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$249

4 BR / 3 BA / Sleeps 8

2 Reviews

$249

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North Fork House with Private Beach Access

East Marion house – 4.4 mi away
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

Details

Reviews

(2)

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

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

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

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

The kitchen is very well …

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$295

3 BR / 1 BA / Sleeps 6

11 Reviews

$295

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Waterfront North Fork Sunny Home

Southold house – 3.6 mi away
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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$280

4 BR / 10 BA / Sleeps 8

Cottage Getaway - Shelter Island vacation rentals
1 / 20

$280

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Cottage Getaway

Greenport house – 2.5 mi away
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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$286

3 BR / 2 BA / Sleeps 6

9 Reviews

$286

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Hip & Stylish East Hampton Getaway

East Hampton house – 8.1 mi away
3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 9 Reviews

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Reviews

(9)

This well-designed contemporary beach house with three bedrooms and two baths sits on an acre of blissful privacy. This vacation rental is located in East Hampton NW woods, 4 miles from East Hampton Village and 1.5 miles from Sammy's Beach. Close enough to it all, yet removed enough to feel like you're on a real …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(9)

Stylish nature getaway

Left on Jul 19, 2013 for a stay in July 2013

Loved my stay at Patricia's gorgeous Hamptons home. Loved this place as soon as I walked in. Airy, white and light, with cool furniture and art. Amazing what a dose of trees and a dip in the pool can do for a nature deprived New Yorker! Feels like a total getaway but close enough to East Hampton for anything you need. Woke up every morning to the sound of birds, yoga on the deck, some espresso (…

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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 – 3.2 mi away
2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 30 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

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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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$1,200

5 BR / 4 BA / Sleeps 9

3 Reviews

$1,200

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Burns Cottage

Shelter Island house
5 BR / 4 BA / Sleeps 9 | Quick view
“ Excellent ” 3 Reviews

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Reviews

(3)

A time and place you will remember fondly forever. Owned and run by the proprietors of the Trip Advisor #1 rated accomodation on Shelter Island - The House on Chase Creek- this home is not a cottage at all, really, but when built by the Burns Family in 1900 that was what all the vacation homes were callled no matter …
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(3)

Perfect vacation retreat

Left on May 27, 2010 for a stay in May 2010

Dear Bill and Sharon,

Burns cottage was wonderful. Every room was warm and inviting. The house had plenty of room for our extended family, the kitchen was well equipped. We enjoyed having lots of space both indoors and outdoors which allowed us to gather as a group or to find quiet time to ourselves. The wrap around porch overlooking the water was such a nice place to gather for morning coffee. …

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$1,000

6 BR / 3 BA / Sleeps 12

1 / 13

$1,000

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Short Term Rental w/Amenities and Best Location

Sagaponack house – 8.0 mi away
6 BR / 3 BA / Sleeps 12 | Quick view

Details

With the ultimate prime Hamptons location, and the comforts of home, this vacation rental is an excellent value for all types of friends and family retreats. The outdoor areas are newly designed and rebuilt with 3,100 square feet of mahogany decking. Right outside the great room there is a new stone countertop bar …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask

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$499

3 BR / 3 BA / Sleeps 8

1 / 8

$499

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Private Waterfront W Beach, New Renovation

Southold house – 3.6 mi away
3 BR / 3 BA / Sleeps 8 | Quick view

Details

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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$925

3 BR / 2 BA / Sleeps 6

1 / 17

$925

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Bridgehampton South, Village Gem!

Bridgehampton house – 9.4 mi away
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Centrally-located, south of the highway charmer with easy layout and all year round cozy feel. Sun drenched, post modern with vaulted ceilings, oversize windows and exposed beams running throughout house. Expansive great room is fantastic for holiday entertaining. 3 bedrooms, 2 full bathrooms plus spacious outdoor …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$186

3 BR / 2 BA / Sleeps 6

8 Reviews

$186

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Adorable, Updated Farmhouse; Walk to Beach & Town!

Southold house – 3.7 mi away
3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 8 Reviews

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Reviews

(8)

This charming farmhouse is just what you've been looking for: A beautiful, newly renovated 1890's house with all the modern conveniences, perfectly located a few short blocks to Founders Landing Beach Park, Town Beach and Southold Village. About the House The house is a very bright and airy, and has just been …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

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Reviews

(8)

Perfect Modern North Fork Vaca!

Left on Aug 29, 2011 for a stay in June 2011

The house is really adorable and cozy, and perfect for a fun group of friends or family. A really short walk to a great beach and cute town. We would definitely recommend it! The owners are really nice too!

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$2,250

5 BR / 8 BA / Sleeps 10

4 Reviews

$2,250

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Elegant Designer Hamptons Retreat in Sag Harbor

Sag Harbor house – 3.1 mi away
5 BR / 8 BA / Sleeps 10 | Quick view
“ Excellent ” 4 Reviews

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Reviews

(4)

This property is only for the very discerning renter. It is a designer's own home. Please read rental rates before inquiring. Minimum rental is one month during High Season unless you see an availability between rentals. During the off season 2 week rentals may be possible. This elegant 6000 square foot home …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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Reviews

(4)

Fantastic accommodation and lovely destination

Left on Jun 13, 2013 for a stay in May 2013

I would like to say the stay at Lisa Rose's place in Sag Harbour was amazing. The experience started when we first made contact with Lisa Rose through Flipkey - confirmation came through immediately, Lisa always replied to any question we had - then we arrived Lisa was there to meet us and took us through her wonderful home before giving us the keys the house was ours! Located in a gated …

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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 – 2.5 mi away
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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$175

2 BR / 1 BA / Sleeps 4

1 Reviews

$175

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Historic White Blossom House - Circa 1830 Apartmen

Southold condo – 4.6 mi away
2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Come listen to the bands while tasting the local wines (See local vineyards and events). Walk to Southold Village or Beautiful Bay Beaches or just relax on your own patio while overlooking green lawns and mature trees. On the sought after 'Bayside' of the North Fork In the heart of the North Fork Wine Country and …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • 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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$150

2 BR / 1 BA / Sleeps 6

1 Reviews

$150

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Cutchogue Beach Cottage

Cutchogue cottage – 7.6 mi away
2 BR / 1 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

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

Details

Reviews

(1)

Adorable Beach Cottage Even in Winter

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

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

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$249

2 BR / 2 BA / Sleeps 6

2 Reviews

$249

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Waterfront Condo C204 @ The Cliffside Resort

Greenport condo – 3.2 mi away
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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$300

3 BR / 2 BA / Sleeps 9

1 / 29

$300

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Captain's House in Downtown Greenport Village

Greenport house – 2.7 mi away
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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$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 – 1.4 mi away
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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$295

2 BR / 1 BA / Sleeps 6

3 Reviews

$295

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Main Street Historic Gingerbread House Full floor

Sag Harbor condo – 5.5 mi away
2 BR / 1 BA / Sleeps 6 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

From its commanding position on Main Street in the heart of Sag Harbor village, this spectacular vintage Victorian is an authentic testament to the history of Sag Harbor. With distinctive architecture and classic styling, the impressive house features the Upstairs Apartment with five rooms, generously proportioned …
  • Wireless Internet
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Has it all

Left on Nov 14, 2013 for a stay in November 2013

Let me start by saying I have stayed at the Gingerbread House several times over the summer and fall and it is pure joy. this is a quaint historic house totally renovated with tons of character.
Prime Location: Just park your car and you don't have to worry about a thing. It's all literally a short walking distance to a plethora of great shopping, restaurants, boating and beaches and of course, …

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$145

3 BR / 2 BA / Sleeps 4

2 Reviews

$145

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Bay House C1860 two family

Greenport house – 2.6 mi away
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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$250

2 BR / 1 BA / Sleeps 6

1 / 17

$250

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Soundside Cottage

Southold cottage – 5.8 mi away
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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$500

4 BR / 3 BA / Sleeps 10

1 / 33

$500

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Beautiful East Hampton Escape, Heated Pool

East Hampton house – 8.5 mi away
4 BR / 3 BA / Sleeps 10 | Quick view

Details

Spacious East Hampton vacation home features four large, furnished bedrooms with oversized master and walk-in closet, three full bathrooms with modern hotel finishes, large custom kitchen with stainless steel and paneled appliances, sunny family/living room with working fireplace, wireless high-speed internet access, …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children

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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 – 3.2 mi away
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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$357

3 BR / 3 BA / Sleeps 6

1 / 23

$357

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Mini Resort in East Hampton on a private acre

East Hampton house – 7.9 mi away
3 BR / 3 BA / Sleeps 6 | Quick view

Details

This immaculate Ralph Lauren furnished home has it all including a Hot Springs Spa, custom Heated Pool with stand alone Pool House, 3000 sq. ft. of decking that wraps around entire back of home leading down to the pool area with all the outdoor furniture/seating you could imagine. Fireplace lights up the cathedral …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$257

3 BR / 2 BA / Sleeps 6

1 / 13

$257

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Hamptons Summer Cottage

East Hampton house – 10.0 mi away
3 BR / 2 BA / Sleeps 6 | Quick view

Details

This cottage is located on one of the nicest blocks in Springs area of East Hampton. The house is a cozy ranch, with a Cathedral ceiling in the living/dining area. Relax on our lovely deck surrounded by lawn, trees and gardens and just watch the birds as you sip a drink. This rental has all the the amenities -- …
  • 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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$275

2 BR / 2 BA / Sleeps 6

1 / 14

$275

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New Renovation, Wine Country Cottage, Water Views

Cutchogue cottage – 7.5 mi away
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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$295

1 BR / 1 BA / Sleeps 2

1 / 7

$295

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Private Suite in Contemporary Home

East Hampton house – 8.6 mi away
1 BR / 1 BA / Sleeps 2 | Quick view

Details

Our downstairs suite features secluded woods views, a large bathroom w/ double sinks & over-sized shower, a comfortable queen bed, blackout shades, and AC/heat control. The neighborhood is quiet and convenient to “downtown” East Hampton & Sag Harbor. Friends, family and visitors from around the world have…
  • Wireless Internet
  • A/C or climate control
  • Central heating
  • Deck
  • Parking
  • Pet friendly - ask

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$850

4 BR / 4 BA / Sleeps 8

4 Reviews

$850

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Stunning and Spacious. Walk to Harbor and Sunsets!

East Hampton house – 9.6 mi away
4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 4 Reviews

Details

Reviews

(4)

This striking custom-built Cape Cod design offers space and luxury in a pristine, immaculate vacation home. Virtually new, it features 4 expansive, luxurious bedrooms, 3 1/2 beautifully tiled baths, a designer kitchen with Corian counter tops, state-of-the-art appliances, Mexican tile, and wide oak flooring throughout…
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for the elderly

Details

Reviews

(4)

a great surprise

Left on May 16, 2010 for a stay in June 2009

My sister has lived in east hampton for over 25 years so my family has been there quite alot. We have never stayed anywhere except her home. My niece was getting married and the whole family including grandchildren had to find a place to stay. I prefer an upscale hotel but that would not work in this case. The Hamptons Vacations was recommended to us. I was very reluctant. My sister went to check…

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$295

2 BR / 1 BA / Sleeps 4

1 / 11

$295

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Beach House In Wine Country; Huge Sun Room

Southold cottage – 3.3 mi away
2 BR / 1 BA / Sleeps 4 | Quick view

Details

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

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$500

6 BR / 4 BA / Sleeps 14

1 / 12

$500

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Beautiful 6BR/4BA East Hampton Home

East Hampton house – 9.8 mi away
6 BR / 4 BA / Sleeps 14 | Quick view

Details

6 bedroom, 4 bathroom Contemporary. Open floor plan, soaring ceilings; brand new kitchen and dining area. Pool, outdoor shower, hot tub. 5 minutes to beach, village, 7 minutes to Sag Harbor Village. Also available for holidays and special occasions short term.
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$800

6 BR / 4 BA / Sleeps 12

6 Reviews

$800

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East Hampton Retreat

East Hampton house – 6.8 mi away
6 BR / 4 BA / Sleeps 12 | Quick view
“ Excellent ” 6 Reviews

Details

Reviews

(6)

Accommodations: House - 6 Bedrooms - 3.5 Baths plus outdoor shower - (Sleeps up to 13-14) This house is not available for Prom or Graduation parties. Spacious, sunny new house on 1 secluded acre beautifully decorated and described as "pristine". Beautiful pool/very large outdoor Hot Tub/Jacuzzi, Central A/C, …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for the elderly

Details

Reviews

(6)

My Favorite Getaway Spot!

Left on Mar 14, 2012 for a stay in July 2011

I rented Diana Lipsig's house several times and each time I fell in love with it a little more. Coming from NYC I truly appreciated the natural surroundings, the fact that I could walk to the bay beach and that the pool and hot tub were always pristine and ready to use. Inside, I loved the décor, it was just my taste... gorgeous!! Diana has always been helpful and trustworthy, a joy to deal …

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$2,857

7 BR / 7 BA / Sleeps 10

1 / 20

$2,857

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Beautiful Estate home in the Hamptons, New York

Water Mill villa – 8.6 mi away
7 BR / 7 BA / Sleeps 10 | Quick view

Details

This beautiful estate home in Water Mill, New York borders the prestigious Matt Lauer's 40 acre horse farm with distant ocean views. This estate features 7 bedrooms with 7 en suite bathrooms, 2 1/2 baths, two master bedrooms. There are five full masonry fireplaces, pool room, wine room, cigar room, 15 seated high …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Fireplace
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$572

4 BR / 2 BA / Sleeps 8

1 Reviews

$572

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Private waterfront setting, kayaks, walk to beach

East Hampton cottage – 9.1 mi away
4 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Come and relax at this peaceful and private home on an inlet of Three Mile Harbor, East Hampton, NY. Great for families and nature lovers.Watch the gorgeous sunsets from benches by the waterside firepit or from the deck while sipping cocktails. Dock (could accommodate up to 24' boat) and kayaks for your use to explore…
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

An amazing way to end the summer

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

We rented this property for 10 days the last week of August through Labor Day weekend. It was so much more then we expected. The pictures don't do this place enough justice. The property is surrounded by water and has its own dock with kayaks, which we used every day.

There is a beautiful local beach within easy walking distance, which was fantastic, never crowded and made you feel like you are …

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$350

4 BR / 4 BA / Sleeps 10

1 / 16

$350

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Eclectic Round House-4Bedroom+Cottage+Pool-1.5Acr

Shelter Island house
4 BR / 4 BA / Sleeps 10 | Quick view

Details

This eclectic 'Round' house is a one of a kind on Shelter Island. Sited on 1.5 acres in Hay Beach with slices of bay views, this upside down house offers 4 Bedrooms and 2 Baths on the ground floor with an open layout upstairs which includes the living and dining room, kitchen, ½ bath, and covered in porch. The …
  • 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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$150

2 BR / 1 BA / Sleeps 4

1 / 19

$150

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Historic White Blossom House 1830 - Upstairs Apa

Southold condo – 4.6 mi away
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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$2,136

4 BR / 5 BA / Sleeps 8

3 Reviews

$2,136

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Spectacular Water Views & Sunsets in East Hampton

East Hampton house – 9.1 mi away
4 BR / 5 BA / Sleeps 8 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

Sited perfectly on the eastern shore of beautiful Three Mile Harbor in East Hampton, "Island View" offers sweeping views of the water and a picturesque island in the foreground. Its ideal vantage point offers spectacular sunsets over the harbor. This bright, light, 4 bedroom, 4 1/2 bath vacation home, which is located…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - over five
  • Suitable for the elderly - ask

Details

Reviews

(3)

A perfect vacation

Left on May 17, 2010 for a stay in July 2009

My family and I have stayed at properties owned by Hamptons vacations annualy sinse 2006. We have been universaly impressed by the profesionalism of the Kaufman family, the beauty and quality of the residences, and the tremendous conveience and diversity of the area.

The Kaufmans are perfect hosts. They promptly and courteously have addressed all of our needs over the years, while never …

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$1,000

6 BR / 4 BA / Sleeps 12

1 / 7

$1,000

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Hampton's Paradise sag Harbor, Southampton

Sag Harbor house – 5.7 mi away
6 BR / 4 BA / Sleeps 12 | Quick view

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OPEN HOUSE!! Sunday May 18 One of the last houses in the area with pool AND tennis! MD-LD $60,000 Please call first. Welcome to my paradise! My home has everything you need for a fantastic summer. 6 bedroom/4 bath contemporary home on 10 secluded acres. Heated in ground 20x40 pool, all weather tennis, central air, …
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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$900

4 BR / 3 BA / Sleeps 6

1 / 17

$900

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SAG HARBOR MODERN HOME WITH AMAZING SUNSET VIEWS OVER BAY

Sag Harbor house – 4.6 mi away
4 BR / 3 BA / Sleeps 6 | Quick view

Details

Walk in to the view of the sky and bay through the living room. The master suite is its own floor. the house is modern, there are three other bedrooms. Perfect home for a summer vacation. A short ride to Main Street, Sag Harbor, short walk to bay beach.
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children

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$500

3 BR / 2 BA / Sleeps 5

1 Reviews

$500

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Historical Orient Pt. Beach Cottage

Orient house – 5.2 mi away
3 BR / 2 BA / Sleeps 5 | Quick view
“ Average ” 1 Reviews

Details

Reviews

(1)

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

Details

Reviews

(1)

Not worth it

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

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

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$300

3 BR / 2 BA / Sleeps 6

1 / 15

$300

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

Southold house – 5.4 mi away
3 BR / 2 BA / Sleeps 6 | Quick view

Details

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

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$572

4 BR / 2 BA / Sleeps 8

1 / 9

$572

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SOUTHAMPTON, LUXURY 4 BED 2 BATH WITH NEW POOL!!!!

Southampton house – 8.6 mi away
4 BR / 2 BA / Sleeps 8 | Quick view

Details

Southampton, Luxury 4 Bed 2 Bath home with pool, minutes to everything! New 25 x 50 Salt Generated Pool, no maintenance and much easier on the eyes! 3 Minutes to Private Beach! Free Parking, NO Beach Passes needed! This 4 bedroom, 2 bath home is nestled on 1.5 acres which abuts a 10 acre preserve, …
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

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$175

2 BR / 1 BA / Sleeps 4

1 Reviews

$175

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Historic White Blossom House - Circa 1830 Cottage

Southold cottage – 4.6 mi away
2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

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

Details

Reviews

(1)

Home Away from Home

Left on Jun 03, 2014 for a stay in June 2014

I rented both units in this cottage a few years back and was pleased to see that the property was lovely as ever. I rented both cottages again this time for a girl’s getaway. Mark and Mona are delightful to deal with and very accommodating.. The cottages are quaint and comfy with a living area and patio space outside. There was even a bbq (we did not use but good to know if we rent in …

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$300

2 BR / 1 BA / Sleeps 4

1 / 10

$300

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The Hampton Sack

East Hampton house – 9.1 mi away
2 BR / 1 BA / Sleeps 4 | Quick view

Details

Cute, cozy, well maintained, newly renovated fishermen's cottage located in Maidstone beach area of East Hampton. Open area with kitchen, dining area. 2 bedrooms and 1 bath. Property comes with a small studio in the back of the house that can sleep one additional person. Partial wraparound deck and patio in back. …
  • Internet Access
  • Housekeeping Optional
  • Outdoor Dining Area
  • A/C or climate control
  • Porch
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly

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$425

2 BR / 2 BA / Sleeps 5

1 / 7

$425

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Love it Year Round

East Hampton house – 9.9 mi away
2 BR / 2 BA / Sleeps 5 | Quick view

Details

Cozy and comfy this house is the perfect place to enjoy the Hamptons in the fall. While it may not be warm enough to swim in the ocean it's the perfect time to take a walk on the beach, enjoy wine tastings, lectures at Guild Hall, the Parrish Museum, shopping, a movie, Starbucks and so much more. East Hampton Book …
    • Suitable for children - ask
    • Suitable for the elderly

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    $1,400

    6 BR / 7 BA / Sleeps 17

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    $1,400

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    Renovated Farmhouse - top design & walk to beach!

    Shelter Island B&B
    6 BR / 7 BA / Sleeps 17 | Quick view

    Details

    About Seven Newly renovated in 2014, SEVEN offers a selection guest rooms for various combinations of guests, with king, queen, double queen and double twin rooms. Each guestroom includes air conditioning, a flat screen television, light seasonal goose down comforters, 100% cotton linens, and a contemporary private …
    • Pet friendly
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $225

    2 BR / 1 BA / Sleeps 4

    1 / 18

    $225

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    Historic White Blossom House 1830 - Large Unit O

    Southold condo – 4.6 mi away
    2 BR / 1 BA / Sleeps 4 | Quick view

    Details

    Representing the owner's suite is the Unit One apartment in the Historic White Blossom House. Newly renovated, floors, kitchen and bath completely updated. Kitchen updated with period country deep sink and fixtures. You will be very comfortable in this large apartment with living room, family room, dining area and…
    • Internet Access
    • Fireplace
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $1,429

    8 BR / 7 BA / Sleeps 16

    1 / 15

    $1,429

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    Live in Luxury in the English Manor Home

    East Hampton house – 7.5 mi away
    8 BR / 7 BA / Sleeps 16 | Quick view

    Details

    Gated estate set on 2.5 acres of privacy. Winding driveway leads to turning circle and grand fountain. The property is surrounded by 100 acres of undisturbed greenbelt.It is extremely private for those seeking an extremely relaxing get away. This extrodinary home boasts only the finest ammenities: Viking kitchen, …
    • Hot Tub/Jacuzzi
    • Internet Access
    • Fireplace
    • Washing Machine
    • Clothes Dryer
    • 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 – 3.9 mi away
    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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    $500

    3 BR / 3 BA / Sleeps 5

    1 / 35

    $500

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    Shelter Island, Contemporary and Private

    Shelter Island house
    3 BR / 3 BA / Sleeps 5 | Quick view

    Details

    Contemporary, light filled 3 bedroom, 3 bath home located near South Ferry with easy access to the Hamptons. The lovely open floor plan features an array of contemporary art and sculptures, a living room with vaulted ceiling and fireplace, state-of-the art kitchen and dining room, all having access to a spacious deck …
    • 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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    $329

    3 BR / 2 BA / Sleeps 4

    1 / 20

    $329

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    Sunset Beach....Shelter Island Farmhouse: Steps to

    Shelter Island house
    3 BR / 2 BA / Sleeps 4 | Quick view

    Details

    Large Shelter Island Farmhouse Beautiful Shelter Island is the most enjoyable, preserved, natural beauty on the North Fork and is yours to explore. Relaxing is mandatory... The farmhouse is close to all - steps from the golf course and beach 46 West Neck Road - overlooks Town Golf Course+ 1 Block to Sunset Beach + …
    • A/C or climate control
    • Deck
    • Freezer
    • Refrigerator
    • Stove or Oven
    • Pet friendly - ask
    • Suitable for children

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    $325

    2 BR / 2 BA / Sleeps 6

    1 / 20

    $325

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    >>> ROMANTIC Beach Getaway! Seclusion, Waterfalls

    Shelter Island cottage
    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    With it's Caribbean flair, 3 waterfalls, 2 pools and 75' Koi pond, our Vacation home is possibly the most Romantic Hamptons Hideaway Vacation Cottage Home Rental ever. Located in the Estate Section of Shelter Island. Available weekly, monthly or for the entire season contact us early for your desired dates. …
    • 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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