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$1,000

5 BR / 4 BA / Sleeps 11

3 Reviews

$1,000

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Family fun luxury waterfront home with pool.

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

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Reviews

(3)

Large luxury air conditioned home located on Reynolds channel. Fish off the dock ,bring your boat and moor it in the yard or just enjoy the heated pool, short walk to town and beach. Take the train into NYC in less than an hour. Indoor and outdoor fireplace. 4 bedrooms and 3 bathrooms on the second level. One …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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Reviews

(3)

Even better than I had hoped for!

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

What a beautiful home and how amazing Debbie is! She stayed around to give us a tour of the house which I am glad she did because there was so much to offer. She really made this such a wonderful experience for me as this is the first time I have personally rented. The house was even more beautiful than I imagined. We took out the kayak and paddle boards out to watch the sunset which was …

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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

4 BR / 2 BA / Sleeps 10 | Quick view
“ Excellent ” 5 Reviews

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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

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(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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$400

4 BR / 2 BA / Sleeps 10

Beach House on the sand visit wineries kayaks swimming family reunion The Degan - Long Island vacation rentals
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$400

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

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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$99

1 BR / 1 BA / Sleeps 4

17 Reviews

$99

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Sunny Cozy One Bedroom Apartment in Huntington, NY

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

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Reviews

(17)

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

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Reviews

(17)

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

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

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

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$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

4 BR / 1 BA / Sleeps 10 | Quick view
“ Very Good ” 1 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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$225

2 BR / 2 BA / Sleeps 4

6 Reviews

$225

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

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 6 Reviews

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Reviews

(6)

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

(6)

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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$249

4 BR / 3 BA / Sleeps 8

2 Reviews

$249

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North Fork House with Private Beach Access

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

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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

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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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$295

3 BR / 1 BA / Sleeps 6

11 Reviews

$295

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Waterfront North Fork Sunny Home

3 BR / 1 BA / Sleeps 6 | Quick view
“ Excellent ” 11 Reviews

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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

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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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$350

4 BR / 3 BA / Sleeps 8

1 Reviews

$350

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Peconic Perfection: Spacious, Comfortable, NF Cent

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

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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

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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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$528

5 BR / 3 BA / Sleeps 11

1 / 56

$528

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Who Needs The Hamptons? Tropical Beach And Golf P

5 BR / 3 BA / Sleeps 11 | Quick view

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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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$314

2 BR / 2 BA / Sleeps 8

1 / 10

$314

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Beach Side Modern Home With Heated Pool

2 BR / 2 BA / Sleeps 8 | Quick view

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

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$225

3 BR / 1 BA / Sleeps 5

2 Reviews

$225

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waterview house. rocky point. long island.New york

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

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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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$95

1 BR / 1 BA / Sleeps 4

1 / 22

$95

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Private apartment nr NY city - all incl & no share

1 BR / 1 BA / Sleeps 4 | Quick view

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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 …
  • Wireless Internet
  • A/C or climate control
  • Central heating
  • Parking
  • Linens Provided
  • Suitable for children

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$280

4 BR / 10 BA / Sleeps 8

1 / 19

$280

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Cottage Getaway

4 BR / 10 BA / Sleeps 8 | Quick view

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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
  • A/C or climate control
  • Central heating
  • Balcony or terrace
  • Parking
  • Suitable for children

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$489

2 BR / 2 BA / Sleeps 6

30 Reviews

$489

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Cliffside Resort Greenport Luxurious Waterfront Condo- with Pool!

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

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(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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$58

3 BR / 2 BA / Sleeps 6

1 Reviews

$58

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

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

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Reviews

(1)

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

Details

Reviews

(1)

Green an Quiet

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

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

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$499

3 BR / 3 BA / Sleeps 8

1 / 8

$499

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Private Waterfront W Beach, New Renovation

3 BR / 3 BA / Sleeps 8 | Quick view

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Stunning views, master suite, deck, sunrooms, private lane and beaches Completely renovated and enlarged to double the footprint this winter with new kitchen, two and a half new bathrooms with tubs and showers and large master bedroom suite overlooking the Ashamomaque inlet in Southold, with unrivaled water and …
  • Waterfront
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$400

1 BR / 1 BA / Sleeps 4

1 / 17

$400

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Cherry Grove Oceanfront with Heated Pool

1 BR / 1 BA / Sleeps 4 | Quick view

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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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$495

5 BR / 3 BA / Sleeps 14

1 / 13

$495

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North Fork Loft - Perfect for Wine & Food Weekends

5 BR / 3 BA / Sleeps 14 | Quick view

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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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$400

3 BR / 1 BA / Sleeps 10

2 Reviews

$400

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

3 BR / 1 BA / Sleeps 10 | Quick view
“ Excellent ” 2 Reviews

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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

5 BR / 3 BA / Sleeps 12 | Quick view
“ Excellent ” 2 Reviews

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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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$409

2 BR / 2 BA / Sleeps 6

24 Reviews

$409

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

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

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Reviews

(24)

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

Details

Reviews

(24)

In general I would...

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

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

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$700

6 BR / 4 BA / Sleeps 12

4 Reviews

$700

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

6 BR / 4 BA / Sleeps 12 | Quick view
“ Excellent ” 4 Reviews

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Reviews

(4)

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

(4)

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 / 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

3 BR / 3 BA / Sleeps 12 | Quick view
“ Excellent ” 3 Reviews

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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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$300

3 BR / 2 BA / Sleeps 9

1 / 29

$300

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Captain's House in Downtown Greenport Village

3 BR / 2 BA / Sleeps 9 | Quick view

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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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$249

2 BR / 2 BA / Sleeps 6

2 Reviews

$249

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Waterfront Condo C204 @ The Cliffside Resort

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

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Reviews

(2)

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

Details

Reviews

(2)

Great location and accommodation

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

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

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$1,167

6 BR / 5 BA / Sleeps 12

1 / 13

$1,167

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PRIVATE HISTORICAL HOME AND GUEST HOUSE

6 BR / 5 BA / Sleeps 12 | Quick view

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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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$150

2 BR / 1 BA / Sleeps 6

1 Reviews

$150

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Cutchogue Beach Cottage

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

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Reviews

(1)

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

Details

Reviews

(1)

Adorable Beach Cottage Even in Winter

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

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

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$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

1 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 5 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

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(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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$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

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

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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

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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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$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

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

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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

1 BR / 1 BA / Sleeps 4 | Quick view

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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

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$350

2 BR / 1 BA / Sleeps 7

1 / 4

$350

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Soundfront 1910 Rustic Secluded Cottage

2 BR / 1 BA / Sleeps 7 | Quick view

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

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$572

3 BR / 2 BA / Sleeps 6

2 Reviews

$572

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Oceanfront Contemporary House - Fire Island

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

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Reviews

(2)

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

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Reviews

(2)

Wonderful views

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

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

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$175

2 BR / 1 BA / Sleeps 4

1 Reviews

$175

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Historic White Blossom House - Circa 1830 Apartmen

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

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Reviews

(1)

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

Details

Reviews

(1)

Cozy and comfortable stay

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

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

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

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$600

4 BR / 3 BA / Sleeps 8

1 / 16

$600

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Fantastic Split in Private Beach Community

4 BR / 3 BA / Sleeps 8 | Quick view

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Fantastic Split in Private Beach Community!!! Available Memorial Day - Labor Day or Monthly!! Open floor plan with 4 bedrooms, 3 baths, kitchen, living room, dining room, den/family room, large yard, driveway. Steps to Beach. Surfing, Fishing, Swimming!! Near all shopping, restaurants and public golf course... Beds…
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Deck
  • Parking
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$145

3 BR / 2 BA / Sleeps 4

2 Reviews

$145

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Bay House C1860 two family

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

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Reviews

(2)

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

Details

Reviews

(2)

A jewel in Greenport

Left on Aug 29, 2014 for a stay in August 2014

I hate to let anyone know about this place since my family (husband and two teenagers) had such a wonderful time and want to return next year and worry that if people discover Greenport and Joe's apartment that we will not be able to book it next year. Greenport is a lovely town, close to the vineyards, farmer's markets, Sag Harbor, Orient Point and Shelter Island, and Joe's apartment was …

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$600

6 BR / 5 BA / Sleeps 14

2 Reviews

$600

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Bellport Landing, Historic 1800's INN on Main St

6 BR / 5 BA / Sleeps 14 | Quick view
“ Excellent ” 2 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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$275

2 BR / 2 BA / Sleeps 6

1 / 14

$275

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New Renovation, Wine Country Cottage, Water Views

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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$500

4 BR / 2 BA / Sleeps 8

3 Reviews

$500

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We Think it's Better Than the Hamptons

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

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Reviews

(3)

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

Details

Reviews

(3)

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

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

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

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

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$150

2 BR / 1 BA / Sleeps 4

1 / 19

$150

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Historic White Blossom House 1830 - Upstairs Apa

2 BR / 1 BA / Sleeps 4 | Quick view

Details

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

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$429

4 BR / 4 BA / Sleeps 8

1 / 23

$429

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New Pool & Hot Tub area at our Orient Point Home

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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$200

3 BR / 2 BA / Sleeps 6

1 / 8

$200

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Water View Summer Rental Cottage

3 BR / 2 BA / Sleeps 6 | Quick view

Details

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

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$250

3 BR / 2 BA / Sleeps 7

1 / 12

$250

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Luxury Beach House for the Price of a Hotel Room

3 BR / 2 BA / Sleeps 7 | Quick view

Details

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

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$286

3 BR / 3 BA / Sleeps 7

1 / 20

$286

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Westover - sunny estate cottage with beach access

3 BR / 3 BA / Sleeps 7 | Quick view

Details

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

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$250

4 BR / 2 BA / Sleeps 8

1 / 14

$250

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Lovely Long Island Home on 3 Acres, Near Beaches

4 BR / 2 BA / Sleeps 8 | Quick view

Details

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

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$1,300

5 BR / 4 BA / Sleeps 9

1 / 6

$1,300

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Lovely Hampton Estate

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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$500

4 BR / 4 BA / Sleeps 8

2 Reviews

$500

Inquire

Historic Vineyard Farmhouse with private beach

4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 2 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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$500

3 BR / 2 BA / Sleeps 5

1 Reviews

$500

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Historical Orient Pt. Beach Cottage

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

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Reviews

(1)

Pernchief Cottage Located In The Village Of Orient Is The Perfect Place To Summer With Family And Friends. Front Porch Offers Lovely Views Of The Bay. Wide Pine Floorboards, Great Architectural Detils Abound. Property Is Beautifully Set On 1/2 Acre With Lovely Gardens And A Tranquil Pond. Charming historical cottage …
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Not worth it

Left on May 29, 2014 for a stay in May 2014

Great area but home is in poor condition. Decorated very cute and clean but all uneven floors, very cold inside house, no tv (although it was promised), not worth the price. Area is nice and neighbors kind and friendly so it's too bad house felt like we were camping :-(

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$400

4 BR / 3 BA / Sleeps 10

1 Reviews

$400

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Waterviews From Every Window ~ Webby's Beach House

4 BR / 3 BA / Sleeps 10 | Quick view
“ Excellent ” 1 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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