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Southold Vacation Rental

Bedrooms 3
Property type house
Minimum Stay 13 nights

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Minimum Stay
13 nights

About the property

3 Bedroom, 3 Bathroom, Plenty of Additional Space

This new 3 bedroom home sits on top of the Goose Creek. Perfect location in a great community offering vineyards, farms, beaches, restaurants, and more.

Please send a message if dates are out of range.

Equipped kitchen with stainless steel appliances. The large bedrooms and 2 bathrooms upstairs. Formal dining room. Living room with gas fireplace. Outside deck with grill and screened in deck. Large lower level walks out to a private driveway. Lower level offers additional sleeping space with a pull-out couch and another full bathroom. Easily sleeps 8.

Not Available For Large Events. Southold Town requires a two week minimum stay.

More Details

Property Manager
Matthew Lessler
Member since: 2013
Speaks: english
Response time:
Within a few days
Response rate:
Calendar last updated:
April 25, 2016

About Matthew Lessler

Southold is a wonderful town where I spent my childhood. It is a pleasure to spend time in Southold, from the people and beaches to the restaurants and farms.

Why Matthew Lessler chose North Fork

Location, location, location. Sitting atop the creek it offers all the benefits of a waterfront home with none of the hazards. The home is clean, cozy, and friendly but spacious enough to entertain and store kayaks.

What makes this house unique

The closest vineyard is one of my favorites and is less than a mile away.


5/5 -
(4 traveler reviews)

Southold Vacation Rental
average rating of 5.0 based on 4 reviews

Perfect house for a north fork rental

  • 5 of 5

Great house, in great shape, close to goose creek, great screened in porch, and very attentive owner

  • Submitted: Nov 1, 2014
  • Stayed: Jul 2014
  • Source: HomeAway
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The house was perfect for our us.

  • 5 of 5

The house was very clean and perfect for our needs (3 couples). Having 3 bathrooms was a big plus. Matt was very helpful before our arrival and promptly answered any questions we had. Would certainly recommend.

  • Submitted: Aug 26, 2013
  • Stayed: Aug 2013
  • Source: HomeAway
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Summer Fun

  • 5 of 5

I have nothing but great things to say about this cozy little place in the wine lands of Southold. The house is perfectly set up for a couples retreat as well as a family get away. The structure of the house allows plenty of privacy with the 3 convenient bathrooms, however is conveniently connected as well. The 3 bedrooms offer plenty of space for a larger family. The house is organized and clean. For me, a clean rental is extremely important; I have yet to right any type of positive review on a rental that wasn't spotless. I am guessing the owners are a little bit of neat freaks, which is never a bad thing! The place was SPOTLESS when I had arrived. The furniture is new and comfortable and the view is amazing. My favorite place to relax was the outdoor closed in deck. It gave me a place to settle and look out to the water after dinner. I was also surprised at how close this place was to the beach as well as some very notable vineyards. If you have the opportunity to bring a bicycle, please do; the neighborhood is gorgeous and offers much to see. The new basement was a huge plus to my trip; it offered a separate wing to the house (definitely great if you have kids!) and has a convenient screen door to lead right into the back. You will not regret heading out to this amazing place in the summer if you have any love or interest for eastern long island!

  • Submitted: Jun 4, 2013
  • Stayed: May 2013
  • Source: HomeAway
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The perfect get away

  • 5 of 5

This was the perfect spot for a week long vacation. It's the perfect size and has plenty of privacy. The house is beautiful, clean, and cozy. The gas fire place made it all the more homey and romantic.

There is so much to do and the location is ideal. Everyday we had the option to just be lazy on the back deck and lay around or do something fun like kayaking or wine tasting (we were minutes from the wineries which was a huge plus.) Not only is there a private beach at the end of the road but a public beach just minutes away!

There are plenty of restaurants right in the Southold area but if you're looking for a night out Greenport is really close with more restaurants and plenty of shopping during the day! We had the option to stay in and cook since the kitchen is equipped for cooking your own meals. The dining room is spacious and there is a table on the back patio perfect for eating outside on a nice day.

The owners of the house were very accommodating and really nice. They do a very good job maintaing the property and keeping it nice for guests. I would definitely recommend this house to others and look forward to another get away in the near future.

  • Submitted: May 6, 2013
  • Stayed: Apr 2013
  • Source: HomeAway
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Nearest Airport
50 Miles
Nearest Barpub
1 Miles
Main Road - Many
Nearest Ferry
5 Miles
Shelter Island / Orient Point Ferry
Nearest Golf
5 Miles
North Fork Country Club
Nearest Train
2 Miles
Nearest Motorway
1 Miles
Main Road
Nearest Restaurant
1 Miles
Main Road - Many
Nearest Beach
0.1 Miles
Goose Creek


Rates & Availability

Southold House Rental Rates

Rental Basis:
per property
Manager accepts payment in:
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Rate Period Nightly Weekend Night Weekly Monthly Event
My Standard Rate
13 night minimum stay

Additional information about rental rates

Cleaning $150
Property Damage Protection $59
Tax Rate 3.0%

Cleaning $150, Southold town requires a 14 day minimum.
Any questions please call.

Manager's Cancellation Policy

Please ask the manager or check their rental agreement when booking the property.
Enter dates for accurate pricing
Contact Me Send a Message
Available arrival
Available stay (no arrival)


Southold House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
  • Away From It All
  • Romantic
  • Air Conditioning
  • Clothes Dryer
  • Fireplace
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Dining Area
  • 3 Bathrooms
  • Master - toilet , shower
    Bathroom 2 - toilet , combination tub/shower
    Bathroom 3 - toilet , shower
  • 3 Bathrooms: Master Bath - shower, toilet Main Floor Bath - shower/tub, toilet Lower Level Bathroom - shower, toilet Outdoor Shower
  • 3 Bedrooms, Sleeps 8
  • Bedroom 1 - 1 queen
    Bedroom 2 - 1 queen
    Bedroom 3 - 1 queen
  • 3 Bedrooms: Master - Queen Guest - Queen Guest - Queen Lower Level Pull Out Sofa
  • Satellite / Cable
  • Stereo ...
  • Television
  • Deck / Patio
  • Outdoor Grill
  • children welcome
  • non smoking only
  • autumn foliage
  • bay/sound
  • marina
  • restaurants
  • winery tours
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • horseback riding
  • paddle boating
  • photography
  • walking
Local Services & Businesses:
  • ATM/bank
  • groceries
  • massage therapist
Sports & Adventure Activities:
  • fishing
  • golf
  • sailing
  • sound/bay fishing
  • swimming
  • water skiing

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