, Sagaponack, NY 11962
This secluded enclave is set on two beautifully landscaped acres down a long private driveway and abuts a 20 acre reserve, creating a stunning summer oasis. There are 4 bedrooms and 4-1/2 baths in the main house and 1 bedroom and bath in the guest cottage. This contemporary home has a beautiful flow, you enter into the foyer with the sweeping stairs to the second floor bedroom level. To the right
$50,000 per month
23 Bayview Rd, Sag Harbor, NY 11963
Sag Harbor Bayfront home with dock and sandy beach. Enjoy summer sunsets from this stunning three bedroom, three bathroom home. Primary en-suite bedroom with two large terraces overlooking Sag Harbor Bay. Minutes to Sag Harbor Village and Long Beach. [[Rental Registration # RP230721]]
$35,000 per month
251 7 Ponds Towd Rd, Water Mill, NY 11976
There are plenty of options to rent this lovingly maintained home with 4 bedrooms, 3 baths (including a downstairs bedroom and bath) and a 20x40 heated gunite pool. High ceilings and an open floor plan make the new cook's kitchen, dining area and living room with wood burning fireplace a joy for casual living and entertaining. The main bedroom has a private balcony and fireplace. This estate
$150,000 per month
8 Cedar Haven Ln, Sag Harbor, NY 11963
Watch those amazing sunsets from Beautiful Sunset Beach which is only a quick distance from lovely and light-filled North Haven Traditional offering privacy on 1.8 acres. Enchantingly landscaped by its designer owner and recently renovated to perfection with fabulous new Chef's kitchen opening to Great Room with Dining and living area with fireplace. Gorgeous primary bedroom and bath plus 3 guest
$50,000 per month
41 Halsey Ln S, Water Mill, NY 11976
A magnificent, new 3-acre estate has just become available for rent for various time frames during Summer 2024, as well as year round. Anchored by a James Michael Howard design, 12,000 SF+/-, 10 bedroom residence, the sprawling estate overlooks Water Mill's bucolic farm fields and the broad waters of Mecox Bay. The journey begins as you enter the grand foyer with inlaid marble patterned floors.
$100,000 per month
201 Roses Grove Rd, Water Mill, NY 11976
This 5000 square foot shingled home on 1.4 acres has 5 generous ensuite bedrooms including a knockout second floor master with an outdoor shower on the 500 square foot mahogany deck. Great back yard with bluestone encased gunite pool, full finished basement, and two car garage. The main floor has a second primary suite, chef's eat-in kitchen, exquisite moldings, and three light-filled
$45,000 per month
15 E Gate Rd, Wainscott, NY 11975
Great proximity to transportation and shopping from this newly renovated contemporary sited on secluded half acre. 4 bedrooms, 4.5 baths, finished basement, large heated pool. New, fun & funky pool/guest house. Reserve in the rear. [[Rental Registration # 24-606]]
$60,000 per month
69 High St, Sag Harbor, NY 11963
This exquisitely renovated, architect owned 4 bedroom, 3 bath 1919 Dutch Gambrel honors the history of the house, but the interior architecture reflects a modern sensibility and a strong connection to the landscape. The interior is a wooden jewel box with white oak floors, walls and ceilings throughout the house. Large windows bring in light while connecting the space to the outdoors. On the
$65,000 per month
251 Meadows W, Bridgehampton, NY 11932
Down a long drive, this charming Hamptons classic house is situated on a professionally landscaped acre. Tucked away in a quiet community and only a stone's throw to both Bridgehampton and Sag Harbor villages. This stylish professionally decorated home is fully equipped with 4 bedrooms and 2.5 bathrooms. The first floor boasts a sun-drenched great room with designer furniture and lighting, wide
$110,000 per month
161 Bridies Path, Southampton, NY 11968
This Home checks all the boxes for a perfect summer getaway. Pool, hot tub, fire pit, outdoor shower, large landscaped fenced in yard, beautiful gardens and a great location close to everything. Sitting on a full acre and nestled into a private nature preserve on a quiet cul-de-sac, this 4 bedroom 3 bathroom property has been recently renovated and boasts designer furnishings with local flair
$60,000 per month
486 Toppings Path, Sagaponack, NY 11962
Newly renovated and filled with impeccable details curated by a NYC designer, this Sagaponack North 5 bedroom home is ready for summer. The first floor boasts an open floor plan with expansive living space with open floor plan, well-appointed kitchen, dining area, powder room and 1st floor primary bedroom with ensuite bath. The second floor hosts three guest bedrooms with a full bath. And
$150,000 per month
62 Turtle Cove Dr, Southampton, NY 11968
Renovated Home With Modern Flair And Colorful Vibe In The Southampton Shores. Three bedrooms and three bathrooms. There Is A Wall of Glass Doors Leading Out To The Heated 16 x 40 Salt Water Pool. Enjoy Private Access To The Beach, Marina, Tennis Court And Basketball Court. Outdoor Entertaining Area With Large Grill And Furniture. Upstairs Balcony. Located Between Southampton And Sag Harbor.
$180,000 per month
311 Ruggs Path, Sag Harbor, NY 11963
Overlooking Noyac Bay, this summer retreat has a tennis court, pool, spa, and tons of outdoor entertaining space. If you're a large party, looking for a last minute rental that is completely private and yet moments from the village and marinas, look no further. [[Rental Registration # RP201883]]
$35,000 per month
156 Suffolk St, Sag Harbor, NY 11963
Lovely renovated Sag Harbor Village home just a short distance to shops, a large park and a quaint country pond. This 4 bedroom, 2 bath home has CAC, downstairs and air conditioning units on the second floor. This nicely decorated home features a charming living room with fireplace and dining room. An eat-in kitchen leads out to an adorable backyard patio with access from the dining area.
$100,000 per month
540 Blank Ln, Water Mill, NY 11976
Situated at the end of a dead-end street, down a long private drive overlooking the expansive grounds, is this 5 bedroom post-modern home in excellent condition. Recently renovated, and newly furnished, this home offers over 4,000 square feet of living space including a gourmet kitchen, dining area, media/family room, living room with fireplace all included in the open floor plan for easy
$130,000 per month
127 Greenleaf Ln, Sagaponack, NY 11962
Introducing this Sagaponack compound, sitting on 5.4 private acres and is tucked at the end of a cul-de-sac for utmost privacy. This estate has it all, 10,000 +/- of luxury living, dramatic double height entry foyer, nine bedrooms, two spacious living rooms, billiards room with splash bar, and gym. The great room with glass doors flows seamlessly into your Arclinea chef's kitchen that has Wolf,
$25,000 per month
138 Narrow Ln, Water Mill, NY 11976
Located in the heart of Watermill, this immaculate gem can be found among rolling countryside, polo fields, farm stands, and in close proximity to world-class beaches. Situated on just under 3 acres, a long and welcoming driveway welcomes you to this very private and serene retreat. Surrounded on two sides by 22 acres of Agricultural Reserve, this home has the rare distinction of possessing open,
$50,000 per month
16 Roxbury Ln, Wainscott, NY 11975
This charming beach house offers a quintessential easy summer vibe as well as an entertaining atmosphere in one of Wainscott South's most coveted locations. Enjoy cooking and entertaining in the chef's kitchen with all upscale appliances, or grill on the rear deck with a timeless wraparound screened in porch, equipped with a big screen TV for all outdoor relaxing and dining. This home has
$195,000 per month
170 Erica's Ln, Sagaponack, NY 11962
Spend time this summer in beautiful Sagaponack. Close to beach. 5,900 square foot stunningly appointed home with 6 bedrooms and 6.5 baths. A great home for entertaining or relaxing by the pool and gardens. [[Rental Registration # pending]]
$85,000 per month
25 Shadyrest Dr, Sag Harbor, NY 11963
This beautiful 4 bedroom is located in a private waterfront community in Sag Harbor. This chic home boasts a stunning chef's kitchen complete with stainless appliances, marble countertops, and a large island with a breakfast bar. The living/dining/kitchen has a wonderful open floor plan, and there's a separate light-filled den. The home boasts both a master and junior master suite, and all three
$145,000 per month
21 Spinnaker Way, Southampton, NY 11968
Ideally located at the end of a quiet cul-de-sac with other equally impressive homes, this custom-built traditional on .76 acres was constructed and finished to the highest standards. Light and bright living room with wood burning fireplace, a comfortable den, elegant formal dining room, chef's kitchen with spacious dining area, custom cabinetry, and high-end appliances. Lovely primary bedroom
$40,000 per month
164 Division St, Sag Harbor, NY 11963
Enjoy your summer months in this new home at 164 Division Street, Sag Harbor. This new build has all the bells and whistles with the added bonus of being close to the village of Sag Harbor. This residence features include: chef's kitchen, a large living area with fireplace, sunroom off the kitchen that overlooks the pool and yard, master suite on the first level and then two additional en-suite
$110,000 per month
12 Glen Oak Ct, Wainscott, NY 11975
Custom Chic Living Art Gallery in Wainscott South, less than a mile to an ocean beach. Designed in the style of the modern architectural genius of Ricardo Legorreta, this sprawling one story stucco masterpiece with finished lower level private guest area, surrounds the magnificent heated gunite pool, stainless steel spa, opened and covered patios, gardens, outdoor kitchen and dining area with
$45,000 per month
73 Glenview Dr, Southampton, NY 11968
Southampton summer rental, 4 bedrooms, 4 bathrooms, open kitchen, lots of living spaces, 2 car garage, outdoor shower, heated pool with a beautiful mahogany deck. This easy living home is awaiting your arrival for July-LD. [[Rental Registration # RP240695]]
$180,000 per month
6 Sunset Dr, Sag Harbor, NY 11963
Beautifully renovated 4 bedroom, 3.5 bath contemporary with bay views from second floor living room. Open floor plan, with professional kitchen, marble countertops, and stainless steel appliances. Additional office space with futon. Bathrooms are also all recently renovated. Short distance to Long Beach and minutes from Sag Harbor Village! [[Rental Registration # RP241233]]
$50,000 per month
32 Island View Dr W, Sag Harbor, NY 11963
Welcome to your dream rental home! This exquisite new build has just hit the market, offering you a breathtaking living experience. With over 3,700 sq. ft., this spacious home is thoughtfully designed with 4 bedrooms and 4.5 baths, ensuring ample space for you and your loved ones. As you step into the main level, you'll be greeted by an inviting open concept living, dining, and kitchen space. The
$40,000 per month
115 Sea Farm Ln, Bridgehampton, NY 11932
Moments from Main Street proper and the Ocean beaches that Bridgehampton offers, this Post Modern home located off the prestigious Lumber Lane corridor has had a complete renovation. Between the ocean, vineyards and farms, the location is perfect and moments to everything. Modern furnishings and unique art provide an inviting, stylish and comfortable stay. An open floor plan allows for carefree
$6,000 per month
53 Sayre's Path, Wainscott, NY 11975
Idyllic cottage of a noted photographer located in Wainscott South, just minutes to ocean beaches and farm stands. Painted all white, with wide plank floors and beamed ceiling, this home has been newly renovated with top brand kitchen appliances and bathroom fixtures, queen bedroom with full bath on main floor, and airy, skylit sleeping loft above with half bath. Charming rear deck with
$85,000 per month
151 Northside Dr, Sag Harbor, NY 11963
Gorgeous home in Northside Hills sitting on over two acres with heated pool, tennis, beach volleyball & basketball. Beautifully renovated four bedroom, 4-1/2 bath home on three levels. This incredible home has recently been renovated from top to bottom. The main level has open living and dining with cathedral ceilings and oversized windows overlooking the pool. The kitchen and eat-in dining area
$22,500 per month
9 Carriage Ln, Southampton, NY 11968
Be one of the first to rent and live in this just finished, completely renovated beautiful high end home with pool. Well appointed by interior designer with designer furnishings and high end lighting fixtures and finishes. Lounge besides a stunning pool in the Village of Southampton! Walk to Ocean and Town. Play on 2 Tennis courts in the Dunes Community 3/4 Bedrooms, 3 Full Baths 2000 sqft
$125,000 per month
76 Mill Creek Close, Water Mill, NY 11976
Great central, south of the highway location close to Southampton Village and a stone's throw to Water Mill Village, and minutes to Bridgehampton. Five bedrooms, 4 baths, light-filled Contemporary, with cathedral living room, huge decks, and central air. Fun for everyone with pool, tennis, basketball and basement finished with game room. New flat screen TVs in all the bedrooms. [[Rental
$25,000 per month
5 Coves End Ln, Sag Harbor, NY 11963
Enjoy Sag Harbor in this cozy updated beach house. A very short distance over the bridge to Sag Harbor Village. This renovated home has 3 spacious bedrooms and 3 full baths, airy, bright and nicely furnished throughout. Sit in the beautiful screened in porch while looking at the mature landscaping. The lower level is finished and your workout toys are in place.
$42,000 per month
69 Fresh Pond Rd, Sag Harbor, NY 11963
This stunning and spacious shingled pondfront home enjoys water views from every room and looks over a saltwater cove in the front and a lovely pond/nature preserve in the back -- your dream-come-true vacation rental -- complete with saltwater pool and central A/C. Privately situated on a landscaped half acre and designed by an award winning architect, this unique, 2-story post modern is
$75,000 per month
33 Wild Cherry Ln, Sag Harbor, NY 11963
If you like swimming, biking, kayaking, tennis or just relaxing on the terrace or poolside, this is the perfect home for you: 4-bedrooms, 2-bath, an outdoor shower, pool, poolhouse, 2 brick terraces, a new, large slate floor in the summer room for entertaining or relaxing and lots of windows and charm. It is ideally located on a beautiful property in North Haven, one block from Sunset Beach and
$40,000 per month
28 Eastview Ct, Sag Harbor, NY 11963
Meticulous very private 3 bedroom, 2 bath home with heated pool, outdoor shower and new landscaping. One floor living situated on a 1 plus acre lot at the end of a cul-de-sac. Recently renovated new kitchen and baths, nicely furnished, open floor plan, minutes to Long Beach, Sag Harbor Village stores and restaurants. The perfect summer home. Owner/agent [[Rental Registration # RP250366]]
$135,000 per month
130 Newlight Ln, Water Mill, NY 11976
Lose yourself in the luxury and serenity of this Hamptons dream retreat on nearly an acre of lush grounds, while enjoying a prime location close to beaches and Bridgehampton Village! Situated south of the highway on the border of Water Mill and Bridgehampton, 130 Newlight Lane is a classic modern 4 bedroom, 3 1/2 bath gem offering 3,200 square feet of impeccably-renovated living space and
$75,000 per month
263 Middle Line Hwy, Sag Harbor, NY 11963
This private architectural marvel on nearly 3 acres, and adjacent to a preserve, will surprise and delight you with its charm and unique setting. Entering the first floor of this 3 story home you will find a spacious living room with 2 bedrooms and bath -- up to the 2nd floor where you'll love the open living/dining and kitchen area with fireplace as well as a convenient deck looking out to the
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