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

Southold vacation home with kitchen

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Photo gallery for Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches

Outdoor spa tub
Dining
Interior
Fridge, microwave, oven, stovetop
Beach

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 8

Popular amenities

  • Dryer
  • Washer
  • Fireplace
  • Kitchen
  • Parking available

Explore the area

View in a map
Southold, NY
  • Place, Custer Institute and Observatory
    ‪6 min drive‬
  • Place, Croteaux Vineyards
    ‪6 min drive‬
  • Place, Raphael Winery
    ‪8 min drive‬
  • Airport, New Haven, CT (HVN-Tweed - New Haven Regional)

Room options

About the neighborhood

Southold

On waterfront.At this Southold vacation home, you'll be within 3 miles (5 km) of Croteaux Vineyards and 6 miles (10 km) of Sparkling Pointe. Sannino's Bella Vita Vineyard and Raphael Winery are also within 6 miles (10 km).
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What's nearby

  • Custer Institute and Observatory - 6 min drive - 3.5 miles
  • Croteaux Vineyards - 6 min drive - 3.5 miles
  • Sparkling Pointe - 7 min drive - 4.6 miles
  • Sannino's Bella Vita Vineyard - 7 min drive - 4.9 miles
  • Raphael Winery - 8 min drive - 5.3 miles

Getting around

  • Southold Station - 9 min drive
  • East Hampton, NY (HTO) - 76 min drive

Restaurants

  • ‪Senor Taco - ‬9 min drive
  • ‪Dunkin' - ‬8 min drive
  • ‪Sunset Beach Restaurant - ‬39 min drive
  • ‪Michelangelo's - ‬8 min drive
  • ‪Pridwin Hotel - ‬40 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.

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

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

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Property amenities

Pool/Spa

  • Hot tub

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Wheelchair-accessible parking available

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Jetted bathtub
  • Shower
  • Toilet paper

Living spaces

  • Fireplace
  • Living room

Entertainment

  • Books
  • DVD player
  • Games
  • TV
  • Video library

Outdoor areas

  • Balcony
  • Charcoal grill
  • Dock
  • Firepit
  • Free firewood
  • Garden
  • Yard

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 1 accessible parking space
  • No elevator
  • Wheelchair-accessible parking
  • Smoking not allowed
  • Note from host: Evidence of smoking = forfeiture of entire deposit

Location highlights

  • Near a health/beauty spa
  • Near the marina
  • On the waterfront

Things to do

  • Kayak
  • Water park
  • Water sports equipment
  • Basketball nearby
  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Rafting nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Theme park nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing 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)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM

Special check-in instructions

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

Rules

No more than 5 cars at house at any time.
Do not leave any dirty dishes in sink or dishwasher
Do not put tape on any interior walls for any reason (e.g. decorations) and Do not use any candles or any other open flames inside the house.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted
Evidence of smoking = forfeiture of entire deposit

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, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Frequently asked questions

How close is Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches to the airport?

This vacation home is 22.6 mi (76-min drive) away from the East Hampton, NY (HTO) airport, the closest popular airport to the property.

Does Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches to the beach?

This vacation home is 5.3 mi (10-min drive) from Horton Lane Beach and 8.4 mi (20-min drive) from Fisherman Beach. Don't forget your sunscreen!

Does Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches?

No, there is no casino at this vacation home.

What time is check-in at Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches?

Check-in begins at 4:00 PM.

Is there free parking at Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches?

Free parking is not available at this vacation home.

Does Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches have a pool?

This vacation home does not have a pool.

Does Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches have a spa?

There are no spa services available at this vacation home.

How close is Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches to downtown Southold?

This vacation home is 2.7 mi away from Southold.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 174 out of 181 reviews
Rating 8 - Good. 6 out of 181 reviews
Rating 6 - Okay. 1 out of 181 reviews
Rating 4 - Poor. 0 out of 181 reviews
Rating 2 - Terrible. 0 out of 181 reviews

9.8/10

Cleanliness

Reviews

10/10 Excellent

Denise G., Barrington

Liked: Cleanliness
Great
Stayed 2 nights in Sep 2025

10/10 Excellent

Kris F., Bonita Springs, FL

Liked: Cleanliness
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!
Stayed 2 nights in Sep 2025

10/10 Excellent

Meghan O.

Liked: Cleanliness
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!
Stayed 2 nights in Sep 2025

10/10 Excellent

cindy s.

Liked: Cleanliness
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
Stayed 10 nights in Jul 2025

10/10 Excellent

Thomas W.

Liked: Cleanliness

Our second time renting this house

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.
Stayed 7 nights in Jun 2025

6/10 Okay

German P.

Stayed 2 nights in Jun 2025

10/10 Excellent

Caitlyn K.

Liked: Cleanliness
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.
Stayed 2 nights in Jun 2025

10/10 Excellent

Amy K.

Liked: Cleanliness
Always a fantastic time staying here. Mike is extremely hekpful and the property is perfect! Cant wait to come vack
Stayed 2 nights in May 2025

10/10 Excellent

Laurie B.

Liked: Cleanliness

Perfect stay for north fork weekend

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.
Stayed 2 nights in May 2025

10/10 Excellent

Michael B., Little Silver, NJ

Liked: Cleanliness

Great reunion weekend

Great house and property for a long reunion weekend! 8 adults and plenty of room. Perfect property.
Stayed 2 nights in Mar 2025

10/10 Excellent

Thomas H.

Liked: Cleanliness

Wonderful Christmas Visit

Wonderful stay with my family to visit my wife's family in neighborhood. Beautiful home, great location and accommodating host.
Stayed 3 nights in Dec 2024

10/10 Excellent

Bernadette N.

Liked: Cleanliness

Great location, plenty of room

Close to several vineyards and Greenport. Beautiful views, great hot tub, plenty of room. This is our third year and we love it!
Stayed 2 nights in Nov 2024

10/10 Excellent

Stephen r.

Liked: Cleanliness

Great place in Southold

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!
Stayed 2 nights in Sep 2024

10/10 Excellent

Verified traveler

Liked: Cleanliness

WEDDING WEEKEND

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!
Stayed 2 nights in Sep 2024

10/10 Excellent

Blair G.

Liked: Cleanliness

Perfect getaway!

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!
Stayed 2 nights in Sep 2024

8/10 Good

DENNIS B., MIAMI BEACH, FLORIDA

Liked: Cleanliness

Well located 4 bedroom house on Cedar Beach Creek

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.
Stayed 10 nights in Aug 2024

10/10 Excellent

shjhkh f.

Liked: Cleanliness

Absolutely beautiful, made so many everlasting memories!

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!
Stayed 3 nights in Jun 2024

10/10 Excellent

Jean W.

Liked: Cleanliness

Beautiful property and location

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.
Stayed 3 nights in Jun 2024

10/10 Excellent

Jean M.

Liked: Cleanliness

Wonderful location for North Fork fun

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!
Stayed 2 nights in Jun 2024

10/10 Excellent

Verified traveler

Liked: Cleanliness

Great stay!

Got away for a girls weekend and this was perfect. It was close to wineries, and a short Uber away to Greenport. The house was comfortable, clean, and private with enough space for all 8 of us. The outside was also beautiful- right on the water. Highly recommend!!
Stayed 2 nights in May 2024

10/10 Excellent

Michael B., Little Silver, NJ

Liked: Cleanliness

Fantastic long weekend stay!

As always, a great stay in Southold! Mike and family had a warm welcome for us. Plenty of space, great kitchen and lots of time out by the fire pit! Highly recommend! Thank you!
Stayed 3 nights in Feb 2024

10/10 Excellent

Aimee F.

Liked: Cleanliness

Great stay

We stayed here for a 50th girls bday weekend. The house was lovely and clean. Everything was perfect my only issue was some rooms were quite chilly and some rooms were quite warm. I highly rec this property. It was the coldest weekend in a long time and it was amazing. I can only imagine how amazing it would be in the summer as it is on the water.
Stayed 2 nights in Jan 2024

10/10 Excellent

Claudia C.

Liked: Cleanliness

Lovely, spacious house

We stayed at this property just for one night after an extended family Christmas Day celebration on the North Fork. It was just what we wanted. There was plenty of space for my husband and I and our three adult sons to relax, and the four bedrooms were all capacious and very comfortable. We just used the kitchen for morning coffee and bagels, but noted that it was very well stocked! The fireplaces in the living room and master were a big plus at this time of year! The waterfront views were stunning.
Stayed 1 night in Dec 2023

10/10 Excellent

Jennifer W.

Liked: Cleanliness

Amazing stay for a wine weekend

Second year staying at this beautiful property for our annual Long Island wine weekend. We loved this property so much, we had to stay again! Gorgeous waterfront views, clean spacious home with all the amenities. Close to our favorite winery Sparkling Pointe! Absolutely perfect!
Stayed 2 nights in Nov 2023

10/10 Excellent

Dawn T.

Liked: Cleanliness

Pleasant overnight stay

I bunch of us had a wedding at the winery's and decided to make it a fun overnight!! And it was the house was perfect we all had our own rooms we lite a fire after and enjoyed the beautiful view !!
Stayed 1 night in Oct 2023