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Southold, NY- Heart of North Fork Wine Country and Minutes From The Beach

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Photo gallery for Southold, NY- Heart of North Fork Wine Country and Minutes From The Beach

A covered porch with wooden furniture, ceiling fans, and a view of greenery.
A two-story house with a front porch, a covered entryway, and a small front yard with potted plants.
A kitchen with white cabinets, a brick wall, a refrigerator, and a microwave.
A living room with a brick fireplace, a ceiling fan, a sofa, a leather armchair, and a coffee table.
A bedroom with a bed, a blue sofa, a wooden ceiling beam, and a ceiling fan.

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 102500 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Gym

Explore the area

View in a map
Southold, NY
  • Place, Croteaux Vineyards
    ‪3 min drive‬
  • Place, Custer Institute and Observatory
    ‪3 min drive‬
  • Place, Sparkling Pointe
    ‪5 min drive‬
  • Airport, Westhampton, NY (FOK-Francis S. Gabreski)
    ‪39 min drive‬

Room options

About the neighborhood

Southold

Located within 2 miles (3 km) of Croteaux Vineyards, this vacation home is within 3 miles (5 km) of Custer Institute and Observatory. The vacation home includes a kitchen, a fireplace, and a patio.
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What's nearby

  • Croteaux Vineyards - 3 min drive - 1.6 miles
  • Custer Institute and Observatory - 3 min drive - 1.6 miles
  • Sparkling Pointe - 5 min drive - 3.1 miles
  • Raphael Winery - 6 min drive - 4.2 miles
  • Pindar Vineyards - 7 min drive - 4.4 miles

Getting around

  • Southold Station - 6 min drive
  • East Hampton, NY (HTO) - 81 min drive

Restaurants

  • ‪Dunkin' - ‬6 min drive
  • ‪Sophie's Rest - ‬4 min drive
  • ‪Pridwin Hotel - ‬38 min drive
  • ‪Panoramica - ‬6 min drive
  • ‪North Fork Roasting Co. - ‬6 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.

Southold, NY- Heart of North Fork Wine Country and Minutes From The Beach

This is a Spacious & Meticulous Cape On Great Hogs Neck Peninsula ~ This Charming 4-Plus Bedroom 3.5 Bath Expanded Cape Has Ample Room With Its 2 Large Suites Plus 2-3 More Bedrooms, 3 Full Baths, 1 half bathroom, A Generous Formal Dining Room, Roomy Living Room With Fireplace & Comfortable Eat in Kitchen that leads out to an oversized deck with grill. Bar, pool table, and large surround sound tv! Close To Numerous Great Beaches, Restaurants, Vineyards & Fun Activities For All!
The vacation home is air-conditioned and features a kitchen, 3.5 bathrooms, and a patio, and there's space to spread out with 4 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a fireplace, and a sofa bed.

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Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car recommended
  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bed sheets provided
  • Sofa bed

Bathroom

  • 3.5 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Shower/bathtub combination
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Wood stove

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels
  • Stereo
  • Video library

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Computer monitor
  • Desk
  • Desk chair
  • Printer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

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
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • In a village
  • In the city center
  • Near a hospital
  • Near an outlet shopping mall
  • Near the marina

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Gym
  • Table tennis
  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Parasailing nearby
  • Rafting nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Winery tours nearby

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)
  • Deadbolt lock
  • Fire extinguisher
  • First aid kit

General

  • Garden
  • Unit size: 2,500 square feet

Policies

Check-in

Check-in time starts at 3:00 PM

Check-out

Check-out before 11:00 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

Check-out instructions

The host requires you complete the following before checking out:
Start the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights and lock the doors
Turn off all A/C Units.
Take all trash and recycles to dump if your departure day is not a pick up day.
Failure to complete these may result in a negative review from the host.

Pets

  • This property doesn't allow pets

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, a first aid kit, 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: 3:00 PM
  • Check-out: 11:00 AM

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, a first aid kit, and a deadbolt lock.

Additional information about polices, regulations, and more:

  • There are no elevators.

Property is also known as

Southold, NY- Heart of North Fork Wine Country Southold

Frequently asked questions

What is there to do close to this vacation home?

This vacation home is located in Southold, close to Raphael Winery, Pindar Vineyards, and Bedell Cellars. You'll also find Peconic Bay Winery and Croteaux Vineyards within a short drive.

Is this vacation home next to a casino?

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

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay for free?

No, pets aren't allowed at this vacation home.

How close is the airport from this vacation home?

The closest major airport to this vacation home is East Hampton, NY (HTO), which is 21.9 mi away (81 minutes by car). Another top airport is Westhampton, NY (FOK-Francis S. Gabreski), which is located 23.7 mi away (36-minute drive).

Southold, NY- Heart of North Fork Wine Country and Minutes From The Beach Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 11 out of 12 reviews
Rating 8 - Good. 1 out of 12 reviews
Rating 6 - Okay. 0 out of 12 reviews
Rating 4 - Poor. 0 out of 12 reviews
Rating 2 - Terrible. 0 out of 12 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our family had a wonderful vacation at this property. The house was lovely and accommodated our whole family easily. The host was very helpful and easy to work with.
Stayed 7 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house worked out perfectly for our stay - 3 retired couples getting together for a high school class reunion. The owners are lovely, very helpful, great communication. The house is very nice, spacious, comfortable, super clean & and well equipped. The yard is quite pleasant and quiet. The neighborhood is also quiet but convenient to town, Greenport, beaches & vineyards. Definitely recommend!!
Stayed 7 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cute home, nice location

Home was very cute and spacious. Short drive or 15 min walk to the beaches. Very close to our favorite vineyards (Bedell and Croteaux). House had everything we needed for a great stay in the Northfork. Host was lovely as well and followed up to make sure we had a great stay.
Stayed 16 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Vacation

We had a very good family vacation at the generous , well equipped house. The hosts have been super friendly and helpful to make all of us feel welcome and at ease.
Stayed 21 nights in Jun 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very Nice House

The owner was very helpful with communication during our stay. The house was beautiful and clean with plenty of room for us and the kids. The basement was full of games for the entire family to be entertained, Definitely plan on returning again soon!
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely home in Southold

This was a roomy, versatile home. There was plenty of room to spread out. We used the outdoor shower and shady backyard every afternoon after the beach. Host was very helpful. We hope to return again next year.
Stayed 14 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Gathering

This house was perfect for our extended family to have indoor and outdoor space to talk, play games, and enjoy movies together. Also, the location was perfect for us to enjoy all of the things to do in the area. The owners were wonderful and responded to our questions immediately. They also left a bottle of wine and a notebook of information for us on the counter upon our arrival!
Stayed 7 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We love this location. There is easy access to a number of beaches. The house is in a beautiful, quiet neighborhood. It is well equipped. There is an amazing new front porch, as well as a back deck- plenty of room to spread out. Communication with the owners is easy. We love it, and will book again next year.
Stayed 14 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Southold Rental House

We had a wonderful month at this lovely home. The owners were so very accommodating and helpful. I’m a native of the area and know it well; this house is located in a lovely neighborhood, close to “downtown “, the supermarkets, many great vineyards and wonderful beaches. This is an ideal home for a vacation for a family with children of all ages. There are 5 TVs, a finished basement with a pool table and many board games, a great back yard and a large deck with a grill. Thank you to our hosts for your sharing your North Fork home with us. It was everything we were expecting.
Stayed 31 nights in Aug 2022
Verified review

10/10 Excellent

Great two weeks. Lots of beach, wine and telaxation

Discovered some new restaurants, a great biscuit place in Laurel fir breakfast, and lots of twilight evenings at Bedell
Stayed 14 nights in Aug 2018
Archival

8/10 Good

Roomy and convenient

Enjoyed our stay here - lots of room to spread out, very close to the local beach, and no crowds.
Stayed 14 nights in Jul 2017
Archival

10/10 Excellent

Home away from home.

Our company needed a multi-month rental to accommodate 4-6 people. With multiple people staying over an extended period of time, there was plenty of space for everyone to do their own thing or to hang out as a group. The basement has a nice minibar, TV, and surround sound setup which makes for a nice environment to relax and have a few drinks. The upstairs living room is cozy and relaxing with a nice wood fireplace. The double garage allowed us to park our cars inside away from the weather. Even though we did stay over the winter we were still able to use the back deck and enjoyed using the grill to cook dinner. The neighborhood is small and quite and only a short drive from numerous local wineries and excellent small restaurants. I would definitely recommend this property for either large or small groups or couples.

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