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$249

2 BR / 2 BA / Sleeps 6

2 Reviews

$249

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Waterfront Condo C204 at The Cliffside Resort

Greenport condo
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

Overview: Waterfront Water's Edge suite, Suite C-204, accommodates up to 6 guests (see below) with two bedrooms and two bathrooms located on the North Fork of Long Island at The Cliffside Resort Condominiums in Greenport, New York. Quoted rental rates include all taxes. Details: Offered by Tocaro Realty, visit our …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(2)

Great location and accommodation

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

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

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$175

2 BR / 1 BA / Sleeps 4

1 Reviews

$175

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Historic White Blossom House - Circa 1830 Cottage

Southold cottage
2 BR / 1 BA / Sleeps 4 | Quick view
Excellent1 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 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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$175

2 BR / 1 BA / Sleeps 4

1 Reviews

$175

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Historic White Blossom House - Circa 1830 Apartmen

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

Details

Reviews

(1)

Come listen to the bands while tasting the local wines (See local vineyards and events). Walk to Southold Village or Beautiful Bay Beaches or just relax on your own patio while overlooking green lawns and mature trees. On the sought after 'Bayside' of the North Fork In the heart of the North Fork Wine Country and …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(1)

Cozy and comfortable stay

Left on Oct 14, 2014 for a stay in October 2014

Mark & Mona's historic apartment was a delight. It was small but cozy and clean. Our only surprise was that we didn't realize the bathroom was located inside one of the bedrooms, making it slightly uncomfortable for one of the couples.

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

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$295

3 BR / 1 BA / Sleeps 6

11 Reviews

$295

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Waterfront North Fork Sunny Home

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

Details

Reviews

(11)

Bright private sunny renovated three bedroom waterfront house on private street adjoining Arshamamague Pond. The sun is out and all we need is you to complete the picture. Join us at our three bedroom one bath renovated house. Private waterfront. Central AC. Beautiful hardwood floors and custom light fixtures. …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(11)

the property is charming and the hosts delightful and helpful

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

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

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$225

3 BR / 1 BA / Sleeps 5

2 Reviews

$225

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waterview house. rocky point. long island.New york

Rocky Point house
3 BR / 1 BA / Sleeps 5 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

Quaint 3 bedroom, 1 bath home, with beautiful views of the long island sound and Connecticut from the kitchen, dining area, bedroom, and back yard. Central air conditioning, cable, internet, phone. electric stove, fireplace, lovely enclosed front porch, large backyard, big gas barbeque grill. 3 minute walk to private …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Central heating
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Charming, relaxing and soooo....comfortable!

Left on Jul 15, 2014 for a stay in July 2014

Our first time on eastern Long Island - the trip out from the hectic pace of NYC slowly turns from urban to beautiful parkland, finally ending at quaint Rocky Point LI. The home is easy to get to from the highway, and once there we were greeted by the wonderful breezes off Long Island sound moving through the leaves of the property's many old shade trees. The owner, Patty greeted us with high …

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$350

4 BR / 3 BA / Sleeps 8

1 Reviews

$350

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Peconic Perfection: Spacious, Comfortable, NF Cent

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

Details

Reviews

(1)

A 4 bedroom home, located in Peconic, steps from a private, white sand Bay beach. Relax with long walks on serene beach, fish, bike, tour wineries, enjoy the bounty of land and sea, and unwind in your quiet surroundings. Our house is a large, comfortable, family-equipped 4 bedroom, 3 bath ranch with a screened-in …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Spacious, centerally located!

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

Rented the house for the weekend. Miles from wineries and near by towns.

House was very spacious, one hallway of 3 bedrooms. It was nice that the bedrooms were away from the kitchen.

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

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$500

3 BR / 2 BA / Sleeps 5

1 Reviews

$500

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Historical Orient Pt. Beach Cottage

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

Details

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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$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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$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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$250

1 BR / 1 BA / Sleeps 2

1 / 6

$250

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Fabulous cabana on the beach near NYC

Fire Island Pines cabin
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 and …
  • 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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$150

2 BR / 1 BA / Sleeps 6

1 Reviews

$150

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Cutchogue Beach Cottage

Cutchogue cottage
2 BR / 1 BA / Sleeps 6 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

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

Details

Reviews

(1)

Adorable Beach Cottage Even in Winter

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

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

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$249

4 BR / 3 BA / Sleeps 8

2 Reviews

$249

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North Fork House with Private Beach Access

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

Details

Reviews

(2)

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

Details

Reviews

(2)

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

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

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

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

The kitchen is very well …

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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!

Southold house
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent8 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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$600

6 BR / 5 BA / Sleeps 14

2 Reviews

$600

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Bellport Landing, Historic 1800's INN on Main St

Bellport house
6 BR / 5 BA / Sleeps 14 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

We are pleased to offer 'Bellport Landing', a gracious 1880's home located in the heart of Bellport Village. Bellport Landing offers all the beauty and charm that you would expect to find in a historic/antique home, plus modern conveniences, such as wifi and flatscreen TV's. Featuring six bedrooms and five bathrooms…
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(2)

Pure Magic

Left on Jun 23, 2014 for a stay in June 2014

Bellport is an absolutely magical place - a real find. As visitors from the UK we were utterly spellbound by its old world and understated charms - such a perfect respite from the hurly burly of New York City and much of Long Island.

The house is an absolute treasure - my extended family of three generations were so taken with the place, and Sue and Steve were a delight to deal with. The …

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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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$495

5 BR / 3 BA / Sleeps 14

1 / 13

$495

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North Fork Loft - Perfect for Wine & Food Weekends

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

Details

The Space The New York TImes Real Estate Section on Sunday, Feb. 9th, 2014, talked about the multi-million dollar homes being built in the Hamptons. The article said, "The look of the homes is evolving: modern is making a comeback, but modern in the guise of barnlike. 'The modern barn is the Hampton equivalent of a …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children - ask
  • Suitable for the elderly - 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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$300

3 BR / 2 BA / Sleeps 6

1 / 15

$300

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

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

Details

3 bedrooms, 2 full bathrooms, sleeps 6 Pristine, year round, vacation getaway, within short walk to two white, sandy, Sound beaches. Nestled in the North Fork wine country, this home away from home is everything you need to make your stay memorable. A very comfortable, clean, smoke free home. Beautiful, all wood …
  • Suitable for children
  • Suitable for the elderly

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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
Excellent1 Reviews

Details

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

Details

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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$500

4 BR / 2 BA / Sleeps 8

2 Reviews

$500

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Adorable home with Large PRIVATE deck

Kismet house
4 BR / 2 BA / Sleeps 8 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

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

(2)

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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$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
Excellent2 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

Fire Island Pines condo
1 BR / 1 BA / Sleeps 2 | Quick view
Excellent3 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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$400

1 BR / 1 BA / Sleeps 4

1 / 17

$400

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Cherry Grove Oceanfront with Heated Pool

Cherry Grove house
1 BR / 1 BA / Sleeps 4 | Quick view

Details

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 swim in our heated pool by day. Oversized modern kitchen, Private BBQ on…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Pet friendly
  • Suitable for the elderly
  • Wheelchair accessible

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$470

3 BR / 2 BA / Sleeps 8

6 Reviews

$470

Inquire

Waterfront Beach House - Long Island North Shore

North Fork house
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent6 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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$215

4 BR / 2 BA / Sleeps 11

3 Reviews

$215

Inquire

Family and Friends in Greenport

Greenport house
4 BR / 2 BA / Sleeps 11 | Quick view
Excellent3 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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$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
Terrible1 Reviews

Details

Reviews

(1)

This ranch house is beautifully located on a freshwater lake in the heart of Long Island's wine country, just minutes from the beach. Enjoy abundant bird life in a garden setting. The lake is perfect for swimming, fishing, kayaking or canoeing. Swimming in Long Island Sound is just six blocks away at Kenney's Beach. …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Outdoor Dining Area
  • Garden
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Dark, mildewy, musty, depressing

Left on Sep 02, 2012 for a stay in July 2012

The photos in the add looked good, particularly the garden and the proximity of the lake. We rented the place for four days. When we arrived, the first thing that struck us was the awful smell of mildew. The whole house smelled old and musty, like it hadn't been aired in a very long time. We were told by the owner (who lives in Oakland, CA,) that a neighbor would clean the property before we …

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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
Excellent2 Reviews

Details

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

Details

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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$250

1 BR / 1 BA / Sleeps 2

1 / 9

$250

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Romantic Luxury Winery Apartment

Jamesport condo
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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$543

5 BR / 3 BA / Sleeps 11

1 / 68

$543

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Who Needs The Hamptons? Tropical Beach And Golf P

Lido Beach house
5 BR / 3 BA / Sleeps 11 | Quick view

Details

PLEASE SEE HOMEAWAY (LISTING # 323667) AND VRBO FOR OUR 18 5STAR REVIEWS!!! We allow up to 1 more visitor for a total of "12" for additional rental charges. After an 8 year continuous, home renovation, a group of up to 12 can experience this remarkable 3,000 square foot perfectly situated within 2 minutes drive …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$250

2 BR / 1 BA / Sleeps 6

1 / 4

$250

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Soundfront 1910 Rustic Secluded Cottage

Peconic cottage
2 BR / 1 BA / Sleeps 6 | 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
  • Patio
  • Parking
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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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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$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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$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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$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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$400

4 BR / 4 BA / Sleeps 8

1 / 8

$400

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Fire Island Pines, NY Luxury Home

Fire Island Pines house
4 BR / 4 BA / Sleeps 8 | Quick view

Details

Beautiful, new contemporary 4 bed/4.5 bath house in Fire Island Pines available for weekly rentals Fall of 2014 and all of 2015. Ocean views, roof deck, swimming pool, hot tub, roof deck, 30 second walk to the beach! Completely stocked gourmet kitchen, grill, stainless appliances, gas cooking, ice maker, 2 …
    • Pet friendly - ask
    • Suitable for children - 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

    Sayville house
    3 BR / 2 BA / Sleeps 9 | Quick view
    Excellent2 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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    $500

    4 BR / 4 BA / Sleeps 8

    2 Reviews

    $500

    Inquire

    Historic Vineyard Farmhouse with private beach

    Southold house
    4 BR / 4 BA / Sleeps 8 | Quick view
    Excellent2 Reviews

    Details

    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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    $299

    2 BR / 2 BA / Sleeps 6

    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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    $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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    $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
    Excellent1 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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    $409

    2 BR / 2 BA / Sleeps 6

    24 Reviews

    $409

    Inquire

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

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

    Details

    Reviews

    (24)

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

    Details

    Reviews

    (24)

    In general I would...

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

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

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    $489

    2 BR / 2 BA / Sleeps 6

    30 Reviews

    $489

    Inquire

    Cliffside Resort Greenport Luxurious Waterfront Condo- with Pool!

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

    Details

    Reviews

    (30)

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

    Details

    Reviews

    (30)

    The Perfect Stay

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

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

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    $225

    2 BR / 2 BA / Sleeps 4

    7 Reviews

    $225

    Inquire

    2BR Beach House, on the Beach Private Upscale kayaks Jacuzzi swimming vineyards The Dunes

    Rocky Point house
    2 BR / 2 BA / Sleeps 4 | Quick view
    Excellent7 Reviews

    Details

    Reviews

    (7)

    This breathtaking seaside cottage neighbors a 50 acre preserve with trails that lead to scenic views along the bluffs. This house was originally a boathouse that was pulled up from the beach and put onto a lot that was carved out of a huge sand dune. It has been completely renovated with an open air shower, fire pit, …
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Pet friendly
    • Smoking allowed - ask
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (7)

    Romantic Getaway

    Left on Jun 08, 2013 for a stay in June 2013

    I rented this house for a romantic getaway with my boyfriend and it did not disappointment. While the beach was rocky, wearing flip-flops fixed that problem. The views on the beach and from the bedroom balcony looking out over the ocean were amazing and perfect while sipping a cocktail. The interior and exterior was pristine upon arrival, plenty of linens towels and hand soap. In addition, the …

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    $295

    2 BR / 1 BA / Sleeps 4

    1 Reviews

    $295

    Inquire

    Beach House In Wine Country; Huge Sun Room

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

    Details

    Reviews

    (1)

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

    Details

    Reviews

    (1)

    Perfect

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

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

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    $343

    2 BR / 1 BA / Sleeps 6

    2 Reviews

    $343

    Book

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

    Southold house
    2 BR / 1 BA / Sleeps 6 | Quick view
    Excellent2 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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    $400

    3 BR / 3 BA / Sleeps 12

    3 Reviews

    $400

    Inquire

    Beach House All Year, Wine tasting North Fork near Hampton Sleeps 12 The Diana

    Wading River house
    3 BR / 3 BA / Sleeps 12 | Quick view
    Excellent3 Reviews

    Details

    Reviews

    (3)

    This luxurious 3 Bedroom beach house is among our most desirable homes. This home was just rebuilt and is only 2 years old. It's a 3 bedrooms and sleeps 12 people with a sofa bed. This house is beautifully decorated with fine furniture 1 bedroom with queen size bed and bathroom. The second bedroom has 3 full beds with…
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Pet friendly
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (3)

    A Little Bit of Heaven

    Left on Jun 04, 2013 for a stay in May 2013

    Had the best time at the beautiful Diana! The beach house was equipped with everything we could possibly need for the week. There were beautiful new bathrooms and a great kitchen with the most fabulous view of the beach. The location is the most serene and peaceful place. We are happy to recommend this house to anyone. This was our third time in Wading River and it will certainly not be our …

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    $325

    2 BR / 1 BA / Sleeps 5

    1 / 14

    $325

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    Southold Beach House - The Lighthouse Cottage

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

    Details

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

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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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    $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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    $250

    3 BR / 2 BA / Sleeps 7

    1 / 12

    $250

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    Luxury Beach House for the Price of a Hotel Room

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

    Details

    Our immaculate waterview beach house is located in a beach and boating community in Southold, New York, only a mile from the historic village of Greenport. It's the perfect place to relax and take in the North Fork's pristine beaches, award-winning wineries, antique shops, art galleries, and many other attractions…
    • Internet Access
    • Fireplace
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
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