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$500

4 BR / 2 BA / Sleeps 8

3 Reviews

$500

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We Think it's Better Than the Hamptons

Kings Park house
4 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

This house overlooks the Nissequoge River near where it enters Long Island Sound. There is a nice yard, big trees and immediate access to the water. Bring your canoe or kayaks or rent them locally. The house is ideally located for day trips to all other Long Island locations including the Hamptons and to New York…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(3)

It was great and I am sure we will come back.

Left on Aug 20, 2010 for a stay in July 2010

This vacation home is really nice. You have a good view. There was plenty of space inside and outside so that the children could play and were happy. There was nothing missing. Everything was clean.

It was a wonderful vacation and all of us want to come back.

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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

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

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$295

3 BR / 2 BA / Sleeps 6

2 Bedroom House With Detached Studio, Water Views - Long Island vacation rentals
1 / 10

$295

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2 Bedroom House With Detached Studio, Water Views

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

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Newly renovated waterfront cottage with detached studio This property consists of two separate buildings, a two bedroom house with Queen, two twins with pullout beds and the detached studio cottage with queen bed . From September through June only the studio (sleeps 2 + cot for child) is available for rent. In …
  • 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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$299

2 BR / 2 BA / Sleeps 6

Luxurious Waterfront Condo at The Cliffside Resort - Long Island vacation rentals
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

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$572

3 BR / 2 BA / Sleeps 6

2 Reviews

$572

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Oceanfront Contemporary House - Fire Island

Fire Island house
3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

Located in Lonelyville, Fire Island. Magnificent views - the best of the best, contemporary house built in the 90's. Rated one of the ten best island beaches in USA . Car free island, only bicycles. A safe place for children. Only 1 hour, 10 minutes by train, car or private van to ferry dock from New York City, or 15…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - over five
  • Suitable for the elderly

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Reviews

(2)

Wonderful views

Left on May 24, 2010 for a stay in June 2009

Fire Island is a place lost in time. Imagine a place without automobiles and the
deer roaming free on the island not afraid of humans. This very comfortable
house, it is well situated – right on the edge of a sand dune facing the ocean
with 180-degree unobstructed views. I would rent this house again in a
heartbeat.

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$400

4 BR / 3 BA / Sleeps 10

1 Reviews

$400

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Waterviews From Every Window ~ Webby's Beach House

Center Moriches condo
4 BR / 3 BA / Sleeps 10 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

THERE ARe NO Prom parties or people under age 25 allowed to rent ~ Sorry!! The neighbors are very close and this is a very peacful neighborhood. PLEASE READ ENTIRE LISTING FOR PRICING ! SEND ME AN MESSAGE AND I WILL RESPOND WITH A PRICE QUOTE. DO NOT SEND A RESERVATION REQUEST. THANK YOU! Summer 2015 prices are: $…
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Fireplace
  • Housekeeping Optional
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(1)

Beautiful Experience

Left on Jul 07, 2014 for a stay in June 2014

The pictures certainly do not do this house justice, it is far more impressive and larger in person. The pool table is a great crowd pleaser and the marble table is delightful as well. Definitely would recommend to large groups as the house is extremely spacious. An additional bedroom downstairs ensures extra privacy for specific guests if needed. Had no issues getting security deposit returned …

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$58

3 BR / 2 BA / Sleeps 6

1 Reviews

$58

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3BR/2BA- Private Heated Pool Steps to Moriches Bay

Remsenburg house
3 BR / 2 BA / Sleeps 6 | Quick view
“ Very Good ” 1 Reviews

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Reviews

(1)

DISCOUNTS AVAILABLE FOR REMAINING WEEKS: June 16th - 30th, July 7th - 14th Easy summer living at this bright contemporary ranch located steps from Moriches bay in Westhampton/Remsenburg. Open kitchen- dining area, living room with fireplace, 3 bedrooms, 2 baths, central air conditioning, and a private yard with a …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

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Reviews

(1)

Green an Quiet

Left on Jun 14, 2014 for a stay in June 2014

We have rented the house for a long week. The contact with Christine was excellent. The info and the keys were all where they should be. The house is clean even for German standards. The neighbourhood is quiet with squirrels and mondane like in all the Hamptons (it is an expensive part of US). The pool is nicely sized so you can do a bit of swimming. The bay access is a block away but unusable …

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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

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

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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

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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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$500

4 BR / 4 BA / Sleeps 8

2 Reviews

$500

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Historic Vineyard Farmhouse with private beach

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

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Reviews

(2)

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

(2)

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 …

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$215

4 BR / 2 BA / Sleeps 11

3 Reviews

$215

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Family and Friends in Greenport

Greenport house
4 BR / 2 BA / Sleeps 11 | Quick view
“ Excellent ” 3 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 …
  • Wireless Internet
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

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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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$250

1 BR / 1 BA / Sleeps 4

2 Reviews

$250

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John Andrew's Cottage

Southold cottage
1 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 2 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…

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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

Ocean Beach house
4 BR / 1 BA / Sleeps 7 | Quick view

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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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$450

3 BR / 2 BA / Sleeps 8

6 Reviews

$450

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Waterfront Beach House - Long Island North Shore

North Fork house
3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 6 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 …

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$850

5 BR / 2 BA / Sleeps 13

1 / 8

$850

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4 Clipper Rd

Ocean Beach house
5 BR / 2 BA / Sleeps 13 | Quick view

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The PERFECT beach vacation! This 5BR/2.5BA house is located in the best part of Ocean Beach - the heart and soul of Fire Island. Located steps from ocean and a short walk to town, this house is a favorite rental for bachelorettes, college reunions or just a stress free beach getaway with friends and family. Ocean …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Pet friendly - ask
  • Suitable for children

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$450

4 BR / 2 BA / Sleeps 8

1 / 6

$450

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Oceanfront Beach House in Ocean Beach, Fire Island

Ocean Beach house
4 BR / 2 BA / Sleeps 8 | Quick view

Details

Amazing house located steps from the beach in Ocean Beach, Fire Island has availability for summer 2015. We are renting weekends and midweeks. The house has stunning ocean views that can be seen from the deck as well as inside the house. Wake up to the sound of the waves and enjoy time in the sand, sun and surf. …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • 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

Cherry Grove house
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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$286

3 BR / 3 BA / Sleeps 7

1 / 20

$286

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Westover - sunny estate cottage with beach access

Oyster Bay house
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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$400

5 BR / 11 BA / Sleeps 10

1 / 18

$400

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2 Stories Water View House

Seaford house
5 BR / 11 BA / Sleeps 10 | Quick view

Details

Newly renovated 2 stories 5 bedroom (2 ensuite). Excellent for large family. • Large yard with huge driveway for 6 cars. • 2-1/2 car electric eye garage. • Fenced yard with exterior lights. • Large deck in the rear yard. • New roof. • New Andersen thermo pane windows thought out. • 3 sky lights in den …
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children

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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

Southold condo
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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$280

4 BR / 10 BA / Sleeps 8

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

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$95

1 BR / 1 BA / Sleeps 4

1 / 22

$95

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Private apartment nr NY city - all incl & no share

Long Beach house
1 BR / 1 BA / Sleeps 4 | Quick view

Details

This is a private, clean, quiet and beautiful apartment which allows for unwinding and relaxation in a completely private space one floor up. It is all inclusive which means no sharing common areas such as kitchen and bathroom. Kitchen: Fully equipped kitchen with new granite countertops with all equipment …
  • Waterfront
  • Wireless Internet
  • A/C or climate control
  • Central heating
  • Parking
  • Suitable for children

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$450

2 BR / 1 BA / Sleeps 5

1 / 5

$450

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Charming country cottages

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

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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

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

Details

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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$350

2 BR / 1 BA / Sleeps 7

1 / 4

$350

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Soundfront 1910 Rustic Secluded Cottage

Peconic 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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$286

3 BR / 3 BA / Sleeps 7

1 / 11

$286

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Waterledge, sunny estate cottage with beach access

Oyster Bay house
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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$450

3 BR / 4 BA / Sleeps 8

1 / 13

$450

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Chubby's Beach House

Wading River house
3 BR / 4 BA / Sleeps 8 | Quick view

Details

Most guest are regulars but we do have few dates available each year. This stunning beach home is magnificent, located right on the beach. Our Home was remodeled in 1997, and freshly painted this year 2012, 2 Full baths, Full kitchen/dining area and family room. Has 3 bedrooms but front ocean view room has queen size …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Suitable for children

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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

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

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$250

2 BR / 1 BA / Sleeps 6

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

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$286

2 BR / 2 BA / Sleeps 6

1 / 19

$286

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Classic North Fork Farmhouse

Jamesport farmhouse / barn
2 BR / 2 BA / Sleeps 6 | 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
  • Porch
  • Pet friendly - ask
  • Suitable for children

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$300

1 BR / 1 BA / Sleeps 2

2 Reviews

$300

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Twin bedroom shared bath

Fire Island Pines condo
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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$190

2 BR / 1 BA / Sleeps 4

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

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$300

3 BR / 2 BA / Sleeps 9

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

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$80

1 BR / 1 BA / Sleeps 2

1 / 16

$80

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Ground floor sunlit apt. in great area!

Huntington condo
1 BR / 1 BA / Sleeps 2 | Quick view

Details

Ground floor of hi ranch includes large LR/kitchen combo and separate BR. Fully furnished with brand new queen sized bed with Simmons beauty rest 12" mattress! There is also a pullout couch, new flooring, etc. You will have key to house & separate apt. to come & go as you please. In season there is a …
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Central heating
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask

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$1,300

5 BR / 4 BA / Sleeps 9

1 / 6

$1,300

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Lovely Hampton Estate

Remsenburg villa
5 BR / 4 BA / Sleeps 9 | Quick view

Details

19th Century house on 3 acres of gardens and fields. Traditional styling has been infused with modern touches and updates. Cook's professional kitchen, central air conditioning, jacuzzi, steam shower, heated swimming pool, internet and multi-room music system. Close to beach and recreation facilities.
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

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$375

4 BR / 2 BA / Sleeps 8

1 Reviews

$375

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Kismet Fire Island - Lovely beach house

Kismet 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!

Ocean Beach house
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

Fair Harbor cottage
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

Fire Island Pines house
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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$450

3 BR / 1 BA / Sleeps 6

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

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$325

2 BR / 2 BA / Sleeps 4

1 / 5

$325

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Sannino Vineyard Bed & Breakfast

Cutchogue B&B
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!

Cherry Grove house
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 / 8

$500

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Fire Island summer get-away 2015

Fair Harbor house
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

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Lake House in Natural Setting Near L.I. Wineries

Southold house
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

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Full bedroom shared bath

Fire Island Pines condo
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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$250

3 BR / 2 BA / Sleeps 7

1 / 15

$250

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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

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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

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

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$275

4 BR / 2 BA / Sleeps 6

1 / 24

$275

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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

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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

Southold house
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

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Fire Island Pines Retreat

Fire Island Pines condo
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

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

Fire Island house
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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