Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches

Southold, New York
$1200 avg/night
Bed 4

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

Enjoy the beauty of Long Island's North Fork right here at our vacation house in Southold. Enjoy fabulous water views, boating, beautiful beaches, hiking, bicycling, discover wine country and so much more! Summer stays go from Sunday to Sunday or you can visit on weekends all other times of the year.
Our waterfront vacation home has a beautifully situated outdoor hot tub (on year-round), a large deck overlooking the water, a large flat yard, a waterside fire pit/patio with firewood provided, an outdoor shower, a park style charcoal grill, a gas grill and a quiet front porch for relaxing. Inside there are 3 full baths (a Jacuzzi in one of them), 4 large bedrooms, a fully stocked and beautiful kitchen and an open floor plan, WiFi, central air conditioning and a gas fireplace. The upstairs master bedroom has an outdoor veranda which overlooks the water. There’s plenty of room!
You can hang out on the deck and have a family BBQ. Play yard games or go for a ride on your boat right from the floating dock. If you bring your boats or watercrafts you can use the boat ramp that is right in the back yard. Feel free to use our kayaks, canoes, stand up paddle board or paddle boat.
The house is also located on a private gravel road with literally no traffic. You can rest assured that you and your children can safely walk to the beautiful bathing beach which is a short block away. Not only can you relax while watching the boats going by, but you will also find the most amazing shells of all kinds. Your kids can safely play and explore the beauty of all Southold has to offer!

Town of Southold Rental Permit # 0591
County of Suffolk Hotel Motel Tax ID: HMT23-10061

Keywords: House Waterfont Beach Boat ramp

Read More Expand
  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Ice Maker Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking Wheelchair-accessible Parking Available
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Charcoal Grill Dock Firepit Free Firewood Garden Yard
  • POOL/SPA

    Hot Tub
  • BATHROOMS

    3 Bathrooms Bathtub Or Shower Jetted Bathtub Toilet Paper
  • THINGS TO DO

    Fishing Nearby Fitness Facilities Nearby Jet Skiing Nearby Kayak On Site Marina Nearby Mountain Biking Nearby Rafting Nearby Sailing Nearby Theme Parks Nearby Water Park Nearby Water Sports Equipment Windsurfing Nearby
  • ENTERTAINMENT

    Books DVD Player Games Video Library TV
  • LIVING SPACES

    Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa On The Waterfront
  • SUITABILITY/ACCESSIBILITY

    1 On-site Accessible Parking Spaces If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Note From Host: Evidence Of Smoking = Forfeiture Of Entire Deposit Smoke-free Property Wheelchair-accessible Parking

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Rates & Availability

Review Review

  • Denise G.

    Submitted Oct 3, 2025

    Stayed Sep 19, 2025

    Great

  • Kris F.

    Submitted Sep 30, 2025

    Stayed Sep 26, 2025

    Amazing house and location! It was clean, nicelydecorated, kitchen well stocked, and it had plenty of bedrooms and bathrooms for our family. The host, Mike was very easy to communicate with and responded quickly to any questions I had. I would definitely stay here again!

  • Meghan O.

    Submitted Sep 15, 2025

    Stayed Sep 12, 2025

    What an incredible home, photos do NOT do it justice!!! We are local to Long Island and stayed with a group of friends for a wedding. Every single one of us entered the house and our first reaction was “wow” The inside was light, new, clean and adorable and plenty of space and beds for a group. The location was incredible with a plethora of wineries within 5-10 minutes.And of course, the backyard was exceptional! The house had several outdoor seating areas from the outdoor fire pit with firewood provided to a large deck. The house was also stocked with outdoor games for adults and children. The men in the group enjoyed a game of cornhole while the girls chatted over complimentary champagne on Saturday afternoon. Really can’t recommend it more, and certainly hope to be back!

  • cindy s.

    Submitted Jul 25, 2025

    Stayed Jul 7, 2025

    We loved every minute of our second visit to Mike's lovely home. We hope to return for our third visit next year. The kids can't wait! Thank you Mike for sharing your home with us and for always responding so quickly to any questions we had. It was, again, a wonderful experience for all of us

  • Thomas W.

    Submitted Jul 6, 2025

    Stayed Jun 29, 2025

    We had such a wonderful time 2 years ago that we just had to go back to Southold. The location is perfect for boating and enjoying the Northern Fork.

  • Caitlyn K.

    Submitted Jun 11, 2025

    Stayed Jun 6, 2025

    Such a cute place! We had a quiet weekend here and everyone raved about what a great place it was to stay rain or shine. The only thing that was challenging was not having any towels provided as some of us flew in. Didn't diminish our experience but could have been noted more clearly in the listing.

  • Amy K.

    Submitted Jun 4, 2025

    Stayed May 30, 2025

    Always a fantastic time staying here. Mike is extremely hekpful and the property is perfect! Cant wait to come vack

  • Laurie B.

    Submitted May 8, 2025

    Stayed May 3, 2025

    The house and property were perfect for our group of friends to visit the north fork for a weekend. Lots of beds and bathrooms, and beautiful spacious indoor living area and kitchen. Outdoor space was wonderful! Deck, hot tub, firepit, osprey nest just across the water, front porch, and beach a short walk away. Southold is a great little town with lovely restaurants and the perfect central location for visiting wineries. Owners were great to work with, very quick to respond to messages. Loved it all! Thank you for sharing your home. We would live to return again.

  • Michael B.

    Submitted Mar 30, 2025

    Stayed Mar 28, 2025

    Great house and property for a long reunion weekend! 8 adults and plenty of room. Perfect property.

  • Thomas H.

    Submitted Dec 25, 2024

    Stayed Dec 20, 2024

    Wonderful stay with my family to visit my wife's family in neighborhood. Beautiful home, great location and accommodating host.

  • Bernadette N.

    Submitted Nov 17, 2024

    Stayed Nov 15, 2024

    Close to several vineyards and Greenport. Beautiful views, great hot tub, plenty of room. This is our third year and we love it!

  • Stephen r.

    Submitted Oct 2, 2024

    Stayed Sep 27, 2024

    We were a group of 8 friends on the North Fork for a weekend of vineyard visits, etc.. Love this place as it was on the water and had kayaks to use. House was great and everyone loved it!

  • Submitted Sep 17, 2024

    Stayed Sep 13, 2024

    We had an amazing weekend at this property. Clean, beautiful view and great location. Host was a pleasure to communicate with and very accommodating and helpful. We would most definitely stay here again!

  • Blair G.

    Submitted Sep 9, 2024

    Stayed Sep 6, 2024

    Amazing time! The property is beautiful, and ideal for a group trip. The location was perfect to stop into Greenport and enjoy the wineries. We look forward to returning in the future!

  • DENNIS B.

    Submitted Aug 23, 2024

    Stayed Aug 4, 2024

    Well stocked house with outside jacuzzi tub, kayaks, gas grill, more than ample beds, baths and kitchen utensils. A.C. worked well. Kitchen and dining area were very useful. Need to provide non-plastic (real) dinnerware and cups/glasses for the price point for this house. Lack of cable tv was inconvenient. Owner very helpful with communication and check in and check out process excellent.

  • shjhkh f.

    Submitted Jul 4, 2024

    Stayed Jun 30, 2024

    This property was even more beautiful than in the pictures! We are 5 young 60 year olds who made the most unforgettable memories in this beautiful house with the most beautiful waterfront backyard. We were so comfortable with all the space and furnishings and the kitchen was very well appointed. We had to see a couple of wineries and have a few meals on the water but we couldn’t wait to return to this beautiful, well maintained property! Hanging together with a cup of coffee at sunrise and a glass of wine at sunset was spectacular! Mike was always available for questions, like directions on using the kayaks! We will be back soon!

  • Jean W.

    Submitted Jun 30, 2024

    Stayed Jun 27, 2024

    Lovely family home with everything you need on the water and only a short walk to the beach. We all enjoyed the kayaks and fire pit. Plenty of room for everyone. Remember to take your own towels.

  • Jean M.

    Submitted Jun 12, 2024

    Stayed Jun 7, 2024

    A group of 5 Traveling Girlfriends and I spent the weekend at this guest home. The house had plenty of sleeping, eating, and hanging out space, both indoors and outside. We enjoyed the kayaks, the deck and the wonderful location close to Greenport and being right on the water, walking distance to the beach. Just note that there are no Towels of any kind (other than hand towels) so bring plenty; you can wash them during your stay. The coffee maker is a dual - regular drip or keurig, so you can bring either. Also bring your shower needs, such as soap, shampoo and conditioner. The outdoor shower is awesome, and there are 3 more inside. It's nice and sunny, but if you prefer to sleep late, bring eye shades :) A great place for a girlfriend weekend!

Your dates are Available!

Total

Includes taxes and fees
$1,200+
View details