See all properties
Entire home

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

Southold vacation home with kitchen

Choose dates to view prices

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

A deck with outdoor seating, a view of a lake, and picnic tables.
A spacious kitchen with white cabinets, a central island, and a dining area with a wooden table and chairs.
A kitchen with a gas stove, wooden chairs, a dining table, and a staircase leading to a second floor.
A spacious loft bedroom with a large window, a built-in seating area, and a wooden staircase.
A living room with a fireplace, leather sofas, a coffee table, and a television.

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 8

Popular amenities

  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Southold, NY
  • Place, Custer Institute and Observatory
    ‪6 min drive‬
  • Place, Croteaux Vineyards
    ‪6 min drive‬
  • Place, Sparkling Pointe
    ‪8 min drive‬
  • Airport, New London, CT (GON-Groton - New London)
    ‪154 min drive‬

Room options

About the area

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. Osprey's Dominion and Sannino's Bella Vita Vineyard are also within 6 miles (10 km).
View more Vacation homes in SoutholdOpens in a new window

What's nearby

  • Custer Institute and Observatory - 6 min drive - 6.4 km
  • Croteaux Vineyards - 6 min drive - 6.0 km
  • Mattebella Vineyards - 7 min drive - 7.8 km
  • Sparkling Pointe - 8 min drive - 8.1 km
  • Raphael Winery - 9 min drive - 10.2 km

Getting around

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

Restaurants

  • ‪Dunkin' - ‬8 min drive
  • ‪Sophie's Rest - ‬6 min drive
  • ‪Michelangelo's - ‬8 min drive
  • ‪North Fork Roasting Co. - ‬9 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

Similar properties

A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
The Harbor Front Inn
Greenport
  • Pool
  • Breakfast included
  • Pet friendly
  • Free WiFi
4.5 out of 5, Wonderful, 659 reviews
The price is CA $316
CA $401 total
includes taxes & fees
Oct 25 - Oct 26
The Harbor Front Inn

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"on-site accessible parking spaces 1", on-site accessible parking spaces
  • 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 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
Information provided by the property may be translated using automated translation tools

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 19.3 mi (59-min drive) from The Hamptons Beaches and 5.3 mi (10-min drive) from Horton Lane 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. 178 out of 185 reviews
Rating 8 - Good. 6 out of 185 reviews
Rating 6 - Okay. 1 out of 185 reviews
Rating 4 - Poor. 0 out of 185 reviews
Rating 2 - Terrible. 0 out of 185 reviews

9.8/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Laurie B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Second time staying at this lovely home. Bed configuration can accommodate large number of people. Love the location, proximity to beach, quiet walkable neighborhood. Southold is a great location for a North Fork getaway. Thank you for making your home available. We would love to return!
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Michael B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Always the best weekend of the year! Perfect house for a friends getaway. The fire pit right next to the water is the absolute best. Highly recommend!
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

Richard C.

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

Awesome stay

Place was wonderful. Perfect for a family vacation.
Stayed 7 nights in Aug 2023
Verified review

10/10 Excellent

Amy K.

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

10/10 Excellent

Thomas H.

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

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
Verified review

10/10 Excellent

Kris F.

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

10/10 Excellent

Thomas W.

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

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
Verified review

10/10 Excellent

Michael B.

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

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
Verified review

10/10 Excellent

Bernadette N.

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

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
Verified review

10/10 Excellent

Anna C.

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

Great Southold home

This home well exceeded the expectations from the pictures and description!! Beautiful location and everything was very clean with plenty of space for our group. We have a wonderful time staying here!
Stayed 2 nights in Jun 2023
Verified review

10/10 Excellent

Blair G.

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

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
Verified review

10/10 Excellent

Jessica C.

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

Great wedding weekend

We had a great weekend here as a family - enjoyed a paddle in the kayak and explored the area. House is great and spacious.
Stayed 2 nights in Sep 2023
Verified review

10/10 Excellent

Denise G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great
Stayed 2 nights in Sep 2025
Verified review

10/10 Excellent

Kayla C.

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

Great girls weekend!

The house was great! The house was beautiful and had plenty of room for our whole group. We had a great time exploring the wineries in the area.
Stayed 3 nights in Sep 2023
Verified review

10/10 Excellent

Zachary L.

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

Great place on the water

This was a great place on the water that was able to perfectly accommodate 4 couples and a baby. Mike’s place was in a location that allows you to enjoy everything the North Fork has to offer.
Stayed 3 nights in Sep 2023
Verified review

10/10 Excellent

Verified traveller

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

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
Verified review

10/10 Excellent

Zachary K.

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

Beautiful Home

Amazing place for a long weekend. Beautiful backyard on the water and super close the wineries and other attractions. Highly recommend..
Stayed 2 nights in Jun 2023
Verified review

10/10 Excellent

Randi S.

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

Amazing location on the waters

Great location on a very quiet cove perfect for kayaking and making s'mores at the firepit. Short drive to supermarket or town area.
Stayed 7 nights in Aug 2020
Verified review

10/10 Excellent

Thpmas W.

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

Absolutely wonderful Southold week

The house was gorgeous and location on the water was perfect for keeping our 17 Boston Whaler just steps away. It was a memorable family vacation.
Stayed 7 nights in Jul 2023
Verified review

10/10 Excellent

Dawn T.

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

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
Verified review

10/10 Excellent

Michael B.

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

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
Verified review

10/10 Excellent

Stephen r.

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

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
Verified review

10/10 Excellent

Verified traveller

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

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
Verified review

10/10 Excellent

Jennifer W.

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

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
Verified review

10/10 Excellent

Jean W.

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

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