Entire home

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

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

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Balcony or patio
  • Hot tub on site
  • Gas barbecue
  • Internet access
  • Air-conditioning
  • Refrigerator

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, Westhampton, NY (FOK-Francis S. Gabreski)
    ‪41 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1 (master)

1 King Bed and 1 Single Bed

Bedroom 2 (upstairs)

2 Single Beds and 1 Double Bed

Bedroom 3 (downstairs)

2 Double Beds

Bedroom 4

1 King Bed

Living Room 1

1 Single Futon

3 bathrooms

Bathroom 1 (downstairs)

Bathtub or shower · Toilet

Bathroom 2 (upstairs)

Toilet · Shower only · Jetted bathtub

Bathroom 3

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Number of living rooms
Garden
Dining area

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About the area

Southold

Located in Southold, this holiday home is near theme parks and on the waterfront. The area's natural beauty can be seen at The Hamptons Beaches and Cooper's Beach. Custer Institute and Observatory and 8 Hands Farm are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with cycling and hiking.
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Map
Southold, NY

What's nearby

  • Custer Institute and Observatory - 6 min drive - 6.4 km
  • Croteaux Vineyards - 6 min drive - 6.0 km
  • Sparkling Pointe - 8 min drive - 8.1 km
  • Raphael Winery - 9 min drive - 10.2 km
  • Pindar Vineyards - 10 min drive - 10.6 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
  • ‪Pridwin Hotel - ‬40 min drive
  • ‪North Fork Roasting Co. - ‬9 min drive
  • ‪Michelangelo's - ‬8 min drive

Frequently asked questions

Is Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches?

As of 25 Oct 2026, prices found for a 1-night stay for 2 adults at Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches on 27 Oct 2026 start from £2,213, 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 at Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches?

On-site parking is available at the property.

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

Check-in begins at 4:00 PM.

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

Checkout is at 11:00 AM.

Where is Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches located?

Situated on the waterfront, this holiday home is 2.9 mi (4.7 km) from Croteaux Vineyards and within 6 miles (10 km) of Custer Institute and Observatory and Sparkling Pointe. Osprey's Dominion and Sannino's Bella Vita Vineyard are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
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

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

10/10 Excellent

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

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

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

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

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

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

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

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
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