luxury real estate for rent Orient, United States

Relax and enjoy this beautifully appointed bay front house w/ private beach and stunning views of Orient Harbor, Bug Light and Shelter Island. Moor your boat in the bay; kayak, swim, fish or chill on the decks and porches. Basement game room w/ Ping-Pong, TV and games. Conveniently located near shopping, restaurants, ferries, farm stands, vineyards.

Not available for year round rent at this time. Newly renovated three bedroom, two bath bungalow just outside of popular Greenport Village.This house provides a sense of privacy and relaxation close to the beach. Located less than one mile away, the captivating Rocky Point Beach is a picturesque retreat for everyone to enjoy. Additionally, there is the exquisite Truman's Beach nearby, which provides a stunning view of Connecticut. Lavender Bay and Sep's Farm are conveniently located only 0.4 miles away.The exterior of the property is designed for entertainment, featuring a spacious patio, barbecue area, fire pit, and even an outdoor shower to refresh after a dip in the nearby beaches.

Looking for a resort like retreat just outside of bustling Greenport Village? Look no further! This 6 bedroom, 4.5 bathroom stunner offers everything you could ask for and more. From 3 en-suite bedrooms to an open floor-plan with high-end appliances and a killer in-ground pool/hot tub combo, this property serves as the ideal summer rental. This rare offering is also just a short walk to a sugar sand bay beach, close proximity to Islands End Golf Course, local wineries, farm stands and much more!, Additional information: Appearance:Pristine,Interior Features:Guest Quarters

Summer 2024 Rates: May24-June30 $20K, July2-Aug1 $30K, Aug2-Sept3 $35K, Sept4-Oct4 $15K: Rare new construction on a quiet side street in Greenport Village, this modern luxury home is the perfect base to explore the beaches, wineries, and farm-to-table dining of the North Fork. Walking distance to downtown Greenport and a short drive from all the major North Fork sights. Or just whittle away your days enjoying the amenities of your luxurious home retreat. Lounge in your heated saltwater pool while sipping a cold drink. Curl up with a book in front of your gas fireplace. Catch up on sleep surrounded by plush bedding on your memory foam mattress. Immerse yourself in the low-key North Fork lifestyle at your private Greenport Getaway.

Situated in a charming and serene neighborhood in Greenport and located just minutes from both Greenport Village and Southold Town Beach, this recently updated Cape offers 1,500 sq. ft. with 4-bedrooms, 2-baths and a spacious living area that flows seamlessly into a bright and airy eat-in kitchen. A full, unfinished basement leads out to an expansive, fenced backyard, and the attached 1-car garage and driveway capable of accommodating 2 additional vehicles ensures sufficient parking for tenants. Don't overlook the opportunity to rent this gem! Please note that the reported square footage is an approximation as the Town of Southold does not have records of the square footage for the second half story.

Classic contemporary style New Construction in the heart of Greenport Village. This 2900+ sqft offering features 4 wide white oak hardwood floors throughout w/ inviting Great Room, eat-in Kitchen and Junior Suite bedroom on Main Level. The second floor features an cozy additional den/media room with two generously sized guest bedrooms sharing a full bathroom, laundry, ample storage, a primary ensuite bedroom with walk-in closet and large walk-in shower. In addition to the 1st and 2nd floors is a partially finished basement with separate outdoor access already in place or as lower level gym or media room. For those looking for tremendous value and as central Greenport Village location, this is an absolute must see.

Live in the heart of the action with this beautiful, newly renovated 2-bedroom, 1-bathroom apartment in Greenport Village. This furnished and fully-equipped haven is perfect for anyone seeking a convenient and comfortable place to call home. Available for Seasonal Rent; July $6k, August $6k and Year Round Rent; $3,500

2025 Rates: June $30,000, July $60,000, July-August $125,000 and August-Labor Day $65,000. This stunning two-story home sits on 3.44 acres of beautiful lawns and trees, featuring a circular driveway and a double-arched covered porch with bluestone patio. Inside, the foyer opens to a light filled dining room and great room with 10 foot coffered ceilings, exquisite details, and an elegant chef's kitchen equipped with Crownpoint custom cabinetry and top -of-the-line Wolf and Sub-Zero appliances. French doors lead to a covered porch overlooking the pool and yard. The second floor has 3 bedrooms each with a private bath and 9 foot ceilings. A separate staircase leads to a den with pull out sofa, wet-bar with ref/freezer and it's own full bath. Additional features include a full house generator, alarm system, and two smart tv's. This home is close proximity to Wades Beach and Mashomack Preserve.

Welcome to your dream retreat! This distinctive older home boasts five thoughtfully designed levels, offering an abundance of space and character. Each floor presents a unique ambiance, perfect for both relaxation and entertaining. Key Features: Private Primary Suite: Enjoy the ultimate sanctuary with a spacious primary suite, complete with a cozy sitting area, ample closet space, and an en-suite bathroom for your convenience. Open Living Areas: The main living level features large windows that fill the space with natural light, showcasing beautiful architectural details and providing stunning views of the surrounding landscape. Versatile Spaces: With multiple levels, you'll find areas perfect for a home office, gym, or guest suite-tailor the spaces to suit your lifestyle. Outdoor Oasis: Step outside to discover your own private paradise! The swimming pool is ideal for summer gatherings, while the surrounding patio provides a serene setting for lounging or alfresco dining. Charming Details: Original hardwood floors, intricate moldings, and vintage fixtures add a touch of history and charm throughout the home. This property is just minutes away from a private HOA beach, local amenities, and parks. Don't miss your chance to rent this unique home that combines character, comfort, and a fabulous outdoor space for the summer of 2025!

Academic furnished rental in White Sands Beach. Large living room with fireplace, dining room with table for eight, fully applianced kitchen, sunroom/office, laundry and full bath all on the first floor.The four bedrooms and newly updated hall bath are upstairs. Cable and wi-fi installed. Across the road are a tot lot, basketball court and large open space for other games. A short walk to the Association beach. New hardwood floors installed upstairs . Rental start date is September 1.

Embrace the Quintessence of Summer Living at the Historic Fenwick Cottage ~ Nestled in the heart of the Borough of Fenwick, this iconic Victorian waterfront cottage presents a rare opportunity to experience summer as it was meant to be. With its shingled exterior and timeless charm, the Fenwick Cottage is an idyllic retreat for the discerning summer resident. This shingled historic cottage boasts an open floor plan complemented by high ceilings and original architectural elements, creating an atmosphere of elegance and comfort. Each room in this storied residence has panoramic vistas, ensuring that the serene beauty of the shoreline is always within sight. Fenwick Cottage is a haven for everyone, with access to golf, tennis, pristine beach and boating - all the ingredients for an unforgettable summer. Available for a one or two-month rental during the peak of summer - July and/or August

A welcoming first floor with beautiful natural light from the giant sliders welcoming you to the deck with a large and heated pool. Enjoy the privacy protected by lush green trees and bring relaxation to the next level. Upstairs you will find two good sized bedrooms with a shared bathroom. With the outdoor oasis, you likely won't be spending too much time indoors, but if you choose to you will be as comfortable as ever. Washer and dryer are available in the basement so you never have to leave this gorgeous set up!

Here's the perfect home for year-round living or summer enjoyment! Sited on a beautifully landscaped 1+/- acre in the Northwest Woods that's convenient to East Hampton Village and bay beaches, this lovely property boasts 4 bedrooms, 2.5 baths, and much more. The living room and dining area with cathedral ceilings and skylights create a bright and airy space with wood burning fireplace and glass doors opening to the heated pool and entertaining deck. The house also boasts a generous eat in kitchen and first floor primary suite with 3 guest bedrooms upstairs and a full basement. The perfectly positioned heated pool has an electric pool cover and is surrounded by spacious decking set among flowering shrubs and mature trees to create an ideal spot for relaxing or entertaining. The house also comes with a generator to set your mind at ease should a storm or accident cause a power disruption. Nicely location close to Three Mile Harbor and bay beaches, and short drive into the Village of East Hampton. [[Rental Registration # 22-1276]] EH RR #: 22-1276 Rental Terms: Winter Season: $25,000 Per Month

This just renovated ranch centrally located in Springs offers and incredible stay to its guests. An outdoor shower to cool down from the beach just down the road, a large lawn space for hanging in the evening, and a wonderful deck with a grill to bbq. Thats not all, the inside of this house is immaculate and the layout phenomenal. You will never want to leave this modern gem.

This 3 Bedroom, 2 bathroom, modern home is the perfect centrally located Hamptons getaway! A private home nestled into a quiet and friendly neighborhood in close proximity to bay beaches, a few marinas, great hiking trails, and amazing waterfront restaurants.

Welcome to your new sanctuary! This beautifully designed split-level home offers 4 spacious bedrooms and 3 modern bathrooms, perfect for families or those seeking extra space. As you enter, a few steps past the kitchen you'll be greeted by a bright and airy living area that flows seamlessly into the dining space and back into the kitchen, ideal for entertaining. The kitchen is fully equipped with contemporary appliances and ample storage, making meal prep a breeze. Upstairs, you'll find generously sized bedrooms with large windows, providing plenty of natural light. The primary suite features an en-suite bathroom for added privacy. Head downstairs to discover a cozy family room, perfect for movie nights or playtime. An additional bedroom and bathroom on this level adds convenience for guests and separation for those staying over. The large backyard is perfect for summer barbecues, gardening, or simply enjoying the outdoors. There's plenty of room for kids to play or for pets to roam freely. Located just moments away from Maidstone Beach, this home is close to parks, schools, and shopping as well, making it a perfect place to call home for the summer. Don't miss out on this gem-schedule a tour today!