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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

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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

Historic White Blossom House 1830  -  Upstairs Apa - Long Island vacation rentals
1 / 19

$150

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Historic White Blossom House 1830 - Upstairs Apa

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

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

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$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

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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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$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
Excellent4 Reviews

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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

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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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$409

2 BR / 2 BA / Sleeps 6

24 Reviews

$409

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

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

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Reviews

(24)

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

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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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$400

4 BR / 1 BA / Sleeps 10

1 Reviews

$400

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Real True beach House Visit Wineries swimming kayak Bachelorette Party The Stephen

Wading River house
4 BR / 1 BA / Sleeps 10 | Quick view
Very Good1 Reviews

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Reviews

(1)

This beach house has panoramic views and a large wrap around deck, with a screened in porch. Full kitchen, full bath, outdoor shower. Your true beach house! Directly in the sand. This home is a 4 bedroom Beach House with an additional queen size sofa bed and roll away beds if needed. It is perfectly located near …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Outdoor Dining Area
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(1)

Stayed at the Steven

Left on Aug 06, 2013 for a stay in July 2013

Had a great family vacation at the Steven at Wading River. Spectacular views. Practically private beach.
This was our second year and we will definitely be going back.

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$489

2 BR / 2 BA / Sleeps 6

30 Reviews

$489

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Cliffside Resort Greenport Luxurious Waterfront Condo- with Pool!

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

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Reviews

(30)

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

Details

Reviews

(30)

The Perfect Stay

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

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

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$225

2 BR / 2 BA / Sleeps 4

7 Reviews

$225

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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

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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

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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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$175

1 BR / 1 BA / Sleeps 4

5 Reviews

$175

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1BR Luxury Beach Cottage Wineries Hampton North fork All Year 5 min Wineries Hamptons

Wading River house
1 BR / 1 BA / Sleeps 4 | Quick view
Excellent5 Reviews

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Reviews

(5)

1 Br Beach Cottage Sleeps 4, 1Full bath, Fully equipped kitchen w/Appliances Brand new affordable beach cottage guest house, located directly on the beach! This stunning 1 Br beach guest house is magnificently located right on the beach, with a large patio/deck with a large BQ lounge chairs and outdoor dining area for…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Outdoor Dining Area
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(5)

Bachlorette Weekend

Left on Sep 13, 2012 for a stay in September 2012

Everything turned out great! Everyone fell in love with the house, couldn't stop talking about how gorgeous and spacious it was. Most importantly the bride was floored! The entire weekend was a surprise for her and somehow we managed to keep it a secret.

We had everything we needed right under our fingertips and this made for a carefree, totally laid back experience. Wine tasting was …

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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
Excellent2 Reviews

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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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$295

2 BR / 1 BA / Sleeps 4

1 Reviews

$295

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Beach House In Wine Country; Huge Sun Room

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

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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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$300

4 BR / 2 BA / Sleeps 10

5 Reviews

$300

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Beach House amazing views large deck visit wineries bachelorette The Stella

Wading River house
4 BR / 2 BA / Sleeps 10 | Quick view
Excellent5 Reviews

Details

Reviews

(5)

This 4 bedroom beach house sleeps 10 (we also have a guest house available across the way, that can sleep 4 more, please inquire) This beach house is available year round and has a 3 tier deck where you can enjoy panoramic views of the Long Island Sound. You can even have a lobster bake or Catering delivered by one of…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(5)

Great Girls Weekend - 2nd timers!

Left on Aug 13, 2013 for a stay in August 2013

This was our second year renting with these owners - and we will be back! Everything we could possibly need was provided for us - towels, sun tan lotion, pillows, etc. All we needed was our bathing suits! The house had a great patio right outside the door facing the ocean - we joked all weekend feeling like we were in Hawaii! It was a gorgeous view for sunset and had bright blue skies with …

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$175

2 BR / 1 BA / Sleeps 5

3 Reviews

$175

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

Wading River house
2 BR / 1 BA / Sleeps 5 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

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

Details

Reviews

(3)

Great House and Great Service

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

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

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$700

6 BR / 4 BA / Sleeps 12

5 Reviews

$700

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Luxurious, Beachfront, Real Beach House All Year 5 min Wineries Hamptons

Wading River house
6 BR / 4 BA / Sleeps 12 | Quick view
Excellent5 Reviews

Details

Reviews

(5)

This 6 Bedroom luxury Beach House is located directly on the beach. This home is a perfect location for bachelorette parties, family reunions, and couple's retreats. You can visit the great Long Island wineries, golf . This luxurious 6 Bedroom beach house is among our most desirable homes. This home is 6 bedrooms and …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(5)

Bachlorette Weekend

Left on Sep 13, 2012 for a stay in September 2012

Everything turned out great! Everyone fell in love with the house, couldn't stop talking about how gorgeous and spacious it was. Most importantly the bride was floored! The entire weekend was a surprise for her and somehow we managed to keep it a secret.

We had everything we needed right under our fingertips and this made for a carefree, totally laid back experience. Wine tasting was …

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$400

3 BR / 1 BA / Sleeps 10

2 Reviews

$400

Inquire

Luxury Beachfront Beach House Avail All Year 5 Min Wineries Hamptons The Sound View

Wading River house
3 BR / 1 BA / Sleeps 10 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

This home was just rebuilt this summer. This house is beautifully decorated with fine furniture, 2 bedrooms with queen size beds and bathroom. The other bedroom has 2 full beds. When you leave the bedrooms and enter into the great room, there are windows all around looking out to the water and your large wrap around …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

WOW!!

Left on Oct 21, 2014 for a stay in October 2014

WOW!! We had such a great experience with Virginia and Debbie! They were very kind, flexible and attentive to our needs. They had another property that was available nearby and gave us an amazing deal on the upgrade (Sound View). We were blown away by how nice the property was. Everything was very clean and well thought out. The house was fully stocked with everything we needed. They really do a …

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$600

5 BR / 3 BA / Sleeps 12

2 Reviews

$600

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New Luxury Beach House Amazing Views Vineyards Bachelorette party hamptons The Queen Vic

Wading River house
5 BR / 3 BA / Sleeps 12 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

Spectacularly furnished luxurious 5 bedroom Beach House on the beach. This high end one of a kind home has everything you need for a holiday to remember. Perfect home for a family reunion or get together or a bachelorette or all girl weekend getaway or couples retreat. Come and visit this beach house with comfy white …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Amazing property, Amazing Views!

Left on Jan 23, 2015 for a stay in July 2014

We rented the Queen Vic on our second trip to Wading River. Our party included grandparents and a toddler. The Queen Vic was perfect - spacious, clean, updated, with a great screened in porch. The open and comfy living room was perfect for just hanging out, and the large dining table, open to the kitchen, made family meals easy and enjoyable. It has a large deck on the first level, which was …

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$400

3 BR / 3 BA / Sleeps 12

3 Reviews

$400

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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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$350

3 BR / 2 BA / Sleeps 8

1 / 16

$350

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Greenport Village Home Walking Distance to All

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

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

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$300

2 BR / 2 BA / Sleeps 4

1 / 8

$300

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Greenport Village Walking Distance to All

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

Details

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

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$300

4294967295 BR / 2 BA / Sleeps 4

1 / 4

$300

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Studio with Ocean View

Lido Beach studio
2 BA / Sleeps 4 | Quick view

Details

This apartment is in a Great location, just steps to beach and boardwalk. Fully furnished, close to Long Island Railroad, restaurants and night life. Includes, electric, cable, internet and phone. All you need is is your clothes. and bathing suit to enjoy the summer in beautiful Long Beach. Email me for more …
  • Wireless Internet
  • A/C or climate control
  • Garden
  • Grill
  • Linens Provided

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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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$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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$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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$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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$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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$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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$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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$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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$833

5 BR / 3 BA / Sleeps 8

1 / 12

$833

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Incredible Ocean Front Contemporay Beach House

Long Beach house
5 BR / 3 BA / Sleeps 8 | Quick view

Details

Summer Rental!!! Incredible Ocean Front Contemporary Beach House In East End of Long Beach!! Open & Inviting Floor Plan With 5 Bedrooms, 3 Baths, Kitchen, Living / Dining Room Combo, Hardwood Floors Thru Out, Terrace, W/D In Unit, Parking. Steps To Beach!!! Beds: 1 King Bed, 8 Twin Beds
  • Waterfront
  • Ocean or water views
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$2,000

3 BR / 3 BA / Sleeps 6

1 / 24

$2,000

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NYC SUMMER GETAWAY, BEACHFRONT Home!

Long Beach house
3 BR / 3 BA / Sleeps 6 | Quick view

Details

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

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$200

3 BR / 2 BA / Sleeps 6

1 / 8

$200

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Water View Summer Rental Cottage

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

Details

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

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$1,000

3 BR / 2 BA / Sleeps 6

1 / 18

$1,000

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Beautiful Beach House- Many Inquiries Already!

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

Details

***FULL WEEKS ONLY - NO WEEKENDS*** SUMMER 2015 IS JUST AROUND THE CORNER!!!! Spring is approaching - warm, not hot, flowers blooming, peaceful & not packed with day trippers! Enter thru the arbor over the pond & view this beautiful house which is surrounded by numerous decks & balconies, and a garden with …
  • 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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$300

2 BR / 2 BA / Sleeps 4

1 / 3

$300

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Beautiful Home 3 Blocks from the Ocean

Long Beach house
2 BR / 2 BA / Sleeps 4 | Quick view

Details

Fabulous beach house just steps to boardwalk and ocean. This 2 BR/ 2 Bath house has it all..Renovated kitchen 2 renovated baths. W/D, Central A/C, huge backyard, porch and terrace, Wireless Internet, Cable TV. 2 parking spaces. Reserve now for Winter and Summer 12/13. Beds: 2 Queen Beds
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$236

2 BR / 1 BA / Sleeps 5

1 / 11

$236

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WEEKLY/MONTHLY 3 MINUTE WALK TO BEACH ON LI SOUND

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

Details

Lovely home on quiet private road . Three minute walk to the private beach .Front porch faces the sound. Can sleep up to five. Backyard hot/cold shower to rinse of after returning from the beach. Ceiling fans in all rooms. Air conditioners. Washer/dryer. BBQ, table, lounge and beach chairs. Garage. Boat ramp at beach…
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$500

4 BR / 3 BA / Sleeps 8

1 / 12

$500

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Come Enjoy With Your Wonderful Familys

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

Details

This beautifully manicured family home features bay views, 4-bedrooms, 3-bath 3400 sq foot home is located in a quiet enclave in Southold. Boasting a stylish light-filled lower level which includes : vaulted ceiling entrance hallway leading up to staircase, living room with fire place , spacious dining room with wet …
  • 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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$429

4 BR / 4 BA / Sleeps 8

1 / 24

$429

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New Pool & Hot Tub area at our Orient Point Home

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

Details

Enjoy gorgeous water views of Gardiner 's Bay from this immaculate Victorian home situated on 1 acre. This spacious and beautifully decorated home comfortably accommodates 8 adults. Beds: 1 King Bed, 2 Queen Beds, 1 Double Bed
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask

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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

PreviousNext property

$250

4 BR / 2 BA / Sleeps 8

1 / 14

$250

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Lovely Long Island Home on 3 Acres, Near Beaches

Saint James house
4 BR / 2 BA / Sleeps 8 | Quick view

Details

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

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$550

2 BR / 2 BA / Sleeps 4

1 / 10

$550

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Incredible Ocean Front Condo w/Wrap Around Terrace

Long Beach condo
2 BR / 2 BA / Sleeps 4 | Quick view

Details

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

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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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$1,167

6 BR / 5 BA / Sleeps 12

1 / 13

$1,167

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PRIVATE HISTORICAL HOME AND GUEST HOUSE

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

Details

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

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$321

4 BR / 4 BA / Sleeps 10

1 / 5

$321

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Southold Waterfront family Home

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

Details

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

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$499

3 BR / 3 BA / Sleeps 8

1 / 21

$499

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Private Waterfront W Beach, New Renovation

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

Details

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

PreviousNext property

$275

2 BR / 2 BA / Sleeps 6

1 / 14

$275

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New Renovation, Wine Country Cottage, Water Views

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

Details

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

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$314

2 BR / 2 BA / Sleeps 8

1 / 10

$314

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Beach Side Modern Home With Heated Pool

Orient house
2 BR / 2 BA / Sleeps 8 | Quick view

Details

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

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$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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$150

1 BR / 1 BA / Sleeps 4

1 / 14

$150

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The Cozy Beach Cottage brand new guest house across the street from the beach

Wading River house
1 BR / 1 BA / Sleeps 4 | Quick view

Details

Brand new affordable beach cottage guest house just a few steps from the beach.This stunning beach guest house is magnificently located, with a large patio/deck with a large BQ, sand chairs and outdoor dining area for 4. The cottage is all New, Everything fully furnished , towels, linen- just bring your clothing & …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$175

1 BR / 1 BA / Sleeps 5

1 / 24

$175

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1BR Real Beach House on the Sand North Fork Wineries kayak weekend getaway Romantic

Wading River house
1 BR / 1 BA / Sleeps 5 | Quick view

Details

Being one of our beach homes, this beautiful one bedroom is located directly on the beach. With a brand new kitchen and out door hot and cold shower! This home sleeps 5 people with sofa bed and cot. Everything is fully furnished with towels, linens and everything you would need. The only thing you need to bring are …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Patio
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$400

4 BR / 2 BA / Sleeps 10

1 / 24

$400

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Beach House on the sand visit wineries kayaks swimming family reunion The Degan

Wading River house
4 BR / 2 BA / Sleeps 10 | Quick view

Details

This is a 4 Bedroom Beach House sleeps 10 comfortable in beds. There are 2 living room areas. This beach house has amazing views and 2 screened in porches with outside dinning table on the beach porch and amazing views from the stationed hammock. Wake up in the morning and sit outside with a cup of coffee! Amazing! …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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