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300+ Rentals · Southold
300+ Rentals · Southold
Beautiful and very private 2 story, modern house nestled on 2.5 acres in the middle of a pristine forest. Minutes away from historic Sag Harbor and trendy East Hampton villages, the location is ideal, minutes from the bay and ocean.
This 2 acre retreat borders a nature preserve with access to trails, kayaking and gorgeous vistas. The property is completely private and surrounded by tall white pines. Guests will have access to the full property The neighborghood is amazing as it is very close to both East Hampton and Sag Harbor.
A private, elegant modern house with wrap-around deck and beautiful gunite pool
Within close proximity to wide sandy bay beach, this pristine 4 bedroom, 4 bath cedar clad three-level modern offers the essence of living in a treetop. With an entire wall of sliding doors in the living room overlooking cherry trees and wrap around deck, bay breezes waft throughout gently. The kitchen is a chef's delight, with granite counters, maple cabinets, Viking stove, Monogram refrigerator, Bosch dishwasher, and sliding doors to an outdoor BBQ connected to nearly unlimited propane. ...
This light, spacious and beautiful home is terrific for a weekend escape. Four big bedrooms and 4 bathrooms, walking distance to docks, kayaking and magnificent hiking. High ceilings, amazing stone fireplace, great chef's kitchen, and more.
Around Thanksgiving we are offering a discounted rate of $300 per night for bookings of 3 nights or more in our very quiet, tranquil retreat-like home. With a beautiful fireplace, a nearby nature preserve, not too mention fine dining around the corner this is a special place this time of year.
This newly furnished and elegantly decorated 4brd/3bath is an exciting new edition to the summer rental market. Boasts a wrap-around porch, two large decks, turrets, freshly painted open floor plan with abundant natural light, vaulted ceilings.
4 bedroom with A/C on Shelter Island. Open floor plan - great beach house feel. Kitchen, Basement, Living Room, Great Room Will be present from time to time. Amazingly clear view of the sky and stars at night No public transportation, but you can get around most of the island on a rented bike. Great place to go hiking
Our private beach house has a beautiful pool on the tranquil south side of the Island. Open floor plan, 3 airy bedrooms, full kitchen and dining area. Quiet street, walk to SALT for dinner and drinks, or launch our kayaks at the end of the street.
An open airy house on the tranquil south side of the Island. Lounge poolside or take a short walk to the water. Dinner or a drink at SALT restaurant around the corner. Great biking, kayaking right in the neighborhood. Guests have access to the entire house and grounds. 2 tandem kayaks and a few bicycles are also available. I'm on Island for the most part, and near enough to help with anything you need. Shelter Island has everything; tranquil waters, great dining, biking, hiking - its a p...
Our open and airy 6-bedroom house with gourmet kitchen sits on 2 acres at the edge of the Mashomack Preserve. Relax by the lap pool after your morning swim. Pluck fruit from the trees dotting the grassy yard. Spot deer, wild turkeys, foxes, and more.
House is available for TWO WEEK MINIMUM RENTALS. Six bedrooms configured as follows: Master Suite with queen size bed and spa-like bathroom including tub and shower 2nd Master Suite with queen size bed and bathroom with shower Bedroom 3 with queen size bed Bedroom 4 with queen size bed Bedroom 5 with twin bed and trundle Bedroom 6 with twin bunk bed with trundle 2 kayaks bicycles fully stocked vegetable garden ready for the picking 5 minute drive (or less) to most beaches on the ...
Classic Silver Beach ranch set on a 1-1/3 acre corner lot with gunite pool and 2200 sq. ft cedar deck. Private beach access across the street with Crab Creek inlet just blocks away. 4 bedroom, 3 baths. Central A/C, outdoor shower
This Shelter Island beach house has all the necessary ingredients for a fabulous year-round getaway. Located on a shy acre, this sun-filled and spacious waterfront home is on a slight elevation, with 150-foot sandy beachfront and dock. GREAT VIEWS!
"The Grove" is a charming cottage located on our private estate overlooking West Neck Bay. Ideal for a family with children, couples or friends looking to enjoy some peace and tranquility. Full access to beach & dock.
Our property is vast, private and beautiful. Explore the sunken garden, enjoy morning coffee overlooking the pond, and sunset cocktails by the bay. Parking. Washer & dryer on site. We love our guests! I (Margaret) will be there to welcome you and available to you if you have any needs or questions about the farm, cottage or Shelter Island. Shelter Island is a great place for bikers, hikers and runners. A car is convenient, but there is also a reliable island taxi service.
Enjoy your summer at this fresh and inviting completely renovated 3 bedroom, 4 bath home on 1.12 acres. Some of the many highlights are a sunny open layout including living room with elevated ceilings, dining area with ...... (continued below)...
......screened porch and entertainment deck overlooking beautiful dickerson pond, organic garden, kitchen with breakfast area, outdoor shower and finished lower level. The grounds are decidedly park-like, bordering a wonderful 8 acre preserve and tranquil pond, a favorite spot for migratory birds. Lounge by the pool and enjoy the natural scenery! There is deeded access to Menantic Creek for kayaking and boating and just a 5 minute stroll o the island boatyard marina and Salt restaurant
This four bedroom house is perfect to get away with family or friends. The long driveway gives you a isolated feeling but you are walking distance away from Sunset Beach.
There is a security deposit of 50 percent of rental There is a security deposit of 50 percent of rental. This house rental is a one week minimum. There is a cleaning fee of 200.00.
Our 3 bedroom house is situated a 10 minute away from Wades Beach, a 5 minute drive to Mashomack Nature preserve and very short bike ride to other awesome Shelter Island beaches, as well as the South and North forks! Or stay at home with the heated (there's an extra charge for running the heater) in ground salt water pool! it is in the middle of a lush natural heavily treed area.
Very private grounds surrounded by trees and garden flowers, very quiet and has a wonderful in ground, heated (if used, this is an extra charge) swimming pool. All rooms have sliding glass doors, bringing nature in! The main level of the entire house, single and double kayaks which are already at the beach, bicycles, decks and pool and outdoor shower. Just to let them in to the house, although we maybe staying in the lower level, and if you had questions I would be available. It's all tr...
Quaint cottage cabin escape from NYC ideal for couple/small family - restored kitchen, fireplace, firepit, big fenced-in yard, hammock, dog friendly - close to Sag Harbor/Gport -- Shelter Island charm, all seasons, amazing in winter/holidays too
Contemporary home with heated pool and central air in desirable Hansom Hills Village Fringe location is available for your summer enjoyment. This home is centrally located; close to East Hampton Village and the Ocean Beaches.
This beautiful home is great for a relaxing getaway. Enjoy the heated pool and cool central air in the summer heat. THIS BEDROOM CAN ONLY BE RENTED ALONG WITH THE OTHER TWO BEDROOMS OF THE HOUSE. IT DOES NOT HAVE ITS OWN ACCESS TO A BATHROOM. The other two bedrooms (#2 & #3) are connected via a jack-and-jill bathroom. Assuming your group has rented bedrooms #1, #2, and #3, other than the second floor (the master bedroom), the entire property is yours to enjoy for the duration of your st...
Located on a quiet road, this 4-BR, 2 bath house is the perfect place for a week-long Hamptons retreat with a private backyard, htd pool and newly renovated kitchen and pool house. Just a 5 minute walk to town or bay and 10 minute drive to the beach.
The kitchen, bathrooms, basement and poolhouse are all newly renovated. It's quiet and close to the beaches and West Hampton. The property is a five minute walk from the Hampton Jitney and a 10 minute drive to the Westhampton train station.
Garden-Level basement studio soaked in SUNLIGHT with big windows facing EAST and SOUTH for all-day sunlight! Enter house through shared front door. Queen bedroom, living space with queen sleeper-sofa, full bathroom with shower, and laundry access, mini fridge and coffee maker!
Spacious bedroom with Queen bed has bright southern exposure. Attached living area with queen sofa-bed. Small flat screen TV with cable. Off living area is a hallway that leads to a full bathroom with a shower. Beyond the hallway is access to basement laundry. You have use of Bicycles, Kayak. There is no kitchen. There is mini-fridge and Keurig supplied with K-cups. VERY little to none, but it is up to the guest. The house is in Maidstone Park, on a short dead-end street that ends at ...
Master bedroom in our Bed and Breakfast with a king size bed, private bath and a private deck. Continental breakfast included at downstairs lounge. Weekday rates from $192/night Weekend rates from $218 to $252/night, 2 or 3 night minimum. Off season rates vary. Shelter Island is the jewel of the East End of Long Island, situated between the South Fork (Hamptons) and the North Fork. Island offers beautiful beaches, kayaking, golf, tennis, hiking, biking... as well as fine dining and nightlife.
SUMMER $3900/WK $2900 FRI-MON/$1700MON-FRI. SEPT $1500WK, OCT-APR $900WK CHRISTMAS, NEW YEARS $1400WK FACING GARDINER'S BAY! ONE OF THE MOST BEAUTIFUL AREAS IN THE WORLD. RECENTLY LANDSCAPED YARD AND SURROUNDING AREA.
HUGE PRICE REDUCTION RENTAL WEEK BEGINS ON FRIDAY AT 4 PM- THURSDAY AT 11AM $2500 SEE BELOW Remaining Weeks: Friday July 24th -Friday July 31st 7 nights RENTED SUPER DUPER DEAL!!! Wednesday July 29 Arrive at 4PM-Sunday Aug 2nd (Depart at 11AM) $2000 Saturday Aug 15th - Friday Aug 21st 6 nights $2500 Friday Aug 21st- Friday August 28th 7 nights $2500 Friday Aug 28th - Friday Sept 4th 7 Night $2500 Friday Sept 4th-Friday Sept 11th, 7 nights $2500 (Labor Day). May September weeks $1900 Octob...
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