Showing 78 Vacation Rentals from Southold, NY

Amenities:
Air Conditioning, BBQ, Central heating, DVD Player, Dishwasher, Fireplace, Freezer, Iron, Laundry, Microwave, Oven, Phone, Playground, Refrigerator, Stove, TV, Towels, Wireless Internet Access

Activities:
Beach, Canoeing, Casino, Diving, Fishing, Golf, Hiking, Horseback Riding, Movie Theaters, Restaurants, Sailing, Shopping, Tennis, Watersports, Windsurfing, Zoo

Vacation Home Description:
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Amenities:
Air Conditioning, BBQ, Iron, Laundry, No Pets, Non-Smoking, Outdoor Shower, Patio, Towels

Activities:
Beach

Vacation Home Description:
description:No need to pack the car with a cooler to go to the beach, when it's only steps away from your house. Almost 500ft of private beach with a floating dock. Bring your boat or rent one! In a natural setting at the heart of Long Island's unspoilt North Fork, this classic Beach House is your home a way from home. Lovely sunrise views from the second floor deck over Goose Creek onto Southold Bay towards Shelter Island and the Hamptons. Nearby, beautiful Goose Creek public beach, attended by Lifeguards from May thru September. All this and only two hours from Manhattan, New York City, or an hour and a half from JFK. McArthur Islip Airport is even nearer, about 40 minutes away. Accommodations: Comfortable, country style furnishings, 100% cotton bedlinens and towels, feather and down duvets and pillows on all beds. AC in all 3 bedrooms, fans throughout the house. This classic North Fork home has two double bedrooms on the Ground Floor - one with Queen bed, the other with two Twin beds that zip and link to make a King if preferred. The family bathroom is located in-between the two bedrooms, shower and bathtub, ens-suite with one of the bedrooms. A large, open plan and fully equipped self-catering kitchen and dining room, with seating for 8, leads to a walk through pantry, and seperate utility room with washer, dryer, iron and board. Outdoor shower, gas BBQ and patio dining set under the shade of the wraparound terrace above offers cool outdoor dining. Huge side yard for games. On the second floor, a bright and airy living room with cathedral ceiling leads to a large wrap-around sun deck. Master bedroom suite with Queen bed and attached, full, en-suite bathroom with shower. Above the master bedroom is a galleried sleeping area overlooking the Living Room, with Full size double bed. Our goal is to provide a well-maintained, spotlessly clean and tidy house, where our guests can feel at home and have everything needed for a fun, relaxing and restful vacation. The owner of this home is also a Licensed Real Estate... ;

Amenities:
Air Conditioning, Cable/Satellite TV, Dishwasher, Full kitchen, Internet Access, Linens, Microwave, Non-Smoking, Pets OK, Phone, Utensils

Activities:
Beach, Boating

Vacation Home Description:
description:Our immaculate waterview beach house is located in a beach and boating community in Southold, New York, only a mile from the historic village of Greenport. It's the perfect place to relax and take in the North Fork's pristine beaches, award-winning wineries, antique shops, art galleries, and many other attractions including the U.S.'s 6th largest water park. Beach themed home with designer furnishings, central A/C,one half an area of secluded property. With three bedrooms, including a master bedroom with full private bath, king bed and cable TV, plus an additional bed-height aero queen bed in separate living area--all with luxury linens--you'll have plenty of room for everyone. High spped internet, unlimited local, regional and long distance phone. And with a full kitchen including dishwasher, microwave, and all cooking equipment and utensils, you'll feel right at home. During the day you can enjoy the view from a large deck with an outdoor living room set, two grills, two umbrellas, and a dining table that opens onto to a very large yard ;

Amenities:
BBQ, Coffee Maker, Fireplace, Laundry, Linens, No Pets, Non-Smoking, Oceanfront, Phone, Playground, Refrigerator, Stove, Toaster, Towels

Activities:
Beach, Biking, Boating, Canoeing, Golf, Hiking, Kayaking, Restaurants, Sailing, Swimming

Vacation Home Description:
description:Enjoy your private sandy beach on the calm waters of Little Peconic Bay, Southold, NY. Sail, canoe, fish, swim or just chill on the beach or deck and enjoy the vista of sand and water. Two vintage cottages on 3 acres with 3 bedrooms and 2 baths sleeping seven or eight. The main cottage has 2 bedrooms, a sleeping alcove, living room with fireplace, dining room, kitchen and deck facing the bay. The smaller, rear cottage has one bedroom, one bath, washer/dryer, breakfast/sitting room and deck. Toys include Su... ;

Amenities:
Air Conditioning, BBQ, Cable/Satellite TV, TV, Wireless Internet Access

Activities:
Fishing, Horseback Riding, Tennis, Watersports

Vacation Home Description:
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Amenities:
Air Conditioning, Alarm Clock, BBQ, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Fireplace, Freezer, Full kitchen, Internet Access, Iron, Laundry, Linens, Microwave, Non-Smoking, Oceanfront, Oven, Patio, Phone, Refrigerator, Stereo, TV, Toaster, Utensils, VCR

Activities:
Beach, Biking, Boating, Diving, Fishing, Golf, Hiking, Horseback Riding, Hunting, Restaurants, Shopping, Snorkeling, Swimming, Tennis

Vacation Home Description:
description:Our immaculate waterview beach house is located in a beach and boating community in Southold, New York, only a mile from the historic village of Greenport. It's the perfect place to relax and take in the North Fork's pristine beaches, award-winning wineries, antique shops, art galleries, and many other attractions including the U.S.'s 6th largest water park. With three bedrooms (including one master bedroom with full private bath, king bed, cable TV and high speed internet ) plus an additional be... ;

Amenities:
Air Conditioning, BBQ, Blender, CD Player, Cable/Satellite TV, Coffee Maker, Dishwasher, Full kitchen, Iron, Ironing Board, Laundry, Linens, Microwave, No Pets, Non-Smoking, Patio, Phone, Refrigerator, Stereo, Stove, Toaster, Towels, Utensils, VCR

Activities:
Beach, Biking, Boating, Canoeing, Fishing, Golf, Hiking, Miniature Golf, Museums, Rafting, Restaurants, Sailing, Shopping, Sightseeing, Swimming, Tennis, Wildlife viewing, Windsurfing

Vacation Home Description:
description:Our newly renovated house is nestled in a very quiet neighborhood within walking distance of the beach and lake. The living and dining rooms have hardwood floors, and all bedrooms are carpeted. The first floor consists of a bedroom, living/dining room, eat-in kitchen with dishwasher, microwave oven (***all appliances are brand new), and a full bath. There is a nice-size deck on the back of the house where the barbecue grill is kept. There is an ooutdoor shower as well. The second floor consists of a huge... ;

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:
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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, 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:
-

Activities:
Beach

Vacation Home Description:
description:COMPLETELY REMODELED. Off season weekend specials. Summertime: bask in the sun on the beach, or c...;

Amenities:
Air Conditioning

Activities:
Beach

Vacation Home Description:
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Amenities:
Air Conditioning, Alarm Clock, BBQ, CD Player, Cable/Satellite TV, Coffee Maker, Computer Access, DVD Player, Dishwasher, Filtered water, Fireplace, Full kitchen, Internet Access, Iron, Ironing Board, Laundry, Linens, Microwave, No Pets, Non-Smoking, Outdoor Shower, Pets OK, Phone, Playground, Refrigerator, Stereo, Stove, Swimming Pool, TV, Toaster, Utensils, VCR, Wireless Internet Access

Activities:
Beach, Biking, Boating, Canoeing, Casino, Diving, Fishing, Golf, Hiking, Horseback Riding, Hunting, Kayaking, Miniature Golf, Museums, Rafting, Restaurants, Rollerblading, Sailing, Shopping, Sightseeing, Snorkeling, Snow Skiing, Surfing, Swimming, Tennis, Volleyball, Water Skiing, Wildlife viewing, Windsurfing

Vacation Home Description:
description:Sunny & Charming 6 bedroom 1910 colonial is 4 houses away from Private Beach with new kitchen, 2.5 baths, hardwood floors, stone fireplace, 1st floor washer and dryer, oil heat, new windows, and private beach rights on Long Island Sound. The house has a partial water view (between houses). We are about 15 minutes from the Coast Guard Academy and from the US Navy's Submarine School. From our front yard, you can occasionally see a submarine or the Coast Guard?s tall ship Eagle, a 3-mast sailboat, from the front yard as they travel down the river.The first floor has 2 living room areas, dining room, new kitchen, and 1/2 bath. The dining room can seat up to 16. There is also another table on the front porch that seats 5.All rooms except kitchen and baths have hardwood floors. The washer and dryer is on the 1st floor.The second floor has a recently remodeled bathroom and 4 bedrooms (2 queens, 2 fulls). The third floor has two bedrooms and a full bath. One bedroom is walk-through and is configured as a family room with a double futon that will sleep two and a twin. The other has two twins. Lounge Away your Stress on our White Sand Beach. The home includes beach rights on private Neptune Park Beach, which is a lovely white sand beach on Long Island Sound. From that beach, you can look out on the open water and see sailboats, ferries, commercial shipping, fishing boats, an occasional submarine or tall ship, 2 lighthouses, and Long Island in the distance. You can also launch a canoe or kayak there. The beach has three distinct sections separated by rocks. One has a diving and sunning platform, another is a small cove, and the third is an open expanse of white sand. September is the best time at the beach, crowds are gone and the water is still warm. In the fall, winter and spring, take beach walks on the boardwalk. Or, enjoy a casino weekend or Thanksgiving and Christmas away from the city noise. The Kids Won?t Be Bored Here, and Neither Will You. They can play volleyball, miniature golf or video games at Ocean Beach Park, which is just 1 block away. The park also includes a public beach, restaurant, health club, a bar with waterfront deck, ice cream stand, gift shop, nature area, boardwalk, concerts and an outdoor swimming pool. Or visit 1839 Fort Trumbull which is just 5 minutes away. Next door to nearby Harkness State Park, you can experience live theater at the Eugene O?Neill Theater. Both are about 10 minutes away. Tour a Nuclear Submarine, a Real Whaling Ship or a Vineyard In 30 minutes or less you can be at the Mohegan Sun Casino, Foxwoods Casino, Mystic Seaport (tour old whaling town and authentic ships), Mystic Aquarium, the U. S. Navy?s Submarine Force Museum (tour a real nuclear submarine and simulators), the U. S. Coast Guard Academy, as well as the many fine restaurants. See a baseball game with the Connecticut Defenders, the Double-A affiliate of the San Francisco Giants. Tour one of the vineyards located north of Norwich. Or, take a fishing or sail boat cruise out of New London or Mystic. Tour Mansions of the Golden Era or go Yachting Tour the grand old mansions of the Gilded Era (circa the Vanderbilts and the Astors) in Newport, RI, which is an hour away. Or experience the yachting lifestyle at America?s Cup Charters. Their Twelves all raced for yachting's most coveted prize, and three actually won the America's Cup. Boston and New York City are a few hours away New London is a stop on Amtrak's new Acela high-speed train line that runs from Washington to Boston. The trip is about 2.5 hours from New London to Penn Station in New York City. There is also access via Interstate Highway 95 and via ferry to Long Island or New York City. The drive to New York City is about 3 hours via 95. By ferry, Long Island is just 1 hour away. It is about 2 hours from Boston and 1 hour from Providence. Newport, RI is also 1 hour away. A Few Notes The house is located in a quiet family neighborhood. We do not rent out for parties. In consideration of our neighbors, we ask that you do not use the yard after 10 p.m. Beach access is limited to guests. You must be at least 25 years of age to rent this property. A credit check may be required, for which there is a $25 fee. The $500 security deposit will be returned if no damage is done to the house and it is left in clean condition. If you would rather not clean, we can provide end of rental cleaning service for $300. Please contact us 2 weeks prior to arrival so that we have time to book the cleaning service. If you do not book, and the place needs cleaning when you leave, you will be charged $75 per hour for cleaning. We accept credit cards through Paypal. If you do not have a Paypal account, you can easily set one up. Wheelchair Accessible No Smoking Pets Yes Bed Set Up 2 queen, 3 twin, 2 double, 1 double futon Nights Not Available ;

Amenities:
Air Conditioning, Linens, Oceanfront, Pets OK, Phone, TV, Wireless Internet Access

Activities:
Beach, Canoeing, Fishing, Golf, Kayaking, Miniature Golf, Restaurants, Shopping, Zoo

Vacation Bed & Breakfast Description:
description:Chosen as ‘Best Bed and Breakfast on Long Island’ by viewers of Channel 12 television, with two private beach fronts, Shorecrest is a unique 5 bedroom North Shore Victorian Mansion by the sea in the center of Long Island’s wine and farm country. Also available to rent, right on the water and with it’s own beach front adjacent to that of Shorecrest is the single family 3 bedroom Shorecrest Beach house. Close to the historic maritime village of Green Port with its great restaurants and boutique shopping, Shorecrest is easily accessible from New York city or the East Coast by public transport, road and ferry. Built in 1897 as a summer retreat, the Shorecrest Inn retains all the original grandeur and charm of those days with 10 foot ceilings, detailed moldings and woodwork and room height windows framing views of sky and sea. All the rooms are decorated with period antiques and fine art and the gourmet breakfasts are served on vintage china with real silver service. The bedrooms have recently upgraded private baths and only the best linens and most luxurious mattresses are used. Both Inn and beach house offer to their guests the modern convenience of hi-speed wireless internet and for their comfort, central air conditioning throughout.;