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300+ Vacation Rentals · Southold
300+ Vacation Rentals · Southold
Two recently renovated and very charming rooms with a separate outside entrance in a private wing of our home with a deck.They are available to rent on a daily or weekly basis. Each room has a separate entrance and private bathroom. All rates are for single or double occupancy.
Come and experience the elegance and beauty of Shelter Island. Shelter Island is nestled between the North and South Forks of Long Island and can be reached via ferry from Greenport to the north or from North Haven to the south. Each room is tastefully decorated and has a queen size bed, private bathroom, air conditioning, flat screen TV with Cable, Wi-Fi, coffee maker, refrigerator, and a separate entrance. The rooms share a private deck and have private parking. Blankets, towels, and b...
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uber-stylish, with all the modern conveniences, my home is located steps away from a private beach. this 4 season getaway has a pool for summer, an outdoor fireplace for spring and autumn and an indoor fireplace for winter coziness.
the house is in a rural/residential area perfect for biking and just steps from a lovely beach. town is a 5 minute drive. a car is essential.
Your opportunity to leave behind the hustle and bustle and enjoy a county-style holiday.
Enjoy your holiday in my cozy, two bedroom apartment, located in the Center of bucolic Shelter Island! Apartment is on the ground floor in a century-old home located across the street from a gourmet deli/market and a liquor store. There are three restaurants, a pizzeria and a microbrewery within walking distance. You can dine out or relax at home and order your complete turkey dinner in advance from Schmidt's market. The sunlit front bedroom has a single bed and separate entrance with out...
Beautiful post and beam house on an acre presents as the quintessential Shelter Island living. Wrap around porch enhances all outdoor entertaining and provides a vantage of the gunite pool. The kitchen and bathrooms are newly renovated.
We are available. Please call-email us if you need assistance Quite, peaceful Smart TV in the house. You would need your Netflix, Amazon prime or Hulu etc. account to watch your favorite shows.
Recently renovated contemporary Shelter Island cottage. The garden backs onto a nature preserve, has a gunite pool with a large deck, wood burning fire place, community beach close by with kayaks and paddle boards, very quiet and great for kids.
We Are Located On a peaceful part of the island with 2 beaches close by. Our home Is very welcoming, relax on our Front Porch or back deck, take a run or walk, run ,kayak, swim, enjoy dinner at local restaurants. We have 2 rooms. We Have Dogs.
This is a quiet part of the island, with access to private beachs Limited use of the kitchen, the porch, and TV in living room. I leave that up to them, as little or as much as they need. Try to give them their privacy. I love the location it is a short walk to a private bay beach and very wooded. Our property is full of oak and chestnut trees. We are a short ride to excellent restaurants. You can rent kayaks, paddle boards, or relax at the beach. You need to take a ferry to get here...
A room in our Bed and Breakfast with a queen size bed and a shared bath. Five quest rooms share two baths. Continental breakfast included in the downstairs lounge. Second story deck for the quests to use.
Season rates: $106 on weekdays Weekend rate is $106 to $129/night, with a 2 or 3 night minimum on season. Minimum stay requirements vary between seasons. Off season rates vary. Shelter Island is nestled between the two Forks (South Fork, the Hamptons) and the North Fork. Island is ideal for vacationing, just a quick trip from NYC, but a world away. Beautiful beaches, nature walks, biking, kayaking... also fine dining and nightlife.
Charming spacious village home conveniently located.in the heart of East Hampton with lovely grounds,, . Wonderful views, watch the sun rise and set and stroll the expansive lawn on a starry night.. . ACCOMODATIONS Accomodations include a spacious sunflooded windowed porch overlooking the beautiful 1,3 acres of tree dotted lawn with WiFi, Cable TV, DVR., a cosy living room, powder room with shower and a romantic dining room with antique mirror topped table comfortably seating 8. The ki...
A room in our Bed and Breakfast with a queen size bed and a shared bath. Five quest rooms share two baths. Continental breakfast included in the downstairs lounge. Second story deck for the quests to use. Season rates: $106/weekdays. Weekend rate is $106 to $129/night, with a 2 or 3 night minimum on season. Minimum stay requirements vary between seasons. Off season rates vary. Shelter Island is nestled between the two Forks (South Fork, the Hamptons) and the North Fork. Island is ideal for...
Beach ranch within walking distance of Silver Beach. Sunny, private deck with seating for 6. Large yard on quiet street. Contemporary furnishings and fresh touches throughout. Roomy living room & dining room. Master has ensuite bath. Twin bunk room and double room share hall bath with tub. Neat & clean!
Our house is 5 minutes from town by car, close to two bodies of water, and in a beautiful, quiet neighborhood. Two bikes, one kayak, beach towels. Fire pit in backyard. I can leave a key or welcome guests in person. I will be on the island in case assistance is needed but I will not be on site. I can also be available for "taxi service" (for a fee) both on and off the island, in the event that guests want to safely explore the vineyards or local bar scene. The quiet street is perfect fo...
Perfect house for a large group that would like to stay in an ideal Hamptons location. WIthin a 5 to 10 minute drive from Westhampton or Quogue. 15 minutes from Riverhead outlets, Southampton and the first vineyard on the north fork.
The house is a 7 bedroom/4.5 bathroom Hamptons house. There is also a queen sized pull out couch in the finished basement. The house has a heated swimming pool (may - september), year round hot tub, tennis court, 1/2 basketball court, billiard and foosball table, cable television in all 7 bedrooms and around 5 minutes from the beach. The kitchen is updated with stainless steel appliances and there is an outdoor grill area with a built-in Viking grill. The house is ideally located and ...
"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.
Charming secluded Shelter Island Cottage. Three bedroom one and a half bath. Cozy and quirky, sleeping lofts in converted attic accessed by a spiral staircase built from a telephone pole. Half an acre surrounded by nature preserve and bamboo.
One bedroom dowstairs with queen sized bed, two quirky sleeping lofts/bedrooms in converted attic complete with skylights, accessed by hand hewn spiral staircase. Low ceilings upstairs! There is also a single bed on the porch. Filled with artwork and love. Complete with cotton sheets and duvets, towels and toiletries, beach chairs and beach towels, toys and umbrella, cereal and coffee. Fully outfitted kitchen with blender, microwave, toaster oven, dishes and pots and pans. D/W, W/D, and ru...
Enjoy beautiful sunsets over picturesque Three Mile Harbor and Gardiners Bay from your private balcony. Walking distance to two of the most popular waterfront restaurants. Close to marinas, bay beaches and minutes to villages and ocean beaches.
Private entrance leads to spacious room with queen size bed, sitting area and large en suite bath. Kitchenette with mini fridge, microwave, Keurig coffee machine, toaster, sink. Fully stocked with plates, glassware and utensils. Bathroom: Hair Drier supplied, Iron and Board upon request. Private roomy covered balcony with views across harbor. Cable TV, wireless internet, central AC/Heat with own thermostat. Linens, towels, beach chairs & beach towels provided. Local trail map availabl...
This open and spacious cottage with pool offers the perfect combination of indoor and outdoor vacationing. The open kitchen, living room & dining room are comfortable gather areas for all. Walk to private beach to watch the sunset or spend the day .
Under 2 hours from NYC, this house is a short drive to wineries, farms, restaurants and beaches! Love Lane is a 5 minute drive. Easy access by car, train or Jitney!
Our Mattituck house is a retreat from hectic city life, less than 2 hours from NYC! Sleeping: Can sleep 6-8 Master bedroom: king bed Second bedroom: two twin beds Third bedroom: queen bed Queen air mattress to sleep two more All beds feature memory foam mattresses (the king and queen are tempurpedic cloud mattresses)! Bathrooms: There is a master bath (with a tub) adjoining the master bedroom, as well as a second bathroom (with a beautiful skylight!) in the hallway. Living: Th...
Spacious sun drenched garage studio apartment in The Springs, a quiet neighborhood, located within a 10 minute drive from East Hampton & Amangansett town, restaurants, bay beaches and the ocean. Perfect for one person or a couple.
The studio is located on the second story above the garage with private entrance and private bathroom. Queen-size bed with fresh linens and towels provided. Huge windows with lots of sunlight. Breakfast nook, with seating and lounge area. Cable TV and wireless internet. Mini-refrigerator & coffee maker. Private bathroom is located inside the main house down the stairs. Apartment is located above the garage of the main house. Private bathroom with bathtub is located inside the main house wi...
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