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Private Vineyard Estate in Orient Village w Pool / AC / Walk to Beach & Town

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A modern kitchen with a large island, bar stools, and a dining area with a table and chairs.
A swimming pool with four white lounge chairs and a table under a large umbrella, surrounded by a lush green fence and trees.
A spacious living area with a wooden staircase leading to a kitchen and dining area.
A spacious living room with a large window, a sofa, a coffee table, and a TV.
A modern kitchen with a marble island, black bar stools, and pendant lighting.

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 6

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

Explore the area

View in a map
Orient, NY
  • Place, Oysterponds Historical Society
    ‪10 min walk‬
  • Place, 67 Steps Beach
    ‪8 min drive‬
  • Place, The Hamptons Beaches
    ‪55 min drive‬
  • Airport, New London, CT (GON-Groton - New London)
    ‪133 min drive‬

Room options

About the neighborhood

Orient

Located within a leisurely stroll of Oysterponds Historical Society, this vacation home is within a few miles (5 km) of Truman's Beach. The vacation home includes a private pool, a kitchen, and a fireplace.
View more Vacation Homes in OrientOpens in a new window

What's nearby

  • Oysterponds Historical Society - 10 min walk - 0.5 miles
  • Orient Beach State Park - 7 min drive - 4.4 miles
  • 67 Steps Beach - 8 min drive - 5.5 miles
  • Greenport Carousel - 9 min drive - 5.9 miles
  • The Hamptons Beaches - 55 min drive - 41.8 miles

Getting around

  • Southold Station - 16 min drive
  • East Hampton, NY (HTO) - 80 min drive

Restaurants

  • ‪First And South - ‬10 min drive
  • ‪Claudio’s Waterfront - ‬11 min drive
  • ‪Aldo's - ‬10 min drive
  • ‪Bar On The Susan Anne - ‬8 min drive
  • ‪Noah's - ‬11 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Private Vineyard Estate in Orient Village w Pool / AC / Walk to Beach & Town

Freshly renovated Orient Village designer gem with heated pool on a private, one acre vineyard.3.5 bedrooms, 3 bathrooms with massive common area. Guest Room/Den/Office/Playspace with pullout couch. Brand new top-of-the-line chef's kitchen with deck overlooking vineyard. Screened-in porch. 2 minute walk to private beach & historic Orient Village. Heated Pool, Central air, Washer/dryer, high speed internet, TVs with streaming video, gas BBQ. Great layout for a family + grandparents/nanny. Don't miss out on the perfect North Fork escape. Book now!
The vacation home is air-conditioned and features a kitchen, 3 bathrooms, and a patio, and there's space to spread out with 4 bedrooms. Other standard amenities include a private pool, a washing machine, and a fireplace.

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Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total (up to 50 lbs per pet)

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • In a village

Things to do

  • Heated pool

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • This property welcomes pets
  • Dogs only
  • 1 total (50 lbs is the maximum weight per pet)
  • Service animals exempt from fees
  • Note from host: $500 pet fee

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25
Property Registration Number Town of Southold RENTAL LICENSE 0516, SCTM 473889

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock.

Frequently asked questions

What's there to do around this vacation home?

This vacation home is located in Orient within a short 10-minute walk of Oysterponds Historical Society. You'll also find Orient Point County Park and Kontokosta Winery within a short drive.

Is there parking available at Private Vineyard Estate in Orient Village w Pool / AC / Walk to Beach & Town ?

No, there isn't parking at this vacation home.

Is this vacation home next to a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, this vacation home doesn't have an indoor pool; however, there is a hot tub.

What do couples enjoy most about Private Vineyard Estate in Orient Village w Pool / AC / Walk to Beach & Town ?

There are many amenities for couples at this vacation home, including a private pool and a fireplace in each house with some featuring a private pool.

Does Private Vineyard Estate in Orient Village w Pool / AC / Walk to Beach & Town have a hot tub?

No, but this vacation home does have a heated pool.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay free of charge?

Although dogs can't stay for free, they are welcome at this vacation home.

Does Private Vineyard Estate in Orient Village w Pool / AC / Walk to Beach & Town have connecting rooms available?

No, this vacation home doesn't feature connecting guestrooms.

What is the closest airport to this vacation home?

The closest major airport to this vacation home is East Hampton, NY (HTO), which is 20.2 mi away (80 minutes by car). Another top airport is New London, CT (GON-Groton - New London), which is located 28.8 mi away (106-minute drive).

Are there rooms with balconies at Private Vineyard Estate in Orient Village w Pool / AC / Walk to Beach & Town ?

Yes, every house at Private Vineyard Estate in Orient Village w Pool / AC / Walk to Beach & Town comes with a patio.

Private Vineyard Estate in Orient Village w Pool / AC / Walk to Beach & Town Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Allison W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely beautiful property. Wonderful house for a weekend away with friends.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Jeff P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We stayed at Gaby's house over a long weekend with another couple (in total 4 adults, 2 toddlers, and a dog). The house is stunning and exceeded expectations. 3 proper bedrooms, plus a small room with a sliding door off the main room where our 2 year old slept in a travel crib. The bathrooms, living spaces, and kitchen are all modern and spacious. There are two separate outdoor spaces - pool, deck, and large grassy yard on one side...and a deck and table/chairs overlooking the private vineyard on another. The pool is large, heated, and had plenty of toys for the kids (and adults!) to play with. The vineyard on the property is magical and we spent every morning and evening out there. There was even bottles of their own wine in a wine fridge in the kitchen. Orient is a quiet magical oasis with the cutest houses, a general store, and overall great vibes. Short drive to Greenport and a quick bike ride to several stunning beaches. Overall we had a fantastic stay. The owner was responsive, friendly, easy to communicate with. Check-in/check-out was a breeze. Already plotting our return to the North Fork and would definitely consider staying here again.
Stayed 4 nights in Jun 2026

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