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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

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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 …
  • Waterfront
  • Suitable for the elderly

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(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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$1,200

5 BR / 5 BA / Sleeps 10

2 Reviews

$1,200

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Brand New In Prime East Hampton Village Location!

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

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Reviews

(2)

Location, location, location! In its ideal location on a charming, quaint cul de sac in beautiful East Hampton Village, this brand new 4-5 bedroom, 4½ bath vacation home has it all. Luxury, luxury, luxury! Its amenities include a heated swimming pool, central air-conditioning, a charming covered front porch, and a …
  • Waterfront
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

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Reviews

(2)

A Tremendous Home with a Fabulous Location!

Left on Jan 25, 2011 for a stay in July 2010

A newly built home with all of the amenities and an excellent location. Within a 10-minute walk lies the charming town of East Hampton and a drive to the beach is only moments away. This home has a wonderful lay-out and a great heated swimming pool in the backyard. Located on a quitely private street, one is also just minutes away from the local train station - talk about convenient. My wife …

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$286

3 BR / 2 BA / Sleeps 6

9 Reviews

$286

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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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(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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$150

1 BR / 1 BA / Sleeps 4

1BR AMAZING SOUTHAMPTON GUEST HOUSE, YARD,SOUTHAMPTON TOWN, TRAIN 2MI - Water Mill vacation rentals
1 / 3

$150

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1BR AMAZING SOUTHAMPTON GUEST HOUSE, YARD,SOUTHAMPTON TOWN, TRAIN 2MI

1 BR / 1 BA / Sleeps 4 | Quick view

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SUCH A BEAUTIFUL LOCATION ! Come stay at our Beautiful Southampton guest house suite. Getaway and visit Southampton towns and shops Great restaurants. Centrally located near vineyards,minutes drive to Southampton town and Coopers beach, the bay beach is 2 minutes away, you can walk it about 1 mile. The cottage is …
  • Internet Access
  • A/C or climate control
  • Patio
  • Parking
  • Books
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$925

3 BR / 2 BA / Sleeps 6

Bridgehampton South, Village Gem! - Water Mill 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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$500

4 BR / 3 BA / Sleeps 10

4 Bedroom Best Location! Southampton walk to Town to the Beach w POOL! No car needed! - Water Mill vacation rentals
1 / 37

$500

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4 Bedroom Best Location! Southampton walk to Town to the Beach w POOL! No car needed!

4 BR / 3 BA / Sleeps 10 | Quick view

Details

This home is modern, clean and comfortable. It is located in the heart of the Hampton’s! The house is located just a few blocks from town and a few blocks from the most beautiful beaches in the world. It is in one of the most desirable neighborhoods in Southampton. The house Sleeps 10! The home has 4 bedrooms, …
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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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

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Reviews

(4)

Fantastic accommodation and lovely destination

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

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

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$357

4 BR / 4 BA / Sleeps 9

1 / 40

$357

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Hamptons 4 bdrm solar electric 2015-2 week minimum

4 BR / 4 BA / Sleeps 9 | Quick view

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Why rent 12 Bob White Drive in Water Mill summer of 2015? Secluded location only 15 minutes from villages of Sag Harbor, Bridgehampton, closeness to Southampton beaches without the traffic [15 minutes] Architect designed house that maximizes light and useful 2500 square feet This house is a cut above the rest…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$1,167

6 BR / 5 BA / Sleeps 12

1 / 13

$1,167

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PRIVATE HISTORICAL HOME AND GUEST HOUSE

6 BR / 5 BA / Sleeps 12 | Quick view

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

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$150

2 BR / 1 BA / Sleeps 6

1 Reviews

$150

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Cutchogue Beach Cottage

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

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Reviews

(1)

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

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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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$800

4 BR / 4 BA / Sleeps 10

1 / 15

$800

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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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$500

6 BR / 3 BA / Sleeps 12

4 Reviews

$500

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6BR Amazing Southampton Home, Private, Pool, Jacuzzi, Village Near All

6 BR / 3 BA / Sleeps 12 | Quick view
“ Excellent ” 4 Reviews

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Reviews

(4)

SUCH A BEAUTIFUL LOCATION ! Come stay at our Beautiful Southampton Home. Visit Southampton town village and shops Great restaurants only 3 min away. Centrally located!THE BEACH IS 1 mile away & Coopers beach is 6 min away . Available for weekly stays in season and 2 night min off season. The house is nestled in a park…
  • 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

Details

Reviews

(4)

Perfect for a group getaway!

Left on Oct 02, 2012 for a stay in October 2012

We stayed here for my sister's bachelorette for a weekend getaway in October. 13 girls were able to stay very comfortably. The space was perfect for us (comfortable. spacious and elegant living room, functional kitchen, great hot tub and pool) and well located in Southampton.

Linda, the owner, was extremely accommodating and informative, and went above and beyond to make us feel …

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$295

1 BR / 1 BA / Sleeps 2

1 / 7

$295

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Private Suite in Contemporary Home

1 BR / 1 BA / Sleeps 2 | Quick view

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

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$400

4 BR / 3 BA / Sleeps 8

3 Reviews

$400

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Hampton Bays, south of 27A

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

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Reviews

(3)

Completely renovated 4 bedroom home on quiet street in Hampton Bays. In town location. Walk to shops and dining. 3.5 miles to Atlantic Ocean and 1.0 miles to Shinnecock Bay. Large property with lovely deck and furniture. Handicap accessible with bedroom and wet room on first floor. Deck accessible by wheelchair. …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(3)

Great family vacation w friends!!

Left on Jul 27, 2014 for a stay in July 2014

Just wanted to say what a great house this was- we had 6 young kids with 8 adults and fit great in this house. Huge back yard with plenty of space to play games and have water ballon fights. New weber grill, amazing deck with beautiful furniture. This house had everything! 3 full baths to accommodate everyone and a really close car ride to the beach and town. Would totally recommend this …

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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

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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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$125

0 BR / 1 BA / Sleeps 4

1 Reviews

$125

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Cute Hamptons Cottage

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

Details

Reviews

(1)

***THIS PROPERTY IS AVAILABLE FOR A WINTER RENTAL STARTING OCT. 1 2014 TO APRIL 30 2015 PLEASE INQUIRE. Cute well decorated cottage in the North Sea area of Southampton. North Sea is a historic area of Southampton, NY. The cottage is located just behind one of Long Island's largest bodies of fresh water, Big …
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Parking
  • Grill
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Great place!

Left on Jul 16, 2014 for a stay in July 2014

Wonderful cottage in a great location. Short trip to town, the beach and restaurants all around. I can't wait to come back. Property was very easy to book and the overall condition of the property was great.

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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

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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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$175

2 BR / 1 BA / Sleeps 4

1 Reviews

$175

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Historic White Blossom House - Circa 1830 Apartmen

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

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Reviews

(1)

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

Details

Reviews

(1)

Cozy and comfortable stay

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

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

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

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$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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$275

2 BR / 2 BA / Sleeps 6

1 / 14

$275

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New Renovation, Wine Country Cottage, Water Views

2 BR / 2 BA / Sleeps 6 | Quick view

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

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$500

3 BR / 3 BA / Sleeps 5

1 / 35

$500

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Shelter Island, Contemporary and Private

3 BR / 3 BA / Sleeps 5 | Quick view

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Contemporary, light filled 3 bedroom, 3 bath home located near South Ferry with easy access to the Hamptons. The lovely open floor plan features an array of contemporary art and sculptures, a living room with vaulted ceiling and fireplace, state-of-the art kitchen and dining room, all having access to a spacious deck …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$350

3 BR / 2 BA / Sleeps 9

1 / 12

$350

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Clean, Renovated House w. AC, Hot Tub near Beach

3 BR / 2 BA / Sleeps 9 | Quick view

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About the house: Fully renovated for 2015 this super clean house features air conditioning, three bedrooms with a new Queen and Twin bed in each, a professional kitchen including dishwasher, microwave, convection oven, ice maker, blender and toaster, washer/dryer, a six person Hot-Tub, an outdoor ping-pong table, 2 …
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • A/C or climate control
  • Parking
  • Grill

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$150

1 BR / 1 BA / Sleeps 2

1 / 6

$150

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Cozy, Wooded, Charming and Immaculate

1 BR / 1 BA / Sleeps 2 | Quick view

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Attached to owner-occupied home, yet very private and secluded. Fully furnished (art and antiques) and equipped, from wine opener to beach chairs. Adjacent to park and Paumanok Trail for hiking. Other trails nearby.. Perfect for one or two mature, quiet nonsmokers. No pets. Sitting room, bedroom with two twin …
  • Internet Access
  • A/C or climate control
  • Central heating
  • Deck
  • Parking
  • Suitable for children - ask
  • Suitable for the elderly - 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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$500

3 BR / 2 BA / Sleeps 7

1 Reviews

$500

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Southampton Village House- With Heated Pool.

3 BR / 2 BA / Sleeps 7 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

LOCATED IN THE VILLAGE OF SOUTHAMPTON PROPER- VERY WALKABLE LOCATION- ******LUXURY AT A BUDGET*****1.5 MILE TO COOPERS BEACH Season pass is possible with a signed lease agreement. A NICE SIZE RUSTIC COTTAGE - YOU WILL NOT FEEL CRAMPED!!!! No short stays at this time for Summer Stays
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

home away from home

Left on Jun 29, 2014 for a stay in September 2013

The house is in a beautiful area that is convenient to everything.

I felt safe and comfortable, had a very relaxing experience staying there- and the home owner couldn't be nicer!!!

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$500

3 BR / 3 BA / Sleeps 12

1 / 16

$500

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Southampton Secluded Get Away

3 BR / 3 BA / Sleeps 12 | Quick view

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This 3 bedroom, 2.5 bath beach house is tucked away in an seclusive private lot with large security-enabled gates for total privacy. The house is spacious with lots of windows to let in the sun. The bedrooms are large and spacious. Nice backyard with plenty of room for activities. BBQ cooking area on the back deck …
  • Wireless Internet
  • A/C or climate control
  • Central heating
  • Linens Provided
  • Towels Provided

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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

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** 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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$150

2 BR / 1 BA / Sleeps 4

1 / 19

$150

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Historic White Blossom House 1830 - Upstairs Apa

2 BR / 1 BA / Sleeps 4 | Quick view

Details

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

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$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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$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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$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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$743

9 BR / 4 BA / Sleeps 18

3 Reviews

$743

Inquire

Secluded Mini Estate in Hamptons

9 BR / 4 BA / Sleeps 18 | Quick view
“ Excellent ” 3 Reviews

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Reviews

(3)

Walk to beach. Enjoy sunsets over the bay in this beautifully designed contemporary central hall Colonial on 1.6 acres. Extremely large 9 bedrooms, 3.5 baths with state-of-the-art kitchen, formal dining room, large living room with fireplace and billiard room , ping pong room and full exercise gym. Olympic size heated…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(3)

A Fabulous Indulgence

Left on Jan 24, 2014 for a stay in August 2013

I literally just wanted some time off to spend with my kids and husband and a few close relatives and friends but didn't want to go so far away. It must have been through the grace of God that I came across this ginormous house and for the price the owner was asking for...practically a steal! I'm so happy in the decision I made in renting this home as opposed to just practically handing away my …

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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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$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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$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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$2,857

7 BR / 7 BA / Sleeps 10

1 / 20

$2,857

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Beautiful Estate home in the Hamptons, New York

7 BR / 7 BA / Sleeps 10 | Quick view

Details

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

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$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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$1,500

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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$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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$325

2 BR / 2 BA / Sleeps 6

1 / 20

$325

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>>> ROMANTIC Beach Getaway! Seclusion, Waterfalls

2 BR / 2 BA / Sleeps 6 | Quick view

Details

With it's Caribbean flair, 3 waterfalls, 2 pools and 75' Koi pond, our Vacation home is possibly the most Romantic Hamptons Hideaway Vacation Cottage Home Rental ever. Located in the Estate Section of Shelter Island. Available weekly, monthly or for the entire season contact us early for your desired dates. …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$857

4 BR / 5 BA / Sleeps 10

1 / 13

$857

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Finest Home in East Hampton Viillage

4 BR / 5 BA / Sleeps 10 | Quick view

Details

Centrally located in East Hampton Village across from Hook Wind Mill. Completely restored in 2009, this historic property has a gunite pool with a dramatic barn guest/pool house. Impeccable furnishings and beautiful gardens. Beds: 1 King Bed, 3 Queen Beds, 2 Twin Beds
  • 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 / 2 BA / Sleeps 10

7 Reviews

$500

Inquire

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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$572

4 BR / 2 BA / Sleeps 8

1 / 9

$572

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

4 BR / 2 BA / Sleeps 8 | Quick view

Details

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

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$1,429

8 BR / 7 BA / Sleeps 16

1 / 15

$1,429

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Live in Luxury in the English Manor Home

8 BR / 7 BA / Sleeps 16 | Quick view

Details

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

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$564

3 BR / 2 BA / Sleeps 6

5 Reviews

$564

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Quiet and Private in Heart of East Hampton Village

3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 5 Reviews

Details

Reviews

(5)

"The Vacationer" is a lovely, bright, white, 3 bedroom, 2 bath vacation home with a beautiful heated swimming pool. This extremely charming and appealing property features a pristine natural cedar Swedish sauna, central air conditioning, flat screen TV and high speed wireless internet access and is ideally located …
  • Waterfront
  • Internet Access
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(5)

Great location, charming house, a delightful experience!

Left on May 15, 2010 for a stay in May 2010

I have had the good fortune to stay on a number of occasions at the Vacationer. Secluded at the end of a cul de sac, it is set in a cheery, quiet neighborhood in close proximity to East Hampton Village.

On each occasion, upon arriving at the Vacationer, I have found the house immaculate. The first thing I did was sink into the overstuffed sofa, basking in the sunny, light-filled living room …

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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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$1,150

4 BR / 2 BA / Sleeps 10

1 / 19

$1,150

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Hamptons Lofty Beach Barn - Pet Friendly

4 BR / 2 BA / Sleeps 10 | Quick view

Details

Lofty beach barn! Very unique & tastefully decorated property with brand new furnishings and pool. Authentic Post and Beam Barn House located in the picturesque town of Water Mill in Southampton, NY. Southampton is home to the world famous Coopers Beach, Duck Walk Vineyard and the Parrish Museum. This open & …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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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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$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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