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$186

3 BR / 2 BA / Sleeps 6

8 Reviews

$186

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Adorable, Updated Farmhouse; Walk to Beach & Town!

Southold house – 3.6 mi away
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent8 Reviews

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Reviews

(8)

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

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Reviews

(8)

Perfect Modern North Fork Vaca!

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

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

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$1,715

5 BR / 4 BA / Sleeps 10

Sagaponack House + Studio... Centrally Located - Shelter Island vacation rentals
1 / 21

$1,715

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Sagaponack House + Studio... Centrally Located

Sagaponack house – 8.2 mi away
5 BR / 4 BA / Sleeps 10 | Quick view

Details

Welcome to the beautiful and immaculate five bedroom, four bathroom house in Sagaponack, New York.  Centrally located...five minute drive from Sag Harbor, five minute drive from the ocean and our amazing beaches.  Pine hardwood floors, contemporary furnishings with all the latest amenities.  Full basement with game…
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

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$489

2 BR / 2 BA / Sleeps 6

30 Reviews

$489

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Cliffside Resort Greenport Luxurious Waterfront Condo- with Pool!

Greenport condo – 2.9 mi away
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent30 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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(30)

The Perfect Stay

Left on Jun 05, 2010 for a stay in May 2010

We could not have been more pleased with Cliffside. As you can see I have rated everything with FIVE STARS. The management were charming and very helpful. We rented the activity room for a small family party which was a huge success and anyone involved in organising/cleaning/providing extra glasses/ice etc could not have been more helpful. I would, however, make two comments about the furnishings…

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$1,167

6 BR / 5 BA / Sleeps 12

PRIVATE HISTORICAL HOME AND GUEST HOUSE - Shelter Island vacation rentals
1 / 13

$1,167

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PRIVATE HISTORICAL HOME AND GUEST HOUSE

East Marion house – 1.4 mi away
6 BR / 5 BA / Sleeps 12 | Quick view

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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
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  • Washing Machine
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  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$1,000

6 BR / 3 BA / Sleeps 12

Short Term Rental w/Amenities and Best Location - Shelter Island vacation rentals
1 / 13

$1,000

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Short Term Rental w/Amenities and Best Location

Sagaponack house – 8.3 mi away
6 BR / 3 BA / Sleeps 12 | Quick view

Details

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

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$249

4 BR / 3 BA / Sleeps 8

2 Reviews

$249

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North Fork House with Private Beach Access

East Marion house – 4.1 mi away
4 BR / 3 BA / Sleeps 8 | Quick view
Excellent2 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
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  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children

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(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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$800

6 BR / 4 BA / Sleeps 12

6 Reviews

$800

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East Hampton Retreat

East Hampton house – 7.1 mi away
6 BR / 4 BA / Sleeps 12 | Quick view
Excellent6 Reviews

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Reviews

(6)

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

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(6)

My Favorite Getaway Spot!

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

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

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$400

4 BR / 4 BA / Sleeps 10

1 Reviews

$400

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->HAMPTONS - Shelter Island 4+Bdrm Euro Beach Home

Shelter Island house
4 BR / 4 BA / Sleeps 10 | Quick view
Very Good1 Reviews

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Reviews

(1)

DURING THE PEAK MONTHS, THIS HOUSE IS ONLY AVAILABLE BY THE WEEK OR LONGER! We just completed remodeling 2 of the baths and some additional painting. We just had custom plush white leather seating in the eat in kitchen nook as well as the window seat in one of the bedrooms. We are in the process of ordering all…
  • Waterfront
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(1)

Hamptons very soon.....

Left on Mar 24, 2015 for a stay in May 2013

My wife and I are very hard to please when it comes to travel and accommodation. However, Shelter Island Hideaway left us wanting more. The pergola, the décor, the pool, the semi private waterfront, and the excellent bedrooms, were enough to have us schedule another trip to the Hamptons very soon.

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$295

3 BR / 1 BA / Sleeps 6

11 Reviews

$295

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Waterfront North Fork Sunny Home

Southold house – 3.4 mi away
3 BR / 1 BA / Sleeps 6 | Quick view
Excellent11 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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$150

2 BR / 1 BA / Sleeps 4

1 / 19

$150

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Historic White Blossom House 1830 - Upstairs Apa

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

Details

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

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$715

3 BR / 4 BA / Sleeps 6

1 / 20

$715

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Tennis Court, Swimming Pool, Bocci, Soccer Lawn, L

Shelter Island house
3 BR / 4 BA / Sleeps 6 | Quick view

Details

Tennis Court, Swimming Pool, Bocci, Soccer Lawn, Luxury Shelter Island 3-Bedroom Located in what is arguably the most desirable part of the island, this house appeals to guests who are looking for clean, modern, and stylish accomodations in a picturesque setting. Huge open kitchen with Sub-zero refrigerator, DCS stove…
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  • Suitable for children - ask

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$250

2 BR / 2 BA / Sleeps 4

1 / 7

$250

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Maidstone Cottage BnB

East Hampton B&B – 9.5 mi away
2 BR / 2 BA / Sleeps 4 | Quick view

Details

Bright and sunny 2 Private Rooms with ensuite Bath. Queen size Bed. Rent whole Apartment or one bedroom - view pricing 1bdrm $ 250.00. / Whole house (2 bedrooms 2 Bath ) is $500.00 Wifi-CableTv-A/C Share Full Common Kitchen, Dining area & Patio. Parking on premises. Located in Springs Walking distance to …
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Central heating
  • Patio
  • Pet friendly - ask
  • Smoking allowed
  • Suitable for children - over five

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$1,429

5 BR / 8 BA / Sleeps 10

4 Reviews

$1,429

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Elegant Designer Hamptons Retreat in Sag Harbor

Sag Harbor house – 3.4 mi away
5 BR / 8 BA / Sleeps 10 | Quick view
Excellent4 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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(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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$286

3 BR / 2 BA / Sleeps 6

9 Reviews

$286

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Hip & Stylish East Hampton Getaway

East Hampton house – 8.4 mi away
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent9 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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$175

2 BR / 1 BA / Sleeps 4

1 Reviews

$175

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Historic White Blossom House - Circa 1830 Apartmen

Southold condo – 4.6 mi away
2 BR / 1 BA / Sleeps 4 | Quick view
Excellent1 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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$3,571

4 BR / 2 BA / Sleeps 7

1 / 24

$3,571

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*Prime Waterfront Location, Walk to Beach,Private*

Bridgehampton house – 9.7 mi away
4 BR / 2 BA / Sleeps 7 | Quick view

Details

Fabulous location! Very private, beautiful Bauhaus home on more than an acre of spacious well-landscaped, waterfront property, with a feel of many acres more due to the water views and neighboring natural, landscaped property. This house is in pristine condition, completely furnished, wood floors throughout with a …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$300

1 BR / 1 BA / Sleeps 3

4 Reviews

$300

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Forever Cottage 1-Bdrm & separate boutique Studio

Sag Harbor cottage – 5.9 mi away
1 BR / 1 BA / Sleeps 3 | Quick view
Excellent4 Reviews

Details

Reviews

(4)

Forever Cottage is a charming, one-bedroom guest cottage plus newly added separate, modern 'boutique' Studio which rents separately, just steps from Main Street in the scenic village of Sag Harbor, NY, available to rent for weeks, weekends or longer stays- year-round. Sag Harbor is a beautiful, historic waterfront …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(4)

Wonderful location;run by organized and thoughtful, Jennifer

Left on Jul 20, 2011 for a stay in July 2011

My daughter and I were looking for a respite from the city and found it at Forever Cottage. Easy trip there on the Jitney, easy walk to the cottage from Main St, easy bike to anywhere we wanted to go, safe adorable town with a wonderful cottage to come home to. Jennifer was so helpful to us as we planned the trip that it made it all the more relaxed. We would definitely recommend her cottage to…

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$350

4 BR / 4 BA / Sleeps 10

1 / 16

$350

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

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

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This eclectic 'Round' house is a one of a kind on Shelter Island. Sited on 1.5 acres in Hay Beach with slices of bay views, this upside down house offers 4 Bedrooms and 2 Baths on the ground floor with an open layout upstairs which includes the living and dining room, kitchen, ½ bath, and covered in porch. The …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$409

2 BR / 2 BA / Sleeps 6

24 Reviews

$409

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

Greenport condo – 2.2 mi away
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent24 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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$850

4 BR / 4 BA / Sleeps 8

4 Reviews

$850

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Stunning and Spacious. Walk to Harbor and Sunsets!

East Hampton house – 9.8 mi away
4 BR / 4 BA / Sleeps 8 | Quick view
Excellent4 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

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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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$572

4 BR / 2 BA / Sleeps 8

1 Reviews

$572

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Private waterfront setting, kayaks, walk to beach

East Hampton cottage – 9.3 mi away
4 BR / 2 BA / Sleeps 8 | Quick view
Excellent1 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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$175

2 BR / 1 BA / Sleeps 4

1 Reviews

$175

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Historic White Blossom House - Circa 1830 Cottage

Southold cottage – 4.6 mi away
2 BR / 1 BA / Sleeps 4 | Quick view
Excellent1 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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$1,143

5 BR / 4 BA / Sleeps 10

1 / 12

$1,143

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Designed as a Luxury Boutique Hotel

Sag Harbor house – 5.6 mi away
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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$295

2 BR / 1 BA / Sleeps 6

3 Reviews

$295

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Main Street Historic Gingerbread House Full floor

Sag Harbor condo – 5.8 mi away
2 BR / 1 BA / Sleeps 6 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

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

Details

Reviews

(3)

Has it all

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

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

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$145

3 BR / 2 BA / Sleeps 4

2 Reviews

$145

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Bay House C1860 two family

Greenport house – 2.3 mi away
3 BR / 2 BA / Sleeps 4 | Quick view
Excellent2 Reviews

Details

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
  • Porch
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(2)

A jewel in Greenport

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

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

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$250

2 BR / 1 BA / Sleeps 6

1 / 17

$250

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Soundside Cottage

Southold cottage – 5.7 mi away
2 BR / 1 BA / Sleeps 6 | Quick view

Details

This charming cedar shingled beach cottage is located 45 feet from Long Island Sound with steps leading down to its own private beach. The cottage is surrounded by a wood deck perfect for watching spectacular sunsets...each night, a unique palette of pink, blue and violet sky as the sun drops into the water before …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly

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$249

2 BR / 2 BA / Sleeps 6

2 Reviews

$249

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Waterfront Condo C204 at The Cliffside Resort

Greenport condo – 2.9 mi away
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

Overview: Waterfront Water's Edge 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, visit our …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • 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

2 BR / 1 BA / Sleeps 6

1 Reviews

$150

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Cutchogue Beach Cottage

Cutchogue cottage – 7.6 mi away
2 BR / 1 BA / Sleeps 6 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

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

Details

Reviews

(1)

Adorable Beach Cottage Even in Winter

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

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

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$2,136

4 BR / 5 BA / Sleeps 8

3 Reviews

$2,136

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Spectacular Water Views & Sunsets in East Hampton

East Hampton house – 9.3 mi away
4 BR / 5 BA / Sleeps 8 | Quick view
Excellent3 Reviews

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Reviews

(3)

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

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(3)

A perfect vacation

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

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

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

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$925

3 BR / 2 BA / Sleeps 6

1 / 17

$925

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Bridgehampton South, Village Gem!

Bridgehampton house – 9.7 mi away
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

1 / 33

$500

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Beautiful East Hampton Escape, Heated Pool

East Hampton house – 8.8 mi away
4 BR / 3 BA / Sleeps 10 | Quick view

Details

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

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$500

3 BR / 2 BA / Sleeps 5

1 Reviews

$500

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Historical Orient Pt. Beach Cottage

Orient house – 5.0 mi away
3 BR / 2 BA / Sleeps 5 | Quick view
Average1 Reviews

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Reviews

(1)

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

Details

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(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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$333

5 BR / 4 BA / Sleeps 10

1 Reviews

$333

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

East Hampton house – 7.8 mi away
5 BR / 4 BA / Sleeps 10 | Quick view
Excellent1 Reviews

Details

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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$357

3 BR / 3 BA / Sleeps 6

1 / 23

$357

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Mini Resort in East Hampton on a private acre

East Hampton house – 8.1 mi away
3 BR / 3 BA / Sleeps 6 | Quick view

Details

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

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$499

3 BR / 3 BA / Sleeps 8

1 / 8

$499

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Private Waterfront W Beach, New Renovation

Southold house – 3.3 mi away
3 BR / 3 BA / Sleeps 8 | Quick view

Details

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

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$300

3 BR / 2 BA / Sleeps 9

1 / 29

$300

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Captain's House in Downtown Greenport Village

Greenport house – 2.4 mi away
3 BR / 2 BA / Sleeps 9 | Quick view

Details

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

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$750

3 BR / 3 BA / Sleeps 8

1 / 11

$750

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3 Bed 3 Bath East Hampton Summer Rental w/ Pool

East Hampton house – 9.4 mi away
3 BR / 3 BA / Sleeps 8 | Quick view

Details

Newly renovated contemporary home sits on 1 acre up on a hill across the street from rolling fields at the edge of the Village. The open layout of the home affords large living space complete with a great room with wood burning fireplace, an open kitchen and dining area. On the bottom level, 3 bedrooms and 2 baths, …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Suitable for children

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$325

2 BR / 2 BA / Sleeps 6

1 / 20

$325

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>>> ROMANTIC Beach Getaway! Seclusion, Waterfalls

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

Details

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

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$2,857

7 BR / 7 BA / Sleeps 10

1 / 20

$2,857

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Beautiful Estate home in the Hamptons, New York

Water Mill villa – 8.9 mi away
7 BR / 7 BA / Sleeps 10 | Quick view

Details

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

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$386

3 BR / 3 BA / Sleeps 6

3 Reviews

$386

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Contemporary East Hampton 3 Bdrm in 4 Acres

East Hampton house – 8.1 mi away
3 BR / 3 BA / Sleeps 6 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

Located on a private road, set in 4 acres of woodland, this very smartly laid out contemporary makes for a perfect Summertime rental. The master bedrooms are on either side of the house, and are separated by a large, double height living, open kitchen, and dining area with sunlight streaming in from everywhere. The …
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children

Details

Reviews

(3)

We'll be back!

Left on Mar 29, 2015 for a stay in August 2014

We stayed with two other couples in August 2014, and found the house to be modern, comfortable and spacious with all the facilities we needed plus some nice touches such as the mood lighting and oversized deck. We loved the location, especially the privacy and quiet. We were central to town and beaches, everything was only a few minutes drive away. Thoroughly recommended, I would definitely stay …

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$572

4 BR / 2 BA / Sleeps 8

1 / 9

$572

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

Southampton house – 8.8 mi away
4 BR / 2 BA / Sleeps 8 | Quick view

Details

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

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$225

2 BR / 1 BA / Sleeps 4

1 / 12

$225

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Secluded Lakefront Cottage Near Beaches & Wineries

Southold house – 5.4 mi away
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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$429

4 BR / 3 BA / Sleeps 8

1 / 18

$429

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Newly remodeled mid century modern

East Hampton house – 9.7 mi away
4 BR / 3 BA / Sleeps 8 | Quick view

Details

Walking distance to harbor. 10 minutes north to bay beaches, 10 south to downtown East Hampton and ocean beaches. Upside down house with master bedroom and bath, 25x15 room with grand piano and kitchen upstairs, deck; 3 bedrooms and 2 baths downstairs. Light and airy!
  • Wireless Internet
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$1,200

4 BR / 3 BA / Sleeps 6

1 / 17

$1,200

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SAG HARBOR MODERN HOME WITH AMAZING SUNSET VIEWS OVER BAY

Sag Harbor house – 4.9 mi away
4 BR / 3 BA / Sleeps 6 | Quick view

Details

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

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$190

2 BR / 1 BA / Sleeps 4

1 / 7

$190

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Lakefront House in L.I. Wine Country

Southold house – 5.4 mi away
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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$300

2 BR / 1 BA / Sleeps 4

1 / 10

$300

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The Hampton Sack

East Hampton house – 9.3 mi away
2 BR / 1 BA / Sleeps 4 | Quick view

Details

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

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$1,000

6 BR / 4 BA / Sleeps 12

1 / 7

$1,000

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Hampton's Paradise sag Harbor, Southampton

Sag Harbor house – 6.0 mi away
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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$190

1 BR / 2 BA / Sleeps 2

2 Reviews

$190

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BRIDGEHAMPTON Room+Bath Suite, Central location

Bridgehampton house – 9.4 mi away
1 BR / 2 BA / Sleeps 2 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

CONVENIENT to ART FAIRS & MUSIC EVENTS CENTRAL BRIDGEHAMPTON LOCATION MAY 15 - JUNE 30 ONLY $190/night JULY $240/ night / 2 night min / July 4th weekend, 4 night minimum AUGUST 1-21 $280/night HAMPTON CLASSIC AUG 22-30 $1900 +utilities ( see details below) 1 BEDROOM + PRIVATE BATH suite [] your …
  • Wireless Internet
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children - ask
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(2)

We had a lovely stay at Lynn's.

Left on May 17, 2013 for a stay in May 2012

Lynn's house is lovely. Very clean, comfortable, and wonderful backyard. Both her and her husband were very friendly and helpful... Highly recommended.

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$329

3 BR / 2 BA / Sleeps 4

1 / 20

$329

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

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

Details

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

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$300

3 BR / 2 BA / Sleeps 6

1 / 15

$300

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

Southold house – 5.3 mi away
3 BR / 2 BA / Sleeps 6 | Quick view

Details

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