Entire home

Southold retreat-- Indoor/outdoor living near immaculate beaches & wineries

Photo gallery for Southold retreat-- Indoor/outdoor living near immaculate beaches & wineries

An outdoor dining area with a wooden table and chairs, string lights, and a large umbrella.
A gazebo in a well-maintained grassy area with trees around.
A spacious kitchen with granite countertops, wooden cabinets, and a dishwasher.
A dining area with a wooden table and chairs, a brick fireplace, and a bookshelf.
A spacious kitchen with wooden cabinets, granite countertops, and a central island. There is a fireplace and a bookshelf in the adjacent living area.

Reviews

10 out of 10
Exceptional

Highlights

  • Cook, dine, and unwind
    Top-rated for its fully equipped kitchen, perfect for every meal.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Barbecue grill
  • Air-conditioning
  • Refrigerator
  • Washing machine
  • Internet
  • Onsite parking available

Explore the area

View in a map
Southold, NY
  • Place, Custer Institute and Observatory
    ‪2 min drive‬
  • Place, Sparkling Pointe
    ‪3 min drive‬
  • Place, Croteaux Vineyards
    ‪3 min drive‬
  • Airport, East Hampton, NY (HTO)
    ‪74 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds

2 bathrooms

Bathroom 1

Towels provided · Bathtub or shower · Bathtub · Toilet · Hair dryer

Bathroom 2

Towels provided · Toilet · Shower only

Spaces

Kitchen
Outdoor play area

Add dates for prices

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About the area

Southold

Southold is home to this holiday home. Railroad Museum of Long Island and East End Seaport Maritime Museum are cultural highlights, and some of the area's landmarks include Horton Point Park and Greenport Carousel. Custer Institute and Observatory and 8 Hands Farm are also worth visiting.
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Map
Southold, NY

What's nearby

  • Custer Institute and Observatory - 2 min drive - 2.2 km
  • Sparkling Pointe - 3 min drive - 3.5 km
  • The Old Field Vineyards - 3 min drive - 3.2 km
  • Croteaux Vineyards - 3 min drive - 3.6 km
  • Raphael Winery - 5 min drive - 5.7 km

Getting around

  • Southold Station - 15 min walk
  • East Hampton, NY (HTO) - 70 min drive

Restaurants

  • ‪Dunkin' - ‬12 min walk
  • ‪Sophie's Rest - ‬3 min drive
  • ‪Pridwin Hotel - ‬33 min drive
  • ‪Panoramica - ‬5 min drive
  • ‪North Fork Roasting Co. - ‬18 min walk

Frequently asked questions

Is Southold retreat-- Indoor/outdoor living near immaculate beaches & wineries pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Southold retreat-- Indoor/outdoor living near immaculate beaches & wineries ?

As of 27 Oct 2026, prices found for a 1-night stay for 2 adults at Southold retreat-- Indoor/outdoor living near immaculate beaches & wineries on 25 Apr 2027 start from £2,573, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Southold retreat-- Indoor/outdoor living near immaculate beaches & wineries ?

On-site parking is available at the property.

What time is check-in at Southold retreat-- Indoor/outdoor living near immaculate beaches & wineries ?

Check-in begins at 4:00 PM.

What time is check-out at Southold retreat-- Indoor/outdoor living near immaculate beaches & wineries ?

Checkout is at 11:00 AM.

Where is Southold retreat-- Indoor/outdoor living near immaculate beaches & wineries located?

Situated in Southold, this holiday home is within 2 miles (3 km) of Custer Institute and Observatory, The Old Field Vineyards and Sparkling Pointe. Croteaux Vineyards and Osprey's Dominion are also within 3 miles (5 km). Southold Station is 15 minutes by foot.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
First let me sum up our stay in one word AWESOME!! My host Eleni was super and so attentive to every question I had. You could not ask for a better host. Now about her house. Eleni provided everything you needed to enjoy a beautiful stay. Eleni’s kitchen was well stocked with everything you need, three great sized bedrooms and two beautiful bedrooms. Towels and Toiletries were provided for all of us. Her family room was big and airy and we also had a beautiful dining area. But the shining star of the house was the enclosed screened in porch. Every morning I enjoy my morning coffee out there and was greeted by a beautiful family of deer. At night my wife and I enjoyed a glass of wine “mosquito free”. The town of Southhold is beautiful surrounded by numerous vineyards and great restaurants. So if you want a perfect family vacation get Eleni’s house ASAP and enjoy. If all goes well we will be backThe LoPresti Family
Stayed 16 nights in Aug 2025
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