Greenport NY Real Estate & Homes for Rent

Lease begins on JANUARY 2ND, 2024 as a short term lease until May 15, 2024, fully furnished. Welcome to one of the desirable beach associations in Old Saybrook. Located on the corner lot, you can enjoy the direct ocean views! All of 3 bedrooms upstairs have fantastic ocean views too! This charming New England cape boasts over 3500 sq with 5 bedrooms, 3 full bath and a half bath. This home also features 2 attached car garage, porch and deck off the kitchen. It's a perfect place to walk your dog in the quiet neighborhood. Short drive to Main St and you can enjoy the shoreline life style that Old Saybrook has to offer.

Experience the charm of coastal living in this beautifully remodeled 2-bedroom, 1-bathroom cottage located in the serene Corfield Point. This delightful residence is just a short walk from a private beach, offering a gateway to sun, sand, and surf. The cottage features a bright and airy queen-sized bedroom and a second bedroom equipped with bunk beds, perfectly suited for a family or couple looking to enjoy a peaceful summer retreat. The property has been completely updated to include all modern conveniences such as central air conditioning and in-unit laundry facilities, ensuring a comfortable stay throughout the season. The open-plan living area is ideal for relaxing after a day at the beach or enjoying a quiet evening indoors. Residents have full access to the community's amenities, which include tennis and pickleball courts, a basketball court, and a playground, all located at the nearby clubhouse. These facilities provide a perfect balance of active recreation and leisurely enjoyment for all ages. Please note that the rental is designed for up to four people and is not suitable for parties. Tenant privacy and tranquility are prioritized, and only registered tenants are allowed on the property.

Living in this Old Saybrook home is comfortable, near the beach and close to town with shopping and dining. Only a few steps to Cornfield Point, walk the quiet neighborhood and enjoy the gorgeous sunsets. This home is a perfect place of peaceful, tranquil days and evenings, with three bedrooms, an updated bathroom, eat-in kitchen, living room with fireplace, a wonderful sun porch and an outside shower after a lovely day at the beach. Washer and dryer located in the basement. Plan your next rental in Old Saybrook. This academic rental beach home is available from September 15th, 2024 through May 15, 2025 Just pack your suitcases and enjoy, this home is fully equipped for relaxing...sit back relax and enjoy the peaceful shoreline setting. This property is shown by appointment ONLY - PLAN YOUR PRIVATE TOUR!

Welcome to your dream vacation rental in beautiful Old Saybrook! This three bedroom, one bathroom ranch is located just one short block away from the breathtaking private Knollwood Beach, where you can enjoy the peaceful sound of the Long Island Sound and soak up the sun with private beach access. With a fully-equipped kitchen, you can cook up your favorite meals and enjoy them on your cozy patio. But that's not all, the neighborhood also offers endless opportunities for fun and adventure! You can bring your bikes and explore the charming neighborhood, play tennis or basketball with your loved ones, or watch your kids have a blast at the nearby playground. After a long day of excitement, come back to your air-conditioned accommodations and relax in front of your cable TV or pop in a DVD. The central air ensures that you stay cool and comfortable during those hot summer days. Please note, there is no garage entry available and guests must bring their own sheets (queen, queen, & full on full bunk). For safety, cameras are placed outside the house to ensure that only guests on the reservation are present. Book now and get ready for the ultimate vacation experience that you and your loved ones will cherish forever! All reservations also subject to a $150 cleaning fee and $150 booking fee. Drivers licenses are required for all guests registered. This is a short-term rental with stays available from a week or up to a month. This is not a long-term or academic rental.

Available for month of June ~ Exceptional opportunity for a family compound in fabulous Fenwick! This stunning direct Long Island Sound waterfront home with it's own sandy beach may be just the escape you've been looking for. Spacious and gracious, this home has been lovingly maintained and cared for, we're looking for tenants who will do the same. Privately sited, with views from every window - a comfortable home offers a great opportunity for a spectacular vacation. There are distinct separate living spaces and quality finishes throughout, please view the photos and virtual tour prior to scheduling an appointment. Direct waterfront on LIS with private beach, kayaks, golf carts, use of Fenwick Borough Amenities for additional renters recreation fee. There is also a weekly cleaning fee; call for details! The historic Borough of Fenwick is a hidden gem, not known to many, but prized by those who do. Located where the Connecticut River meets Long Island Sound, and best known as the former home of Katherine Hepburn, there are two lighthouses marking the entrance to the River. The Borough includes a nine-hole golf course, tennis courts and boating club. The Fenwick "cottages" are stunning, many shingle-style and Queen Anne to Victorian's dot the landscape. The Borough is spread out over 195 acres of unspoiled natural beauty, much of the property is in land trust.

Available for month of July ~ Exceptional opportunity for a family compound in fabulous Fenwick! This stunning direct Long Island Sound waterfront home with it's own sandy beach may be just the escape you've been looking for. Spacious and gracious, this home has been lovingly maintained and cared for, we're looking for tenants who will do the same. Privately sited, with views from every window - a comfortable home offers a great opportunity for a spectacular vacation. There are distinct separate living spaces and quality finishes throughout, please view the photos and virtual tour prior to scheduling an appointment. Direct waterfront on LIS with private beach, kayaks, golf carts, use of Fenwick Borough Amenities for additional renters recreation fee. There is also a weekly cleaning fee; call for details! The historic Borough of Fenwick is a hidden gem, not known to many, but prized by those who do. Located where the Connecticut River meets Long Island Sound, and best known as the former home of Katherine Hepburn, there are two lighthouses marking the entrance to the River. The Borough includes a nine-hole golf course, tennis courts and boating club. The Fenwick "cottages" are stunning, many shingle-style and Queen Anne to Victorian's dot the landscape. The Borough is spread out over 195 acres of unspoiled natural beauty, much of the property is in land trust.

SUMMER FURNISHED RENTAL AVAILABLE WEEKLY (list price is per week) FROM May 26 - September 15, 2024. Welcome to Knollwood Beach Association and a unique opportunity to spend summer days at this updated and carefully furnished 2 bedroom home. A short distance from the water and a location in Old Saybrook that provides access to trains, highways, and commuter services. This home is coastal living at its best with the convenience of location and the comfort of updated central AC and heating. Inside this one-floor home you will find all new furnishings and mattresses, along with a white cabinet galley kitchen with solid surface countertop that is open into the dining area with a large table that seats 8 comfortably. A good sized master bedroom furnished with a king sized bed and secondary bedroom with 2 twin beds. Gleaming hardwood floors throughout and a large sectional in the living room complete this space. Outside you will enjoy a backyard seating/dining area with gas grill and a beautiful cedar outdoor shower. Available for weekly rent and includes Knollwood Beach Association privileges.

Discover the serenity of SeaStar, a charming short-term year-round rental in Old Saybrook, CT with up to a 5-night stay. Nestled in the Knollwood Beach community, this 3 bedroom cottage sleeps 4 (with a King-sized bed in the primary bedroom) and offers air-conditioning, a full bath w/ shower, and outdoor shower. Immerse yourself in nature on this gorgeous marsh with a private beach and the beautiful ocean just a leisurely 2-minute walk away. Explore nearby attractions, including Fenwick Golf Course and Old Saybrook's historic center with unique shops and a variety of restaurants. The Westbrook and Clinton Crossing outlets, as well as Foxwoods and Mohegan Sun Casinos, are a short drive away. SeaStar provides clean bed linens, bath towels, and pillows, and guests can also bring their own. Beachgoers have access to a beach umbrella, reserved passes, and parking through the private beach association. Take advantage of private tennis courts, basketball hoops, and a children's playscape. The cottage's outdoor eating area with a fire pit offers the perfect spot to relax and indulge in warm and delicious s'mores. SeaStar invites you to experience the charm and comfort of a coastal retreat for a memorable summer stay. ---->>>Current availability and house rules per request. -- $395 per night for a maximum stay of 5 nights at $1,975 --- Cleaning fee of $195-$250 depending on length of stay, plus a transaction fee of $150 -- All guests required to provide copies of drivers' licenses.

Lovely home in the Knollwood Beach Association. Just a short walk down Atlantic Avenue will take you to Knollwood Beach complete with a large sandy beach, large jetty, and grass area with picnic benches. There are also tennis courts, basketball courts and a playground area. This house has two bedrooms with hardwood floors, a large living room with hardwood floors and a picture window, a family room with hardwood floors and a fireplace, a kitchen with tile floors and birch cabinets, a cozy sunroom, a full bath with tub/shower, a one car garage, and a full basement. A 12' x 16' deck has been added to the home and it is sure to be a wonderful stop to relax on those war Summer days. The home is heated by an oil-fired hot water boiler except for the sun room which is heated by electric baseboard heat. This home is ready for you to move into to start enjoying life near the beach.

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 nearby Fenwick Golf Course, a 9 hole public golf course, and the Saybrook Point Inn and Spa with a Four Diamond restaurant. The historic downtown is known for it's many great restaurants and the Katherine Hepburn live theatre. Pets considered on an individual basis!! Rental available January through April, and may be available for the 1st half of May at a higher rate. Less than 4 months may be considered. One bay of the garage will be available for tenant use.

This traditional Fenwick cedar shingle style home has spectacular water views of the Connecticut River and South Cove. It also enjoys Fenwick's unique lifestyle: beach, tennis courts, Yacht Club and famed golf course. The 2,634 home built in 2006 with the highest craftsmanship and state-of-the-art materials has wide board floors throughout. The great room with a coffered ceiling has a wall of windows above the long banquette, a large beach stone fireplace and built-in cabinets. French doors on the lower level open to a full width porch, which overlook the long water views and beautiful professionally landscaped gardens. The open kitchen is flooded with sunlight and is a chef's delight with all top of the line appliances. Rich mahogany cabinetry and marble counters and sit down island are custom made. The first floor 15x15 master suite has built-ins, and has access to the porch. A guest room/office off the kitchen has a bead board ceiling, shiplap walls, and state-of-the-art Murphy bed built into custom cabinetry. Mudroom side entrance with outdoor shower, includes extra built-in cabinets, farm sink and washer/dryer. Two guest rooms on the second level, one with built-in beds have access to the balcony with views of the hydrangea border gardens and water. This beautiful dream home sits on a private .46 acre parcel and has full mechanicals including a full house generator. Located half way between New York and Boston and is only minutes to all major transportation.

Surrounded on three sides by water, this waterfront gem is a great place to relax and enjoy the private beach. Sunny screened in porch with unobstructed views of long island sound. Brand new luxury vinyl plank flooring throughout, as well as new comfortable mattresses, couch, chairs, and granite countertops. Bring your kayaks and paddleboards. Available weekly: 6/8/24 - 6/29/24 for $2,250/wk. Available 7/13/24 - 8/31/24 for $2,850/wk. Available September for 2,250/wk.

Don't Miss An Absolutely Stunning Beachfront Rental Opportunity With This Gorgeous 3 Beds / 2 Baths Renovated Colonial Masterpiece Located In The Sought After Chapman Beach Community. Wake Up Each Morning In A Spacious King Master Bedroom With Soaring Cathedral Ceilings Overlooking The Ocean, Fit For Royalty. Enjoy The Wide Open Floor Plan With Endless Natural Light That Flows From Dining Room To Living Room With Sliders Opening To Panoramic Ocean View, Peaceful Natural Surroundings, Large Back Yard, And Steps Leading Down To The Beach Making It Perfect For Hosting And Relaxing. Looks & Feels Brand New With Updates Including Custom Cabinets, Modern Bathrooms, Recessed Lighting, High-End Touches, Hardwood Floors Throughout, Laundry Room On 2nd Floor. Enjoy Nearby Attractions Like Downtown Lined With Boutique Shopping Areas, Eateries, Nightlife, Fitness Centers, Walking Trails, Parks, Golf Course. A Paradise Right Outside Your Doorstep And A Wonderful Place To Call Home For The Next Couple Of Months. Available March 15 - May 15, 2024. ALL UTILITIES INCLUDED.

$900 Per Week Summer Rental. Experience the charm of Old Saybrook this summer with our centrally located rental! Don't miss out on this great price for a weekly stay. Our fully-equipped home is within walking distance to Main Street, Saybrook Point, and the town beach, making it the perfect base for all your seaside adventures. Enjoy biking and soaking up the sun, then return to our spacious house with a super expansive backyard - ideal for games like badminton or volleyball. The side yard offers a relaxing spot to unwind after a day at the beach, with cocktails and hors d'oeuvres by the grill as you admire stunning sunsets. Inside, you'll find everything you need for a comfortable stay, including air conditioning, a washer/dryer, and a coffee maker. All dishes and essentials are provided, ensuring you have an excellent value for your vacation. Don't wait - reserve your week now and get ready for a memorable summer in Old Saybrook. (June and first two weeks of July are Rented)

This is a one-of-a-kind beach house that will make your summer vacation complete. This lovely 3 story home is a wonderful mix of South Hamptons decor and beachside villa getaway, bringing both of those worlds together to create a wonderful atmosphere for your whole family. The bedrooms in the house are very large, 3 rooms have ensuite bedrooms, while the first floor has a bathroom next to the room. In one guest suite you have one king and one queen-size bed within the second suite you have queen sized bed with a lovely trundle. There is another queen-sized suite which opens up to a foyer which also has a trundle bed. There is a queen size bed in the finished basement, which is great for overflow. Additionally, there is a queen-size bed in the bedroom on the first floor. Our kitchen opens to a small eating nook, as well we have 2 tables which can be set up for eating outside right near the kitchen sliding glass door. Everything that you can ask for is there for making great meals and really enjoying your time with family. Bedding, towels and beach towels are also found inside the house. We have really taken the time to make sure that you have what you need. From May 1 to July 22, 2024, the house is available for weekly rental only, for $4,700/week. The house is available again from September 1, 2024, for monthly or weekly rental.

*Update -- Available May 1-21* Summer 2024 beach cottage! Live at the beach in this charming Chalker Beach home, available May 1 - Oct 15 (entire term to one renter). Just a short walk to the water and the beautiful beach. Located in a private association with clubhouse and general store, this two bedroom home is a casual summer dream. Easy living with a screened-in back porch, bright and cheerful interior, and in a family-friendly neighborhood. Recently updated with new furniture. Both the master bedroom and guest bedroom have full/queen-sized beds. One full bathroom on 2nd floor. Chalker Beach is lovely for walks on the long sandy beach, bike riding, relaxing, and enjoying the Connecticut shoreline. The pastel sunsets over the ocean here are magical. There is additional parking and a clubhouse right across from the beach. The nostalgic general store is next to the cottage and is open during the summer. Tenant pays for electric and wifi.

Come unwind and make memories at Zion's Light Beach Cottage in Westbrook, CT on this Private beach association. This 2 bed, 1 bath cottage has been designed with coastal comfort in mind fully renovated with a modern and cozy beach time living feel. Enjoy dining inside in your AC or on your deck. Outdoor shower. All within a 3 minute walk to the beach. Call today to find out what weeks are available to start to make those great summer memories on the beach.

Spring is in the air....beautiful year-round rental virtually maintenance free and with gorgeous VIEWS! It's all about the lifestyle here at Summerwood, a community offering a private beach, tennis courts, inground pool with cabana. The year-round rental unit offers amazing views of Long Island Sound, nature at its best with the ever-changing marsh and tides, right outside your slider! Relax on your private deck enjoying morning coffee or afternoon cocktails enjoying the peaceful view, or walk to the private beach area, enjoy a good book and catch some rays. Luxury town home offers a generous-sized open floor plan with great natural light. Newer kitchen with granite counters and white cabinetry opens to dining area and living room with gleaming hardwood floors. The first floor also offers an entry way with closet and a powder room. On the second floor is the primary bedroom with that same stunning view, a walk-in closet, access to the main bath. The second bedroom is of generous size. There is a stackable laundry unit on this level. The entire unit has been professionally painted. Don't miss this opportunity to be part of an amazing waterfront community. Possibility of small dog allowed. Very central location to towns of Old Saybrook, Essex and Westbrook including their shopping and restaurants.

Meet Me by the Sea is a charming, fully-furnished, and fully-equipped Four bedroom One and One-half bath home available for rent. Prime location with views of Long Island Sound from every room! Downstairs has an open front porch with both lounging and dining areas. Upstairs has a screened-in porch with a hammock. Views galore! Very short walk, or drive, to White Sands Beach, and right down the street from the Old Lyme Beach Club. Located in a very quiet neighborhood, this home offers old world charm, while providing all the modern conveniences, including Wi-Fi and air conditioning. All new bedding, linens, and towels are provided along with a kitchen loaded with amenities including both Keurig and drip coffee makers. The washer and dryer are located in the downstairs half bath for your convenience. There is also an outdoor shower to rinse off after a trip to the beach. The large yard is perfect for volleyball/badminton. There is a one car detached garage and parking for 3 cars in the driveway. Monthly academic rentals are available from November 1, 2024 to May 31, 2025 at $4,900 per month, plus electric. Summer 2024 availability is August 17-31 for $4,900 per week.

Three bedrooms on three different floors. Fully furnished air conditioned spectacular contemporary with gorgeous views from 3 decks to beach across the street and four houses down from private beach available for 2 week rental...Saturday June 1st to Saturday June 15th. $4000 for those 2 weeks...No one week rentals. Enjoy 2 weeks in this beautiful bright air conditioned home in Pilots Point Beach Association. Start the day with a walk along the beach, shore road or by the marina. Each of the three bedrooms with queen size beds is on a separate floors for privacy. There are 2 full bathrooms, one with shower and the other with tub/shower combination, and one half bath. Lots of drawers and closet space to unpack and make yourself at home. Sunrise and sunsets are beautiful from the three decks. There is dining in the marina, BBQ at the town beach right down the road and many restaurants nearby as well as shops and outlet stores. Beach access is two houses down and four houses to the main private beach. WiFi and cable TV provided. Credit and background check, security deposit and cleaning fee. No smoking. No pets. Owner/Agent.

Luxurious,spacious 4bdrm, 4 floor, rental in the beautiful PILOTS POINT section of Westbrook, a most desired location on the Ct. Shore. Year round contemporary home with stunning front OCEAN VIEWS of Long Island sound. PRIVATE BEACH access just steps away. Back of house has beautiful views of the MARINA. Gourmet white kitchen with SS DOUBLE OVENS and INDUSTRIAL gas stove. 2 FULL EN SUITES on upper floor! 2 large bdrms on first floor. Easily sleeps 9 . Primary en suite boasts high ceilings lrg windows and sliders to the huge wrap around upper deck. Wake up to ocean views all around! Open floor plan with tons of space for privacy. Indoor and outdoor fireplaces, 2 family rooms! Outdoor shower, full finished basement and beautiful 4th floor loft with dramatic high ceiling and 4 walls of windows for the most AMAZING VIEWS. Lots of Sun light and wood floors throughout. Pristine, clean, comfy and cozy. Fully furnished. Available to enjoy from Oct -May. Tenants must maintain the clean condition and agree to have the house cleaned biweekly.No smoking on property. Magnificent home for relaxing or entertaining!

Directly across from a sandy beach with water views of LIS. This inviting 4 Bedroom cottage with front porch, roomy Kitchen, Living Room with TV and WiFi is calling you to enjoy your 2024 Summer get-a-way in Westbrook along the CT shoreline.

DIRECT WATERFRONT SUMMER WEEKLY RENTAL! A 2 year remodel has transformed this home and gives it an updated feel while preserving the character of the original beach house! Featuring a first floor master ensuite with a fully updated bathroom and a main living space that includes 2 dining areas with plenty of seating. The kitchen is equipped with high end appliances that are surrounded by white cabinets and a solid surface countertop. A long front porch with wide views of the beach and water will allow your guests to relax and take in the scenery while being protected from the hot summer sun. Upstairs you will find 3 additional bedrooms that all have a view of the beach and water. List price is the weekly rate and tenants are also responsible for 15% CT short term occupancy tax, cleaning fee, and security deposit. Weeks available in June, July, August & September.

Master Bedroom for rent in fully furnished property. Updated Kitchen, and appliances, updated balcony. Approximately 6 to 8 minute walk to Westbrook Beach. Internet and Electricity is included.

Enjoy the ocean views in this stunning beachside retreat. Complete with a remodeled chef's dream kitchen, a gorgeous sun room with beach views, and a master suite with it's own deck overlooking the water, this home provides all you could want and so much more! Although shops and restaurants are only a few-minute drive away, the area feels peaceful and serene. This lovely sanctuary is a place for you to retreat, relax, reset and revive yourself. Available from the beginning of October '24 to the end of May '25. Sit and gaze at the marvelous view, take some time for you!