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Another rental season is coming up.

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Relax by the pool surrounded by a covered seating area and lounge chairs.
Enjoy cooking and dining in this well-lit kitchen with ample workspace and seating.
Stroll up to this charming home, featuring a cozy front porch with wicker furniture and a beautifully manicured lawn.
Relax in this inviting living room with a cozy fireplace, comfortable sofa, and colorful area rug.
Enjoy a lawn with a variety of trees and shrubs, surrounded by a secure fence.

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 8

Popular amenities

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

Explore the area

Map
Southold, NY
  • Sparkling Pointe
    ‪3 min drive‬
  • Kontokosta Winery
    ‪8 min drive‬
  • Sunset Beach
    ‪31 min drive‬
  • East Hampton, NY (HTO)
    ‪60 min drive‬

Room options

About the area

Southold

Seaside stay .Within 2 miles (3 km) of this Southold vacation home, you'll find The Old Field Vineyards and Sparkling Pointe. Horton Point Park and Horton Lane Beach are also within 3 miles (5 km).
View more Vacation homes in SoutholdOpens in a new window

What's nearby

  • Sparkling Pointe - 3 min drive - 2.9 km
  • Raphael Winery - 6 min drive - 6.0 km
  • Kontokosta Winery - 8 min drive - 8.1 km
  • 67 Steps Beach - 8 min drive - 8.1 km
  • Sunset Beach - 31 min drive - 11.5 km

Getting around

  • Southold Station - 16 min walk
  • East Hampton, NY (HTO) - 70 min drive

Restaurants

  • ‪Sterlington Deli - ‬8 min drive
  • ‪Stars Cafe - ‬28 min drive
  • ‪North Fork Roasting Co - ‬13 min walk
  • ‪Sunset Beach Restaurant - ‬31 min drive
  • ‪Michelangelo Southold - ‬2 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.

Another rental season is coming up.

Hi everyone: I hope you'll look at the photos of our property and our guest reviews. But please allow me to say we do have a large pool (no life guard, of course), outdoor deck and grill. If it’s rainy, we have two large screen (85") 4k/UHD, smart TV’s. We are located on the North Fork of Long Island. As you likely know, there are many wineries, small towns and beaches nearby. And the restaurants are amazing. Sincere thanks to all of you who have booked with us in 2024. We have been very lucky: I've had absolutely the best guests. I hope you’ll be one and thanks for reading!

Property manager

Mike Donn

Languages

English, Spanish

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  • Kitchen
  • Washer
  • Dryer
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5.0 out of 5, Exceptional, 176 reviews
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Property amenities

Beach

  • Beach loungers
  • Beach towels

Pool/Spa

  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Smart TV

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near an outlet shopping mall
  • Near the marina
  • Near the sea

Things to do

  • Birdwatching nearby
  • Cycling nearby
  • Hiking/biking trails nearby
  • Motor boating 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)
  • Fire extinguisher

General

  • Garden
  • Unit size: 2,400 square feet

Policies

Check-in

Check-in time starts at 2:00 PM
Minimum check-in age: 18

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

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
Parties and events (including family gatherings and birthday parties) are allowed on site; maximum attendees: 15
Long-term renters welcome
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
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. Parties and events (including family gatherings and birthday parties) are allowed on site. Maximum attendees: 15. Long-term renters welcome. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.

Another rental season is coming up. Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 15 out of 15 reviews
Rating 8 - Good. 0 out of 15 reviews
Rating 6 - Okay. 0 out of 15 reviews
Rating 4 - Poor. 0 out of 15 reviews
Rating 2 - Terrible. 0 out of 15 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Linda M.

Liked: Cleanliness

Our family weekend

House was beautiful - clean -perfect to hang in - pool was great, very private and relaxing - host was hospitable, friendly and accommodating - can’t wait yo go back in the fall!
Stayed 3 nights in Jun 2025

10/10 Excellent

John S., Kutztown, PA

Liked: Cleanliness

Excellent Home/Great Location

Home was as described, in great shape, well equipped, in quiet neighborhood, yet close to many activities and nearby wineries in the Long Island North Fork. Has a great inground pool, was opened, but early in season so we didn't use it. . .but was beautiful, cleaned and ready to use. . . .we just travelled a little early in the year for swimming. LOL The owner, Mike, was great to work with, excellent communications in booking, and any questions we had prior to our arrival. We had minor glitch while staying, and Mike was great to respond quickly with solution and able to work it out quickly. Thoroughly enjoyed the home, kitchen is outstanding with all needed to cook in house if you want. We were travelling from Pennsylvania for wine tasting weekend over Memorial Day weekend, and home was close to several wineries and easy drive to all others. Would highly recommend this home. It is a 5 star property as most/all reviews indicate. We would stay again if coming back into the area for anything.
Stayed 3 nights in May 2025

10/10 Excellent

Maureen F.

Liked: Cleanliness

Lovely home

Ladies weekend. The home was clean and comfortable. We loved how all the kitchen cabinets and drawers were labeled. The host was responsive and accessible The neighborhood was beautiful and close to several of the wineries
Stayed 3 nights in Oct 2024

10/10 Excellent

COLLEEN K.

Liked: Cleanliness

First VRBO A+ A+ A+

This was my first VRBO rental and Mike made it a very easy and worry free experience. He answered all my questions and concerns in a timely manner. The home was clean with all the needed amenities. The pool area and exterior landscaping is quite private. All the guests were very impressed with the home. I can only hope future rental experiences will be this smooth along with a GREAT host! Thanks Mike
Stayed 3 nights in Oct 2024

10/10 Excellent

Missy G.

Liked: Cleanliness

Family reunion

Absolutely beautiful home with everything you need for an enjoyable vacation. The host was a pleasure to work with making sure we were comfortable with our accommodations. Definitely a great place to stay.
Stayed 3 nights in Sep 2024

10/10 Excellent

Ronald H.

Liked: Cleanliness

Friends vacation

Yard well maintained. Kitchen is beautiful. Very spacious. Nice size outdoor pool. Close to many activities like the wineries and shopping. Very nice neighborhood. The host reached out to me over our time there making sure everything was going well and if we needed anything.
Stayed 3 nights in Sep 2024

10/10 Excellent

John B.

Liked: Cleanliness

Great Stay

First of all Mike was a great communicator both before and after our stay. The house was beautiful and modern with all new appliances. The four bedrooms all had very comfortable beds and as far as linens and towels there was enough for an army. We didn't use the pool or grill but did spend our evenings out at the pool on the very comfortable patio furniture. The very large TV in the family room was also a plus. There was nothing that we needed that we couldn't find. Looking forward to our next trip and if it is to the Southold area we will definitely stay here again if it is available!! Thank you Mike for being such a gracious host!
Stayed 3 nights in Sep 2024

10/10 Excellent

vicky k.

Liked: Cleanliness

labor day weekend get away

We could not have been happier with our stay. The property was very clean, warm, and welcoming. Everything in the house is so very well organized . The beds were comfortable, and the kitchen was well stocked. The property Mike was great at checking in, and readily available. He had thought of every detail to make our stay as comfortable as possible. Will definitely be staying here again next year.
Stayed 3 nights in Aug 2024

10/10 Excellent

Lisa R.

Liked: Cleanliness

A top notch stay!

We had an amazing stay at this property. The owner was an amazing communicator and reached out to us multiple times before and during the trip making sure we had everything we needed. The home itself was stunning and exactly what we needed for a relaxing stay. It was impeccably clean, well stocked, comfortable and cozy. The pool was the highlight of our trip but the backyard was spacious, clean and had lots to offer. The beds were comfortable and the kitchen had so many things one might need to prepare a meal or entertain. Everything was organized, clean and in great condition. Mike is a fantastic host and we hope to visit again soon.
Stayed 3 nights in Aug 2024

10/10 Excellent

Nassy G.

Liked: Cleanliness

Very nice home and neighborhood

Very nice and quiet area to enjoy summer time with family. I highly recommend the area and this particular place.
Stayed 3 nights in Aug 2024

10/10 Excellent

Kanwal F., New York, NY

Liked: Cleanliness

Best stay ever

Amazing home. Clean, well organized. Pool is great! Owner was nice, receptive and easy to get in touch with. Would love to come back.
Stayed 4 nights in Aug 2024

10/10 Excellent

Tara R.

Liked: Cleanliness

Family getaway

We had a great stay the house is equipped with everything we needed. Enough room for us to be able to enjoy time away with our adult children. We were close to many local wineries and places to eat. Beach was close but required resident parking permit to park in lot.
Stayed 7 nights in Aug 2024

10/10 Excellent

Karen U.

Liked: Cleanliness

Our family memories

This has to been one of the loveliest places we have stayed, and believe me we have rented a lot of places where my family has created memories. The pool was exceptional and the location is convenient to the state park, beaches, museums, boat rides and shopping. We really enjoyed our time here and most of all Mike was a gracious and attentive host. I highly recommend staying here!!!
Stayed 3 nights in Jul 2024

10/10 Excellent

Marilyn D.

Liked: Cleanliness

The home was clean, all updated appliances,beautiful yard and pool. The owner was so obilging .

It had more than enough space, perfect for a family or a few couples. Also just 10 minutes to Greenport.
Stayed 5 nights in Jul 2024

10/10 Excellent

Jonathan K.

Liked: Cleanliness

Great house!

Great house, big beautiful property on a quiet street. We had a short family vacation, we all enjoyed the pool, the indoor spaces, the beautiful gardens front and back. The house is fully stocked with high quality items. Would definitely stay there again! Mike was very responsive to any inquiry we had. Highly recommend.
Stayed 3 nights in Jun 2024