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$280

4 BR / 10 BA / Sleeps 8

Cottage Getaway - Orient vacation rentals
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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$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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$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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$572

3 BR / 2 BA / Sleeps 6

9 Reviews

$572

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Hip & Stylish East Hampton Getaway

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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$300

3 BR / 2 BA / Sleeps 9

Captain's House in Downtown Greenport Village - Orient vacation rentals
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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$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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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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$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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$2,143

6 BR / 5 BA / Sleeps 12

1 / 13

$2,143

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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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$345

5 BR / 4 BA / Sleeps 10

1 Reviews

$345

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5 bedrooms East Hamptons house w/ pool, WiFi, BBQ

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

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Reviews

(1)

Enjoy privacy and peace on a beautiful Northwest Woods parcel with various outdoor entertaining spaces, including large deck with pool. Private 5 bedroom 2700sq foot house. Historic architecture, modern interior design mixed with the landscape's natural beauty provide living at its finest. This home is perfect for …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Great place to stay!

Left on Jun 06, 2013 for a stay in May 2013

This was a great place to spend the weekend. It was comfy, close to the beach and we had plenty of space. Plan on staying again! :)

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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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$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

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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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$450

3 BR / 1 BA / Sleeps 6

1 / 11

$450

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North Fork Beach House on LI Sound

3 BR / 1 BA / Sleeps 6 | Quick view

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Enter a world of tranquility and surround yourself with the beauty of nature! Decorated with an eclectic mix of antique and contemporary furniture, the home has three bedrooms, one bath, dining room, living room with large flat screen tv, sunroom with seating and dining area. Kitchen is remodeled with stainless steel …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Outdoor Dining Area
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

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$925

3 BR / 2 BA / Sleeps 6

1 / 17

$925

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Bridgehampton South, Village Gem!

3 BR / 2 BA / Sleeps 6 | Quick view

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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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$295

2 BR / 1 BA / Sleeps 6

3 Reviews

$295

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Main Street Historic Gingerbread House Full floor

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

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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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$580

3 BR / 2 BA / Sleeps 6

1 Reviews

$580

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A Chef's Dream Kitchen

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

Details

Reviews

(1)

Very stylishly renovated on .60 acre, this East Hampton property features central air, 3 bedrooms and 2 baths. Great room with fireplace and lots of sunlight. Skylights in kitchen and living room. Top of the line Sub-zero refrigerator and wine storage. A chef's dream kitchen with two ovens and Viking stove top. Large …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(1)

A very pleasant stay at the East Hampton!

Left on Aug 18, 2014 for a stay in August 2014

We stayed here with our two daughters who are ages 20 and 18, and all of us enjoyed this home! The location is quiet, and is close to the beaches and the main town. As seen in the picture, the kitchen is filled with top brand appliances, and we cooked breakfast there. We also enjoyed having wine and cheese time before dinner. The bathrooms are modern and stylish, and the entire house was very…

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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

Details

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

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$2,250

5 BR / 8 BA / Sleeps 10

4 Reviews

$2,250

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Elegant Designer Hamptons Retreat in Sag Harbor

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

Details

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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$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

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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$195

3 BR / 2 BA / Sleeps 6

1 / 17

$195

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East Hampton retreat with pool and walk th

3 BR / 2 BA / Sleeps 6 | Quick view

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When we vacation we want spotless remodeled accommodations near everything interesting. How about you? Our home is quiet, relaxing, and close to all. Best yet, you'll have your very own 20'x40' salt water pool to enjoy, and you're a 5 minute walk to a private beach. This is a pristine home with all new furnishings…
  • Wireless Internet
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children

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$950

4 BR / 4 BA / Sleeps 8

4 Reviews

$950

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Stunning and Spacious. Walk to Harbor and Sunsets!

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

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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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$1,800

5 BR / 4 BA / Sleeps 9

1 / 16

$1,800

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BALMORAL - The Perfect Hampton Beach House

5 BR / 4 BA / Sleeps 9 | Quick view

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This beach house has the relaxed beach vibe. Stroll into town or bike ride to the beach only minutes away. This home has 3000sf of living space, 5 bedrooms, 4 bathrooms, gorgeous open eat in kitchen flows to a living room or onto a covered patio terrace over looking blue stone pool. Only minutes away from world …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children

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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

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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$750

4 BR / 5 BA / Sleeps 8

1 / 24

$750

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Amagansett Estate 4BR 60ft pool

4 BR / 5 BA / Sleeps 8 | Quick view

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Great Hamptons style in Amagansett's Bell Estate. Less than two miles to ocean beaches and one mile from the bay, close to town, this classic five bedroom, four and one-half bath traditional has every amenity and plenty of style. There's lots of open space for living including a lovely great room with french doors …
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children

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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

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

6 BR / 4 BA / Sleeps 14

1 / 12

$500

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Beautiful 6BR/4BA East Hampton Home

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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$500

4 BR / 3 BA / Sleeps 10

1 / 33

$500

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Beautiful East Hampton Escape, Heated Pool

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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$225

2 BR / 1 BA / Sleeps 4

1 / 18

$225

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Historic White Blossom House 1830 - Large Unit O

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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$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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$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

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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$422

4 BR / 2 BA / Sleeps 8

2 Reviews

$422

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Private in the Heart of East Hampton Village

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

Details

Reviews

(2)

This spacious Cape Cod design features four large, exquisitely furnished bedrooms, two full baths, stunning eat-in kitchen, sunny family/living room with fireplace, and separate dining room. A swimming pool, central air-conditioning, and high speed wireless internet access are just some of its special features. The …
    • Suitable for the elderly

    Details

    Reviews

    (2)

    It was the best family vacation we have ever had.

    Left on May 27, 2010 for a stay in July 2009

    The house provided everything one would want and was in immaculate condition. It had a pool and spacious backyard with barbecue grill, spacious rooms, great family area adjacent to kitchen with TV, DVD,and wireless internet etc. The management was extremely accessible, responsible and responsive. We could walk to the village in a matter of minutes and if you wanted a longer walk you could even …

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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

    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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    $500

    3 BR / 3 BA / Sleeps 6

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    $500

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    YOUR OWN BIG BEAUTIFUL BEACH IN AMAGANSETT!

    3 BR / 3 BA / Sleeps 6 | Quick view

    Details

    Recently renovated, this airy, sun-filled 3 bedroom, 2 bath beach house is on Gardiner's Bay in Amagansett. Designed by renowned local architect Alfred Scheffer, the house has lofty interiors and its very own expansive, silky-sand bay beach. It's located on a quiet stretch of the bay between Fresh Pond and the Devon …
    • Waterfront
    • Ocean or water views
    • Wireless Internet
    • Fireplace
    • Housekeeping Optional
    • Suitable for children

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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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    $300

    3 BR / 2 BA / Sleeps 6

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    Cozy Cottage - Easy Walk to Town and Beach

    3 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Charming home near the center of Amagansett - easy beach living! Comfortable, cozy cottage set back from a quiet street with large, shady enclosed yard, deck with grill and patio furniture and outdoor eating area, three bedrooms, two baths. Can sleep 8 (with foldout sofa) Close to town, Jitney, train, and Indian …
    • Internet Access
    • Washing Machine
    • Outdoor Dining Area
    • A/C or climate control
    • Central heating
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly

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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

    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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    $425

    2 BR / 2 BA / Sleeps 5

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    $425

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    Love it Year Round

    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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      $2,167

      4 BR / 4 BA / Sleeps 8

      1 / 20

      $2,167

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      Gorgeous House in Amagansett on Private Beach

      4 BR / 4 BA / Sleeps 8 | Quick view

      Details

      Classic Waterfront beach house with two private suites plus two additional bedrooms. The home is stylishly decorated, with a comfortable living room, and fully equipped kitchen. Located on the most desirable street and beach in Amagansett. This vacation rental is ideal for two families with fishing, clamming, …
      • Waterfront
      • Ocean or water views
      • Hot Tub/Jacuzzi
      • Internet Access
      • Fireplace
      • Smoking allowed - ask
      • Suitable for children
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

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      $3,500

      7 BR / 7 BA / Sleeps 16

      1 / 12

      $3,500

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      The Residences of Bridgehampton - South -7 BR, 7BA

      7 BR / 7 BA / Sleeps 16 | Quick view

      Details

      The property is located in the hills of Bridgehampton nestled on six wooded acres between the village of Bridgehampton and the town of Sag Harbor. The house is secluded down a private winding driveway about 800 ft from the main road. The house is a 7,200 sq. ft. classically planned farmhouse surrounded by beautiful …
      • Hot Tub/Jacuzzi
      • Internet Access
      • Fireplace
      • Housekeeping Optional
      • Washing Machine
      • Pet friendly - ask
      • Suitable for children
      • Suitable for the elderly
      • Wheelchair accessible

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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

      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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      $650

      3 BR / 2 BA / Sleeps 8

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      $650

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      Summer Wks $3900 May-Sept Wks $1900 Oct-April $900

      3 BR / 2 BA / Sleeps 8 | Quick view

      Details

      RENTAL WEEK BEGINS ON FRIDAY AT 4 PM- THURSDAY AT 11AM $3900 May/ September Weeks $1900 October -April Weeks $900 PRISTINE RENOVATED WITH BEAUTIFUL WATER VIEWS. ACCESS TO CLEARWATER BEACH A MEMBERS ONLY PRIVATE BEACH, PICINC, BARBQUE AND CHILDRENS PLAY GROUND IS INCLUDED IN YOUR RENTAL RENT INCLUDES ALL TAXES, …
      • Internet Access
      • Fireplace
      • Housekeeping Optional
      • Washing Machine
      • Outdoor Dining Area
      • Suitable for children
      • Suitable for the elderly

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      $1,143

      5 BR / 4 BA / Sleeps 10

      1 / 12

      $1,143

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      Designed as a Luxury Boutique Hotel

      5 BR / 4 BA / Sleeps 10 | Quick view

      Details

      Designer's own home boasts every detail. This stylish home has stainless steel chef's kitchen with wine room, breakfast bar and butler's pantry. Dining room with venetian palster walls and modern crystal chandelier. Living room w fireplace and 50" tv. All marble and travertine baths. Master is en suite. Each bedroom …
      • Hot Tub/Jacuzzi
      • Internet Access
      • Fireplace
      • Washing Machine
      • Clothes Dryer
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $350

      3 BR / 2 BA / Sleeps 6

      1 Reviews

      $350

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      The Contemporary - Walk to Bay in East Hampton

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

      Details

      Reviews

      (1)

      The all white interior of this 3 bedroom, 2 bath contemporary features stunning decor, a bright, light environment and vaulted ceilings with skylights. Living up to its name, the Contemporary has just undergone a complete state-of-the-art renovation prior to the 2010 season. It now boasts an entirely new interior, …
        • Suitable for the elderly

        Details

        Reviews

        (1)

        Fun in the Hamptons

        Left on May 21, 2010 for a stay in July 2009

        Great house in a great location. Highly recommend the house to everyone.

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        $300

        2 BR / 1 BA / Sleeps 4

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        The Hampton Sack

        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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        $900

        5 BR / 5 BA / Sleeps 10

        1 / 37

        $900

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        5 Bedroom Amagansett Estate

        5 BR / 5 BA / Sleeps 10 | Quick view

        Details

        Great Hamptons style in Amagansett's Bell Estate. Less than two miles to ocean beaches and one mile from the bay, close to town, has every amenity and plenty of style. Overlooks a 60-foot heated gunite pool. Details include marble baths, wide plank Walnut flooring, cathedral ceilings, sound system, cable WIFI. The lay…
          • Suitable for children
          • Suitable for the elderly

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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

          6 BR / 4 BA / Sleeps 12 | Quick view

          Details

          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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          $1,400

          6 BR / 7 BA / Sleeps 17

          1 / 6

          $1,400

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          Renovated Farmhouse - top design & walk to beach!

          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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          $235

          1 BR / 2 BA / Sleeps 2

          2 Reviews

          $235

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          Hampton Accommodations 2 / FREE BIKE RENTALS

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

          Details

          Reviews

          (2)

          Cozy -Clean- sunny Queen Size Bed - AC. Cable Tv with Premium Channels- WiFi Full bath - Bath Bath - OutDoor Shower. Complimentary Breakfast Each Morning / Self-Serve Coffee Free In-House Bicycles for your enjoyment. One Mile to Beach - Ten Min to East Hampton Village Close to Great Harbor Front Restaurants! *…
          • Wireless Internet
          • Fireplace
          • Housekeeping Optional
          • Washing Machine
          • Clothes Dryer

          Details

          Reviews

          (2)

          I DEFINITELY RECOMMEND THIS HOUSE! PS I AM VERY PICKY!!

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

          If your looking for a CLEAN beautiful place to stay in a peaceful part of the Hampton's (NOT party city) at a great rate. Then look no more.

          I was so worried booking but was sooooo happily surprised at how clean and beautiful the house is! We would definitely go back again.

          Thanks to Cori for your hospitality and giving us a comfortable, clean place to rest!

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          $800

          4 BR / 4 BA / Sleeps 7

          1 / 3

          $800

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          beautiful East Hampton home

          4 BR / 4 BA / Sleeps 7 | Quick view

          Details

          Located on a lovely, quiet street south of the highway, the house is within walking distance of the town and the gorgeous local beaches. It's spacious and airy with a terrace out back, a fireplace in the living room, a/c in two of the bedrooms, and wifi and cable. Extremely comfortable and roomy! East Hampton is a …
          • Internet Access
          • Fireplace
          • Housekeeping Optional
          • Washing Machine
          • Clothes Dryer
          • Pet friendly
          • Smoking allowed - ask
          • Suitable for children
          • Suitable for the elderly
          • Wheelchair accessible - ask

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          $225

          2 BR / 1 BA / Sleeps 4

          1 / 12

          $225

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          Secluded Lakefront Cottage Near Beaches & Wineries

          2 BR / 1 BA / Sleeps 4 | Quick view

          Details

          This cottage is beautifully located on Great Pond on one-half acre in the heart of Long Island's North Fork. The lakefront is secluded from neighboring properties and is superb for swimming, boating and fishing. Swimming in Long Island Sound is just six blocks away at Kenney's Beach. Dine on the deck with a sunset …
          • Waterfront
          • Ocean or water views
          • Internet Access
          • Patio
          • Parking
          • Pet friendly
          • Smoking allowed
          • Suitable for children
          • Suitable for the elderly
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