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$925

3 BR / 2 BA / Sleeps 6

Bridgehampton South, Village Gem! - Southold vacation rentals
1 / 17

$925

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Bridgehampton South, Village Gem!

Bridgehampton house – 11.1 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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$249

4 BR / 3 BA / Sleeps 8

2 Reviews

$249

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North Fork House with Private Beach Access

East Marion house – 5.7 mi away
4 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

Contemporary 4 bedroom 3 bath house with private Long Island Sound beach access and community tennis and bocce courts in East Marion. Secluded lot with swing set. 2 adult bikes and 2 kids bikes, beach chairs and toys included. Cook's kitchen, large deck. 10 rooms total, including master bedroom with en suite bath, …
  • Internet Access
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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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$175

2 BR / 1 BA / Sleeps 4

1 Reviews

$175

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Historic White Blossom House - Circa 1830 Apartmen

Southold condo
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

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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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$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 – 4.2 mi away
2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 24 Reviews

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Reviews

(24)

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

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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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$295

2 BR / 1 BA / Sleeps 4

Beach House In Wine Country; Huge Sun Room - Southold vacation rentals
1 / 11

$295

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Beach House In Wine Country; Huge Sun Room

Southold cottage
2 BR / 1 BA / Sleeps 4 | Quick view

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

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$580

3 BR / 2 BA / Sleeps 6

1 Reviews

$580

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A Chef's Dream Kitchen

East Hampton house – 13.9 mi away
3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

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

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Reviews

(1)

A very pleasant stay at the East Hampton!

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

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

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$249

2 BR / 2 BA / Sleeps 6

2 Reviews

$249

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Waterfront Condo C204 at The Cliffside Resort

Greenport condo – 3.0 mi away
2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 2 Reviews

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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

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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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$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 – 6.0 mi away
5 BR / 8 BA / Sleeps 10 | Quick view
“ Excellent ” 4 Reviews

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Reviews

(4)

This property is only for the very discerning renter. It is a designer's own home. Please read rental rates before inquiring. Minimum rental is one month during High Season unless you see an availability between rentals. During the off season 2 week rentals may be possible. This elegant 6000 square foot home …
  • Internet Access
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  • 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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$1,167

6 BR / 5 BA / Sleeps 12

1 / 13

$1,167

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PRIVATE HISTORICAL HOME AND GUEST HOUSE

East Marion house – 2.9 mi away
6 BR / 5 BA / Sleeps 12 | Quick view

Details

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

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$500

4 BR / 4 BA / Sleeps 10

1 / 15

$500

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Post Modern Quaint Home Near Beach

Hampton Bays house – 13.2 mi away
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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$175

2 BR / 1 BA / Sleeps 4

1 Reviews

$175

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Historic White Blossom House - Circa 1830 Cottage

Southold 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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$295

3 BR / 1 BA / Sleeps 6

11 Reviews

$295

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Waterfront North Fork Sunny Home

Southold house
3 BR / 1 BA / Sleeps 6 | Quick view
“ Excellent ” 11 Reviews

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Reviews

(11)

Bright private sunny renovated three bedroom waterfront house on private street adjoining Arshamamague Pond. The sun is out and all we need is you to complete the picture. Join us at our three bedroom one bath renovated house. Private waterfront. Central AC. Beautiful hardwood floors and custom light fixtures. …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

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Reviews

(11)

the property is charming and the hosts delightful and helpful

Left on Jun 12, 2013 for a stay in June 2012

The propsety offers seclusion from the hustle and bustle, but all the delights of the North Fork are right there for the enjoying. The farm stands, wineries and eateries and lovely beaches and boating and golf... friendly towns and relaxed people! The sunsets and night sky are a gorgeous back drop to a comforable, well equipped cottage whose owners are commited to esnuring you enjoy your stay.…

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$145

3 BR / 2 BA / Sleeps 4

2 Reviews

$145

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Bay House C1860 two family

Greenport house – 4.3 mi away
3 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

Our one bedroom,kitchenette/ dining room & foldout queen size couch in living downstairs sleeps four comfortable . Backyard garden. Just forty yard walk to our block pier. 150 yard walk into town. The heart of Greenport Village on the best block in our Village no need for your once you arrive \walk or bike …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Outdoor Dining Area
  • Patio
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(2)

A jewel in Greenport

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

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

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$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
“ Excellent ” 30 Reviews

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Reviews

(30)

As featured by New York Magazine, the Cliffside Resort entertains the perfect vacation! This 68 unit complex, located directly on the Long Island Sound with incredible sunset views, offers brand new 2 bedroom 2 bathroom luxurious accommodations. Cliffside Resort Waterfront Condominiums at Greenport, New York, …
  • Waterfront
  • Internet Access
  • A/C or climate control
  • Deck
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(30)

The Perfect Stay

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

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

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$572

4 BR / 2 BA / Sleeps 8

1 Reviews

$572

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Private waterfront setting, kayaks, walk to beach

East Hampton cottage – 13.1 mi away
4 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

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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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$900

4 BR / 3 BA / Sleeps 6

1 / 17

$900

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SAG HARBOR MODERN HOME WITH AMAZING SUNSET VIEWS OVER BAY

Sag Harbor house – 7.1 mi away
4 BR / 3 BA / Sleeps 6 | Quick view

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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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$250

1 BR / 1 BA / Sleeps 2

1 / 9

$250

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Romantic Luxury Winery Apartment

Jamesport condo – 11.3 mi away
1 BR / 1 BA / Sleeps 2 | Quick view

Details

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

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$1,000

6 BR / 3 BA / Sleeps 12

1 / 13

$1,000

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Short Term Rental w/Amenities and Best Location

Sagaponack house – 10.4 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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$200

3 BR / 2 BA / Sleeps 6

1 / 8

$200

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Water View Summer Rental Cottage

Southold 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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$150

2 BR / 1 BA / Sleeps 6

1 Reviews

$150

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Cutchogue Beach Cottage

Cutchogue cottage – 4.7 mi away
2 BR / 1 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

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

Details

Reviews

(1)

Adorable Beach Cottage Even in Winter

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

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

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$499

3 BR / 3 BA / Sleeps 8

1 / 8

$499

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Private Waterfront W Beach, New Renovation

Southold house
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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$186

3 BR / 2 BA / Sleeps 6

8 Reviews

$186

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Adorable, Updated Farmhouse; Walk to Beach & Town!

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

Details

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

Details

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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$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
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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$200

1 BR / 4 BA / Sleeps 2

1 / 15

$200

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Hampton Accommodations 3 / FREE BIKE RENTALS

East Hampton B&B – 14.4 mi away
1 BR / 4 BA / Sleeps 2 | Quick view

Details

Sunny First floor bedroom with a Real comfortable King Size Bed. Refrigerator/Microwave - Closet Space Use of New Back Deck w/private outdoor shower and half bath. Full Bath on Second Floor. Complimentary continental self-serve breakfast included. Free use of in-house bicycles. Flat screen tv with premium channels…
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer

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$321

4 BR / 4 BA / Sleeps 10

1 / 5

$321

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Southold Waterfront family Home

Southold house
4 BR / 4 BA / Sleeps 10 | Quick view

Details

This Home is located minutes from beautiful Long Island sound beaches, wineries, and historic Greenport village. Whether you enjoy the sun or antiquing everything is hereby. The house was built in 2009, having all modern conveniences but still holding the North Fork charm. The home has a central air-conditioning, …
  • Waterfront
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$495

5 BR / 3 BA / Sleeps 14

1 / 13

$495

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North Fork Loft - Perfect for Wine & Food Weekends

Mattituck condo – 9.7 mi away
5 BR / 3 BA / Sleeps 14 | Quick view

Details

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

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$225

2 BR / 1 BA / Sleeps 4

1 / 12

$225

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Secluded Lakefront Cottage Near Beaches & Wineries

Southold house
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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$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

Southampton house – 9.7 mi away
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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$1,200

6 BR / 5 BA / Sleeps 12

1 / 25

$1,200

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Newly Renovated Southampton Summer Home

Southampton house – 11.1 mi away
6 BR / 5 BA / Sleeps 12 | Quick view

Details

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

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$500

4 BR / 2 BA / Sleeps 10

7 Reviews

$500

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Charming Serene Water front House in Southampton

Southampton house – 10.4 mi away
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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$650

3 BR / 2 BA / Sleeps 8

1 / 32

$650

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

East Hampton house – 14.7 mi away
3 BR / 2 BA / Sleeps 8 | Quick view

Details

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

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$250

3 BR / 2 BA / Sleeps 7

1 / 12

$250

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Luxury Beach House for the Price of a Hotel Room

Southold house
3 BR / 2 BA / Sleeps 7 | Quick view

Details

Our immaculate waterview beach house is located in a beach and boating community in Southold, New York, only a mile from the historic village of Greenport. It's the perfect place to relax and take in the North Fork's pristine beaches, award-winning wineries, antique shops, art galleries, and many other attractions…
  • 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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$295

3 BR / 2 BA / Sleeps 6

1 / 10

$295

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2 Bedroom House With Detached Studio, Water Views

Southold cottage
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Newly renovated waterfront cottage with detached studio This property consists of two separate buildings, a two bedroom house with Queen, two twins with pullout beds and the detached studio cottage with queen bed . From September through June only the studio (sleeps 2 + cot for child) is available for rent. In …
  • 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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$500

4 BR / 3 BA / Sleeps 10

1 / 33

$500

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Beautiful East Hampton Escape, Heated Pool

East Hampton house – 12.2 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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$188

1 BR / 2 BA / Sleeps 2

2 Reviews

$188

Book

Hampton Accommodations 2 / FREE BIKE RENTALS

East Hampton B&B – 14.1 mi away
1 BR / 2 BA / Sleeps 2 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

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

Details

Reviews

(2)

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

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

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

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

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

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$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 – 8.1 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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$1,429

5 BR / 3 BA / Sleeps 11

1 Reviews

$1,429

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East Hampton Luxury Home PERFECT FOR FAMILIES

East Hampton house – 13.9 mi away
5 BR / 3 BA / Sleeps 11 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

This beautiful summer home sits on an acre property only 3 years old and newly painted and furnished by Perter Andrews. It has a salt water heated pool, new cedar children's jungle gym with swing set, elevated ceder deck, dining room that seats 10, Eat-in kitchen that seats 8, fireplace with separate seating , …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

This house is immaculate,great pool very roomy!

Left on Jul 11, 2014 for a stay in August 2013

I stayed last year with my husband, two kids and nanny for two weeks. We had not seen the house before we booked it and we were pleasantly surprised at how beautiful it was with all the details in helping us have a great vacation. The owners understand how to enjoy the Hamptons. They let us use the beach chairs, umbrellas, bicycles they even had new toothbrushes for us and Champaign. No keys …

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$500

6 BR / 4 BA / Sleeps 14

1 / 12

$500

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Beautiful 6BR/4BA East Hampton Home

East Hampton house – 12.9 mi away
6 BR / 4 BA / Sleeps 14 | Quick view

Details

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

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$643

4 BR / 2 BA / Sleeps 8

1 Reviews

$643

Inquire

East Hampton/Clearwater Beach 4 Bd/Priv Beach/Pool

East Hampton house – 14.3 mi away
4 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

4 bedroom/2 Bath Single Level House with Central Air-Conditioning, located in the beautiful Clearwater Beach community. Rental includes electronic pass to private gated bay beach 2 minutes away. 7 minutes to East Hampton town and 9 minutes to ocean beaches.(East Hampton Main Beach or Amagansett Beaches). This home …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Great family vacation rental!

Left on Feb 03, 2015 for a stay in July 2014

Our family (2 kids, 2 parents, 4 grandparents) have spent our summer holiday here for the past 3 summers and are looking forward to our stay this coming summer. The house is perfect for family groups- plenty of room and comfortable common space in the living room and dining room. The back deck is ideal for relaxation with a pool, table tennis and grill. It is a short trip to the bay beach which …

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$785

7 BR / 5 BA / Sleeps 16

2 Reviews

$785

Inquire

SECLUDED BEACH CONTEMPORARY ESTATE

Hampton Bays house – 12.5 mi away
7 BR / 5 BA / Sleeps 16 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

Only 600 feet from one of the most beautiful (private) Hampton's beach. Enjoy poolside living in this stunning contemporary home complete with lots of skylights and cathedral ceiling. Bike along the Peconic Bay or enjoy miles of sandy beach just steps away. This spacious home has a large heated pool, 7 person hot tub/…
  • Waterfront
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(2)

Exceptional Vacation

Left on Oct 31, 2012 for a stay in June 2012

My family and myself stayed in this home and were extremely impressed with the décor and cleanliness. The home was better than we could have imagined. The rooms were very large and the amenities on the property were everything one would expect. There were tons of extra blankets and pillows. The cute little shampoos and soaps were a delight for all the ladies in our family. I was surprised to see…

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$225

3 BR / 2 BA / Sleeps 6

7 Reviews

$225

Inquire

Great Rates in 2015-Most Holiday Weeks No Increase

Hampton Bays house – 13.2 mi away
3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 7 Reviews

Details

Reviews

(7)

Newly renovated home perfect for family get-away and for girls or guys week get-aways. As past owners of The Black Whale Motel in Hampton Bays for 16 successful years, we are well aware of what vacationers are expecting from their rental. We have tried to include everything needed to enjoy your stay so the moment you…
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(7)

Perfect Spot

Left on May 22, 2011 for a stay in June 2010

This rental is situated in the perfect location. It is walking distance to quiet bay beaches and minutes away from the ocean. The resturants in the area are great! I suggest Tide Runners for any one who loves seafood!!! You are able to sit on the dock over the water and drink some cold beverages while listening to live music. You can see the resturant from the front deck of the house!!! The house…

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$3,500

7 BR / 7 BA / Sleeps 16

1 / 12

$3,500

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

Bridgehampton house – 8.5 mi away
7 BR / 7 BA / Sleeps 16 | Quick view

Details

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

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$500

2 BR / 1 BA / Sleeps 4

3 Reviews

$500

Book

Beech Tree Cottage

Sag Harbor cottage – 7.9 mi away
2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

Beech Tree Cottage is a charming two-bedroom, one-bath guest cottage conveniently located in the historic district of Sag Harbor, NY - a 5-minute walk along the waterfront to Main Street and the center of the village. The beach is a short drive or bike ride away. The owners are full-time residents of Sag Harbor, and …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for the elderly - ask

Details

Reviews

(3)

The cottage experience was relaxing and peaceful with a short wa

Left on Jul 05, 2012 for a stay in May 2012

Enchanting cottage, very comfortable, enjoyed a little interaction with the owner's family and dog. Very sweet.

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$500

4 BR / 4 BA / Sleeps 8

2 Reviews

$500

Inquire

Historic Vineyard Farmhouse with private beach

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

Details

Reviews

(2)

Easy to reach, hard to leave! Relax in this charming setting overlooking one of the most beautiful vineyards on The North Fork, complete with a stunning and private sugar sand beach on Southold Bay, one of the best beaches anywhere on the North Fork or The Hamptons, yours to enjoy throughout your stay. The large …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Perfect Location

Left on Sep 09, 2013 for a stay in August 2013

Very nicely situated rental. Close walk to the private beach, serene setting with a view of a vineyard. The house was perfect for 2 families with children. Functional kitchen, outdoor grill and most amenities one would expect. The house is older and some bedroom dressers need to be updated, however the place is spotless with comfortable beds. Close proximity to grocery shopping in Southold as …

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$715

3 BR / 3 BA / Sleeps 8

5 Reviews

$715

Inquire

Bright & Sunny 3 Bed, 3 Fl Bath, Pool, Big Deck

East Hampton house – 12.4 mi away
3 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 5 Reviews

Details

Reviews

(5)

The house is really great for friends or families. It is very clean and modern with a bright open layout with an indoor/outdoor orientation. There are 3 bedrooms, each with a queen bed and 3 full baths. Two of the bedrooms have en-suite full baths. The 3rd bedroom has a full bath outside in the hall. One bedroom has …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(5)

Five stars!

Left on Jun 12, 2012 for a stay in June 2011

Loved this place! Would highly recommend it to anyone looking for some relaxing peace & quiet outside the city. Conveniently located outside of town to avoid the summer chaos. The spacious layout can accommodate a large family or handful of friends. Added to that - the clean, hip yet comfy decor with a sunny pool out back- what else could you ask for! Pencil me in for next year!

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$500

4 BR / 2 BA / Sleeps 8

6 Reviews

$500

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Southampton Charming Four Bedroom Lake House

Southampton house – 10.4 mi away
4 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 6 Reviews

Details

Reviews

(6)

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
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(6)

Amazing location. Tranquil and relaxing.

Left on Aug 05, 2012 for a stay in July 2012

We stayed with three other couples after a week in NYC and this was the ideal break for us.

The house is perfectly located just a 5/10 minute drive from Southampton centre. At the end of the road was a pub called North Sea Tavern which is a 15/20 minute walk away and there is also a small shop for groceries. This for us was perfect and I'd recommend going to see both. There is also a seafood …

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$1,215

7 BR / 5 BA / Sleeps 18

7 Reviews

$1,215

Inquire

Majestic Southampton Waterfront Estate

Southampton villa – 11.8 mi away
7 BR / 5 BA / Sleeps 18 | Quick view
“ Excellent ” 7 Reviews

Details

Reviews

(7)

This is extravagant living at its best. Picture yourself enjoying expansive water views and majestic sunsets. The park like setting lends itself to an idyllic outdoor paradise. This home has 7 huge bedrooms and 5 palatial bathrooms. The house boasts a wide-open floor plan with soaring cathedral ceilings, lots of …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(7)

A great vacation!!!

Left on Mar 07, 2012 for a stay in July 2011

My family and I had the greatest vacation at this spectacular house in Southampton. The heated pool and spa were fantastic. We could not put into words the amazing views we had each night from the back deck. They were spectacular! The house was amazing. My daughter had some friends with her and they had enough room in the upstairs bedroom to accommodate them all. The furnishings in the house were…

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$215

4 BR / 2 BA / Sleeps 11

3 Reviews

$215

Inquire

Family and Friends in Greenport

Greenport house – 4.2 mi away
4 BR / 2 BA / Sleeps 11 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

Our house is an historic Dutch colonial, both cozy and spacious, with warm wood trim and wood floors throughout. The 20 x 20ft. Great Room, a perfect gathering space for family and friends is complete with a baby grand piano, cable TV, children's toys and books, classic novels and wood burning fireplace has sliding …
  • Wireless Internet
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(3)

Family Fun in Greenport, indeed!

Left on Sep 10, 2010 for a stay in August 2010

My husband, 3 year old son, my parents, and I enjoyed a great vacation in Greenport, and this house was a big part of it. It is well set up, with a bedroom and sitting room and full bath downstairs and up (so good for 2 couples) and plenty of fold out coaches plus two twin beds and a futon for the kiddoes. Thoughtfully decorated -- very cozy. Very comfortable, well stocked for cooking, and …

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$250

1 BR / 1 BA / Sleeps 4

2 Reviews

$250

Inquire

John Andrew's Cottage

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

Details

Reviews

(2)

John Andrew's Cottage is a "turnkey" experience accommodating two adults and children including: -a cozy bedroom with its full size bed, which beckons you after a sun-filled day at the private beach (within walking distance) which overlooks Shelter Island -a complete kitchen and full bath -a livingroom filled with …
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Patio
  • Parking
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(2)

perfect getaway

Left on Aug 26, 2013 for a stay in August 2013

We stayed at John Andrew’s cottage for my best friend’s bachelorette getaway and loved it. Karen was extremely helpful, had great recommendations all around (The Blue Canoe!) and made sure we had everything we needed for our stay. We couldn’t have asked for a better place to take some time and relax before the big day. The excellent North Fork Table & Inn is right across the street, and the…

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$818

4 BR / 3 BA / Sleeps 8

1 / 19

$818

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Walk to Beach 4BR 2.5 Bath Clearwater Beach Access

East Hampton house – 14.0 mi away
4 BR / 3 BA / Sleeps 8 | Quick view

Details

Large Home which is walking distance to a gated beach (pass included with rental). Home is a 10 minute drive to all the Hampton Beaches and beautiful East Hampton stores. Great place to visit galleries, catch a show at the famous Guild Hall. Sag Harbor is a short drive away. Close to many Long Island wineries. Labor …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
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