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Lovely Cottage in the Heart of Long Island Wine country

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Lovely pond front cottage on the North Fork.
Beautiful and peaceful in all seasons.
waterview from master bedroom
trundle bed in second bedroom
Kenneys Beach on Long Island Sound-10 minute walk away

Reviews

9.8 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Kitchen
  • Free WiFi
  • Air conditioning
  • Outdoor Space
  • Parking available
  • Barbecue grill

Rooms & beds

2 bedrooms (sleeps 4)

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Deck or patio
Porch or lanai
Kitchen
Garden
Dining area

About this property

Lovely Cottage in the Heart of Long Island Wine country

Peaceful pondfront cottage with two bedrooms , 1 1/2 baths, pull out couch in Living room can sleep two more , and lovely screened in front porch to enjoy the beautiful pond view-watch ospreys fly over, or enjoy the pond by using kayaks, paddle boats or canoe that comes with the rental. 10 minute walk to beautiful sound beach around the corner-minutes to wineries, Southold village, and Greenport.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Free WiFi
Air conditioning
Outdoor Space
Parking available
Water view

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House Rules

Check in after 4:00 PM
Minimum age to rent: 28
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

No pets allowed
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Smoking

Smoking allowed: in designated areas

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items and remove leftover food and drinks
Turn off the lights and lock the doors
See check out instructions on the refrigerator
Failure to complete these may result in a negative review from the host.

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 no carbon monoxide detector on the property but there are gas appliances; consider bringing a portable detector with you on the trip
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 cottage is on the waterfront. Railroad Museum of Long Island and East End Seaport Maritime Museum are cultural highlights, and some of the area's attractions include 8 Hands Farm and Greenport Carousel. Norman E. Klipp Marine Park and Shelter Island Whale's Tail are also worth visiting. Discover the area's water adventures with fishing and swimming nearby, or enjoy the great outdoors with hiking/biking trails and cycling.
View more Cottages in SoutholdOpens in a new window
Map
Southold, NY

What's nearby

  • Horton Lane Beach - 13 min walk - 1.1 km
  • Sparkling Pointe - 14 min walk - 1.2 km
  • McCabe's Beach - 19 min walk - 1.6 km
  • Goldsmith's Inlet Park - 3 min drive - 3.2 km
  • Custer Institute and Observatory - 3 min drive - 2.9 km

Getting around

  • Southold Station - 7 min drive
  • East Hampton, NY (HTO) - 61 min drive

Restaurants

  • ‪Dunkin' - ‬4 min drive
  • ‪Michelangelo's - ‬4 min drive
  • ‪North Fork Roasting Co. - ‬5 min drive
  • ‪Southold General - ‬5 min drive
  • ‪Sophie's Rest - ‬5 min drive

Frequently asked questions

Is Lovely Cottage in the Heart of Long Island Wine country pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Lovely Cottage in the Heart of Long Island Wine country?

As of Apr 2, 2026, prices found for a 1-night stay for 2 adults at Lovely Cottage in the Heart of Long Island Wine country on Apr 8, 2026 start from $288, 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 Lovely Cottage in the Heart of Long Island Wine country?

Check-in begins at 4:00 PM.

What time is check-out at Lovely Cottage in the Heart of Long Island Wine country?

Check-out is at 11:00 AM.

Where is Lovely Cottage in the Heart of Long Island Wine country located?

Situated on the waterfront, this cottage is 0.7 mi (1.1 km) from Horton Lane Beach and within 3 mi (5 km) of Sparkling Pointe and Horton Point Park. Goldsmith's Inlet Park and Sannino's Bella Vita Vineyard are also within 3 mi (5 km).

Reviews

9.8

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. 27 out of 30 reviews
Rating 8 - Good. 1 out of 30 reviews
Rating 6 - Okay. 2 out of 30 reviews
Rating 4 - Poor. 0 out of 30 reviews
Rating 2 - Terrible. 0 out of 30 reviews

9.8/10

Cleanliness

7.0/10

Amenities

9.4/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Mike H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for what I needed
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Ian F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house in a nice, quiet location. Host was very communicative and friendly. Thanks, Eileen!
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

James J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great little cottage for our family of 4 with 2 young kids. Very quiet and secluded but a short drive to so many things to do for all ages. Eileen was very friendly and responsive and was a very comfortable stay. We'll be back in the future.
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Patrick C.

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

Wedding Weekend Stay

Our family stayed at this quaint cottage in the North Fork. The cottage has a nice kitchen, gas fireplace, and well appointed bedrooms. I would love to visit in summer, it must be wonderful!
Stayed 2 nights in Apr 2025
Verified

10/10 Excellent

Valeria S.

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

Cozy little cottage

We love coming here-Eileen makes it so easy and we can’t get enough of the overall coziness and warmth of the place. Perfect for a quiet getaway!
Stayed 2 nights in Nov 2024
Verified

10/10 Excellent

David

Liked: Cleanliness, property conditions & facilities, communication
We loved this quaint lake house that was within easy walking distance to the beach. The house had everything we needed, and the bed was very considerable. We would definitely stay here again on a visit to the North Fork and Southold.
Stayed 4 nights in Sep 2024
Verified

10/10 Excellent

Sarah Q.

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

A Beautiful Spot

We had a weekend wedding at one of the wineries and this cottage was perfect! The host was beyond helpful, the place was very clean and well-appointed, and the location was outstanding. I would highly recommend this lovely cottage.
Stayed 1 night in Sep 2024
Verified

10/10 Excellent

Emily B.

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

Such a great weekend!

we had such a fun weekend out in southold! Cottage was perfect for us for a cold rainy weekend. Everything was so close to the house. Will definitely be back in the summer!
Stayed 2 nights in Feb 2025
Verified

10/10 Excellent

Chris S.

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

Perfect home for a quite winter weekend getaway

We booked this beautiful cottage last minute for a quick weekend getaway and it was everything we hoped it would be. Eileen was also a pleasure to work with!
Stayed 2 nights in Mar 2023
Verified

10/10 Excellent

Nancy M.

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

Great location

Lovely cottage with access to a beautiful large pond and use of kayak, paddleboard, acanoe. Host very responsive.
Stayed 5 nights in May 2023
Verified

10/10 Excellent

Karla L.

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

Long Island travel

We enjoyed a lovely week at this perfectly situated cottage. So very close to wine tours and fabulous beaches! Eileen is a great host and the cottage had absolutely everything we needed and more. I must also say the beds were more comfortable than our recent hotel stay so that's a plus as well! Great trip.
Stayed 8 nights in Apr 2022
Verified

10/10 Excellent

Brenda M.

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

Perfect

Great location, beautiful house, easy communication with the host. Nicely appointed kitchen. Heat worked great for a very cold January.
Stayed 2 nights in Jan 2025
Verified

10/10 Excellent

Chris S.

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

Soundview in September

We had a really nice stay at Eileen's cottage, it was just as described in the profile, and so easy to get to other places in the North Fork. We got out on the kayaks, walked and ran from the cottage down to nearby beaches, and took in some great sunsets. We'll plan to stay again!
Stayed 4 nights in Sep 2024
Verified

10/10 Excellent

Suzanne D.

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

Cozy cottage

We enjoyed this little cottage. Nice kitchen and comfortable bed. Warm. Nice fireplace.
Stayed 3 nights in Nov 2021
Verified

10/10 Excellent

Eugene

Liked: Cleanliness, amenities, property conditions & facilities, communication
We very much enjoyed our stay here. Well cleaned, very neat and comfortable. Eileen, the owner, was very nice, gave me answers to my questions right away and pleasantly and very amiable. Definitely will stay again!! 10 out of 10!!
Stayed 3 nights in May 2024
Verified

10/10 Excellent

Tom W.

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

Excellent!

Everything was great. Eileen is very responsive, friendly and helpful. It’s a lovely house in a beautiful spot! And the North Fork of Long Island is a great area to visit.
Stayed 4 nights in Dec 2021
Verified

10/10 Excellent

mario

Liked: Cleanliness, property conditions & facilities, communication
Perfect cozy cottage. As described
Stayed 3 nights in Oct 2022
Verified

10/10 Excellent

Jacqueline J.

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

Little cottage on the pond

Had a fantastic time, near to all. Great restaurants, did wine tasting. About the cottage, what can I say…clean,cozy, everything you need. Used the fire place on a chilly evening ,sipping wine we picked up. A great little place.. owner was a pleasure to work with.
Stayed 3 nights in Oct 2021
Verified

10/10 Excellent

Hernan R.

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

Amazing

In all honesty the pictures on the listing does not make any justice to the actual Cabin, it is much more open , bright , big and really cosy.. Best stay ever. Thank you very much
Stayed 2 nights in Dec 2023
Verified

10/10 Excellent

John G.

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

Perfect Location

Great location for any winery tour you may be in. Felt like we were in the middle of the woods. Pond, deer, geese were all things we saw while walking around the property. We will be back
Stayed 2 nights in Oct 2023
Verified

10/10 Excellent

Robert G.

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

Southold Cottage

It was clean, comfortable, and had everything we needed. The gas fireplace was welcoming on a cool November evening. Location was great, 20 minutes to many of the wineries, restaurants and the beach. Canoe and kayaks were great on the small pond. It was delightful.
Stayed 4 nights in Nov 2022
Verified

10/10 Excellent

Angela D.

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

Tranquil house on a pond

My husband and I had a wonderful few days at Eileen's cottage. Just enough room for the two of us, in such a peaceful setting. The boats were great fun for early morning or late afternoon activity. We were able to enjoy the pond and Kenneys Road Beach which is just around the corner. Cottage was very comfortable, especially the beds, and had everything we needed. Great time, can't wait to return!
Stayed 3 nights in May 2021
Verified

10/10 Excellent

Victoria B.

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

Quiet Retreat

Tucked back in the woods off of a quiet neighborhood by a pond. Screened in porch and multiple ceiling fans kept the bugs away! The weather was cloudy and unseasonably cool so did not take advantage of the kayaks and paddleboats provided by Eileen. Lovely stay for quiet adults!
Stayed 4 nights in Jul 2024
Verified

10/10 Excellent

Angela D.

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

Another great visit to Great Pond!

Eileen is the best host! Her cottage is adorable and has everything you could ask for. The chilly weather came early this year so the fireplace was a huge plus to make our stay so cozy. We had a great time going out on the pond with the kayaks and paddle boats. And North Fork wineries are everywhere, hard to decide which one to visit. Great dinner at Little Fish on Kenney Beach. We will definitely be back!
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

Christina D.

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

Peaceful Cabin

We booked a last minute stay off season at this cabin. It was very peaceful. The inside is quite roomier than the photos (expect for one smallish bedroom) and in warm weather the screened in porch and yard would provide even more space. I especially loved the colorful artsy bathroom tiles! We walked down to the pond although it was too cold for boating. The neighborhood seems remote but you are minutes away from restaurants, shops and wineries. Would love to visit again.
Stayed 3 nights in Feb 2024

About the host

Hosted by Eileen

Host profile image

Why they chose this property

Wineries , restaurants, beaches are all great

What makes this property unique

We are just 55 steps to the Great Pond where we have kayaks and a canoe- it’s quiet and peaceful yet close to all

Premier Host

They consistently provide great experiences for their guests
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