North Fork

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$249

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Waterfront Condo C204 at The Cliffside Resort

Greenport condo
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

Overview: Waterfront Water's Edge suite, Suite C-204, accommodates up to 6 guests (see below) with two bedrooms and two bathrooms located on the North Fork of Long Island at The Cliffside Resort Condominiums in Greenport, New York. Quoted rental rates include all taxes, I do not charge resort fees or additional guest…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(3)

Great location and accommodation

Left on Aug 08, 2014 for a stay in July 2014

Terrific Two bedroom condo on the water. Was there for July 4th, tons to do. Minutes from shelter island and views to die for.

$295

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Waterfront North Fork Sunny Home

Southold house
3 BR / 1 BA / Sleeps 6 | Quick view
Excellent11 Reviews

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Reviews

(11)

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 custom light fixtures. …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(11)

the property is charming and the hosts delightful and helpful

Left on Jun 12, 2013 for a stay in June 2012

The propsety offers seclusion from the hustle and bustle, but all the delights of the North Fork are right there for the enjoying. The farm stands, wineries and eateries and lovely beaches and boating and golf... friendly towns and relaxed people! The sunsets and night sky are a gorgeous back drop to a comforable, well equipped cottage whose owners are commited to esnuring you enjoy your stay.…

$300

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Peconic Perfection-Close to all vineyards! Beach!

Peconic house
4 BR / 3 BA / Sleeps 8 | Quick view
Very Good1 Reviews

Details

Reviews

(1)

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, the local brewery, and unwind in your quiet surroundings. Our house is a large, comfortable, family-equipped 4 bedroom, 3 bath ranch with a screened-in porch, perfect for …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(1)

Spacious, centerally located!

Left on Nov 20, 2014 for a stay in November 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 kitchen.

Will definitely go back in spring or early fall to enjoy their backyard and local wineries.

$500

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Historical Orient Pt. Beach Cottage

Orient house
3 BR / 2 BA / Sleeps 5 | Quick view
Average1 Reviews

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Reviews

(1)

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 historical cottage …
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Not worth it

Left on May 29, 2014 for a stay in May 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. Area is nice and neighbors kind and friendly so it's too bad house felt like we were camping :-(

Lakefront House in L.I. Wine Country - Southold vacation rentals
1 / 7

$190

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Lakefront House in L.I. Wine Country

Southold house
2 BR / 1 BA / Sleeps 4 | Quick view

Details

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 at Kenney's Beach. …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Outdoor Dining Area
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
Renovated North Fork Home Close to Beach& Wineries - North Fork vacation rentals
1 / 21

$308

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Renovated North Fork Home Close to Beach& Wineries

North Fork cottage
4 BR / 2 BA / Sleeps 8 | Quick view

Details

A renovated home in the heart of the North Fork near the beach and several wineries. Please inquire about weekends, weeks or monthly/summer rental for 2015. Sleeps 8 Enjoy a bright renovated home with 12 skylights, cathedral ceilings and entirely new furnishings only ¼ mile to Cutchogue harbor and ½ mile to New …
  • Wireless Internet
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

$150

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Cutchogue Beach Cottage

Cutchogue cottage
2 BR / 1 BA / Sleeps 6 | Quick view
Excellent4 Reviews

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Reviews

(4)

Cozy Cutchogue Beach Cottage on the North Fork of Long Island. It has 2 bedrooms with queen sized beds and there is a sleeping loft appropriate for children over 9 years old (one queen sized bed and one twin). Deck and backyard with gas grill, outdoor picnic table, fire pit, and tire swing. There is one full bath …
  • Wireless Internet
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(4)

Adorable Beach Cottage Even in Winter

Left on Mar 23, 2015 for a stay in March 2015

So many great things to say about this little gem! The décor was beachy and relaxed, rooms were comfortable, supplies were perfect for our little families needs. The beach is a quick walk up the block and we enjoyed it, the tire swing and little playground even on days when it snowed. The cottage was warm and cozy with lots of games, books, etc. No one even missed having a tv! We would love to …

$250

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John Andrew's Cottage

Southold cottage
1 BR / 1 BA / Sleeps 4 | Quick view
Excellent2 Reviews

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Reviews

(2)

John Andrew's Cottage is a "turnkey" experience accommodating two adults and children including: -a cozy bedroom with its full size bed, which beckons you after a sun-filled day at the private beach (within walking distance) which overlooks Shelter Island -a complete kitchen and full bath -a livingroom filled with …
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Patio
  • Parking
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(2)

perfect getaway

Left on Aug 26, 2013 for a stay in August 2013

We stayed at John Andrew’s cottage for my best friend’s bachelorette getaway and loved it. Karen was extremely helpful, had great recommendations all around (The Blue Canoe!) and made sure we had everything we needed for our stay. We couldn’t have asked for a better place to take some time and relax before the big day. The excellent North Fork Table & Inn is right across the street, and the…

$145

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Bay House C1860 two family

Greenport house
3 BR / 2 BA / Sleeps 4 | Quick view
Excellent2 Reviews

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Reviews

(2)

Our one bedroom has 3 rooms + kitchenette. The parlor with convertible couch ( Standerd double ) sleeps two. Our Bedroom has a Queen Size Bed. Porch & Backyard garden. We are just forty yard walk to our block pier. 150 yard walk into town. The heart of Greenport Village. Bay House is on the best block in our Village …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Outdoor Dining Area
  • Porch
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(2)

A jewel in Greenport

Left on Aug 29, 2014 for a stay in August 2014

I hate to let anyone know about this place since my family (husband and two teenagers) had such a wonderful time and want to return next year and worry that if people discover Greenport and Joe's apartment that we will not be able to book it next year. Greenport is a lovely town, close to the vineyards, farmer's markets, Sag Harbor, Orient Point and Shelter Island, and Joe's apartment was …

$249

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North Fork House with Private Beach Access

East Marion house
4 BR / 3 BA / Sleeps 8 | Quick view
Excellent2 Reviews

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Reviews

(2)

Contemporary 4 bedroom 3 bath house with private Long Island Sound beach access and community tennis and bocce courts in East Marion. Secluded lot with swing set. 2 adult bikes and 2 kids bikes, beach chairs and toys included. Cook's kitchen, large deck. 10 rooms total, including master bedroom with en suite bath, …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children

Details

Reviews

(2)

We had a perfect weekend with son and grandchildren at this beautiful house

Left on Sep 10, 2014 for a stay in September 2014

The house is warm, cheerful, spacious and bright. It was wonderful to have breakfast, moon-lit dinners on the deck. Indeed the bunnies and deers visited us in the garden as Jane described.

The beach is truly private and beautiful. The grandchildren enjoyed the kayaks, the toys and loved the swings, play area in the garden. My son had a great snooze in the hammock.

The kitchen is very well …

$186

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Adorable, Updated Farmhouse; Walk to Beach & Town!

Southold house
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent8 Reviews

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Reviews

(8)

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 has just been …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(8)

Perfect Modern North Fork Vaca!

Left on Aug 29, 2011 for a stay in June 2011

The house is really adorable and cozy, and perfect for a fun group of friends or family. A really short walk to a great beach and cute town. We would definitely recommend it! The owners are really nice too!

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$595

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North Fork Loft - Perfect for Wine & Food Weekends

Mattituck condo
5 BR / 3 BA / Sleeps 14 | Quick view

Details

The Space The New York TImes Real Estate Section on Sunday, Feb. 9th, 2014, talked about the multi-million dollar homes being built in the Hamptons. The article said, "The look of the homes is evolving: modern is making a comeback, but modern in the guise of barnlike. 'The modern barn is the Hampton equivalent of a …
  • Wireless Internet
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children - ask
  • Suitable for the elderly - ask
1 / 20

$280

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Cottage Getaway

Greenport house
4 BR / 10 BA / Sleeps 8 | Quick view

Details

A gem of a getaway! There are four bedrooms, of which three are located upstairs. Two of the upstairs bedrooms share one new en-suite bathroom. One bedroom upstairs has it's own en-suite bathroom. The bedroom on the ground floor has an en-suite water closet and another full bathroom. The cottage also boasts a newly …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Suitable for children
1 / 17

$450

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North Fork Beach House on LI Sound

Peconic cottage
3 BR / 1 BA / Sleeps 6 | Quick view

Details

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 with stainless steel …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Outdoor Dining Area
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
1 / 15

$300

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PRISTINE GETAWAY, WITHIN SHORT WALK OF TWO WHITE, SANDY, SOUND BEACHES

Southold house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

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. Beautiful, all wood …
  • Suitable for children
  • Suitable for the elderly

$470

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Waterfront Beach House - Long Island North Shore

North Fork house
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent6 Reviews

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Reviews

(6)

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 about 1:20 min drive (60…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(6)

Paradise away From Home

Left on Sep 18, 2012 for a stay in April 2012

I loved this house so much. The view, first of all, is simply amazing. It's as if you were on a ship. You see the ocean straight from the windows, from the deck, from the garden... You can hear the gentle sound of the waves when you're outside too. It is an ideal home for winter or summer. Inside, everything is convenient, modern, nice and clean. Ideal with kids, the house is actually child …

$215

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Family and Friends in Greenport

Greenport house
4 BR / 2 BA / Sleeps 11 | Quick view
Excellent3 Reviews

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Reviews

(3)

Our house is an historic Dutch colonial, both cozy and spacious, with warm wood trim and wood floors throughout. The 20 x 20ft. Great Room, a perfect gathering space for family and friends is complete with a baby grand piano, cable TV, children's toys and books, classic novels and wood burning fireplace has sliding …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(3)

Family Fun in Greenport, indeed!

Left on Sep 10, 2010 for a stay in August 2010

My husband, 3 year old son, my parents, and I enjoyed a great vacation in Greenport, and this house was a big part of it. It is well set up, with a bedroom and sitting room and full bath downstairs and up (so good for 2 couples) and plenty of fold out coaches plus two twin beds and a futon for the kiddoes. Thoughtfully decorated -- very cozy. Very comfortable, well stocked for cooking, and …

$250

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Lake House in Natural Setting Near L.I. Wineries

Southold house
2 BR / 1 BA / Sleeps 4 | Quick view
Terrible1 Reviews

Details

Reviews

(1)

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 at Kenney's Beach. …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Outdoor Dining Area
  • Garden
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Dark, mildewy, musty, depressing

Left on Sep 02, 2012 for a stay in July 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 the awful smell of mildew. The whole house smelled old and musty, like it hadn't been aired in a very long time. We were told by the owner (who lives in Oakland, CA,) that a neighbor would clean the property before we …

1 / 12

$225

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Secluded Lakefront Cottage Near Beaches & Wineries

Southold house
2 BR / 1 BA / Sleeps 4 | Quick view

Details

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 deck with a sunset …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Patio
  • Parking
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly

$250

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Romantic Luxury Winery Apartment

Jamesport condo
1 BR / 1 BA / Sleeps 2 | Quick view
Very Good1 Reviews

Details

Reviews

(1)

Spend a relaxing few days at our romantic vineyard and winery in our newly finished 650 sq. ft. luxury apartment situated on beautiful Manor Lane in Jamesport. Our one bedroom (queen size bed), bath w/shower, large open living room, kitchenette, cathedral ceiling, flat screen TV, Cable, WiFi, central air/heat is …
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Central heating
  • Parking

    Details

    Reviews

    (1)

    Romantic Stay

    Left on Jun 08, 2015 for a stay in June 2015

    The apartment is directly above the tasting room of the winery. The apartment is in great shape, everything is excellent and clean.

    The queen size bed is comfortable if a bit squeaky.

    The host , Sal is so nice , thank you very much for a nice stay

    1 / 24

    $300

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    Mattituck-Wines and Waves

    Mattituck house
    4 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Listen to the ocean waves and smell the tomotoes ripening on the vine from your deck at this meticulous beach house in exclusive Captain Kidd Estates. You will feel like you have unearthed buried treasure when you experience the lore of the North Fork and then retreat to this cozy luxury property which accomodates up …
    • Outdoor Dining Area
    • Deck
    • Suitable for children
    • Suitable for the elderly - ask
    1 / 15

    $300

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    Greenport's 'Old Schoolhouse'

    Greenport house
    3 BR / 2 BA / Sleeps 7 | Quick view

    Details

    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 the charm is intact…
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Suitable for children
    • Suitable for the elderly

    $500

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    Historic Vineyard Farmhouse with private beach

    Southold house
    4 BR / 4 BA / Sleeps 8 | Quick view
    Excellent3 Reviews

    Details

    Reviews

    (3)

    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 stay. The large …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Fireplace
    • Washing Machine
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (3)

    Perfect Location

    Left on Sep 09, 2013 for a stay in August 2013

    Very nicely situated rental. Close walk to the private beach, serene setting with a view of a vineyard. The house was perfect for 2 families with children. Functional kitchen, outdoor grill and most amenities one would expect. The house is older and some bedroom dressers need to be updated, however the place is spotless with comfortable beds. Close proximity to grocery shopping in Southold as …

    1 / 9

    $299

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    Luxurious Waterfront Condo at The Cliffside Resort

    Greenport condo
    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    As featured by New York Magazine, the Cliffside Resort entertains the perfect vacation! This 68 unit complex, located directly on the Long Island Sound with incredible sunset views, offers brand new 2 bedroom 2 bathroom luxurious accommodations. Cliffside Resort Waterfront Condominiums at Greenport, New York, …
    • Waterfront
    • Ocean or water views
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • Suitable for the elderly - ask

    $424

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    New North Fork Beach Condo, Pool, Resort, Heart of the Wineries

    Greenport condo
    2 BR / 2 BA / Sleeps 6 | Quick view
    Excellent24 Reviews

    Details

    Reviews

    (24)

    Beautiful 2 Bedroom 2 Bathroom Poolside Unit. All that Cliffside Resort and the Sound have to offer are just steps away. Additional amenities include: close to town, in-room entertainment system, kitchenette, private walkway to the sound, refrigerated wine cooler, on sound, washer & dryer on-site, beach.
    • Waterfront
    • Internet Access
    • A/C or climate control
    • Deck
    • Dishwasher
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (24)

    In general I would...

    Left on Aug 03, 2010 for a stay in July 2010

    In general I would rate my stay 5 stars, but for the fact that the Wifi service was did not work as advertised. Beyond that, the amenities are excellent and the property wonderful. I look forward to my return.

    $509

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    Cliffside Resort Greenport Luxurious Waterfront Condo- with Pool!

    Greenport condo
    2 BR / 2 BA / Sleeps 6 | Quick view
    Excellent30 Reviews

    Details

    Reviews

    (30)

    As featured by New York Magazine, the Cliffside Resort entertains the perfect vacation! This 68 unit complex, located directly on the Long Island Sound with incredible sunset views, offers brand new 2 bedroom 2 bathroom luxurious accommodations. Cliffside Resort Waterfront Condominiums at Greenport, New York, …
    • Waterfront
    • Internet Access
    • A/C or climate control
    • Deck
    • Dishwasher
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (30)

    The Perfect Stay

    Left on Jun 05, 2010 for a stay in May 2010

    We could not have been more pleased with Cliffside. As you can see I have rated everything with FIVE STARS. The management were charming and very helpful. We rented the activity room for a small family party which was a huge success and anyone involved in organising/cleaning/providing extra glasses/ice etc could not have been more helpful. I would, however, make two comments about the furnishings…

    $295

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    Beach House In Wine Country; Huge Sun Room

    Southold cottage
    2 BR / 1 BA / Sleeps 4 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    Walk to our private beach just houses away, kick back with a local bottle of pinot in our beautiful sunroom, barbecue in the backyard or cook your favorites in our new kitchen and dine al fresco on the patio, dining room or eat at the counter and entertain the cook. We provide 2 comfortable bedrooms; one with queen …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Central heating
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Perfect

    Left on May 03, 2015 for a stay in August 2014

    An absolutely stunning and beautiful home. Clean, comfortable, fully updated, this house is perfect for peace and relaxation. The bright and spacious sun room is perfect for gathering together or escaping for a nap. Just houses from a small beach, everything you could want is here. Would love to return soon!

    1 / 16

    $450

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    Greenport Village Home Walking Distance to All

    Greenport farmhouse barn
    3 BR / 2 BA / Sleeps 8 | Quick view

    Details

    Historic home in Greenport Village walking distance to restaurants, water, shopping etc..bike or short drive from vineyards. Large yard with outdoor patio with BBQ and outdoor shower. 2 family home with two separate duplex units that can be rented separately or together. Perfect for family gatherings for weddings, …
    • Wireless Internet
    • Fireplace
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask
    1 / 8

    $400

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    Greenport Village Walking Distance to All

    Greenport farmhouse barn
    2 BR / 2 BA / Sleeps 4 | Quick view

    Details

    Historic Greenport Village has been recently renovated and is in walking distance to all. This is a 2 family home that can be rented separately or together. Pricing here is for house 2. One bedroom has a queen and the other can be configured as a king or two twins. Parking, beach access, convenient to village and …
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Central heating
    • Pet friendly - ask
    • Suitable for children
    1 / 14

    $325

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    Southold Beach House - The Lighthouse Cottage

    Southold house
    2 BR / 1 BA / Sleeps 5 | Quick view

    Details

    Families will love the location of this two bedroom spacious country home just a short walk to a private sandy Shelter Bay beach along a quiet country dead end road, so no through traffic and safe for bicycling, children and walking the family pet. We are glad to be able to welcome your dog, as we know that being able…
    • Wireless Internet
    • A/C or climate control
    • Central heating
    • Grill
    • Linens Provided
      1 / 17

      $250

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      Soundside Cottage

      Southold cottage
      2 BR / 1 BA / Sleeps 6 | Quick view

      Details

      This charming cedar shingled beach cottage is located 45 feet from Long Island Sound with steps leading down to its own private beach. The cottage is surrounded by a wood deck perfect for watching spectacular sunsets...each night, a unique palette of pink, blue and violet sky as the sun drops into the water before …
      • Waterfront
      • Ocean or water views
      • Wireless Internet
      • Housekeeping Optional
      • Washing Machine
      • Pet friendly
      • Smoking allowed
      • Suitable for children
      • Suitable for the elderly
      1 / 19

      $230

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      Classic North Fork Farmhouse

      Jamesport farmhouse barn
      2 BR / 2 BA / Sleeps 4 | Quick view

      Details

      Spend your vacation time in this classic North Fork Farmhouse located central to fabulous bay beach and the quaint hamlet of Jamesport. Easy access via Hampton Jitney to/from NYC. Quietly nestled on an acre of farmland with fruit trees and vegetable/flower gardens, plus the back drop of distant farm fields and …
      • Wireless Internet
      • Washing Machine
      • Clothes Dryer
      • Central heating
      • Patio
      • Pet friendly - ask
      • Suitable for children - ask
      1 / 10

      $450

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      Unique English Country Cottage

      East Marion cottage
      2 BR / 1 BA / Sleeps 5 | Quick view

      Details

      North Fork- East Marion- Charming unique twin cottages with cedar roof and historical significance. Each cottage is new and elegantly appointed. Wide plank flooring and knotty pine doors. Complete kitchen with granite counters and dishwasher. New bath with Italian tiles. Central air conditioning and heat, gas …
      • Wireless Internet
      • A/C or climate control
      • Central heating
      • Patio
      • Parking
      • Suitable for children
      • Suitable for the elderly - ask
      1 / 29

      $300

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      Captain's House in Downtown Greenport Village

      Greenport house
      3 BR / 2 BA / Sleeps 9 | Quick view

      Details

      The Space Located on a tree lined street this sun-filled two story house sleeps 8 people +. It features 3 bedrooms, 2 bathrooms, an eat in-kitchen and spacious living area with TV and wifi. There are 2 queen size beds, 2 full size beds and a queen size sleeper sofa. The private backyard offers plenty of space to …
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • A/C or climate control
      • Pet friendly
      • Suitable for children
      1 / 24

      $2,000

      Inquire

      NYC SUMMER GETAWAY, BEACHFRONT Home!

      Greenport house
      3 BR / 3 BA / Sleeps 6 | Quick view

      Details

      NEW!!! PRIVATE BEACH FRONT HOME - 3 bedroom, 3 bathroom, Walk to town - 1 block RARE! One of a kind opportunity to rent a PRIVATE BEACHFRONT HOME with 250 feet of Sandy Beach! Our newly renovated custom beachfront home has all BRAND NEW FURNISHINGS - NEVER USED BEFORE including mattresses, sheets, comforters, …
      • Waterfront
      • Internet Access
      • Fireplace
      • Housekeeping Optional
      • Washing Machine
      • Pet friendly
      • Suitable for children - ask
      • Suitable for the elderly - ask
      1 / 21

      $499

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      Private Waterfront W Beach, New Renovation

      Southold house
      3 BR / 3 BA / Sleeps 8 | Quick view

      Details

      Stunning views, master suite, deck, sunrooms, private lane and beaches Completely renovated and handicapped accessible throughout with wrap around deck, extra wide doorways, new kitchen, two and a half new bathrooms with tubs and showers and large master bedroom suite overlooking the Ashamomaque inlet in Southold. …
      • Waterfront
      • Internet Access
      • Fireplace
      • Washing Machine
      • Clothes Dryer
      • Pet friendly
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible
      1 / 14

      $275

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      New Renovation, Wine Country Cottage, Water Views

      Cutchogue cottage
      2 BR / 2 BA / Sleeps 6 | Quick view

      Details

      This newly renovated cottage has a spacious living room, large eat-in-kitchen, 2 bedrooms; one with queen-sized bed, the other with two twins, and one full and one half bath. There is a waterview across the street from the relaxing 'pebble lounge' the garden seating area in front of the house. There are a/c units in …
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Central heating
      • Pet friendly
      • Suitable for children - ask
      • Suitable for the elderly - ask
      1 / 13

      $1,167

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      PRIVATE HISTORICAL HOME AND GUEST HOUSE

      East Marion house
      6 BR / 5 BA / Sleeps 12 | Quick view

      Details

      Escape to a private pastoral compound comprised of a historical home and a guest carriage house sitting on eight lush acres. The main country manor house offers three spacious bedrooms, including an en suite master with an attached private office, 2.5 baths, living, dining, entertaining spaces and a generous eat in …
      • Internet Access
      • Fireplace
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Suitable for children - ask
      • Suitable for the elderly - ask
      1 / 8

      $200

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      Water View Summer Rental Cottage

      Southold cottage
      3 BR / 2 BA / Sleeps 6 | Quick view

      Details

      This charming summer cottage is unique in the sense that it is located in the private community of Reydon Shores, and is just walking distance to a private beach and marina. The special feature is its wrap around enclosed porch with a view of the Peconic Bay. If you enjoy the peaceful country setting,where one …
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Central heating
      • Porch
      • Pet friendly
      • Suitable for children - ask
      • Suitable for the elderly - ask
      1 / 5

      $321

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      Southold Waterfront family Home

      Southold house
      4 BR / 4 BA / Sleeps 10 | Quick view

      Details

      This Home is located minutes from beautiful Long Island sound beaches, wineries, and historic Greenport village. Whether you enjoy the sun or antiquing everything is hereby. The house was built in 2009, having all modern conveniences but still holding the North Fork charm. The home has a central air-conditioning, …
      • Waterfront
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Suitable for children - ask
      • Suitable for the elderly - ask
      1 / 16

      $500

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      Private renovated farmhouse near sea and vineyards

      Southold house
      3 BR / 2 BA / Sleeps 6 | Quick view

      Details

      Idyllic retreat in North Fork beach and wine country. Quiet and peaceful, at the end of a private road, our charming, renovated 1830's farmhouse features lots of sunlight, a stainless steel kitchen, all wooden floors, jacuzzi bathtub, mudroom, washer/dryer, wifi, cable tv, air conditioning and ceiling fans, sliding …
      • Ocean or water views
      • Hot Tub/Jacuzzi
      • Internet Access
      • Fireplace
      • Washing Machine
      • Suitable for children - ask
      • Suitable for the elderly - ask
      1 / 12

      $250

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      Luxury Beach House for the Price of a Hotel Room

      Southold house
      3 BR / 2 BA / Sleeps 7 | Quick view

      Details

      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…
      • Internet Access
      • Fireplace
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Pet friendly
      • Suitable for children - ask
      • Suitable for the elderly - ask
      1 / 24

      $429

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      New Pool & Hot Tub area at our Orient Point Home

      Orient house
      4 BR / 4 BA / Sleeps 8 | Quick view

      Details

      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. Beds: 1 King Bed, 2 Queen Beds, 1 Double Bed
      • Hot Tub/Jacuzzi
      • Internet Access
      • Fireplace
      • Washing Machine
      • Clothes Dryer
      • Suitable for children - ask
      • Suitable for the elderly - ask
      1 / 6

      $450

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      Beautiful French Country Cottage

      East Marion cottage
      2 BR / 1 BA / Sleeps 5 | Quick view

      Details

      Welcome to the Victorian Seasons guest cottages, nestled between wildlife preserves and protected land. Victorian Seasons is a significantly important historic site that dates back to 1855. It is on the historic corridor in the heart of East Marion on the beautiful North Fork of Long Island. Charming, unique cottages …
      • Wireless Internet
      • Outdoor Dining Area
      • A/C or climate control
      • Central heating
      • Balcony or terrace
      • Suitable for children

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