See all properties
Entire home

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

Family-friendly stay with in-room kitchens in Southold

Choose dates to view prices

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

Outdoor dining
Fridge, microwave, oven, stovetop
Exterior
Smart TV, fireplace, table tennis, books
4 bedrooms, desk, iron/ironing board, free WiFi

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 10232 sq m

Popular amenities

  • Dryer
  • Washer
  • Fireplace
  • Kitchen
  • Parking available
  • Barbecue grill

Explore the area

View in a map
Southold, NY
  • Place, Croteaux Vineyards
    ‪3 min drive‬
  • Place, Raphael Winery
    ‪6 min drive‬
  • Place, Pindar Vineyards
    ‪6 min drive‬
  • Airport, New Haven, CT (HVN-Tweed - New Haven Regional)

Room options

About the area

Southold

Heart of Southold.You'll find Croteaux Vineyards and Corey Creek Winery within 3 miles (5 km) of this vacation home. Osprey's Dominion and Sparkling Pointe are also within 3 miles (5 km).
View more Vacation homes in SoutholdOpens in a new window

What's nearby

  • Croteaux Vineyards - 3 min drive - 2.5 km
  • Sannino's Bella Vita Vineyard - 5 min drive - 4.6 km
  • Osprey's Dominion - 5 min drive - 4.3 km
  • Raphael Winery - 6 min drive - 5.3 km
  • Pindar Vineyards - 6 min drive - 5.7 km

Getting around

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

Restaurants

  • ‪Senor Taco - ‬6 min drive
  • ‪Dunkin' - ‬5 min drive
  • ‪Michelangelo's - ‬5 min drive
  • ‪Little Fish - ‬7 min drive
  • ‪Southold General - ‬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!

Similar properties

Interior

Gorgeous Historical 6 bdrm House close to vineyards and breweries,

  • Kitchen
  • Free WiFi
  • Air conditioning
  • Outdoor space
5.0 out of 5, Exceptional, 33 reviews
Gorgeous Historical 6 bdrm House close to vineyards and breweries,

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
  • Bedsheets provided
  • Sofa bed

Bathroom

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

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • 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

  • 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)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

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

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

  • No pets allowed

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
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 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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Property is also known as

Southold, NY- Heart of North Fork Wine Country Southold

Reviews

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

10

Exceptional

10/10

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

Reviews

10/10 Excellent

Susan Z.

Liked: Cleanliness
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

10/10 Excellent

MaryJane B.

Liked: Cleanliness
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

10/10 Excellent

Alexander J.

Liked: Cleanliness

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

10/10 Excellent

Anna S.

Liked: Cleanliness

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

10/10 Excellent

Karen D.

Liked: Cleanliness

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

10/10 Excellent

MaryJane B.

Liked: Cleanliness

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

10/10 Excellent

Heide R., Lawrenceville NJ 08648

Liked: Cleanliness

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

10/10 Excellent

Geri S., Naples

Liked: Cleanliness

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

10/10 Excellent

Audrey K.

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

8/10 Good

Audrey K.

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