Apartments for rent in Orient Point Orient

Rental Registration #: 1102 Rental Permit # 1102 Welcome to 1405 Terry Lane, Orient, a fully renovated waterfront residence with a private beach that extends for miles in each direction and a new, heated 20 x 40 in-ground pool with views overlooking the Long Island Sound. Situated on 1.63 acres at the end of a private road, a remote gated entrance opens to a white stone driveway that passes by a private half acre vineyard and consummates at the 3 bedrooms, 2.5 bathroom home with the master bedroom with en-suite bathroom on the first floor. The home has hardwood floors throughout, a modern kitchen with expansive views of the Long Island Sound, a four seasons room that lead to an spacious deck with awnings and all of the amenities one could ask for when entertaining guests. The sprawling lawns and have manicured landscaping and plantings private both room to play, privacy, incredible sunsets and a serene environment. This is truly both a remarkable and unique getaway to spend your summer months.

Rental Registration #: 0473 Come to the beautiful North Fork and spend your summer in this outstanding, stylish home in private sound front community at 560 Grandview Drive, Orient. Large bright home with 4 bedrooms and 3 baths, great room with fireplace, primary bedroom en-suite with fireplace, super floor plan and chic furnishings, set on 1 acre, heated pool with Jaccuzzi; ready for your off season or summer vacation and beyond. Close to beautiful beaches, Orient village, and the Jitney. Available June $14K, July $30K, August-LD $35K. Year Round $8,500/monthly. Rental Permit# 0473

Rental Registration #: 0625 Available for 2024! Newly constructed modern farmhouse with 4 bedrooms, all with ensuite baths. Get away from it all in this hotel-like Orient home. Open concept kitchen, dining, living with beautiful light filled bedrooms. Enormous blue stone patio leads to in-ground pool and beautifully landscaped yard beyond. Minutes from the private association beach, Orient State Park and Duryeas Restaurant & Bar. Past tenants all loved their stay at this home!!

Rental Registration #: 0465 Contemporary and chic, mint condition 1970's modular octagonal home located on a breath-taking sound front walk-out private beach in Orient. Three bedrooms, each with a full bath and an additional powder room. Updated kitchen and bathrooms. Every room is furnished with period mid-C style furniture. Living room has original Malm wood burning fireplace. Many spacious common areas, including glazed porch connecting the two octagonal wings. Relax on the large water-side deck with hot tub while enjoy panoramic water views from every room. Offered Offered Aug $35,000; Sept $25,000. Permit #0465.

Rental Registration #: 0930 Summer rental located in Orient at 20 Vincent Street. Beautifully renovated inside and out featuring 4 bedrooms, 2.5 baths, plus spacious backyard with pool. Available for August-LD. RP# 0930

Rental Registration #: 2024-L-0028 This newly updated ranch house on Tuthill Drive (a private road on Big Ram Island) has been reimagined with the greatest attention to detail and quality. The open plan connects a spacious sun and (high fidelity) TV room with living room (and wet bar),cook's kitchen, and full dining room Three bedrooms include a private guest suite (with steam shower)primary and secondary bedrooms both ensuite,(the primary with a large double ended,clawfoot tub),all with radiant heated tile bathroom floors The sunroom and living room are separated by a modern wood fireplace opening to both rooms. Moroccan rugs , interesting art, and designer furniture pepper the house .The exterior property has a large, private, beautifully landscaped rear garden with a heated Gunite pool and bluestone patio seating and dining areas. At the rear of the property is a single car garage and private driveway connected to South Ram Island Drive,providing the property with access from two roads. A short half mile from the house is majestic Reel Point,a peninsula shaped beach that forms the entrance to Coecles Harbor. A little more than a half mile in the other direction is the historic Ram's Head Inn where one can end the day with sunset drinks and dinner.23 Tuthill is a wonderful summer get-away where one can relax, entertain, and enjoy the quiet and surrounding beauty.

Charming, updated, old mixed with new. Located in Historic Shelter Island Heights and near the beautiful Union Chapel, a short distance from North Ferry and minutes from restaurants, pharmacy and shopping. Comfortable furnishings, crisp linens and outside dining with fire pit. 3 large beds and a set of bunk beds are perfect for larger groups. Available June 1-15 $6,000; 8/19-LD $14,000: 8/10-8/24 $12,000.

Shelter Island Manor a luxurious, secluded estate which sits on eight sprawling and very private acres. The property encompasses two separatedwellings, a heated pool, outdoor shower, two-car garage accessed by a wide pebbled drive which can accommodate parking for 6-8 cars. Both homes on the property are professionally designed and decorated to be luxurious and welcoming, making this the ideal place to relax and entertain all summer long.In the 3-bedroom/2.5-bathroom main house, claim a space in front of the living room's fireplace, or find a place to call your own in the plush family room, private library, or serene screened porch near the garden. For even more privacy, escape to the master suite, with its own home office. Create a feast for the whole family in the large eat-in kitchen, which features a sub-zero, Viking stove (with a second refrigerator in the butler's pantry), two dishwashers, and two sinks. Then pass the plates and linger over a leisurely meal in the sun-soaked dining room or move to the slate terrace, which has a table that comfortably accommodates eight.The 2-bedroom/2.5-bathroom cottage is also professionally appointed and equipped with its own office, perfect for guests who want a bit more private space. The cottage boasts its own kitchen, complete with refrigerator, dishwasher, and two-burner stove. On the second floor, find the property's additional washer/dryer unit.Shelter Island Manor's gardens, with its large lawns and mature trees beckon for those who crave quiet time in nature, away from the city's chaos. A professional lighting system enhances the evening experience as does a professionally installed Sonos sound system with multiple zones inside and out. The property's heated pool is reminiscent of a pond, set in a very large, private enclosure with sea grasses and local shrubs. It is secluded and separate from the two dwellings, making it a perfect and very private spot for an early morning or midnight swim. For those preferring the beach, there is a small and quiet beach a 5 minute walk from the house; an outdoor shower will be at the ready when you return.

Rental Registration #: 2024-L-0009 Paradise Found. A waterfront splendor. Where modern meets magical. Stepping into this modern barn style home begins an experience of inspiration. Surrounded by water and actually built over water, this 3 bedroom retreat is an architectural treat. Masterfully renovated by its owner, a nautical feel is evident throughout. Outdoor features include harbor side deck and grill, outdoor lounging beckons. There is an airstream on site as well as a sauna. Interior mastery includes upcyled barn siding in the main bedroom, soaring ceiling heights, and 3 bedrooms nicely spaced for a great sense of flow and privacy. No better place to escape to. The dock is a floating dock and you can bring your own boat. Depth is 30" at low tide. There is community tennis and use of beach club as well.

Rental Registration #: STR#19H-0002 STR#19H-0002 Nestled in the quieter part of Shelter Island, called Silver Beach, with little to no traffic in the autumn, this is a secluded and sheltered home with a wooded back yard, approximately 1.6 acres, welcoming birds and other wildlife especially when relaxing or swimming. This is also an ideal location for the autumn, if you are considering visiting the Vineyards of the North Fork. This 4 bedroom, 2.5 bath Gambrel style home has a spacious open kitchen & modern appliances, 18 x 36 in ground pool (Memorial Day - Labor Day only), CAC; white-painted, airy, sunny, with wood-flooring, charcoal grill, working fireplace, and a short walk to a private beach with sunsets. The best of the Hamptons without the hassle.

Seasonal Rental! JUNE BOOKED JULY $14,000 AUGUST $14,000 SEPTEMBER $11,000 (Minimum 2 week rentals possible. Negotiable. Please inquire) Eclectic, recently renovated house circa 1880 located in the charming Greenport Village. Equipped with modern amenities, including a brand new kitchen, bathroom, central air conditioning, and heating. The house boasts 1 King-sized bedroom, 2 Queen-sized bedrooms, and 1 Full-sized room. There are two separate living areas, one upstairs and one downstairs, as well as a fully equipped kitchen and beautifully updated bathrooms. A washer and dryer are also available for your convenience. Our house is situated on a quiet street, just a short 5-minute walk from the heart of town. The fenced-in yard features a large outdoor table, perfect for dining al fresco, and we welcome well-behaved pets. We're also located a quick walk to the Jitney and LIRR as well as a quiet beach that's perfect for afternoon dips. We are an NYC-based couple and are embarking on an extended honeymoon this summer after our early June wedding. We are excited to share our art-filled home with you and provide recommendations for the best that Greenport has to offer! If you have any questions or would like to book, please don't hesitate to contact us. We're flexible on dates for this summer but would like someone who wants to rent for at least one month.

Rental Registration #: 23-343 Newly renovated farmhouse located in the heart of Greenport village. This 3 bedroom 2 bath first floor apartment is steps to shops, restaurants & historic waterfront. Enjoy summer days in the potager garden and nights grilling the daily catch. The apt features a sunny open kitchen with an open floor plan, a master bedroom with en suite bath, and two additional bedrooms with ample light and a cozy feel. Available July 1st monthly or yearly lease

Welcome to the stunning & newly renovated 485 Sutton Place in Greenport. This magnificent home seamlessly blends comfort, style and luxury living. The home provides a bright & airy feel throughout amongst its two levels of living. The first floor provides two spacious bedrooms and a full bathroom along with a bonus room with kitchenette that leads directly out to the backyard. Make your way to the second floor where you are welcomed by high ceilings and open concept living. A stylish living room with fireplace opens to the eat-in-kitchen and dining room with direct access to the balcony for alfresco dining. Completing the second level is a modern full bathroom, sizable bedroom, and an en-suite bedroom with a half bath. Kick back, relax and unwind in the private and spacious backyard that flaunts a new in-ground heated 18x36 saltwater pool with bluestone coping. The adjacent patio offers ample space for dining and provides shade to escape the summer heat. A dedicated fire pit area is the perfect space to cozy up on summer nights, toast to memories and treat yourself to delicious s'mores. Located on the North Fork of Long Island, this home's prime location provides convenient access to all the magnificent amenities the coveted town of Greenport has to offer and is less than a mile away to Greenport Village. For the wine aficionados, spend your day at the nearby Kontokosta Winery, a waterfront winery perched atop bluff that overlooks the Long Island Sound. Looking for a beach day? You have the option to spend your summer days at two nearby beaches, one private and one public. Experience the ultimate summer getaway on the North Fork. **Available for May ($10k), June ($20k), July ($30k), August-LD ($35k) & MD-LD ($80k).**

Rental Registration #: 22-133 Looking for a truly unique place to live and enjoy Historic Greenport Maritime Village? This is the place for you! Ideally located in the center of the Village, close to shops, restaurants, bars, galleries and more! The rental, an old Carraige House, was gut renovated in 2006. The owner successfully & artistically designed the space to incorporate an industrial/maritime/NYC loft vibe. This 1-bedroom apartment has an additional den/office/art studio & storage. Private outdoor area too! A true MUST SEE! Photos depict the apartment furnished, not all furniture is still there. Can be offered "lightly furnished" or unfurnished - the choice is yours. (Southold Town Permit #: 22-133).

Rental Registration #: 1025 Beautiful and completely renovated, Greenport seasonal rental ideally located just around the corner from a beautiful bay beach, and less than two miles to a nearby farm stand, winery and Historic Greenport Maritime Village! 3 bedrooms, 1 bath home, tastefully furnished, welcoming front porch, large yard, outdoor shower, high end finishes and appliances (subzero fridge, wolf oven/range), central air conditioning, wood floors and granite countertops, (Southold Town Rental Permit #1025 - minimum 2 week rental)

Seasonal Rental! JUNE BOOKED JULY $14,000 AUGUST $14,000 SEPTEMBER $11,000 (Minimum 2 week rentals possible. Negotiable. Please inquire) Eclectic, recently renovated house circa 1880 located in the charming Greenport Village. Equipped with modern amenities, including a brand new kitchen, bathroom, central air conditioning, and heating. The house boasts 1 King-sized bedroom, 2 Queen-sized bedrooms, and 1 Full-sized room. There are two separate living areas, one upstairs and one downstairs, as well as a fully equipped kitchen and beautifully updated bathrooms. A washer and dryer are also available for your convenience. Our house is situated on a quiet street, just a short 5-minute walk from the heart of town. The fenced-in yard features a large outdoor table, perfect for dining al fresco, and we welcome well-behaved pets. We're also located a quick walk to the Jitney and LIRR as well as a quiet beach that's perfect for afternoon dips. We are an NYC-based couple and are embarking on an extended honeymoon this summer after our early June wedding. We are excited to share our art-filled home with you and provide recommendations for the best that Greenport has to offer! If you have any questions or would like to book, please don't hesitate to contact us. We're flexible on dates for this summer but would like someone who wants to rent for at least one month.

Rental Registration #: 23-343 Newly renovated farmhouse located in the heart of Greenport village. This 3 bedroom 2 bath first floor apartment is steps to shops, restaurants & historic waterfront. Enjoy summer days in the potager garden and nights grilling the daily catch. The apt features a sunny open kitchen with an open floor plan, a master bedroom with en suite bath, and two additional bedrooms with ample light and a cozy feel. Available July 1st monthly or yearly lease

Southold Town rental permit # 0126: Monthly rental basis only. Fully furnished with our Guests in mind: White linens, bedding and towels are provided as well as a fully appointed kitchen. New glass top range, stainless refrigerator and a "coffee/tea" station, which you can convert upon Happy Hour! This house is Centrally Air conditioned, with a Smart thermostat. Wood floors throughout, with vinyl floor in the kitchen, and penny-tile flooring in the bathroom. The backyard is private, spacious and fenced, with a stone patio area and a shaded redwood deck. Market lights and a gas grill are available for your use. Outdoor shower added in 2021. Parking for 2 cars in the front driveway. Monthly Tick spray service and weekly curbside trash/recycle pick up and lawn maintenance are included. Washer and Dryer are located in the basement. Modern amenities blended with Mid-Century charm. A Private neighborhood Peconic Bay Beach Access is a short walk away, less than 1/2 mile. Beach towels, Bicycle, pull wagon and coolers are provided.

Rental Registration #: 1096 Charming year-round rental in coveted Founders Landing! Just moments from a sugar sand Bay beach and a marina with deep water access. Nestled on a spacious 1/4 acre parcel perfect for outdoor activities. Featuring two cozy bedrooms and a well-appointed bath, this home offers plenty of room for entertaining while being easy to maintain. Conveniently close to shops, beaches, and dining. Don't miss out on this great rental! Southold Town Rental Permit #1096

This charming 4-bedroom, 2.5-bathroom home offers the perfect blend of comfort, convenience, and seaside serenity. As you step inside, you'll notice the beachy feel that permeates every corner of this home. The spacious living areas invite you to relax and unwind, with ample room and a well-appointed Chef's Kitchen for gatherings and entertaining. Each bedroom is designed to offer tranquility and functionality, featuring windows that flood the rooms with natural light and offer glimpses of the surrounding natural beauty. Venture into the backyard, and you'll discover your own private paradise. A gunite saltwater pool offers a refreshing escape during hot summer days, accompanied by an outdoor shower. The Dave Allison Park is just a short stroll away. Its playground and sandy community beach are ideal destinations for picnics, games, and waterfront fun. East Creek Beach, a private haven, is also within walking distance, offering secluded shores and tranquil waters for swimming and sunbathing. With its unbeatable location and irresistible amenities, this home is the ultimate retreat for those seeking the perfect blend of comfort and coastal living on the North Fork. Within minutes to world-renowned vineyards and local farms! Don't miss your chance to make memories in this seaside sanctuary on the North Fork - Now available in Summer 2024 and off-season.

Rental Registration #: 0038 Situated on the North Fork of Long Island in the hamlet of East Marion, New York. This charming Lavender Fields Retreat has 3 bedroom, 2-bath ranch-style cottage and is a 2-hour drive from NYC. The home sleeps up to 8 people and is approximately 1,200 square feet. The spacious yard backs up to the area lavender farm, Lavender by the Bay, and is a short walk to the Association beach.Into the cottage, you will walk into the cozy living room with a wood-burning fireplace. There are 2 rooms with a queen bed and the 3rd bedroom has a bunk bed with a trundle. The property also has 2 bathrooms plus an enclosed outside shower. The eat-in kitchen is fully equipped for the chef in the family. Washer and dryer are also available for guest use. Sliding glass doors off the kitchen lead to the open rear deck providing ample outdoor dining tables. You can also step into the covered front deck for additional seating. The spacious yard includes a gas grill, outdoor fire pit with seating and hammocks.Consider booking a lighthouse cruise to Long Beach Bar "Bug" Lighthouse, golf at Island's End golf course, walk to Sep's farmstand for local produce, rent kayaks or paddle boards to put in on our Association's Spring Pond or Gardiner's Bay. Don't forget your fishing gear to fully immerse in the beach experience.Situated between Orient and Greenport, you can arrive by the New London Ferry into Orient, by Hampton Jitney into East Marion, by the LIRR into Greenport, or by car. The North Fork has over 40 wineries within 10 miles, a State Park in Orient, and an old shipping village in Greenport (frequently written about in the New York Times) with unique shops and waterfront dining. Take a visit to Shelter Island and Sag Harbor via ferry out of Greenport.

Rental Registration #: 1040 This beautifully furnished private deeded beach home is available to rent year-round or seasonal. The home is super clean and move in ready! There are three large bedrooms, three full bathrooms, a living room on each floor, updated kitchen, hardwood floors and central air conditioning. Amazing location just a few homes away from the sound beach to enjoy swimming, fishing and sunsets! Southold Town Rental Permit #1040

Rental Registration #: 0586 Summer 2024. 3 Bedroom/2 Bath Home. Open Floor Plan and Vaulted Ceiling. Back Deck and Pool to Enjoy the Days of Summer. Central Airconditioning! Deluxe BBQ Grill! Several Nearby Beaches Too! Memorial Day to Labor Day $55,000; June $15,000, July $20,000; August to Labor Day $30,000; $5,000 Weekly with Two Week Minimum. Permit #0586.

Rental Registration #: 0775 Cute as a button cottage located in Gardiners Bay Estates. Tucked away in a private sandy beach community w/ mooring and bulkhead space to tie up to for boaters and a swim platform for summertime fun! Back patio to chill, grill & dine al fresco or screened in porch to kick back & relax, rain or shine. Just 3 miles to Greenport Village, 1/2 mile to Sep's Farm Stand & Lavender By the Bay & only 7 miles to the Orient Ferry. Book today and look forward to your easy-breezy 2023 summer vacation - Life Is Good! Southold Town Rental Permit #0775

Artistic vintage cottage in deeded beach community in East Marion. 2 bed/1 bath with spacious open floor plan and loft. Beautiful wooded and quiet location steps from private sandy bay beach. 5 minute walk to jitney stop to/from NYC. Very relaxing space with outdoor shower and large back deck under the trees. This home has maintained it's original charm. It is a Boho beach bungalow just on the fringe of Greenport village. House is fully equipped and includes linens. The private beach is one block from the cottage and all beach chairs , kayaks and paddle boards are stored on the beach and available for your use during your stay. The location of this cottage makes this the best value on the North Fork this summer. Priced to rent quickly. May: 4000.00 June: 6500.00 July: 8,5000.00 August: 8,5000.00 September: 6500.00 October: 4000.00 Rental Registration # available upon request.