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$100

2 BR / 1 BA / Sleeps 6

Cozy North Shore Beach  House * Wine Country - Mattituck vacation rentals
1 / 7

$100

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Cozy North Shore Beach House * Wine Country

2 BR / 1 BA / Sleeps 6 | Quick view

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Charming cottage in the woods just steps from the peaceful Long Island Sound. This cottage has two bedrooms and sleeps 6. Built in 1950, this cottage has been passed though two generations. Owned by one of the original families who started it all. This community was once camping / tent grounds where many families …
  • Waterfront
  • Ocean or water views
  • Outdoor Dining Area
  • Patio
  • Parking
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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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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$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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$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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$280

4 BR / 10 BA / Sleeps 8

Cottage Getaway - Mattituck 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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$925

3 BR / 2 BA / Sleeps 6

Bridgehampton South, Village Gem! - Mattituck vacation rentals
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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$495

5 BR / 3 BA / Sleeps 14

1 / 13

$495

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North Fork Loft - Perfect for Wine & Food Weekends

5 BR / 3 BA / Sleeps 14 | Quick view

Details

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

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$300

3 BR / 2 BA / Sleeps 9

1 / 29

$300

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Captain's House in Downtown Greenport Village

3 BR / 2 BA / Sleeps 9 | Quick view

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The Space Located on a tree lined street this sun-filled two story house sleeps 8 people +. It features 3 bedrooms, 2 bathrooms, an eat in-kitchen and spacious living area with TV and wifi. There are 2 queen size beds, 2 full size beds and a queen size sleeper sofa. The private backyard offers plenty of space to …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Suitable for children

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$1,167

6 BR / 5 BA / Sleeps 12

1 / 13

$1,167

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PRIVATE HISTORICAL HOME AND GUEST HOUSE

6 BR / 5 BA / Sleeps 12 | Quick view

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

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$500

4 BR / 4 BA / Sleeps 10

1 / 15

$500

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Post Modern Quaint Home Near Beach

4 BR / 4 BA / Sleeps 10 | Quick view

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Immaculate four bedrooms, three full baths sleeps 8-10. Full gym, pool and jacuzzi nestled away in prestigious Red Cedar Ridge. Wi-fi internet and premium channels cable tv. Pool table, basketball and children play ground for entertainment. Five min drive to bay beach, fifteen min to ocean beach and twenty min …
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

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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

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Reviews

(1)

Adorable Beach Cottage Even in Winter

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

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

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$175

2 BR / 1 BA / Sleeps 5

3 Reviews

$175

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

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

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Reviews

(3)

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

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Reviews

(3)

Great House and Great Service

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

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

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$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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$150

1 BR / 1 BA / Sleeps 4

1 / 14

$150

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

1 BR / 1 BA / Sleeps 4 | Quick view

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

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$430

3 BR / 2 BA / Sleeps 8

1 / 20

$430

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HAMPTONS RETREAT WITH POOL AND HOT TUB

3 BR / 2 BA / Sleeps 8 | Quick view

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Centrally located and completely renovated! Lovely two story Victorian home - 3 bedrooms, 2 full baths, sleeps 8. Central air. The perfect place to rejuvenate and indulge. Unwind in the hot tub among hydrangeas and roses. Breakfast on the sun porch. Dine at one of many Zagat rated restaurants. Walk barefoot on the …
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly - ask
  • Suitable for children

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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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$400

4 BR / 3 BA / Sleeps 10

1 / 37

$400

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Quiet paradise:Modern home hot tub & overlook deck

4 BR / 3 BA / Sleeps 10 | Quick view

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4 bedroom, 3 bath home in a quiet private community. Lots of outdoor deck space overlooking the canal with views of Shinnecock Bay. Relax in the hot tub, take a canoe out, ride bikes into town... whatever you like... or do nothing at all! There is easy access to several sandy bay beaches and a playground with grassy…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,200

6 BR / 5 BA / Sleeps 12

1 / 25

$1,200

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Newly Renovated Southampton Summer Home

6 BR / 5 BA / Sleeps 12 | Quick view

Details

Recently renovated, beautiful vacation home within a mile of Southampton Village restaurants and shops. It is located on a very quiet and private lane near two beautiful horse farms. This home features six large bedrooms and four and one half baths. The floor plan is open, bright and airy, with a beautiful state …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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$666

4 BR / 10 BA / Sleeps 8

1 / 24

$666

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Bishops Pond Southampton NY

4 BR / 10 BA / Sleeps 8 | Quick view

Details

Bishops Pond is a new high-end condo development in Southampton Village. The clubhouse offers a pool, fitness center, billiards, outdoor tennis court, and more. This beautiful and comfortable second floor level home located on the far south east corner of the development is exquisitely decorated, sunny and secluded.
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Suitable for children

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$950

4 BR / 4 BA / Sleeps 8

1 / 22

$950

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Southampton Sanctuary in European Designer House

4 BR / 4 BA / Sleeps 8 | Quick view

Details

** HOUSE CANNOT BE USED FOR FILM SHOOTS OR UNRELATED GROUPS OF PEOPLE OF MORE THAN TWO COUPLES. THIS IS NOT A PARTY HOUSE. PLEASE DO NOT REQUEST THIS HOME IF YOUR PURPOSE IS PARTYING WITH A LARGE GROUP OF PEOPLE. WE PREFER FAMILIES WITH CHILDREN.* Contemporary designer home for the well seasoned traveler. Enjoy a …
  • Wireless Internet
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask

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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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$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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$500

4 BR / 2 BA / Sleeps 10

1 / 11

$500

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Hamptons Summer Rental - East Quogue

4 BR / 2 BA / Sleeps 10 | Quick view

Details

This 4 bedroom, 2 bathroom contemporary is just steps away from a private beach and marina. Some amenities include: New granite kitchen Cathedral great room with flat screen tv Hardwood floors Multi level decking In ground heated pool Patio furniture and gas grill Linens One car garage
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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$200

3 BR / 2 BA / Sleeps 6

1 / 8

$200

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Water View Summer Rental Cottage

3 BR / 2 BA / Sleeps 6 | Quick view

Details

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

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$700

4 BR / 5 BA / Sleeps 12

1 / 14

$700

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Tiana Bay Waterfront With Private Pool/Boat Dock

4 BR / 5 BA / Sleeps 12 | Quick view

Details

Great location with incredible views of the Tiana and Shinnecock Bay. Waterfront, boat dock, boat ramp, heated pool, fishing - right in your back yard! Spacious home with en-suite bathrooms in all bedrooms. Walking distance to shopping, transportation. Location, location, location !! The house is is in a beautiful …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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$833

8 BR / 7 BA / Sleeps 23

1 Reviews

$833

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Great Vacation Home in the Hamptons

8 BR / 7 BA / Sleeps 23 | Quick view
“ Terrible ” 1 Reviews

Details

Reviews

(1)

Beautiful house, 8 bedrooms 7 bathrooms, beautiful residential area. pool, hot tub, Tennis Court, basketball, beach Volley Ball court, C/A/C, whireless Internet connection, BBQ and much more. about 4-5 miles to the beach, winerries, cafes and galleries.
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(1)

Hampton and Sons - Rip off.

Left on Jun 15, 2012 for a stay in May 2012

Beware of this company, Hampton and Sons, do not stay at this here:

*The house is a wreck

*mold is everywhere

*the cleaning deposit obviously doesn't go to cleaning the house

*you have bring your own linens

*pool table ripped

*couches propped up on phone books

*the hot tub didn't work

*never got security deposit, Contact has blocked my phone number after repeated attempts to get a hold …

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$1,000

6 BR / 3 BA / Sleeps 12

1 / 14

$1,000

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Waterfront Paradise for boaters & family reunions!

6 BR / 3 BA / Sleeps 12 | Quick view

Details

Your own private summer resort. This house has it alll, you won't want to leave! Waterfront dock, jacuzzi, sparkling pool, multiple patios, 2 outdoor grills, and multiple balconies are key outdoor features. State of the art kitchen, large country dining room table, 2 fireplaces, 2 open airy family rooms provide …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Suitable for children
  • Suitable for the elderly

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$475

3 BR / 3 BA / Sleeps 6

1 / 9

$475

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Relaxing Wooded Retreat - Hamptons

3 BR / 3 BA / Sleeps 6 | Quick view

Details

Contemporary home on an acre of wooded land. Amenities include central air-conditioning and heat, wood-burning fireplace, heated in-ground pool, fenced-in backyard, sunroom. Located near local and high-end shopping and dining, farm stands, beaches, wildlife reserve, hiking, and outdoor activities including golf, …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$1,100

4 BR / 9 BA / Sleeps 12

1 / 20

$1,100

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Paradise

4 BR / 9 BA / Sleeps 12 | Quick view

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Southampton House Rental Photos and Description 4 Bedrooms, 3 Bathrooms, Sleeps 10 Newly acquired first time offering, completely renovated designer's home. Minutes to all Southampton's ocean beaches, . Backing onto a preserve, it is 3 miles to the ocean beaches and a mile from the village of Southampton. This 2400 …
  • Wireless Internet
  • A/C or climate control
  • Central heating
  • Parking
  • Grill

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$285

3 BR / 2 BA / Sleeps 8

1 / 20

$285

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Hamptons Getaway

3 BR / 2 BA / Sleeps 8 | Quick view

Details

Three bedroom/two bathroom 2100 sq ft ranch style home set on .50 acres (fenced) located on a private road in a great location. Just minutes to all of the action. Four miles to Ponquogue Beach. One mile to Hampton Jitney, restaurants and bars. Two miles to LIRR. Steps to Tiana Bay where you can enjoy the convenience …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

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$475

4 BR / 3 BA / Sleeps 8

1 / 31

$475

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Southampton Designers' Escape Close to SH Village

4 BR / 3 BA / Sleeps 8 | Quick view

Details

Southampton Designer's Escape The Space Lots of large windows and glass doors make this home bright and warm all year long. Art adorned walls and colorful original textile designs by the artist/designer are throughout. The layout is great for entertaining and relaxing. Both open and private, this open plan layout…
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • 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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$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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$1,500

4 BR / 3 BA / Sleeps 10

1 / 15

$1,500

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Watermill estate on pond

4 BR / 3 BA / Sleeps 10 | Quick view

Details

Four bedroom 4000sf house on 8.8 acres of gorgeous, park like property, with 3 acre private pond/lake, and free form gunite pool,right in the heart of Watermill/Southampton. !0 blocks off of Montauk Hwy, 4 minutes to ocean, 5 mins to town of Southampton. Fantastic location! Also has central air, huge kitchen,wifi, …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,300

5 BR / 4 BA / Sleeps 9

1 / 6

$1,300

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Lovely Hampton Estate

5 BR / 4 BA / Sleeps 9 | Quick view

Details

19th Century house on 3 acres of gardens and fields. Traditional styling has been infused with modern touches and updates. Cook's professional kitchen, central air conditioning, jacuzzi, steam shower, heated swimming pool, internet and multi-room music system. Close to beach and recreation facilities.
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

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$500

4 BR / 4 BA / Sleeps 8

2 Reviews

$500

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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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$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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$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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$725

4 BR / 4 BA / Sleeps 12

1 / 7

$725

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Hamptons-E Quogue, w/pool, Avail August 2015

4 BR / 4 BA / Sleeps 12 | Quick view

Details

Four Bed, four bath. Great for two families. + .Nice pool, basketball hoop, bikes, bogie boards, beach chairs, croquet, badmition, x box in basement, pool table, outdoor speakers, nice bar b que, great lounges by pool, big back deck close to Southampton beaches, close in hamptons. August 9th through Labor Day
  • Fireplace
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Deck
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly

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$400

4 BR / 2 BA / Sleeps 10

1 / 24

$400

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4BR Southampton Home Heated Pool & Jacuzzi sleeps 10, 3 min to village & Beach

4 BR / 2 BA / Sleeps 10 | Quick view

Details

"This home is perfectly located in Southampton. It is a 4 Bedroom and it sleeps 10 people. The house is perfectly located in the heart of the Hamptons and has a large yard that is private and just beautiful. There is a nice HUGE built in Jacuzzi & Heated Pool in the yard for you to enjoy as well as a BBQ on a Large …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - 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

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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$1,400

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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$250

1 BR / 1 BA / Sleeps 2

1 / 9

$250

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Romantic Luxury Winery Apartment

1 BR / 1 BA / Sleeps 2 | Quick view

Details

Spend a relaxing few days at our romantic vineyard and winery in our newly finished 650 sq. ft. luxury apartment situated on beautiful Manor Lane in Jamesport. Our one bedroom (queen size bed), bath w/shower, large open living room, kitchenette, cathedral ceiling, flat screen TV, Cable, WiFi, central air/heat is …
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Central heating
  • Parking

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$850

3 BR / 2 BA / Sleeps 6

1 / 6

$850

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Beach house dune rd

3 BR / 2 BA / Sleeps 6 | Quick view

Details

Located on Dune road ocean side 100 feet to beach . Roof deck with great views of ocean and bay views Close to Main Street village and restaurants Available for your convenience kayaks and other toys Boat slip at municipal marina with ramp to load and unload boats or jet skies available located near bye.
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • 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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$500

4 BR / 2 BA / Sleeps 10

7 Reviews

$500

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Charming Serene Water front House in Southampton

4 BR / 2 BA / Sleeps 10 | Quick view
“ Excellent ” 7 Reviews

Details

Reviews

(7)

Located in Southampton's largest natural area - Big Fresh Pond. Treat yourself with abundance of nature, tranquility and available activities! 8000 sqft total of private space including 4000 sqft of private peaceful lakefront with dock and kayaks, 2000 sqft of indoor space and 2000 sqft of private woods and garden! …
  • Waterfront
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(7)

serene, quiet, perfect spot

Left on Apr 30, 2014 for a stay in April 2014

We arrived to a little hidden gem that is tucked away beside Big Pond Lake.

The home is designed in a nice French bohemian fashion with all of the things

we needed. There is no stove but a bbq and huge dining room glass table outside

where we had late night dinners outside! a real change from Manhattan!

During the day on Saturday we took the canoe out on the water and paddled around

all …

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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

Details

Reviews

(24)

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

Details

Reviews

(24)

In general I would...

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

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

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$190

2 BR / 1 BA / Sleeps 4

1 / 7

$190

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Lakefront House in L.I. Wine Country

2 BR / 1 BA / Sleeps 4 | Quick view

Details

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

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$850

4 BR / 4 BA / Sleeps 8

1 / 18

$850

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4 Bedroom House in Bridgehampton

4 BR / 4 BA / Sleeps 8 | Quick view

Details

4 bedroom post modern house in Bridgehampton. AC, heated pool, two-car garage on a little more than a half acre. Walking distance to Bridgehampton. 3.5 fully renovated bathrooms.
  • Pet friendly - ask
  • 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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