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$250

3 BR / 3 BA / Sleeps 7

Westover estate cottage - Long Island vacation rentals
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$250

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Westover estate cottage

3 BR / 3 BA / Sleeps 7 | Quick view

Details

Westover is a one story stucco home with walls of floor to ceiling windows overlooking the Great Meadow Creek. It has a modern kitchen with granite countertops, subzero refrigerator and stainless steel appliances. There is a large, 600 sf living room with fireplace and wet bar and a separate small dining room. There …
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$250

4 BR / 2 BA / Sleeps 8

Lovely Long Island Home on 3 Acres, Near Beaches - Long Island vacation rentals
1 / 14

$250

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Lovely Long Island Home on 3 Acres, Near Beaches

4 BR / 2 BA / Sleeps 8 | Quick view

Details

Beautiful 4 bedroom 2 bath Long Island home nestled in the historic village of Saint James on the North Shore. This space is the main floor of a ranch house located a convenient 60 miles away from New York City but a world away in vacation experience. It is easily accessible by car or train. The house is on 3 …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$250

1 BR / 1 BA / Sleeps 2

Fabulous cabana on the beach near NYC - Long Island vacation rentals
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$250

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Fabulous cabana on the beach near NYC

1 BR / 1 BA / Sleeps 2 | Quick view

Details

Just 90 minutes from Manhattan, but worlds away from NYC! In the Fire Island Pines, an idyllic gay community (but friendly to all) on the beach with no cars, just the deer roaming wild. The cabana is small but very self contained. BBQ on the deck overlooking the ocean. 5 minutes walk to "town" with bars …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Pet friendly - ask
  • Suitable for children - ask

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$225

2 BR / 1 BA / Sleeps 5

3 Reviews

$225

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Beach House GREAT VIEWS on Beach North Fork Vineyards hampton Bachelorette The Nestor

2 BR / 1 BA / Sleeps 5 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

THIS CHARMING, “LITTLE BIT OF OLD WORLD” 2/3 BEDROOM VINTAGE COTTAGE IS SITUATED ON THE THE PINNACLE OF A CLIFF OVERLOOKING THE BEAUTIFUL LONG ISLAND SOUND! THIS HOME IS FULLY FURNISHED WITH A WELL EQUIPPED KITCHEN, A LARGE LIVING ROOM WITH A DINING AREA, ATTRACTIVE ANTIQUES AND VERY INTERESTING DECOR, A COZY …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Great House and Great Service

Left on Jun 20, 2013 for a stay in May 2013

My husband and I stayed at the beach house the first weekend of June and it was just lovely. The house is in great condition and is very pleasantly decorated and well maintained. Debbie and Virginia were very responsive all throughout and left us all the information we needed in a packet inside the house, which was also great. The view of the ocean and the steps leading to the beach made our stay…

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$250

3 BR / 2 BA / Sleeps 7

Luxury Beach House for the Price of a Hotel Room - Long Island vacation rentals
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$250

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Luxury Beach House for the Price of a Hotel Room

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

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$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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$185

3 BR / 2 BA / Sleeps 4

2 Reviews

$185

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Bay House C1860 two family

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

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Reviews

(2)

Our one bedroom,kitchenette/ dining room & foldout queen size couch in living downstairs sleeps four comfortable . Backyard garden. Just forty yard walk to our block pier. 150 yard walk into town. The heart of Greenport Village on the best block in our Village no need for your once you arrive \walk or bike …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Outdoor Dining Area
  • Patio
  • 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 …

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$500

3 BR / 2 BA / Sleeps 5

1 Reviews

$500

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Historical Orient Pt. Beach Cottage

3 BR / 2 BA / Sleeps 5 | Quick view
“ Average ” 1 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 :-(

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$99

1 BR / 1 BA / Sleeps 4

17 Reviews

$99

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Sunny Cozy One Bedroom Apartment in Huntington, NY

1 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 17 Reviews

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Reviews

(17)

This private apartment comes equipped with all necessities (sheets, bath towels, kitchen equipment, etc). It is a loft one bedroom with a queen size bed and skylights. One full bath with bathtub and shower. This clean, bright and sunny space features a Living Room/Dining Room combo. Air Conditioning in the bedroom and…
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Central heating
  • Deck
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(17)

This is the perfect place to get away without going away. . .

Left on Dec 28, 2011 for a stay in July 2011

I've been coming here for a couple of years now and must say, this apartment feels like a cottage in the country. It has a private entrance. Is minutes from Huntington Village and Heckscher Park. My favorite amenity is it's 20 minutes from Robert Moses State Park/Fire Island Lighthouse. You can have food delivered or can cook a feast fit for a King. I enjoy the free cable to wind down at the …

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$150

2 BR / 2 BA / Sleeps 4

1 / 4

$150

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Incredible Ocean Front Condo w/Wrap Around Terrace

2 BR / 2 BA / Sleeps 4 | Quick view

Details

Incredible Ocean Front Condo w/Wrap Around Terrace, Pool & Parking for Summer!!!! Open & Inviting floor plan with 2 bedrooms, 2 baths, kitchen, living / dining room combo, hardwood floors thru out, w/d in unit. Steps to Beach.. Walk to all!!! Shopping, Restaurants, Lirr!!!! Beds: 1 King Bed, 1 Queen Bed, 1 Sofa Bed
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$321

4 BR / 4 BA / Sleeps 10

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$321

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Southold Waterfront family Home

4 BR / 4 BA / Sleeps 10 | Quick view

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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

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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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    $490

    3 BR / 2 BA / Sleeps 9

    2 Reviews

    $490

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    Stunning Waterfront Home (Sleeps 9) W/ 2 Hot Tubs

    3 BR / 2 BA / Sleeps 9 | Quick view
    “ Excellent ” 2 Reviews

    Details

    Reviews

    (2)

    (30 minutes from the Hamptons. 60 min from NYC) House, 3 Bedrooms + Convertible bed(s), 2 Baths (Sleeps 6-9) 3 Br 2 full bath 2 story home. Vaulted 16 foot ceilings with 5 large skylights. One bathroom has an amazing steam shower and over sized heated whirlpool bathtub with jets for spa-like living. 2 large decks…
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Fireplace
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (2)

    Perfect roomy getaway for girls weekend or couples.

    Left on Jan 09, 2013 for a stay in January 2013

    he pictures only hint at how nice the property actually is--there is big comfortable space downstairs to relax and hang out (we had a group of 6), and it was perfect, especially on a chilly day, to cozy up to the gas fireplace upstairs. The owner was a pleasure to deal with, was very trusting and accommodating, and even included the keys to his wonderful Mercedes to help us get around. The …

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    $1,000

    3 BR / 2 BA / Sleeps 6

    1 / 18

    $1,000

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    Beautiful Beach House- Save 25% w/ March Booking

    3 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Book by March 15, 2015 and Save 25% ***FULL WEEKS ONLY - NO WEEKENDS*** SUMMER 2015 IS JUST AROUND THE CORNER!!!! Spring is approaching - warm, not hot, flowers blooming, peaceful & not packed with day trippers! Enter thru the arbor over the pond & view this beautiful house which is surrounded by numerous…
    • Internet Access
    • Fireplace
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $650

    4 BR / 3 BA / Sleeps 9

    1 / 20

    $650

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    Amazing & Unique Contemporary Beach House in Long

    4 BR / 3 BA / Sleeps 9 | Quick view

    Details

    **Unique**Contemporary- Wide Open Layout - Very Private Rooftop Deck With Sunset And Bay Views. Eat In Kitchen,Separate Dining Area, Living Room W/Wood Burning Fireplace,4 Skylights,Glass Sliders To Terrace W/ Water Views Facing West. Ceiling Fans, Hardwood Floors, Slate Tile Floors And Terrace, Brazilian Hardwood …
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Central heating
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $250

    1 BR / 1 BA / Sleeps 2

    1 / 9

    $250

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    Romantic Luxury Winery Apartment

    1 BR / 1 BA / Sleeps 2 | Quick view

    Details

    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

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    $300

    1 BR / 1 BA / Sleeps 2

    2 Reviews

    $300

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    Twin bedroom shared bath

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

    Details

    Reviews

    (2)

    (email: hidden) Pines Paradise B. is a gay guesthouse in Fire Island Pines, a gay community off the coast of Long Island. We offer spectacular views of the ocean and the bay for both sunset vistas and moonlit nights. The guest house features plenty of private and public space. Whether your idea of relaxation is a …
    • Waterfront
    • Ocean or water views
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (2)

    Perfect for groups---beach mere steps away !!!

    Left on Aug 20, 2014 for a stay in August 2014

    Absolutely the finest rental I've ever found on Fire Island. Joe, the host, makes you feel so welcome with the most spacious and upgraded accommodations and a fantastic food & beverage package that pays for itself in your first two meals! Beautiful linens and towels, flat screen TVs with AppleTV, free wifi, well appointed bathrooms, an open-air shower option plus full indoor bathrooms, as well. …

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    $400

    1 BR / 1 BA / Sleeps 2

    3 Reviews

    $400

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    Queen bedroom private bath

    1 BR / 1 BA / Sleeps 2 | Quick view
    “ Excellent ” 3 Reviews

    Details

    Reviews

    (3)

    (email: hidden) Pines Paradise B. is a gay guesthouse in Fire Island Pines, a gay community off the coast of Long Island. We offer spectacular views of the ocean and the bay for both sunset vistas and moonlit nights. The guest house features plenty of private and public space. Whether your idea of relaxation is a …
    • Waterfront
    • Ocean or water views
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (3)

    Fantastic experience---highly recommended lodging !!!

    Left on Aug 20, 2014 for a stay in July 2014

    Absolutely the finest rental I've ever found on Fire Island. Joe, the host, makes you feel so welcome with the most spacious and upgraded accommodations and a fantastic food & beverage package that pays for itself in your first two meals! Beautiful linens and towels, flat screen TVs with AppleTV, free wifi, well appointed bathrooms, an open-air shower option plus full indoor bathrooms, as well. …

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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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    $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

    Details

    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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    $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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    $750

    4 BR / 1 BA / Sleeps 7

    1 Reviews

    $750

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    Fair Harbor, Fire Island,NY 4 br house by the bay

    4 BR / 1 BA / Sleeps 7 | Quick view
    “ Very Good ” 1 Reviews

    Details

    Reviews

    (1)

    Fair Harbor is on Fire Island in Suffolk county ny.. Imagine a barefoot community with wooden walkways great sandy beaches, great sunsets, wooden walkways... no cars... Sounds like paradise.. less than 2 hours from New york.. so close yet so far away. Our house by the bay is available for weekends, weeks, and …
    • Internet Access
    • Fireplace
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Pet friendly - ask
    • Suitable for children

    Details

    Reviews

    (1)

    Exactly what is needed in a beach rental...

    Left on Jul 04, 2012 for a stay in July 2012

    I've been renting in Fair Harbor for over 20 years. What you need in a Fire Island rental is to be near the ferry, the store but still have and quiet and privacy. You need beach chairs, umbrellas, games and wagons to transport them to the beach or goods from the ferry. You want bikes for exploring and board games and wifi connection if the weather turns bad. This place meets all those needs. …

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    $200

    3 BR / 2 BA / Sleeps 6

    1 / 8

    $200

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    Water View Summer Rental 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

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    $500

    3 BR / 2 BA / Sleeps 6

    1 / 16

    $500

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    Private renovated farmhouse near sea and vineyards

    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

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    $250

    1 BR / 1 BA / Sleeps 4

    2 Reviews

    $250

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    John Andrew's Cottage

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

    Details

    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…

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    $295

    3 BR / 2 BA / Sleeps 6

    1 / 10

    $295

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    2 Bedroom House With Detached Studio, Water Views

    3 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Newly renovated waterfront cottage with detached studio This property consists of two separate buildings, a two bedroom house and a detached studio cottage . From September through June only the studio (sleeps 2) is available for rent. In July and August both the 2 bedroom cottage and the studio rent together. The …
    • Waterfront
    • Internet Access
    • Fireplace
    • Washing Machine
    • Clothes Dryer
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible

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    $250

    4 BR / 2 BA / Sleeps 11

    3 Reviews

    $250

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    Family and Friends in Greenport

    4 BR / 2 BA / Sleeps 11 | Quick view
    “ Excellent ” 3 Reviews

    Details

    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 …
    • Wireless Internet
    • 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 …

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    $186

    3 BR / 2 BA / Sleeps 6

    8 Reviews

    $186

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    Adorable, Updated Farmhouse; Walk to Beach & Town!

    3 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 8 Reviews

    Details

    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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    $300

    2 BR / 2 BA / Sleeps 4

    1 / 3

    $300

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    Beautiful Home 3 Blocks from the Ocean

    2 BR / 2 BA / Sleeps 4 | Quick view

    Details

    Fabulous beach house just steps to boardwalk and ocean. This 2 BR/ 2 Bath house has it all..Renovated kitchen 2 renovated baths. W/D, Central A/C, huge backyard, porch and terrace, Wireless Internet, Cable TV. 2 parking spaces. Reserve now for Winter and Summer 12/13. Beds: 2 Queen Beds
    • 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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    $360

    2 BR / 1 BA / Sleeps 4

    1 / 17

    $360

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    Oceanfront House - 1/2 Share Summer 2015

    2 BR / 1 BA / Sleeps 4 | Quick view

    Details

    Long season in 2 bedroom unit in oceanfront house. Come join us in our fabulous get-a-way from the hustle and bustle of everyday life. This incredible "gay" oceanfront property is nestled in Cherry Grove, Long Island which hosts beautiful white sandy beaches. Sleep to the ocean waves by night and lounge on our …
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Pet friendly
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $450

    3 BR / 2 BA / Sleeps 8

    6 Reviews

    $450

    Inquire

    Waterfront Beach House - Long Island North Shore

    3 BR / 2 BA / Sleeps 8 | Quick view
    “ Excellent ” 6 Reviews

    Details

    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 …

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    $400

    4 BR / 1 BA / Sleeps 7

    1 / 11

    $400

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    4-bedroom home, 7 houses from beach in Ocean Beach

    4 BR / 1 BA / Sleeps 7 | Quick view

    Details

    WE ARE OPEN FOR BUSINESS SUMMER 2015 Thank you for your interest. Town rules require MINIMUM ONE-WEEK RENTALS. This one-level house includes four bedrooms and one bathroom. It is for FAMILIES ONLY, AND NO PETS ARE ALLOWED(sorry, our daughter has serious allergies). Also, for the same reason we have to say no smoking.…
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Suitable for children
    • Suitable for the elderly
    • 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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    $333

    3 BR / 3 BA / Sleeps 7

    1 / 11

    $333

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    Waterledge

    3 BR / 3 BA / Sleeps 7 | Quick view

    Details

    Waterledge is a charming two story house located on a 30 acre waterfront estate in Oyster Bay, 34 miles from Manhattan. The house has a large deck facing the Great Meadow Creek and 100 acre wild bird sanctuary. Waterledge was renovated last winter and has a new kitchen with granite countertops, subzero refrigerator …
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly

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    $200

    1 BR / 1 BA / Sleeps 4

    1 / 23

    $200

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    Brand New Romantic Beach Get Away~ Private beach i

    1 BR / 1 BA / Sleeps 4 | Quick view

    Details

    Gorgeous "BRAND NEW EVERYTHING'' apartment located on same block of private beach (Lido Dunes). This beautifully renovated & newly furnished 1 BR 1 BTH includes all utilities... cable, Wi-Fi internet, new jumbo W/D, new stainless steel appliances, dishwasher, kingsize bed (extra linens), beach pass for you and your …
    • Waterfront
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $500

    4 BR / 2 BA / Sleeps 8

    1 Reviews

    $500

    Book

    Kismet Fire Island - Lovely beach house

    4 BR / 2 BA / Sleeps 8 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    Our wonderful cottage comes with all the expected amenities for the total vacation experience. It has two decks, a large private rear deck and fun smaller front deck for people watchers . Fire Island boasts no private cars in the summer until Sept 15 so the kids have freedom to wander safely after you travel by ferry …
    • Wireless Internet
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

    Details

    Reviews

    (1)

    Clean updated house with all amentities, A/C and great location. Great Beach.

    Left on Aug 12, 2014 for a stay in July 2013

    Great cottage in Kismet - good, convenient location - easy walk to bay/shops, water taxi/ferry & and beach. Property is clean, updated and open. Nice floors and paint colors - very beachy. Outdoor shower is awesome. Huge back deck. Well stocked and has all amenities. 3 decent sized full bedrooms, one smaller bunk room - best for kids only. Kismet can be noisy at night during busy season, so A/C…

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    $917

    5 BR / 3 BA / Sleeps 10

    1 / 34

    $917

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    BEAUTIFUL 5 BEDROOM HOME IN FIRE ISLAND!

    5 BR / 3 BA / Sleeps 10 | Quick view

    Details

    NEWLY RENOVATED--CLOSE TO TOWN--VERY LARGE SIDE YARD--5 BEDROOMS--2 1/2 BATHROOMS--OUTSIDE SHOWER--WASHER/DRYER ROOM--SPACIOUS LVIING ROOM--10 PERSON DINING ROOM TABLE--STAINLESS STEEL APPLIANCES--GRANITE COUNTERTOPS--PILLOW TOP MATTRESSES--OUTSIDE DECK THIS HOUSE IS AVAILABLE FOR THE 2015 SEASON FROM MAY 15TH TO …
    • Internet Access
    • Fireplace
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Pet friendly - ask
    • Suitable for children

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    $725

    3 BR / 2 BA / Sleeps 6

    1 / 21

    $725

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    Fire Island Cottage-3Bed2Bath-NEW

    3 BR / 2 BA / Sleeps 6 | Quick view

    Details

    An ideal spot for a comfortable, peaceful beach vacation. Our charming, newly renovated cottage is located in Lonelyville, on Fire Island a short drive or train ride from New York City. If you've never visited Fire Island you're in for a treat. Close to the city yet a galaxy away. There are no private cars on the …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Fireplace
    • Housekeeping Optional
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $1,500

    4 BR / 4 BA / Sleeps 8

    1 / 16

    $1,500

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    Iconic Oceanfront house in the Fire Island Pines

    4 BR / 4 BA / Sleeps 8 | Quick view

    Details

    Welcome to the Fire Island Pines. A gay community that is friendly to all. Beautiful beaches, great clubs, serenity steps from the beach. A view of the ocean from every room. Great for entertaining, or a quiet repose. All amenities included. A seven minute walk to the harbor. Enjoy a place with no cars, just …
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children

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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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    $315

    2 BR / 1 BA / Sleeps 4

    1 / 2

    $315

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    Cherry Grove Fire Island Beach getaway!

    2 BR / 1 BA / Sleeps 4 | Quick view

    Details

    Sweeping views of th Great South Bay from this 2 BR, 1-1/2 bath gem. Get your friends and your beach towels an think BEACH right now!

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    $500

    3 BR / 2 BA / Sleeps 7

    1 / 12

    $500

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    Fire Island summer get-away 2015

    3 BR / 2 BA / Sleeps 7 | Quick view

    Details

    Bright, charming 3-bedroom house (one room with queen, two rooms with two twins and futon in living room) with roof-top deck, 2 full bathrooms, outdoor shower, gas grill, flat screen TV w/ DISH, wifi internet, all the usual amenities. we are 1/2 way between the beach and bay. Weeks go from Friday - Friday. more pix …
    • Ocean or water views
    • Internet Access
    • Fireplace
    • Housekeeping Optional
    • Washing Machine
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible

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    $250

    2 BR / 1 BA / Sleeps 4

    1 Reviews

    $250

    Book

    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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    $300

    1 BR / 1 BA / Sleeps 2

    1 Reviews

    $300

    Book

    Full bedroom shared bath

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

    Details

    Reviews

    (1)

    (email: hidden) Pines Paradise B. is a gay guesthouse in Fire Island Pines, a gay community off the coast of Long Island. We offer spectacular views of the ocean and the bay for both sunset vistas and moonlit nights. The guest house features plenty of private and public space. Whether your idea of relaxation is a …
    • Waterfront
    • Ocean or water views
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    Definitely a stay I'd do again!

    Left on Aug 15, 2014 for a stay in August 2014

    So comfortable and peaceful! Living a NYC you can get amped up by the tiniest thing... And believe me, I tried to keep working when I got there, but Joe and the other guests got me into a calm place and the rest of my stay was about good food, laying out on the beach and random walks around the island.

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    $275

    4 BR / 2 BA / Sleeps 8

    1 / 21

    $275

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    Renovated North Fork Home Close to Beach& Wineries

    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

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    $300

    4 BR / 2 BA / Sleeps 6

    1 / 24

    $300

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    Mattituck-Wines and Waves

    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

    PreviousNext property

    $343

    2 BR / 1 BA / Sleeps 6

    2 Reviews

    $343

    Book

    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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    $300

    1 BR / 4 BA / Sleeps 2

    4 Reviews

    $300

    Book

    Fire Island Pines Retreat

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

    Details

    Reviews

    (4)

    Welcome to Fire Island Pines Retreat. We are a gay guesthouse on Fire Island Pines, a gay community off the coast of Long Island. We pride ourselves on offering extremely comfortable accommodations at reasonable prices, and look forward to welcoming you to Fire Island Pines. Our home is very modern, featuring …
    • Waterfront
    • Ocean or water views
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (4)

    REVIVE IN PARADISE; THE MOST BEAUTIFUL STAY IN THE PINES

    Left on Jul 30, 2014 for a stay in July 2014

    Absolutely the finest rental I've ever found on Fire Island. Joe, the host, makes you feel so welcome with the most spacious and upgraded accommodations and a fantastic food & beverage package that pays for itself in your first two meals! Beautiful linens and towels, flat screen TVs with AppleTV, free wifi, well appointed bathrooms, an open-air shower option plus full indoor bathrooms, as …

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    $1,200

    4 BR / 3 BA / Sleeps 8

    1 Reviews

    $1,200

    Book

    Spect. 4 bd, 3 bth oceanft. house, Fire Island, NY

    4 BR / 3 BA / Sleeps 8 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    Contemporary furn. beach house steps to ocean, 5 mins to bay. Ideal for two families, Accomodates 8 persons inc. children. No groups! Hose features oudtoor shower, gas grill, two decks, gas grill, flat screen tv,dvd,vcr. fully equipped kitchen, washer, dryer, wireless internet avail. Tranquil family community, …
    • Deck
    • Books
    • Satellite or cable TV
    • Television
    • DVD Player
    • Pet friendly
    • Suitable for children - ask

    Details

    Reviews

    (1)

    Beautiful house on the beach

    Left on Jul 12, 2010 for a stay in July 2010

    I had a wonderful time staying at this property, just steps from the beach in Dunewood. The house was roomy and comfortable, and it was so great to be able to walk just a few steps to get to the ocean. My wife and baby daughter also enjoyed themselves tremendously. I can't wait to visit again.


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