41 properties for rent in Greenport

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

Greenport waterfront condo. Enjoy your life in this well. Appointed Bayfront 2 bedroom, 2 bath condo with stunning views of Shelter Island and Greenport Harbor. Amenities include a waterfront pool, tennis & pickle ball court, 200 Ft of private sandy bay beach, and your own boat slip in the private marina. Located just a short distance to shops and restaurants in Historic Greenport Village, ferry to Shelter Island for fun day trips and the Hampton Jitney or the LIRR train offer easy access to and from NYC. Everything you need is right here. July, august, september 2026 are rented. Available October 2026 $4,500. Off season November 2026 through April 2027 $3,350 per month. May 2027 $4,500, August 2027 $13,000. Greenport rental permit #26-106

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

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

4 Bedroom, 2.5 Bathroom Apartment For Rent. 2700 Sqaure Feet. $30000/Month, $5000 Deposit. Additional Storage|Storage Space|Air Conditioner|Cable|Dish Washer|Hardwood Flooring|Heat|Sundeck|Wireless Internet|Washer/Dryer|Yard|Updated Bathroom|Updated Kitchen|Central Air|Central Heat|Stainless Steel Appliances|Electric Included|Gas Included|Water Included|Laundry In Building|Shed. 3 Mulford Avenue, East Hampton, NY 11937

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

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

Welcome to Sea Farm, a newly updated Hamptons retreat adorned with designer furniture, perfect for peaceful relaxation and serenity by the pool. This luxurious home offers ample space to host family and friends, and is conveniently located within 10 minutes. Get the best price at ListedBuy! Amenities: pool, oven, dishwasher, internet, heating

Master bedroom suite with private bath in 3 bedroom home set on 2 secluded acres. Pool, parking, wifi, cable are some of amenities available. Huge well equipped kitchen, living room, dining room and 2500 sq ft deck as well as washer and dryer. Enjoy the Ham. Get the best price at ListedBuy! Amenities: parking, pets, washing_machine, internet

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

3 Bedroom, 2 Bathroom Apartment For Rent. 1176 Sqaure Feet. $2500/Month, $2500 Deposit. Air Conditioner|Dish Washer|Hardwood Flooring|Heat|Sundeck|Wireless Internet|Washer/Dryer|Yard|Updated Bathroom|Updated Kitchen|Central Air|Central Heat|Stainless Steel Appliances|Electric Included|Gas Included|Water Included|Outdoor table and umbrella|Trash compactor|Powered awning|Gas fireplace. 36 Center Beach Ave, Old Lyme, CT 06371

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

3 Bedroom, 2 Bathroom Apartment For Rent. 1344 Sqaure Feet. $3150/Month, $3150 Deposit. Additional Storage|Storage Space|Dish Washer|Hardwood Flooring|Sundeck|Wireless Internet|Yard|Updated Bathroom|Updated Kitchen|Central Air|Stainless Steel Appliances|Water Included|Laundry In Building. 4 Old Colony Rd, Old Saybrook, CT 06475

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

4 Bedroom, 2.5 Bathroom Apartment For Rent. 2000 Sqaure Feet. $3000/Month, $3000 Deposit. Additional Storage|Storage Space|Air Conditioner|Dish Washer|Sundeck|Wireless Internet|Washer/Dryer|Central Heat|Stainless Steel Appliances. 2 Oakridge Drive, Old Lyme, CT 06371

Discover the perfect blend of coastal serenity and resort-style energy in this stunning 2-bedroom, 2.5-bath condominium. Nestled within the peaceful community of Southampton Commons, this residence offers an expansive living area anchored by a warm fireplace, creating an inviting atmosphere for both relaxation and entertaining. The spacious eat-in kitchen provides the ideal setting for morning coffee or casual dinners, while two oversized bedrooms ensure maximum comfort. With the added convenience of in-unit laundry and a modern layout, this home is designed for an effortless Hamptons lifestyle. Beyond your front door, you will find the most comprehensive amenity package in the Hamptons. The entire complex has been meticulously updated with brand-new roofs and siding, ensuring a fresh and polished aesthetic. Whether you are looking to stay active or unwind, the facilities are second to none. Spend your afternoons lounging by one of the two sparkling pools, soaking in the hot tub, or hi

3 Bedroom, 2 Bathroom Apartment For Rent. 1556 Sqaure Feet. $4800/Month, $4800 Deposit. Balcony|Private Balcony|Dish Washer|Hardwood Flooring|Washer/Dryer|Yard|Updated Bathroom|Updated Kitchen|Central Air|Central Heat|Water Included|Laundry In Building. 153 Shore Road, Clinton, CT 06413

1 Bedroom, 1 Bathroom Apartment For Rent. 450 Sqaure Feet. $1325/Month, $1100 Deposit. Air Conditioner|Hardwood Flooring|Heat|Wireless Internet|Yard|Updated Kitchen|Central Air|Central Heat|Stainless Steel Appliances|Electric Included|Water Included|Laundry In Building. 2 Ascot Lane, Old Lyme, CT 06371

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