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

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 bedroom with a bed, a blue sofa, a wooden ceiling beam, and a ceiling fan.
A living room with a brick fireplace, a ceiling fan, a sofa, a leather armchair, and a coffee table.
A kitchen with white cabinets, a brick wall, a refrigerator, and a microwave.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Arcade/game room
    A rare find - fun for all ages with on-site arcade/game room.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Patio
  • On-site fitness centre
  • Toys
  • Barbecue
  • Air-conditioning
  • Refrigerator

Explore the area

View map
Southold, NY
  • Place, Croteaux Vineyards
    ‪3 min drive‬
  • Place, Custer Institute and Observatory
    ‪3 min drive‬
  • Place, Sparkling Pointe
    ‪5 min drive‬
  • Airport, New London, CT (GON-Groton - New London)
    ‪152 min drive‬

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

Add dates for prices

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About the area

Southold

Located in Southold, this holiday home is in the city centre and near the beach. The area's natural beauty can be seen at The Hamptons Beaches and Cooper's Beach. Travelling with kids? Consider Custer Institute and Observatory and 8 Hands Farm. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and cycling nearby.
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Map
Southold, NY

What's nearby

  • Croteaux Vineyards - 3 min drive - 2.5 km
  • Custer Institute and Observatory - 3 min drive - 2.5 km
  • Sparkling Pointe - 5 min drive - 4.9 km
  • Raphael Winery - 6 min drive - 6.7 km
  • Pindar Vineyards - 7 min drive - 7.1 km

Getting around

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

Restaurants

  • ‪Dunkin' - ‬6 min drive
  • ‪Pridwin Hotel - ‬38 min drive
  • ‪North Fork Roasting Co. - ‬6 min drive
  • ‪Michelangelo's - ‬5 min drive
  • ‪Panoramica - ‬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 6 Nov 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 6 Jan 2027 start from AU$10,229, 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, NY- Heart of North Fork Wine Country and Minutes From The Beach?

On-site 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?

Checkout 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 holiday home is located near the beach, within 3 mi (5 km) of Croteaux Vineyards, Custer Institute and Observatory and Osprey's Dominion. Sparkling Pointe and Sannino's Bella Vita Vineyard are also within 3 miles (5 km).

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. 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

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

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
Response from VrboOwner on 6 July 2023
Thank you Heide. It was a pleasure meeting you. You were amazing guests. Please let us know if you’d like to return next summer. All the best!
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
Response from VrboOwner on 4 Aug 2024
Thanks Anna. We are very happy you enjoyed your stay. We’d be more than happy to have you and your family back
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
Response from VrboOwner on 19 July 2024
Thanks so much MaryJane. We are so happy you and your family enjoyed yourselves. We would love to have you back next year.
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
Response from VrboOwner on 19 July 2024
We are so happy to hear you enjoyed your stay, Karen. Guests like you and your family make it all worth it for us. Hope you enjoy the rest of the summer.
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
Response from VrboOwner on 17 July 2025
Thank you so much MaryJane! We loved having you and your family! We are so happy that you enjoyed our new updates! We are looking forward to hosting you again next year!
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
Response from VrboOwner on 18 Sept 2022
Thank you Geri for the wonderful review. You were wonderful guests and we are truly happy that our home met your expectations ❤️
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.
Response from VrboOwner on 21 Mar 2020
Thank you so much Brandon. We really appreciate your review. You have been wonderful guests. Please contact us again if you would like to stay again!
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