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$150

2 BR / 1 BA / Sleeps 6

1 Reviews

$150

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Cutchogue Beach Cottage

2 BR / 1 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

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

(1)

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 …

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$249

2 BR / 2 BA / Sleeps 6

2 Reviews

$249

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Waterfront Condo C204 @ The Cliffside Resort

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

Overview: Waterfront Water's Edge luxury 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. Details: Offered by Tocaro Realty, …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(2)

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.

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$489

2 BR / 2 BA / Sleeps 6

30 Reviews

$489

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Cliffside Resort Greenport Luxurious Waterfront Condo- with Pool!

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 30 Reviews

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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…

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$409

2 BR / 2 BA / Sleeps 6

24 Reviews

$409

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

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 24 Reviews

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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.

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$286

2 BR / 2 BA / Sleeps 6

Classic North Fork Farmhouse - North Fork vacation rentals
1 / 19

$286

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Classic North Fork Farmhouse

2 BR / 2 BA / Sleeps 6 | Quick view

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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
  • Porch
  • Pet friendly - ask
  • Suitable for children

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$350

2 BR / 1 BA / Sleeps 6

Soundside Cottage - North Fork vacation rentals
1 / 17

$350

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Soundside Cottage

2 BR / 1 BA / Sleeps 6 | Quick view

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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
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly

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$150

2 BR / 1 BA / Sleeps 4

1 / 19

$150

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Historic White Blossom House 1830 - Upstairs Apa

2 BR / 1 BA / Sleeps 4 | Quick view

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Step back in time as you enter a Historic Home in the heart of Southold....the charm of the historic home is clear as you enter the front door of your unit into the inviting hallway and stairs to the entire upstairs of the home. Just part of the charm is the refinished original 1830 floors, lower ceilings (6-1 to 6-…
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly - ask
  • Suitable for children - ask

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$314

2 BR / 2 BA / Sleeps 8

1 / 10

$314

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Beach Side Modern Home With Heated Pool

2 BR / 2 BA / Sleeps 8 | Quick view

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All newly renovated and exquisitely appointed home sits on a half acre in the private community of Green Acres steps away from the beaches in unspoiled Orient Point. Designer Rena Wilhelm decorated the home in a crisp ‘beachy’ décor. House amenities include central air conditioning, cable TV with premium channels…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$175

2 BR / 1 BA / Sleeps 4

1 Reviews

$175

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Historic White Blossom House - Circa 1830 Apartmen

2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

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 Wine Country and …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(1)

Cozy and comfortable stay

Left on Oct 14, 2014 for a stay in October 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, making it slightly uncomfortable for one of the couples.

I'd highly recommend their apartment #3 for one couple or a small family.

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$275

2 BR / 2 BA / Sleeps 6

1 / 8

$275

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New Renovation, Wine Country Cottage, Water Views

2 BR / 2 BA / Sleeps 6 | Quick view

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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
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$450

2 BR / 1 BA / Sleeps 5

1 / 5

$450

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Charming country cottages

2 BR / 1 BA / Sleeps 5 | Quick view

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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

PreviousNext property

$175

2 BR / 1 BA / Sleeps 4

1 Reviews

$175

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Historic White Blossom House - Circa 1830 Cottage

2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

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 Wine Country and …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Patio
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(1)

Home Away from Home

Left on Jun 03, 2014 for a stay in June 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. Mark and Mona are delightful to deal with and very accommodating.. The cottages are quaint and comfy with a living area and patio space outside. There was even a bbq (we did not use but good to know if we rent in …

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$225

2 BR / 1 BA / Sleeps 4

1 / 18

$225

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Historic White Blossom House 1830 - Large Unit O

2 BR / 1 BA / Sleeps 4 | Quick view

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Representing the owner's suite is the Unit One apartment in the Historic White Blossom House. Newly renovated, floors, kitchen and bath completely updated. Kitchen updated with period country deep sink and fixtures. You will be very comfortable in this large apartment with living room, family room, dining area and…
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$469

2 BR / 2 BA / Sleeps 6

1 / 3

$469

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Luxurious Waterfront Condo at The Cliffside Resort

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, …
    • Suitable for the elderly - ask

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    $225

    2 BR / 1 BA / Sleeps 4

    1 / 12

    $225

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    Secluded Lakefront Cottage Near Beaches & Wineries

    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

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    $190

    2 BR / 1 BA / Sleeps 4

    1 / 7

    $190

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    Lakefront House in L.I. Wine Country

    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

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    $350

    2 BR / 1 BA / Sleeps 7

    1 / 4

    $350

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    Soundfront 1910 Rustic Secluded Cottage

    2 BR / 1 BA / Sleeps 7 | Quick view

    Details

    Tranquil / SECLUDED Beachfront Cottage. Spectacular Sunsets / Views Over Long Island Sound. Secluded: Kayaking, Swimming, Snorkeling, Fishing, In Long Island Sound. For children: Nearby Goldsmith Inlet Park offers flotation device "surfing"; nearby petting zoo, Goat Farm; Splish Splash Water Park. 1 Acre Wooded …
    • Waterfront
    • Ocean or water views
    • Fireplace
    • Porch
    • Parking
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $295

    2 BR / 1 BA / Sleeps 4

    1 / 11

    $295

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    Beach House In Wine Country; Huge Sun Room

    2 BR / 1 BA / Sleeps 4 | Quick view

    Details

    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

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    $250

    2 BR / 1 BA / Sleeps 4

    1 Reviews

    $250

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    Lake House in Natural Setting Near L.I. Wineries

    2 BR / 1 BA / Sleeps 4 | Quick view
    “ Terrible ” 1 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 …

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    $325

    2 BR / 2 BA / Sleeps 4

    1 / 5

    $325

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    Sannino Vineyard Bed & Breakfast

    2 BR / 2 BA / Sleeps 4 | Quick view

    Details

    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 docking station, …
    • Internet Access
    • A/C or climate control
    • Porch
    • Parking
    • Linens Provided
    • Suitable for the elderly

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    $343

    2 BR / 1 BA / Sleeps 6

    2 Reviews

    $343

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    Charming 2BR in Heart of North Fork, Walk to Beach

    2 BR / 1 BA / Sleeps 6 | Quick view
    “ Excellent ” 2 Reviews

    Details

    Reviews

    (2)

    **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, lifeguard and bathrooms (…
    • Internet Access
    • Fireplace
    • Outdoor Dining Area
    • A/C or climate control
    • Central heating
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

    Details

    Reviews

    (2)

    Very nice house

    Left on Sep 21, 2011 for a stay in September 2011

    Great house. Very clean and comfort. We wish we can stay longer. House owners are very nice. If we go to long island again we will rent this house again.


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