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

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Exterior
Beautiful 400 sq. ft. Hardwood Front Porch With Fans and Lighting
Living Room
Living Room
EIK

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
4 bedrooms3+ 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
    ‪2 min drive‬
  • Place, Mattebella Vineyards
    ‪3 min drive‬
  • Place, Corey Creek Winery
    ‪3 min drive‬
  • Airport, New Haven, CT (HVN-Tweed - New Haven Regional)

Rooms & beds

4 bedrooms (sleeps 10)

Bedroom 1- Main floor with private bathroom

1 King Bed and 1 Queen Sofa Bed

Bedroom 2- Upstairs with private bathroom

1 King Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed

3 bathrooms, 1 half bathroom

Bathroom 1

Toilet · Shower only · Hair dryer

Bathroom 2

Toilet · Shower only · Hair dryer

Bathroom 3

Bathtub · Toilet

Bathroom 4

Toilet

Spaces

Deck or patio
Kitchen
Outdoor play area
Garden
Dining area

About this property

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!
Our prices include all fees. No hidden fees.

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House Rules

Check in after 3:00 PM
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

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.

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

About the neighborhood

Southold

Located in Southold, this vacation home is in the city center and near the beach. The area's natural beauty can be seen at The Hamptons Beaches and Cooper's Beach. Traveling with kids? Consider 8 Hands Farm and Railroad Museum of Long Island. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and cycling nearby.
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Map
Southold, NY

What's nearby

  • Croteaux Vineyards - 2 min drive - 2.5 km
  • Mattebella Vineyards - 3 min drive - 3.2 km
  • Corey Creek Winery - 3 min drive - 3.6 km
  • Sannino's Bella Vita Vineyard - 4 min drive - 4.6 km
  • Raphael Winery - 4 min drive - 5.3 km

Getting around

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

Restaurants

  • ‪Dunkin' - ‬5 min drive
  • ‪Michelangelo's - ‬5 min drive
  • ‪North Fork Roasting Co. - ‬6 min drive
  • ‪Sunset Beach Restaurant - ‬36 min drive
  • ‪Southold General - ‬6 min drive

Frequently asked questions

Is Southold, NY- Heart of North Fork Wine Country and Minutes From The Beach pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Southold, NY- Heart of North Fork Wine Country and Minutes From The Beach?

As of Apr 2, 2026, prices found for a 1-night stay for 2 adults at Southold, NY- Heart of North Fork Wine Country and Minutes From The Beach on May 6, 2026 start from $442, 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?

Onsite parking is available at the property.

What time is check-in at Southold, NY- Heart of North Fork Wine Country and Minutes From The Beach?

Check-in begins at 3:00 PM.

What time is check-out at Southold, NY- Heart of North Fork Wine Country and Minutes From The Beach?

Check-out is at 11:00 AM.

Where is Southold, NY- Heart of North Fork Wine Country and Minutes From The Beach located?

This family-friendly Southold vacation home is located near the beach, within 3 mi (5 km) of Croteaux Vineyards, Mattebella Vineyards and Corey Creek Winery. Osprey's Dominion and Sparkling Pointe are also within 3 mi (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
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

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Susan Z.

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

10/10 Excellent

Alexander J.

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

10/10 Excellent

Heide R.

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

10/10 Excellent

Anna S.

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

10/10 Excellent

MaryJane B.

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

10/10 Excellent

MaryJane B.

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

10/10 Excellent

Karen D.

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

10/10 Excellent

Geri S.

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

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
Archival

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
Archival

10/10 Excellent

Brandon R.

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.

About the host

Hosted by Danielle Leahy

Host profile image

What makes this property unique

Close to beaches, restaurants, vineyards, breweries, shops, and so much more!!!!

Languages:

English
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