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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 modern kitchen with a marble island, black bar stools, and pendant lighting.
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 swimming pool with four white lounge chairs and a table under a large umbrella, surrounded by a lush green fence and trees.

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 6

Popular amenities

  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Explore the area

View map
Orient, NY
  • Place, Oysterponds Historical Society
    ‪10 min walk‬
  • Place, Orient Point County Park
    ‪7 min drive‬
  • Place, 67 Steps Beach
    ‪8 min drive‬
  • Airport, New London, CT (GON-Groton - New London)
    ‪133 min drive‬

Room options

About the area

Orient

At this holiday home you'll be within a 10-minute walk of Oysterponds Historical Society and 3 km (1.9 mi) from Truman's Beach. Highlights at this holiday home include a kitchen, a private pool and a washing machine. .Home features 3 bathrooms, a fireplace and a patio. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A sofa bed, a fenced private garden and a Smart TV are also available. .This pet-friendly holiday home offers a garden and barbecues. Other amenities include a hot tub and laundry facilities. .In proximity to this Orient holiday home you'll find The Hamptons Beaches.
View more Holiday homes in OrientOpens in a new window

What's nearby

  • Oysterponds Historical Society - 10 min walk - 0.8 km
  • Orient Beach State Park - 7 min drive - 7.1 km
  • Orient Point County Park - 7 min drive - 7.5 km
  • 67 Steps Beach - 8 min drive - 8.9 km
  • The Hamptons Beaches - 55 min drive - 67.2 km

Getting around

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

Restaurants

  • ‪Claudio’s Waterfront - ‬11 min drive
  • ‪First And South - ‬10 min drive
  • ‪Aldo's - ‬10 min drive
  • ‪Lucharitos - ‬10 min drive
  • ‪Duryea’s Orient Point - ‬7 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!

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Two Trees Inn
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  • Pool
  • Spa pool
  • Breakfast included
  • Pet-friendly
4.3 out of 5, Excellent, 1,060 reviews
The price is AU$170
includes taxes & fees
12 Nov - 13 Nov
Two Trees Inn

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • 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
  • Up to 23 kg per pet

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Upper floors accessible by stairs only
  • Smoke-free property

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

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 1 (weight limit: 50 lb per pet)
    • Service animals are exempt from fees.
  • Note from host: $500 pet fee

Children and extra beds

  • Children are welcome.

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    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 and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector and a deadbolt lock in all accommodation.

Property Registration Number Town of Southold RENTAL LICENSE 0516, SCTM 473889

Frequently asked questions

Are there any beaches close to Private Vineyard Estate in Orient Village w Pool / AC / Walk to Beach & Town ?

The closest beach to Private Vineyard Estate in Orient Village w Pool / AC / Walk to Beach & Town is The Hamptons Beaches (23.3 km).

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

Private Vineyard Estate in Orient Village w Pool / AC / Walk to Beach & Town has a heated pool and a pool.

What luxury perks are available at Private Vineyard Estate in Orient Village w Pool / AC / Walk to Beach & Town ?

This property features a heated pool, as well as a private pool and a fireplace.

What makes Private Vineyard Estate in Orient Village w Pool / AC / Walk to Beach & Town a romantic place to stay?

1 hot tub, private pools, and fireplaces all help set the scene for a sizzling getaway at Private Vineyard Estate in Orient Village w Pool / AC / Walk to Beach & Town .

Is Private Vineyard Estate in Orient Village w Pool / AC / Walk to Beach & Town family-friendly?

You bet! With amenities such as a playground and laundry facilities, as well as children's dinnerware and children's books, it's no surprise that Private Vineyard Estate in Orient Village w Pool / AC / Walk to Beach & Town is a winner with our family travellers.

Is there a private hot tub at Private Vineyard Estate in Orient Village w Pool / AC / Walk to Beach & Town ?

Yep, there is a hot tub.

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

No, Private Vineyard Estate in Orient Village w Pool / AC / Walk to Beach & Town does not offer an airport shuttle service.

What time are check-in & check-out at Private Vineyard Estate in Orient Village w Pool / AC / Walk to Beach & Town ?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

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

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

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