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Rentals for Seniors in North Fork, NY

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$250
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1 / 7
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Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
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$275
Per Night
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1 / 21
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4 Bedrooms, 2 Bathrooms, Sleeps 8
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$350
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1 / 9
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Cutchogue
3 Bedrooms, 4 Bathrooms, Sleeps 6
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$3,465
Per Week
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1 / 13
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2 Bedrooms, 1 Bathroom, Sleeps 5
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Amenities & Details
  • Microwave
  • Refrigerator
  • Stove
  • Outdoor Dining Area
  • Linens Provided
  • Dishwasher
  • Parking
  • Central Heating
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Short walk to the most gorgeous bay beach, restaurants and marina. This adorable 2 bedroom beach cottage sleeps 2-5 people and has a fully equipped kitchen, cozy living room with sleeper sofa, patio and barbeque. Housekeeping and linens included with your stay. We would be happy to make your... View all property information
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$175
Per Night
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1 / 21
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Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • DVD Player
  • Microwave
  • Ceiling Fans
  • Refrigerator
  • Stove
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Come listen to the bands while tasting the local wines (See local vineyards and events). Walk to Southold Village or Beautiful Bay Beaches or just relax on your own patio while overlooking green lawns and mature trees. On the sought after 'Bayside' of the North Fork In the heart of the North Fork... View all property information
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5 of 5 stars Reviewed October 14, 2014
Mark & Mona's historic apartment was a delight. It was small but cozy and clean. Our only surprise was that we didn't realize the bathroom was located inside one of the bedrooms...
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$175
Per Night
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1 / 21
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Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • DVD Player
  • Parking
  • Washer
  • Grill
  • Dryer
  • Microwave
  • TV
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Come listen to the bands while tasting the local wines (See local vineyards and events). Walk to Southold Village or Beautiful Bay Beaches or just relax on your own patio while overlooking green lawns and mature trees. On the sought after 'Bayside' of the North Fork In the heart of the North... View all property information
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5 of 5 stars Reviewed June 3, 2014
I rented both units in this cottage a few years back and was pleased to see that the property was lovely as ever. I rented both cottages again this time for a girl’s getaway...
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From
$400
Per Night
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1 / 11
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Orient
3 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Porch
  • Microwave
  • Parking
  • Air Conditioning
  • Safe
  • Grill
  • Fireplace
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Pernchief Cottage Located In The Village Of Orient Is The Perfect Place To Summer With Family And Friends. Front Porch Offers Lovely Views Of The Bay. Wide Pine Floorboards, Great Architectural Detils Abound. Property Is Beautifully Set On 1/2 Acre With Lovely Gardens And A Tranquil Pond. Charming... View all property information
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3 of 5 stars Reviewed May 29, 2014
Great area but home is in poor condition. Decorated very cute and clean but all uneven floors, very cold inside house, no tv (although it was promised), not worth the price...
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$300
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1 / 15
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Southold
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
3 bedrooms, 2 full bathrooms, sleeps 6 Pristine, year round, vacation getaway, within short walk to two white, sandy, Sound beaches. Nestled in the North Fork wine country, this home away from home is everything you need to make your stay memorable. A very comfortable, clean, smoke free home.... View all property information
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From
$300
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1 / 17
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Peconic
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Fireplace
  • Dryer
  • Dishwasher
  • Microwave
  • Parking
  • Stove
  • Washer
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
A 4 bedroom home, located in Peconic, steps from a private, white sand Bay beach. Relax with long walks on serene beach, fish, bike, tour wineries, enjoy the bounty of land and sea, and unwind in your quiet surroundings. Our house is a large, comfortable, family-equipped 4 bedroom, 3 bath ranch... View all property information
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4 of 5 stars Reviewed November 20, 2014
Rented the house for the weekend. Miles from wineries and near by towns. House was very spacious, one hallway of 3 bedrooms. It was nice that the bedrooms were away from the...
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From
$295
Per Night
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1 / 17
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Southold
3 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (11) Make Inquiry
Amenities & Details
  • Patio
  • Safe
  • Ceiling Fans
  • Grill
  • Microwave
  • Dishwasher
  • Refrigerator
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Bright private sunny renovated three bedroom waterfront house on private street adjoining Arshamamague Pond. The sun is out and all we need is you to complete the picture. Join us at our three bedroom one bath renovated house. Private waterfront. Central AC. Beautiful hardwood floors and... View all property information
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5 of 5 stars Reviewed August 28, 2014
We had such a wonderful time in Maureen and Alan's cottage. First and foremost, it's on Arshamomaque Pond, which looks like a lake but is actually an inlet of Peconic Bay. It's...
5 of 5 stars Reviewed July 13, 2014
My family was very pleased with these accommodations. We were all very comfortable. The place was very clean and well equipped for our 5 day stay. The location is absolutely...
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From
$250
Per Night
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1 / 13
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Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (1) Make Inquiry
Amenities & Details
  • Waterfront
  • VCR
  • Satellite TV
  • Ceiling Fans
  • DVD Player
  • Refrigerator
  • Water Views
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
About this property
This ranch house is beautifully located on a freshwater lake in the heart of Long Island's wine country, just minutes from the beach. Enjoy abundant bird life in a garden setting. The lake is perfect for swimming, fishing, kayaking or canoeing. Swimming in Long Island Sound is just six blocks away... View all property information
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1 of 5 stars Reviewed September 2, 2012
The photos in the add looked good, particularly the garden and the proximity of the lake. We rented the place for four days. When we arrived, the first thing that struck us was...
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$500
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1 / 12
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Cutchogue
5 Bedrooms, 3 Bathrooms, Sleeps 7
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Amenities & Details
  • Grill
  • Washer
  • Stereo System
  • Fireplace
  • Stove
  • Hot Tub
  • DVD Player
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
You can’t get closer to the water. Shallow, warm bay perfect for swimming. Sterling sunrises and Miami moons, panoramic waterviews from the dining room, living room and master bedroom. Sugar sweet corn, voluptuous tomatoes, unsurpassed seafood washed down with world class wines. Our family and... View all property information
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From
$225
Per Night
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1 / 12
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Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
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Amenities & Details
  • Parking
  • Waterfront
  • Water Views
  • Microwave
  • Patio
  • Stove
  • Deck
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
About this property
This cottage is beautifully located on Great Pond on one-half acre in the heart of Long Island's North Fork. The lakefront is secluded from neighboring properties and is superb for swimming, boating and fishing. Swimming in Long Island Sound is just six blocks away at Kenney's Beach. Dine on the... View all property information
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$250
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1 / 16
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Greenport
3 Bedrooms, 2 Bathrooms, Sleeps 7
Booking
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Amenities & Details
  • Dishwasher
  • Stove
  • Dryer
  • Deck
  • Grill
  • Parking
  • Microwave
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
The Space The Old Schoolhouse tells a family story, dating back to the 1880's. This charming farmhouse, built by the Burt family in the 1880's, was first used as a schoolhouse, then transformed into a farmhouse. The Burt family updated the house in 2005 with the most energy efficient systems, so... View all property information
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From
$450
Per Night
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1 / 11
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Peconic
3 Bedrooms, 1 Bathroom, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Microwave
  • Parking
  • Grill
  • DVD Player
  • Ceiling Fans
  • Air Conditioning
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Enter a world of tranquility and surround yourself with the beauty of nature! Decorated with an eclectic mix of antique and contemporary furniture, the home has three bedrooms, one bath, dining room, living room with large flat screen tv, sunroom with seating and dining area. Kitchen is remodeled... View all property information
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From
$225
Per Night
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1 / 9
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Cutchogue
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
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Amenities & Details
  • Number Of Bedrooms
  • # Of Bathrooms
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Cozy Cutchogue Cottacge on the North Fork . It has 2 bedrooms and there is a sleeping loft appropriate for children over 9-10 ish. Deck and backyard with gas grill, outdoor picnic table, and tire swing. The house is located in Fleet's Neck and is 5 houses from the beach and a small shady... View all property information
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From
$350
Per Night
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1 / 6
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Cutchogue
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Satellite TV
  • Terrace
  • Air Conditioning
  • Porch
  • Balcony
  • Internet Access
  • Deck
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
In the heart of the North Fork in Wine Country, Our Exclusive Suites have all of the amenities: Private Entry, King size bed, Dining area, Wi-Fi, Living Area, A/C, Wine refrigerator, Private Balcony/Deck overlooking the vineyard, 42″ Flat screen HDTV, Custom marble bath with shower, Bathrobes, iPod... View all property information
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From
$2,400
Per Week
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1 / 12
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Southold
2 Bedrooms, Sleeps 6
Details Reviews (2) Make Inquiry
Amenities & Details
  • Fireplace
  • Stereo System
  • DVD Player
  • Grill
  • Dishwasher
  • Microwave
  • TV
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
**New for 2013 Summer: Central Air, Paver Stone Patio Charming, bright, airy, two-bedroom home sits on cozy lot at the heart of the beautiful North Fork, just a minute walk to Southold's most sought after private community beach (Founders Beach). Our beautiful beach features a playground,... View all property information
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From
$300
Per Night
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1 / 40
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Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Grill
  • Dryer
  • TV
  • Refrigerator
  • Stove
  • Parking
  • Microwave
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Come experience a Northfork summer, golfing, biking, beaching, Estate sale hunting, in the Heart of Wine Country, Long Island. Centrally Located in the Town of Southold, South of the main road, 3 houses from the water in the elite Founders Landing section of North Fork, The cottage is minutes'... View all property information
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From
$400
Per Night
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1 / 26
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (6) Make Inquiry
Amenities & Details
  • DVD Player
  • Stove
  • Fireplace
  • TV
  • Microwave
  • Dishwasher
  • Parking
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Located on the bluff with amazing views of the Long Island Sound around the year - This is our Waterfront Heaven. Set in a quiet neighborhood, the house is located on the bluff, about 85 feet above sea level. The house is facing the sea and the views are breathtaking. Conveniently located only... View all property information
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5 of 5 stars Reviewed June 11, 2014
Had an awesome 3 day weekend with friends and family with great weather. The reviews from others are spot on. The view is incredible. The deck that ran the length of the house...
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From
$1,300
Per Week
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1 / 19
Southold
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (8) Make Inquiry
Amenities & Details
  • Microwave
  • Dryer
  • Grill
  • DVD Player
  • Stereo System
  • Dishwasher
  • Refrigerator
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This charming farmhouse is just what you’ve been looking for: A beautiful, newly renovated 1890's house with all the modern conveniences, perfectly located a few short blocks to Founders Landing Beach Park, Town Beach and Southold Village. About the House The house is a very bright and airy, and... View all property information
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5 of 5 stars Reviewed August 18, 2013
This is a beautiful, well maintained house· Decorated and furnished to a very high standard. Fantastically situated for the beach in the lovely town of Southold. We used for our...
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$250
Per Night
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1 / 23
Greenport
4 Bedrooms, 2 Bathrooms, Sleeps 10
Details Reviews (3) Make Inquiry
Amenities & Details
  • VCR
  • Air Conditioning
  • Local Guides/Maps
  • TV
  • Towels Provided
  • DVD Player
  • Linens Provided
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
The house is a comfortable Dutch colonial with a very cozy yet spacious feel to it. The 20 x 20ft. great room with a baby grand piano and wood burning fireplace opens to a large deck. There are toys and children's books as well as nature field guides and classic novels. The tall privet hedge and... View all property information
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5 of 5 stars Reviewed September 23, 2014
The pictures of this house do not do it justice. It is spacious although an older home, with wide floorboards, a great room with fireplace, toys for kids, deck for eating or just...
4 of 5 stars Reviewed October 14, 2013
We just returned from renting for Columbus weekend. Very happy with the house. We needed a ground floor room & shower for my 88yr old Mother & this worked out perfect. A few steep...
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From
$500
Per Night
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1 / 19
Southold
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (2) Make Inquiry
Amenities & Details
  • Grill
  • Microwave
  • Dishwasher
  • Garage
  • Dryer
  • Washer
  • Stove
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Easy to reach, hard to leave! Relax in this charming setting overlooking one of the most beautiful vineyards on The North Fork, complete with a stunning and private sugar sand beach on Southold Bay, one of the best beaches anywhere on the North Fork or The Hamptons, yours to enjoy throughout your... View all property information
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4 of 5 stars Reviewed June 16, 2014
We found the farmhouse to be charming and spacious for our seven family members. The location was beautiful with the vineyards and private beach, and it was also very handy for...
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