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Beautiful Southold Home with a Water View - 3 Bedroom, 2.5 Bath, Sleeps 8

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Exterior
Living area
Living area
Living area
Dining

Reviews

10 out of 10
Exceptional
3 bedrooms1+ bathroomSleeps 6

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Southold, NY
  • Place, Croteaux Vineyards
    ‪6 min drive‬
  • Place, Mattebella Vineyards
    ‪7 min drive‬
  • Place, Corey Creek Winery
    ‪7 min drive‬
  • Airport, New London, CT (GON-Groton - New London)
    ‪154 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Twin Beds

Living Room

1 Double Futon

1 bathroom, 1 half bathroom

Guest

Bathtub · Toilet

Kitchen Bathroom

Toilet

Master

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Garden
Dining area

About this property

Beautiful Southold Home with a Water View - 3 Bedroom, 2.5 Bath, Sleeps 8

My home is a hidden gem tucked away in a beautiful and quiet neighborhood in Southold, NY. With beautiful water views and just a few mins walk from the beach, it is a perfect summer vacation rental! The fire place and the North Fork's abundance of vineyards, farms and breweries make this a perfect winter escape as well. Just 2 hours outside of NYC!

Message me if you have questions about the nightly minimum or are wondering about a specific set of dates!

My favorite kind of renters:

We love sharing our home with families, couples and small groups. Our quiet neighborhood is NOT good for events or parties - we love and respect our neighbors!

The Details:

The home is equipped with 3 bedrooms, 2.5 baths. Master has a king bed, second guest room as a queen bed, and the third has 4 single beds. The love seat downstairs pulls out to add an additional twin bed downstairs. The house sleeps 8 upstairs and can accommodate another 2 downstairs between the couch and pullout. Great for families and couples!

Chefs Kitchen!

Centralized Heat and 2 zone AC!

Washer/Dryer- in basement, feel free to use if needed (there is detergent to the right hand side).

Linens and Towels: there are lots of beach and bath towels in the Master bathroom closet as well as under twin beds in the guest bedroom. Also in the guest bedroom with the twin beds, you will find an extra twin bed frame and mattress with sheets, pillows and blankets.

Windows: most have screens so feel free to open or keep closed, whatever you prefer.

Cushions : for deck furniture are in brown box on deck.

Wifi: network is available! Will send details once booked in a house guide!

TV: Chromecast, Netflix and Amazon Video available! Note - no Cable TV

Garbage: There are two cans in the garage. Please place garbage in the left hand can (the one with trash liner) at the end of weekend. Recycling goes in the right hand garbage can. PLEASE NOTE: you will be responsible for dropping garbage and recycling at the Southold Dump (Southhold Landfill-Solid Waste) at the end of your stay. Southold does not have trash pickup service.

Spot Cleaner: there’s a heavy duty spot cleaner under the sink in the kitchen in case of any spills

Bikes: Feel free to use! There are 7 in the garage.

Grill - Gas grill or Smoker downstairs in the garage!

The good stuff:
Good recent Eater write up: that covers a lot of the popular spots click here.
Map of our favorite places:

Map of area beaches:

North Fork is very special place. On the “favorite places” map I will send you is the location of the private association beach which is a small but beautiful spot and is a nice walk or bike ride from the house.

The “best of the best” list:
Best vibe dinner: American Beech, Noahs
Best casual dinner: Lucharitos (tacos and queso!)
Best Pizza: 1943
Best Cocktails: Brix and Rye
Best new local spot: Port in Greenport (owners also own a fantastic restaurant in Shelter Island called Salt)
Best beer: Greenport Brewery (Peconic- not greenport town)
Best burger: Greenport Brewery (Peconic- not greenport town)
Best “fancy” dinner: North Fork Table & Inn
Best Beach & Best Sunset: Sunset Beach on Shelter Island - you can take a cab or drive there via the ferry in GreenPort
Best Rose: Corey Creek / Bedelle, Bridge Lane
Best Vineyard Setting: Croteaux (but the owner doesn’t allow parties greater than 6)
Best White: Kon-to-kosta
Vineyard with most outdoor activities: Ospery’s Dominion
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Pet friendly
Free WiFi
Air conditioning

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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

Pets allowed: limit 3 total
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Smoking

Smoking is not permitted
No music on the deck or in the yard after 8pm - please respect our neighbors.
No commercial photography or filming.
Please drive slowly in the neighborhood and respect speed signs.

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

About the neighborhood

Southold

Located in Southold, this vacation home is near the beach. The area's natural beauty can be seen at The Hamptons Beaches and Cooper's Beach. 8 Hands Farm and Railroad Museum of Long Island are also worth visiting. Jet skiing, kayaking, and motor boating offer great chances to get out on the surrounding water, or you can seek out an adventure with mountain biking nearby.
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Map
Southold, NY

What's nearby

  • Custer Institute and Observatory - 6 min drive - 5.3 km
  • Croteaux Vineyards - 6 min drive - 4.9 km
  • Mattebella Vineyards - 7 min drive - 6.7 km
  • Corey Creek Winery - 7 min drive - 7.1 km
  • Sparkling Pointe - 8 min drive - 7.0 km

Getting around

  • Southold Station - 8 min drive
  • East Hampton, NY (HTO) - 84 min drive

Restaurants

  • ‪Dunkin' - ‬9 min drive
  • ‪Michelangelo's - ‬9 min drive
  • ‪North Fork Roasting Co. - ‬10 min drive
  • ‪Southold Social - ‬10 min drive
  • ‪Southold General - ‬9 min drive

Frequently asked questions

Is Beautiful Southold Home with a Water View - 3 Bedroom, 2.5 Bath, Sleeps 8 pet-friendly?

Yes, this property allows pets (limit 3 total).

How much does it cost to stay at Beautiful Southold Home with a Water View - 3 Bedroom, 2.5 Bath, Sleeps 8?

As of Apr 24, 2026, prices found for a 1-night stay for 2 adults at Beautiful Southold Home with a Water View - 3 Bedroom, 2.5 Bath, Sleeps 8 on Dec 31, 2026 start from $409, 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 Beautiful Southold Home with a Water View - 3 Bedroom, 2.5 Bath, Sleeps 8?

Check-in begins at 3:00 PM.

What time is check-out at Beautiful Southold Home with a Water View - 3 Bedroom, 2.5 Bath, Sleeps 8?

Check-out is at 11:00 AM.

Where is Beautiful Southold Home with a Water View - 3 Bedroom, 2.5 Bath, Sleeps 8 located?

Situated near the beach, this vacation home is 2.7 mi (4.4 km) from Croteaux Vineyards and within 6 mi (10 km) of Corey Creek Winery and Mattebella Vineyards. Osprey's Dominion and Sparkling Pointe are also within 6 mi (10 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. 6 out of 6 reviews
Rating 8 - Good. 0 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.6/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Victoria L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Stay

This property is in a beautiful neighborhood close to beaches, wineries and shopping. The owner was extremely accommodating and answered all my questions promply. We look forward to coming back next year.
Stayed 34 nights in Aug 2024
Verified

10/10 Excellent

Shelley L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely house In beautiful area

This is an area of Southold that was new to us, and we loved it. Jesse’s house is comfortable and well stocked with everything you need for a great beach vacation. It was so nice to be a ten minute walk to a little private beach, or a short bike ride to Cedar Beach. The house was immaculate and Jesse is a great host—very responsive and helpful. Perfect for a small family vacation with a fenced in yard.
Stayed 16 nights in Aug 2023
Verified

10/10 Excellent

kathrine F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay in Southold

My family of 4 stayed at Jesse’s home the last two weeks of August and had an amazing time. The house is large and comfortable with great decor. The kitchen was well stocked and the deck with grill was great for outdoor meals with water views. We enjoyed the private community beach (great for fishing!) and really appreciated Jesse’s efforts to get us a guest beach pass to the wonderful Southold beaches. Overall we had a magical time and hope to return next summer!
Stayed 14 nights in Aug 2023
Verified

10/10 Excellent

Myriam B.

On cloud nine...

My stay at Jenny and Jesse’s home was dreamlike. The water views , the quiet , the starry skies and the morning ducks on the little pond all was an invitation to well being and relaxation. The house itself contributed greatly to those feelings. It was immaculate , comfortable and well equipped , with a warm fire place and a bright and very efficient kitchen.Also my hosts could not have been more helpful and friendly when I needed to figure something out in the house. And this was in the dead of winter... I can easily imagine how welcoming it will be when the birds are back , the whole area ,filled with trees , will be singing ! I loved waking up and just seeing the bay in the distance glistening in the morning light. Such an unexpected treat. I hope I will be able to be back and experience this beautiful place in a different season. Thank you Jenny and Jesse .
Stayed 10 nights in Feb 2018
Verified

10/10 Excellent

Nina G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Gem in Southold!

In a few words: we loved it and would stay again ASAP. This property is a gem, literally everything you could want and need if you're a couple, a family, a group of friends or have a dog you'd like to bring to the North Fork. Locations is great, close to ALL things you may want to do but extremely PRIVATE. Great rooms, plenty of bathrooms, fantastic kitchen, big driveway for parking, outdoor space for grilling/entertaining, a lovely well maintained FENCED yard for your kids or dog and surprisingly lovely views of bay and a picturesque pond from the deck and primary suite balcony (very romantic). If the days are rainy you won't even mind because the living space is lovely for relaxing. For those who might be wanting to work from the house, the Internet connection is blessedly GOOD (we needed to do that for a few days during our long stay and were satisfied). Our hosts were beyond accommodating and easy to communicate with. They have a list of nearby beaches and attractions that was VERY useful. House rules are reasonable, clearly explained and not overly fussy. The neighborhood is QUIET, so if you're looking for some peace, this is the place. We loved taking walks with our pooch down the country lanes and hearing nothing but the water and the birds. Can't say enough great things, if you have an opportunity to book it, do so with zero regrets. This is our #1 choice of place to stay while visiting the North Fork, esp with a pet!
Stayed 16 nights in Jun 2024
Verified

10/10 Excellent

Cathleen H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay in Southold

The house and yard were perfect for our 2 week stay in Southold. The house was very comfortable, clean, well supplied. Lovely views from the deck and many of the rooms. Quiet neighborhood but convenient to town, beaches, wineries, and other attractions.
Stayed 14 nights in Sep 2020

About the host

Hosted by Jesse Clemmens

Host profile image
We rotate between Jersey City and the North Fork. This is our personal getaway, and we love opening it up to guests - ask me about my favorite restaurants and beaches in the area!

Why they chose this property

Hidden gem in the North Fork of Long Island! Tucked away in a quiet neighborhood on the water, our #nofo home is wonderful for families, couples and small groups. Water views and steps from the beach make this the perfect summer get away just 2 hours from NYC! Our cozy fire place also makes this a cozy winter escape as well - with all the wonderful charm the North Fork has to offer.

Languages:

English
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