$150,000 per month
3 Halsey Farm Dr, Southampton, NY 11968
Also available: December $25KThis 2-acre Southampton Village Compound has it all. The 6-bedroom main home (each with dedicated bath) features a nicely designed home and magnificent property with 1) Guest House, 2) Gym House, 3) Pool House, 4) 60' Pool and 5) Basketball. It is an amazing offering, newly furnished, painted and designed. The location is incredibly convenient. Its on a quiet
$115,000 per month
221 Merchants Path, Sagaponack, NY 11962
Easy living in this artist's own four-bedroom/four-bathroom light-filled home with open views and indoor to outdoor entertaining areas. Enter the massive cook's kitchen including abundant counter seating and dining for ten that leads to a double height living room with loft library space. First floor offers a guest suite/first floor primary with own deck. Upstairs a large ensuite primary with
$150,000 per month
39 Marylea Dr, Southampton, NY 11968
This beautiful village estate section home was built in 1880 and completely renovated in 1998. Features 6,000+/- sq. ft. of living space, including a formal Living room, a sunroom, a formal dining room, a large, eat in, gourmet kitchen, 7 main bedrooms including a 1st and 2nd floor master suite, 7 1/2 baths, large sunroom, beautiful outdoor terraces leading to 2.0+/- acres of gardens with mature
$150,000 per month
16 Ranch Ct, Sagaponack, NY 11954
Experience summer in this elegant 7-bedroom, 9.5-bath estate set behind tall privets in one of Sagaponack North's most desirable neighborhoods. Spanning approximately 11,000 square feet on the largest fully cleared property on the street, this impressive home offers exceptional privacy, scale, and classic Hamptons living. Manicured grounds feature expansive bluestone terraces, an oversized 20x45
$30,000 per month
17 Bayview Rd, Southampton, NY 11968
This Southampton beach house blends playful coastal personality with relaxed Hamptons living. Located in Bay View Oaks, a waterfront community with private beach access, deeded rights to Peconic Bay, and a boat launch, the home sits in a quiet setting within Bay View Oaks, just 10 minutes from both Sag Harbor and Southampton Villages. Inside, the home features high ceilings, light-filled rooms,
$120,000 per month
9 Sea Farm Ct, Bridgehampton, NY 11932
Tucked within the private Sea Farm community, this updated post-modern home near Bridgehampton Village features bright, open living with dramatic ceiling heights and bright living spaces. Positioned on a half-acre bordering reserve, the property is set in serene, park-like surroundings. The 5,200-square-foot layout includes four bedrooms, with a main-level primary suite. Soaring windows fill the
$115,000 per month
5 Artist Colony Ln, Southampton, NY 11968
Located on a very quiet cul-de-sac on 1.2+/- acres in the village of Southampton, this classic home has 5 bedrooms, including a master bedroom with fireplace, 5.5 baths, 3 fireplaces, a formal living room with fireplace, a dining room, sunroom, family room and a fully equipped gourmet kitchen with breakfast area (2 Refrigerators, 2 dishwashers, and large pantry) and a butler's pantry. There is
$10,000 per month
139 Northside Dr, Sag Harbor, NY 11963
Also Available: May 23rd - Jun 30th $35K, Jan 1st - May 23rd 35KA gated, private entrance leads to this well-appointed 5 bedroom home with 2 primary suites. The home is set on a gorgeous 1.3 acre property, with grounds that impress all. A fully renovated, newly furnished interior features a double height living room with fireplace, open kitchen, dining room with private courtyard and new
$15,000 per month
1754 Majors Path, Southampton, NY 11968
This gated, 10,000 square foot on 5 park-like acres is the perfect Southampton retreat. The home feels like a true "estate," completely secluded on a private cul-de-sac of high-end homes, well off the main road. The recently refreshed interior is grand, with 5500 square feet of 2-story living space, all on one level, plus an additional 4500 square feet of finished lower level with every amenity.
$110,000 per month
221 Wickapogue Rd, Southampton, NY 11968
This beautiful classic white shingled three-story house with six bedrooms,6 bathrooms, two half-baths, gorgeous backyard, heated pool and spa is the perfect summer rental in Southampton Village. Enter the large foyer and experience the spacious nature and high ceilings that exist throughout the house. The main floor offers an elegant and spacious living room that opens onto the patio and gardens,
$55,000 per month
18 Spring Ln, Southampton, NY 11968
An open living floor plan offers 2 living areas (one with wet bar), breakfast nook, eat-in kitchen with stainless appliances, dining area, finished bonus room, 4 bedrooms (including a spacious primary suite), 3.5 baths, 2 car garage, heated gunite pool, nice outdoor landscaping, community tennis,finished lower level, and a convenient location. Offered for July. [[Rental Registration # 240719]] EH
$35,000 per month
5 Ranch Ct, Sagaponack, NY 11962
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
$50,000 per month
264 S Magee St, Southampton, NY 11968
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,
$190,000 per month
53 Hidden Cove Ct, Southampton, NY 11968
This light filled, airy, modern home has an open layout and is within walking distance to Peconic Bay. Located at the end of a very quiet dead end street, the house offers an expansive mahogany deck overlooking a 40X20 gunite pool with electric safety cover and deco turf tennis court surrounded by professional landscaping. A great entertaining home with a rolling lawn for outside play, it offers
$150,000 per month
29 Morris Cove Ln, Sag Harbor, NY 11963
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
$80,000 per month
24 S Potato Barn Rd, Water Mill, NY 11976
This bright sun filled Contemporary home has it all with lots of "smart" features, including Nest/Doorbird for the privacy gate and outdoor lighting. Tablets throughout the house connect to Pandora, Spotify and lots of other apps. Situated on a quiet cul-de-sac in Watermill with beautiful scenic views, it includes 8 bedrooms and 8.5 bathrooms. An open, spacious living room, eat-in gourmet
$35,000 per month
29 South St, Southampton, NY 11968
Also available: June 1 - August 31 $225K, August 1-31 $85KClassic, relatively new construction. 6 Bedrooms (7 Beds), 6 1/2 bathrooms Southampton Village traditional. Beautifully built with fabulous living spaces including chef's kitchen, dining room, living room, master bedrooms on main floor and 4 full bedrooms on second floor, heated gunite pool, 2-car garage and 2-car garage/pool house.
$70,000 per month
111 S Main St, Southampton, NY 11968
Newly renovated eight-bedroom home located on South Main Street, just a short distance to the village and ocean beaches. The home includes a completely updated eat-in kitchen with top-of-the-line appliances, formal dining room, living room, den, sunroom and a beautiful outdoor living room. All six bedrooms have been renovated and all have their own en suite bathroom. The property, which is nearly
$50,000 per month
2629 Montauk Hwy, Bridgehampton, NY 11932
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
$150,000 per month
59 First Neck Ln, Southampton, NY 11968
Exceptional home located in one of the most desirable streets in the Southampton Estate Section. The home just went through an immaculate renovation and the elegant floor plan includes a grand foyer with windows overlooking the grounds, two oversized and separate living rooms, both accessing terraces and areas of the garden, a beautiful den off the pool, an elegant formal dining room, a TV/media
$10,000 per month
465 Blank Ln, Water Mill, NY 11976
The pastoral areas around the house make you relax, there are 3 wings- the master ensuite, the middle entertaining area with kitchen, dining room 2 small bedrooms with their own office area and a third 2 bedroom / bath wing. Very peaceful. 10 minutes to ocean and bay beaches. [[Rental Registration # RP241674]] EH RR #: RP241674Rental Terms:September: $10,000
$195,000 per month
51 Seascape Ln, Sagaponack, NY 11962
Modern, cool and comfortable. Set on a private acre just five minutes from beautiful Sagaponack ocean beaches. Perfect refuge with indoor and outdoor space for rest or to work from home with hi-speed internet, and full house generator. The open-style kitchen has a six-burner Samsung gas stove, Meile dishwasher, and Sub-Zero fridge. It opens to a comfortable living room with gas fireplace, and a
$65,000 per month
24 Forest Crossing, Sagaponack, NY 11962
2026JUNE $38,000JULY $50,000AUGUST $62,500AUGUST-LD $70,000. AUG 1-SEPT 7th/8th? 2026 (LABOR DAY IS ON MONDAY SEP 7th) FULL SEASON JUNE-LABOR DAY $150,000SEPTEMBER $25,000WINTER: $3500 - WITH THE EXCEPTION OF FILM FESTIVAL - $2000 INCREASE =$5500 (Oct) Lease Terms: Available June 1st-26th, July 25th-August 31st. Other terms: $55 application fee per
$70,000 per month
308 Towd Point Rd, Southampton, NY 11968
WATERFRONT COMPOUND WITH POOL! Swim, fish, or launch the kayak, paddle board or sunfish sailboat(included) from this waterside haven! Located on Davis Creek, this Towd Point Beach Rental has unobstructed views of the harbor and beyond to Conscience Point National Wildlife Refuge. Featuring a cottage-style main house with three bedrooms and two bathrooms and a modern-barn style pool house that
$90,000 per month
20 Underhill Dr, Southampton, NY 11968
The peacefulness and serenity of a summer on the East End awaits you in this fully renovated Southampton home. Offering breathtaking views of Peconic Bay and Bullhead Beach, this four bedroom home features 3 over-sized bedrooms each with their own private bath, an open concept main floor with a brand new kitchen, dining room, and a massive great room with vaulted ceilings, gas fireplace and wet
$180,000 per month
286 Downs Path, Southampton, NY 11968
Spend 2 weeks or 1 month in this spacious 6 bedroom designer built house on 1.35 acres with large backyard, heated pool, spa and beautifully landscaped gardens. There are tall ceilings on both floors- flooding the house with light- and all first floor rooms have French doors opening out onto the back terrace for easy indoor/outdoor living. On the first floor is a large entry foyer, living room,
$175,000 per month
61 Jennings Ave, Southampton, NY 11968
Discover the charm of Southampton Village this summer with this beautifully updated home. Ideally situated in a prime location, you'll be moments from the center of Southampton Village, renowned Coopers Beach, top-tier restaurants, and the Long Island Rail Road-everything you need for a perfect Hamptons getaway. Step inside to sunlit interiors where polished hardwood floors and meticulous upkeep
$100,000 per month
50 Rosko Ln, Southampton, NY 11968
Welcome to 50 Rosko Lane in The Fields, Southampton's premier luxury enclave. This west-facing new construction offers abundant natural light, and over 6,000 sq. ft. of beautifully designed living space. With 7 bedrooms, 7 baths, and a finished lower level, the home balances refined Hamptons style with modern comfort. The airy main level showcases soaring ceilings, wide-plank floors, and a chef's
$60,000 per month
135 Meeting House Ln, Southampton, NY 11968
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
$25,000 per month
26 Center St, Southampton, NY 11968
This charming and updated cottage is located in the desirable North Sea Beach Colony, surrounded by the historic Conscience Point and the beautiful Peconic Bay. Enjoy spectacular sunsets and swimming just a block away at the private bay beach. The cottage features a cozy living room with a fireplace and cathedral ceiling, a dining area, a newly renovated kitchen, three bedrooms, and two full
$25,000 per month
36 Mill Creek Close, Water Mill, NY 11976
RENTED June 24th- July 31st!! Open, Bright Contemporary Beach House South of the Highway in Water Mill with 6 bedrooms, and 5.5 bathrooms overlooking a large 27+/- acre Ag. Reserve. All situated on a beautifully landscaped 1.3+/- acre parcel. Two master suites (one upstairs with balcony and one downstairs), a large guest suite/work studio separated from the rest of the home, and a downstairs
$125,000 per month
133-135 Toylsome Ln, Southampton, NY 11968
Be one of the first to enjoy this beautifully renovated compound set on over half an acre in the heart of Southampton Village, now offered as a rental, with all new furnishings from Home Nature, Serena & Lily and CB2. Just moments from the iconic Gin Lane beaches and charming village shops, the main residence welcomes with a lovely entry foyer featuring a wood-burning fireplace on one side, and
$50,000 per month
262 Mecox Rd, Water Mill, NY 11976
PLEASE NOTE: This property is available for select short-term rental periods, including two-week stays. Pricing and availability shown under June are for reference only and do not guarantee full-month availability. Portions of June may be unavailable at the listed rate. All dates, rates, and availability are subject to change. Please inquire for confirmed pricing and specific rental dates!!
$7,000 per month
42 Partridge Dr, Sag Harbor, NY 11963
Tucked away on a serene cul-de-sac, this inviting 3-bedroom, 2-bathroom home offers the quintessential Hamptons summer experience. Just minutes from the charming village of Sag Harbor, enjoy easy access to bay beaches, delightful restaurants, boutique shopping, and cultural attractions. Step inside to find a bright and airy open-concept living space, seamlessly connecting the living room, dining
$45,000 per month
493 Sagaponack Rd, Sagaponack, NY 11962
This unique property exudes beauty and tranquility in best South of the Highway location. Close to Sagaponack beaches this charming 3 bedroom house has never been offered for rent. Situated on 1.16 acres of beautifully landscaped vistas by renowned landscape designer, Edwina Von Gal, overlooking Sagg Pond.Rental Terms:Two Weeks: $45,000
$15,000 per month
74 Fordham Rd, Southampton, NY 11968
Also available: Two weeks: Jun 1 - Jun 25 $15K, Two weeks: Sep 9 - Sep 30 $20KAs featured in Hampton Cottages and Gardens, located on a quiet Village lane, this exquisite three bedroom three bath plus powder room oasis on one level provides maximum privacy yet is in close proximity to Village shops, restaurants and famous ocean beaches. From entering the home, the foyer leads into the
$24,000 per month
64 Towd Point Rd, Southampton, NY 11968
Experience the epitome of coastal living just steps from the serene shores of Towd Point Beach. This enchanting waterfront cottage, complete with a charming boathouse, perfectly blends luxury and tranquility. Ideally located, it offers effortless access to the vibrant villages of Sag Harbor and Southampton, ensuring the best of both worlds. With two bedrooms featuring plush Queen-sized beds and
$125,000 per month
10 Spinnaker Way, Southampton, NY 11968
This newer construction is a rare find. The inside features high-end, custom furnishings rarely available in a rental at this price. Gorgeous architecture, interior design and mature landscaping will impress. The 7 Bedroom home (all with ensuite baths) spans 5800 feet above ground, plus 2550 feet of finished lower level. The First floor features a dramatic 2-story foyer, 2 spacious living rooms,
$55,000 per month
114 Narod Blvd, Water Mill, NY 11976
Spend your summer in a coveted South of the Highway Mecox waterfront community, surrounded by $5 to $10 million homes and tucked away on a quiet one way lane just moments from Mecox Bay and the ocean beaches. This stylish 3 to 4 bedroom retreat offers classic Hamptons interiors with an eat in kitchen that flows seamlessly into a dramatic living room with soaring cathedral ceilings and abundant
$150,000 per month
417 Edge of Woods Rd, Southampton, NY 11968
This exceptional new 7000+/- sq.ft. home, sited on over 3 acres with pool and over-sized pool house/pavilion is now ready for its first tenants. Several distinct and superbly-designed living spaces are perfectly suited for gathering and entertaining family and friends. Constructed by a well-known local builder, this custom-designed home offers seven bedrooms, eight full, and two half-baths
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