Showing 318 Vacation Rentals from NY Shelter Island

Amenities:
Dishwasher, Fireplace, Full kitchen, Non-Smoking, Outdoor Shower, Pets OK, Swimming Pool

Activities:
Beach, Yoga

Vacation Home Description:
description:A Very Romantic Getaway Vacation Cottage Home Rental in the Estate Section of Shelter Island (built 2002). Available Seasonally as well, please contact us for your desired dates. Seclusion, Water- Falls, Ponds, Step into the 2 Dipping Pools from House. Just across street from Waterfront, Beach and Boat Launch and Yacht dockage. This Shelter Island Hamptons Long Island NY is quite possibly the most Romantic Hideaway Vacation Rental available in the Hampton's NY area. Directly across the street from the waterfront, the sound and smells of water abound. Relax while you are surrounded by the myriad sounds of all our water features including, multiple waterfalls, fountains, pools and the waves. A waterfall in each of the 2 dipping pools located directly outside the 3 sided - sliding glass doors that create this amazing Zen-Like open-air room. There is a natural rock waterfall and multiple fountains in the large pond as well as another waterfall at the end of the driveway. Completing the water features a beautiful tiled large outdoor shower area. The Hamptons Shelter Island vacation hideaway is very secluded and was designed and built by an international travel editor to bestow the feeling and essence of being at a secluded European hideaway. The Tea House (as we call it) includes two floors of blissful living, each with it's own 2 sided gas fireplace. Ceramic tiles covers the floors extending outside the open-air room to the hand laid bluestone covered meditation/relaxation area. A full kitchen with dishwasher and glass breakfast area overlooks the pond and dipping pools and waterfalls. Seeking peace? The Beach Vacation Cottage is serenely peaceful - perfect for romance, writer or artists inspiration, inspiration, yoga and meditation, or simply complete relaxation. With it 's peaceful outdoor space you will truly be transported. Sit back and enjoy, the large pond with frogs and dozens of species of birds transcends the entire property with trickling stone waterfall. Sit, talk, listen to music, re... ;

Amenities:
Air Conditioning, Alarm Clock, Cable/Satellite TV, Laundry, Refrigerator, TV

Activities:
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Vacation Bed & Breakfast Description:
description:This beautiful Victorian Home was built in 1860, and boasts two front porches for your sitting pleasure, and a private guest entrance. The parlor with its lovely and very comfortable Victorian furniture has a television and games for my guests. The be drooms are upstairs on either side of a sitting area with books galore. You can borrow a book or leave a book. The dining room has a guest refrigerator stocked with water. Coffee or tea is available upon request. A full breakfast is served at 9AM....C... ;

Amenities:
Jacuzzi, Non-Smoking, Pets OK, Swimming Pool

Activities:
Beach

Vacation Home Description:
description:Located across street from waterfront, Our new Beach Vacation Home Rental is on the exclusive Shelter Island, The Jewel of The Hampton's in the Estate Section. European Elegance and influence abounds in this custom Vacation Home rental. Three Master Bedrooms plus Loft area sleeps 8 comfortably. The Bathrooms are En-Suite with twin pedestal sinks, Jacuzzi tubs, and separate showers. Showcased on the property is a beautiful in-ground 20'x40' Pool. Located across from Spectacular Waterfront Beach, Piers and Boat Launch. Designed and built by the editor of International travel publication our spectacular 3 bedrooms, 3 bath plus loft home is perfect for entertaining and enjoying the pool, waterfront beach and splendid landscaping. Two of Bedrooms have vaulted ceiling with skylights over the beds, imagine stargazing at night! These are designed in a Euro style and are en-suite with large jetted heated Jacuzzi tubs, twin pedestal sinks, huge tiled showers and separate pocket door with enclosed water closets. The third huge bedroom is located up a spiral staircase with a separate bath. Enjoy the Island via Skylights above, a sliding wood and glass door leads o your private deck with water views and the sound of waves lulling you to sleep. The expansive room includes a desk and work area for those type A personalities. Upstairs also includes a fabulous open music room/reading room with a couch bed. There are more skylights and many windows, bathing the level and home with an abundance of natural light. The main levels 35' soaring vaulted ceilings adds to the spacious feeling, the Great Room is very bright, showcased by natural light from the many skylights, myriad windows and multiple sets of French doors. The French doors open from the Living room, Great room and Kitchen to the grand covered 70 foot L shaped wrap-around covered porch with multiple sitting areas, lounge couch dinning table, and wine drinking spot.. The porch contains a gazebo area with dining table and mood lighting and overlooks both the beaut... ;

Amenities:
Non-Smoking, Pets OK

Activities:
-

Vacation Home Description:
description:4 bedroom home next to park area, private, overlooking 2 ponds, landscaped tranquil park setting. ;

Amenities:
Hot Tub, No Pets, Non-Smoking, Swimming Pool

Activities:
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Vacation Home Description:
description:Enjoy gorgeous water views of Gardiner 's Bay from this immaculate Victorian home situated on 1 acre. This spacious and beautifully decorated home comfortably accommodates 8 adults. ;

Amenities:
-

Activities:
Beach, Golf

Vacation Bed & Breakfast Description:
description:Harbor Knoll Bed and Breakfast, Greenport, New York - Located two hours from New York City, this historic waterfront inn on Long Island`s North Fork offers four rooms with private baths its own private beach and views of Shelter Island. Near wineries, golf and fine dining. ;

Amenities:
Air Conditioning, BBQ, Internet Access

Activities:
Beach

Vacation Home Description:
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Amenities:
Air Conditioning, BBQ, Cable/Satellite TV, Fireplace, Full kitchen, Internet Access, Linens, Non-Smoking, Patio, Pets OK, TV, Towels

Activities:
Beach, Biking, Boating, Canoeing, Diving, Fishing, Hiking, Horseback Riding, Jetskiing, Kayaking, Sailing, Tennis

Vacation Home Description:
description:Beach rental in a private beach and boating community. Located in wine country on the border of Southold and Greenport, North Fork of Long Island. The Great Peconic and Gardiners bay are just steps outside your door. Great view of Shelter Island directly across from private beach. ;

Amenities:
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Activities:
Beach, Kayaking, Sailing, Shopping, Swimming

Vacation Bed & Breakfast Description:
description:Victorian Bed and Breakfast located on Long Island in Southold, New York at the beach and near 30 vineries, world class outlet shopping and the Hamptons.We have a private beach across the street and behind us ideal for swimming, Kayaking and sailing. We offer elegant, old world surroundings, with luxurious, antique filled rooms as well as a full gourmet breakfast. Most rooms have water views. ;

Amenities:
Air Conditioning, Cable/Satellite TV, Filtered water, Fireplace, Internet Access, Iron, Non-Smoking, TV, Wireless Internet Access

Activities:
Beach, Biking, Bird watching, Boating, Canoeing, Fishing, Golf, Hiking, Restaurants, Sailing, Shopping, Snow Skiing, Swimming, Tennis

Vacation Bed & Breakfast Description:
description:This 10 bedroom/bath Victorian home was built in 1908 by NY State Assemblyman John Bartlett to entertain many of that period's luminaries. Now in its 3rd decade as a b&b, new owner's Diane & Jack have spent the last year restoring the interior of this magnificent structure to its original beauty. The Inn has a large front porch for your enjoyment. Within the Bartlett House you will see stately Corinthian columns, stained glass windows, magnificent white oak parquetry floors, two fireplaces and intricate moldings rarely seen today. The furnishings and adornments are the result of Diane's years as an Interior Decorator with Ethan Allen Furnishings, as well as from Jack and Diane's many years of travel to Asia, Africa, South America and Europe. Jack still travels for the World Wildlife Fund and continues to acquires items that add unique touches to the Inn. Bartlett House frequently hosts large reunions of families and friends, as well as wedding parties. Some of those weddings resulted from a romantic getaway weekend here. A romantic trip to Greenport is what brings many of our Guests for the first time. The Inn is also a favored lodging destination for the many tourists who travel to the area to visit the numerous North Shore vineyards and farms, dine at the area's excellent restaurants, or tour its galleries, antique shops, beaches, and Tall Sailing Ships and other harbor attractions. The Inn is also favored by business travelers. While it offers all of the comforts and service expected at a b&b, Bartlett House also offers wireless hi-speed internet connection, in-room telephones, and proximity to the ferries to Connecticut, Shelter Island and the South Shore, the Long Island Railroad and the Sunrise Express, a relaxing 2 hour bus service that departs frequently throughout the day from its depot 5 minutes walk from the Inn, and terminates next to Grand Central Station. ;

Amenities:
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Activities:
Beach, Boating

Vacation Home Description:
description:Beach House Located in Wine Country on Long Island's North Fork;

Amenities:
Air Conditioning, Fireplace, Internet Access, Iron, No Pets, Non-Smoking, Playground, Screened porch

Activities:
Beach, Biking, Bird watching, Boating, Canoeing, Casino, Fishing, Golf, Hiking, Restaurants, Shopping, Swimming

Vacation Bed & Breakfast Description:
description:Orient Inn is within walking distance from the picturesque and historic Hamlet of Orient, A short walk, bike ride or drive will take you to Orient's wetlands, the nature trails at the Orient State Park, swimming, boating, golfing and fishing activities. You can also explore the villages and back roads of the North Fork with its fine restaurants and farmstands, take a trip to the many award winning vineyards in the area or hop a ferry to Shelter Island or the casinos in Connecticut. Orient Inn is the perfect place to book special events, reunions, weddings and group gatherings, call for special rates. ;

Amenities:
Air Conditioning, BBQ, CD Player, Cable/Satellite TV, Ceiling fans, Central heating, DVD Player, Dishwasher, Fireplace, Freezer, Internet Access, Iron, Laundry, Microwave, Oven, Pets OK, Phone, Refrigerator, Stereo, Stove, TV, Towels, Utensils

Activities:
Beach, Diving, Fishing, Hiking, Sailing, Shopping, Snorkeling, Swimming

Vacation Home Description:
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Amenities:
Air Conditioning, Balcony, Cable/Satellite TV, Filtered water, Fireplace, Hot Tub, Internet Access, Iron, Non-Smoking, Patio, Phone, Playground, Stereo, Swimming Pool, TV

Activities:
Beach, Biking, Bird watching, Boating, Canoeing, Casino, Diving, Fishing, Golf, Gym, Hiking, Horseback Riding, Hunting, Shopping, Swimming, Tennis

Vacation Bed & Breakfast Description:
description:Quintessentials b&b and Spa is a lifestyle retreat on the North Fork in Long Island Wine Country, New York just 90 miles from New York City featuring deluxe rooms with fireplaces, private sundecks and whirlpool baths and a full-service spa featuring European skincare treatments, steam room, hot stone massages and Reiki. Convenient to Greenport, Shelter Island, the Hamptons, Sag Harbor and Connecticut. Come experience “the Best of Long Island”, New York Times and the “Most Romantic b&b”, Dan’s Paper-at our romantic 1840 Victorian inn, an oasis from life’s stresses. ;

Amenities:
Air Conditioning, Cable/Satellite TV, Filtered water, Fireplace, Hot Tub, Internet Access, Iron, Non-Smoking, Oceanfront, Patio, Phone, Playground, Stereo, TV

Activities:
Beach, Biking, Bird watching, Boating, Canoeing, Casino, Diving, Fishing, Golf, Hiking, Horseback Riding, Museums, Restaurants, Shopping, Snow Skiing, Swimming, Tennis

Vacation Bed & Breakfast Description:
description:Located in the heart of Greenport Village, the historic district's only waterview Bed and Breakfast offers its guests old world southern charm blended with new world luxuries in our richly appointed guest rooms. Discover our world class wineries and vineyards with a day of wine tasting or unwind on our wraparound porch and be mesmerized by the constantly changing water views of Shelter Island. Explore quaint shops, art galleries and museums, all just a few short steps from our resort. Dine on fresh, bold contemporary cuisine from any of our award winning area restaurants. Only a short ride from New York City, but a world away...Stirling House Bed and Breakfast, where your comfort is our only concern. Open year-round, our attention to detail and pampering our guests have made our bed and breakfast a Long Island Wine Country favorite Whether you bring or rent a bicycle and go cycling through our quaint streets or take to the water on one of our exclusive lighthouse cruises, Stirling House will pamper you and tend to your every need. We are located on a quiet street, centrally located in Greenport's historic district. ;