30 houses for rent in Dering Harbor village

Spend your summer holiday in this beautiful cape cod style home in East Hampton. The spacious 3000 sqft home features an open plan living room, dining room and kitchen. There are two bedrooms on the first floor and two large bedrooms on the second floor. Exit out of the french doors in the kitchen onto the back porch which overlooks the beautiful back yard. Located close to many of the best waterfront restaurants in East Hampton, five minutes to the village, and ten minutes to Indian Wells and Main Beach. Please email me for private showing

Located just moments to some of the most beautiful bay beaches in the Hamptons, this move-in ready home represents a rare caliber of refined living within this price segment. This beautifully updated home offers the perfect blend of modern comfort and Hamptons charm. Step inside and be greeted by a sun-drenched open floor plan, featuring a spacious living area with vaulted ceilings and a cozy fireplace, perfect for relaxing after a long day. The open chef's kitchen with island seating is fully equipped with stainless steel appliances, sleek countertops, and plenty of space to whip up your favorite meals. Also along the main level is an ensuite guest bedroom, a full bathroom, and an additional guest bedroom. Upstairs features a serene primary suite with its own spa-like ensuite bathroom, along with an additional guest bedroom. Sliding glass doors lead to the backyard oasis, where an expansive new mahogany deck surrounds a sparkling heated pool and provides al fresco lounging and enterta

Beautiful Views, Access to Semi Private Beach. Close to Wineries, Farms Restaurants, Ferries to Connecticut and The Village Of Greenport. Available Sept 2026. May 2027. Rental Permit Pending

Available June $25,000; July 1-23 $27,000 (RENTED); Sept 9-30 $18,000. Bright and spacious Contemporary summer rental on the North Fork. Featuring floor to ceiling windows, great room, 6 bedrooms, 3.5 bathrooms, eat-in kitchen, recreation room. Private back yard with 40x20 salt water heated pool. Permit #1230

Beautifully Renovated Greenport Village Farmhouse with Bay Beaches, NYC Transportation, Village Shops and A Marina Nearby. Summer 2026. July $14,000; August to Labor Day $17,500. Permit#25-018

Nobody comes to the North Fork because they're looking for excitement, they come because they're looking for something they've been missing. Time slows here. Not dramatically, but quietly. You notice it on the first morning when you realize you've finished your coffee without checking your phone. The windows are open, the breeze carries the scent of nearby fields, and the only thing on the agenda is deciding whether today is a beach day, a winery day, or a day that never really leaves the backyard. Children pop in the pool before breakfast, someone wanders to the farm stand for fresh fruit and warm pie. Lunch stretches into the afternoon because nobody is in a hurry. The grill comes on long before dinner, and another bottle somehow finds its way onto the table. As the sun settles behind the trees, the landscape lights quietly illuminate the yard. Conversations become stories. Stories become laughter. Nobody remembers what time it is. Tomorrow can wait. Not just because of four spacious

Charming Greenport Village renovated 1935 Sears Kit House offering 3 bedrooms and 1.5 bathrooms. Ideally located less than half a mile from Greenport’s vibrant downtown, and less than half a mile from 5th Street Beach. The home features a bright and inviting living area, updated kitchen and dining space, and home office. Enjoy a peaceful, private backyard retreat complete with a relaxing hot tub perfect for unwinding. Great proximity to Jitney and LIRR for easy access to NYC. Idyllic summer retreat that offers easy access to all Greenport and the North Fork have to offer. 2026 Availability: September $16,000. Available for 2 week increments for $10,000. Rental Permit # O26-033

Graceful and refined living in Georgica, South of the Highway in East Hampton, takes place on one-and-a-half acres. As you enter the foyer, a bright blue living room with fireplace greets you as well as the formal dining. There is an intimate study for quiet reading in front of a cozy fireplace. Toward the back of the house is the stunning kitchen with an open living space with fireplace fronted by a wall of French doors and windows to view the lush expansive green lawn. The estate has seven bedrooms: the second floor has a dreamy master suite with fireplace along with three more pretty guest bedrooms with ensuite baths. The third floor has two cheerful bedrooms with bath. A private guest cottage with pergola has a kitchenette and lovely bedroom with ensuite bath. On summer nights choose from the wisteria pavilion or the covered portico for alfresco dinning. A Gunite pool and playset complete a wonderful destination

Enjoy Southold this Summer at a Sleek Scandinavian Style Farm Ranch. Available for Bi-Weekly Rental Only. The Rate is Weekly at a Bi-Weekly Minimum. Nestled on Shy 2.5 Acres of Private Wooded Property You Can Truly Get Away from It All. Constructed in 2022 for Elegance and Comfort. Complete One Level Living at Its Finest. The Home Boasts a Grand Open Layout with Vaulted Ceilings Throughout. Incredible Natural Light in the Home. The Kitchen is Simple and Sleek Overlooking All. The Large Island is Great for Preparation, Entertaining and Dining. A Cozy Nook for Reading or Lounging. There is a Designated Dining Space with Large Wood Table with Setting for 8. The Living Space has Room for All with a Large Flat Screen Television for Viewing. 4 Large Bedrooms Including a Primary Bedroom En Suite. 2 Full Baths in Total. 3 of the Bedrooms are Accessible from the Great Room. The Primary is Privately Set to the Rear of the Home with Its Own Accesses to the Back Deck and Yard. Central Air and Hard

Immaculate Greenport rental with saltwater pool! Conveniently located while also ideally set in a quiet enclave, this home is just a stone's throw to a sandy Bay side beach as well as a Sound beach and offers the best of both worlds. A spacious kitchen and family room create seamless everyday living and entertaining. There is also a first-floor bedroom and full bath which are perfect for separate sleeping accommodations. Sliding glass doors from the family room provide access to an outdoor retreat where there is a dining and poolside lounge area. The second floor offers another living areau002Fden, a full bath and two light-filled bedrooms. Including a primary ensuite with Juliet balcony and the second bedroom with a fireplace. A recreationu002Fmedia room complete with laundry, a full bath and outdoor access can be found on the beautifully appointed lower level. Don't miss an opportunity to enjoy the North Fork and all it has to offer with this amazing rental. Permit #: 0384. Price ref

North Fork summers are defined by sun-soaked beach days, vineyard hopping, and slow evenings spent cooking under the open sky—and this charming 3-bedroom, 2-bath cottage captures it all. Tucked away in Southold, this inviting rental places you right in the heart of the North Fork, perfectly positioned to experience everything the area has to offer. Spend your mornings browsing Southold’s curated home and lifestyle boutiques, your afternoons exploring nearby farm stands and wineries, and your evenings heading into Greenport for its vibrant dining scene and waterfront energy. The home itself offers a relaxed, easy-living layout. Bright beach interiors, cozy living spaces, and a large back patio that makes entertaining or unwinding effortless. Whether it’s morning coffee on the front porch with a peek-a-boo view of goose creek or in the garden for alfresco dinners as the sun sets, this is a space made for creating lasting summer memories. What truly sets this cottage apart is its connecti

WINTER RENTAL available September 15, 2026 through May 31, 2027 for $4,500/month. Enjoy spectacular Long Island Sound views from this beautifully renovated 3-bedroom, 3-bath home in the desirable Knollwood Beach Association. Tucked away on a quiet street just off Maple Avenue and only one street from the beach, this exceptional home offers unobstructed water views and a peaceful shoreline lifestyle. The bright open floor plan features hardwood floors, a custom stone propane fireplace, and a wall of south-facing windows showcasing the Sound. The custom white kitchen offers quartzite countertops, a porcelain farmhouse sink, stainless steel appliances, and a Bosch propane range. The first floor includes a full bath and flexible bedroom or office. Upstairs, the primary suite features cathedral ceilings, a beautifully remodeled bath, generous closets, and water views. A third bedroom, remodeled full bath, and family room open to a covered deck with panoramic views. Additional features inclu

Coastal Gem! Furnished Winter Rental Just Steps from the Beach Available September 14, 2026. May 15, 2027 Escape to this beautifully updated one-level home just a short walk from the beach! Fully furnished and thoughtfully designed for easy living, this 3-bedroom, 2-bath rental is the perfect off-season retreat. Enjoy a modern kitchen with granite countertops, double ovens, a cooktop, and plenty of storage-ideal for cooking cozy fall and winter meals. The spacious living room and open-concept kitchen/dining area offer room to relax and entertain. A 3-season sunroom with its own shower and changing room (seasonal) opens to a large, private double lot-perfect for enjoying crisp mornings or sunny afternoons. Highlights You'll Love: Fully furnished, move-in ready 3 bedrooms, 2 full baths. All on one floor Stylish, updated kitchen with granite & double ovens Sunroom with outdoor shower/changing area Large, grassy yard

Academic Rental October 1, 2026. May 31, 2027. Charming 3-bedroom, ranch-style home in the Harbor View Beach Association. Large living room, 3 generous bedrooms, updated kitchen and bath just steps to the association beach

Experience Luxury & Privacy Rental Reg #: PENDING. A gated entry and long private driveway lead to this private and secure estate tucked away on 4.65+u002F. Manicured acres. 7,400+u002F. Sq. ft. Of thoughtfully designed living space on three floors offer ample space for gathering both indoors and out. A double height grand entrance opens to a spacious living room with fireplace and dining room. French doors lead to screened porch that overlooks the serene setting. Top of the line chef's kitchen is flooded with light and features premium appliances and an over-sized island perfect for cooking and entertaining. Six bedroom suites include an upstairs master with fireplace and balcony and a first floor junior master. Finished lower level offers a game room, gym, 2 bedrooms, 3 baths and a multitude of French doors. A brand new heated Gunite pool, pool house and all weather tennis court, round out the experience of luxury and privacy on a grand scale. Also available: Short-Term $75,000 Oct 1

Winter Rental This charming three-bedroom, three-bathroom house sits on a private cul-de-sac in Southampton. Conveniently close to the Village of Southampton for your summer fun. Open floor plan and oversized bedrooms make this rental a must-see. Quiet and serene with an easy feel. The Backyard is private and quiet, with the birds chirping while you have your morning coffee. The house is conveniently located near the village and Sunrise Highway All utilities includes except Garbage and snowremoval

Lovely private getaway home in sought after Whalebone Community in North Sea with private tennis, pool, and community bay beach and additional tennis. Bright and airy first floor with large living, dining and updated kitchen which looks out over the pool and tennis court. Two spacious guest bedrooms which share a recently updated bath finish out the first floor. The second floor offers a beautiful lofted living space along with a huge master bedroom with its own private master bath and balcony. This lovely rental is centrally located between Southampton, Bridgehampton, Sag Harbor and to all the Hamptons have to offer

Experience Luxury & Privacy Rental Reg #: PENDING. A gated entry and long private driveway lead to this private and secure estate tucked away on 4.65+u002F. Manicured acres. 7,400+u002F. Sq. ft. Of thoughtfully designed living space on three floors offer ample space for gathering both indoors and out. A double height grand entrance opens to a spacious living room with fireplace and dining room. French doors lead to screened porch that overlooks the serene setting. Top of the line chef's kitchen is flooded with light and features premium appliances and an over-sized island perfect for cooking and entertaining. Six bedroom suites include an upstairs master with fireplace and balcony and a first floor junior master. Finished lower level offers a game room, gym, 2 bedrooms, 3 baths and a multitude of French doors. A brand new heated Gunite pool, pool house and all weather tennis court, round out the experience of luxury and privacy on a grand scale. Also available: Short-Term $75,000 Oct 1

Waterfront, beautifully appointed luxury home on South Cove off of Long Island Sound. There are spectacular water views from the main living area, kitchen and Master Bedroom Suite. Two guest bedrooms are in separate wings of the house with private entrance and private, covered porch. Fully equipped and furnished, Wi Fi, cable, gourmet kitchen, dining room, large living room with stone fireplace. Master Suite with king bed, large master bath and private outdoor deck overlooking the Cove and views of sunrises, sunsets and wildlife. First guest bedroom has king bed and private bathroom. Second guest bedroom, with ensuite bath, has twin beds. Private kayak dock on property includes use of two kayaks. Lower level fully equipped fitness room with flat panel TV. Covered screen porch on one side of the house and large stone patio with a fire pit overlooking the cove on the other side. The home setting provides a quiet and relaxing environment. Association beach is a short walk away. Enjoy near

Show stopping new construction in the heart of Southampton Village, perfectly positioned just one block from town, offering an effortless blend of luxury, convenience, and lifestyle. Wrapped in a timeless cedar-shingled exterior, this residence seamlessly merges traditional Hamptons architecture with modern, light-filled interiors across 7 bedrooms and 7.5 baths—each thoughtfully designed with radiant heat, including the attached 2-car garage. The home’s open-concept layout is designed for both elevated entertaining and everyday living, with expansive gathering spaces that flow effortlessly from one room to the next. A custom chef’s kitchen with premium appliances and bespoke cabinetry anchors the main level, opening into a sun-drenched great room with fireplace and refined finishes throughout. The formal dining area, complete with a wet bar, connects to a grand paneled foyer and a junior primary suite, while a striking staircase leads to the second level. Upstairs, the primary suite i

Escape to the serene shores of Long Island Sound with this exquisite summer rental in the coveted Fenwick area of Old Saybrook, Connecticut. This traditional Fenwick Cottage has a harmonious blend of classic charm and modern luxury, making it the perfect waterfront getaway for relaxation and entertainment. Spacious waterside family room featuring a magnificent fieldstone fireplace, creating a warm and inviting atmosphere for family time or quiet contemplation. A large, beautifully designed chef's kitchen with top-of-the-line appliances, an inviting eating area, and a wet bar, catering to culinary enthusiasts and effortless hosting. Expansive covered wrap-around porch with a cozy outdoor fireplace and a luxurious hot tub, perfect for evening relaxation or social gatherings. There is an elevator off the kitchen. This Fenwick summer rental is not just a home; it's a retreat that promises unforgettable moments and tranquility amidst the natural beauty of the shoreline. Whether you're baski

{Summer 2025} This beautiful property is a direct waterfront, 4 bedroom, one-level home situated on a sandy beach in a private association. Wake up every morning to ocean waves, and watch the panoramic sunrises and sunsets which are magical here. Upon pulling into the driveway, you'll be greeted by breathtaking water views. The expansive patio right on the beach is perfect for entertaining or relaxing, and is just a few steps to the water. Enjoy spending days taking long walks, running, seashell collecting, swimming, grilling, entertaining, and making priceless memories. Inside, this beach home offers: stunning ocean views, high ceilings with fans, a wall of windows with sliding door, central air, recessed lighting, New England style light and bright design, open concept one-level living, ample closet space, laundry, 4 bedrooms (king bed in master), and 2 full baths. The kitchen is complete with granite, stainless steel appliances, and a large island with breakfast bar. Recent home upg

Step into this delightful and charming fisherman's cottage in the heart of downtown Old Saybrook. Built in 1800, 43 Pennywise Lane blends warm and cozy character with surprising spaciousness. The owner has preserved this home's historical integrity while adding in modern comforts. The first floor features an oversized primary suite with full bath, office space and reading nook. The eat-in kitchen is highlighted by gleaming wood counters and a beautiful decorative fireplace. Rounding out the first floor, you'll find the sun filled napping corner, a tucked away charming TV area and a second full bath. You'll also appreciate the mini-mudroom drop zone perfect for your bags, boots and hats! Upstairs you'll find an additional bedroom and a second media or lounge area. This space is ideal for guests or a quiet place to unwind. Enjoy the convenience of an outdoor shower, grill, fire pit and the nicely sized, partially fenced in yard. Fancy a stroll to town? It's just down the block with terri

One half of private, Ram Island, offers a complete, self contained luxury resort experience. Stylishly restored on 15 acres, the main house centers around an antique windmill-. Now an elevated office-overlooks Sebonac Creek, the blue waters of Peconic Bay and the green hills of historic National Golf Links. The main house has lavish living areas coupled with soft finishes and fixtures. Featuring a glass dining room, 4 luxurious bedrooms and baths and a primary suite with roof deck with soaking tub. Across the path, a wellness building houses a yogau002Fexercise room, sauna and shower section, massage room, meditation roost, plus a kitchen, bedroom and bath. Perfect for entertaining with a full sized separate guest house. A boat house opens to the deep water dock with room for large vessels. A beautiful in-ground gunite pool, hot tub, fire pit overlooking the inlet and bay compliment the grounds with arbors, gardens, walking paths, and wide lawns. The ultimate vacation experience. Addit

Step into this delightful and charming fisherman's cottage in the heart of downtown Old Saybrook. Built in 1800, 43 Pennywise Lane blends warm and cozy character with surprising spaciousness. The owner has preserved this home's historical integrity while adding in modern comforts. The first floor features an oversized primary suite with full bath, office space and reading nook. The eat-in kitchen is highlighted by gleaming wood counters and a beautiful decorative fireplace. Rounding out the first floor, you'll find the sun filled napping corner, a tucked away charming TV area and a second full bath. You'll also appreciate the mini-mudroom drop zone perfect for your bags, boots and hats! Upstairs you'll find an additional bedroom and a second media or lounge area. This space is ideal for guests or a quiet place to unwind. Enjoy the convenience of an outdoor shower, grill, fire pit and the nicely sized, partially fenced in yard. Fancy a stroll to town? It's just down the block with terri