See all properties
Entire home

Lovely Cottage in the Heart of Long Island Wine country

Photo gallery for Lovely Cottage in the Heart of Long Island Wine country

Lovely pond front cottage on the North Fork.
Beautiful and peaceful in all seasons.
waterview from master bedroom
trundle bed in second bedroom
cozy living room with gas fireplace

Reviews

9.8 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Parking available
  • Fireplace
  • Kitchen
  • Barbecue grill
  • Air conditioning
  • Outdoor space

Explore the area

Map
Southold, NY
  • Sparkling Pointe
    ‪4 min drive‬
  • Sannino's Bella Vita Vineyard
    ‪7 min drive‬
  • Osprey's Dominion
    ‪8 min drive‬
  • East Hampton, NY (HTO)
    ‪61 min drive‬

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.

Property manager

Eileen
Premier Host

Add dates for prices

Amenities

Kitchen
Free WiFi
Air conditioning
Outdoor space
Parking available
Water view

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Backyard

Private Coastal Two Bedroom Cottage on the Water

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
10.0 out of 10, (72 reviews)
Private Coastal Two Bedroom Cottage on the Water

House Rules

Check in after 4:00 PM
Minimum age to rent: 28
Check out before 11:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking allowed: in designated areas

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
On-site parties or group events are strictly prohibited
Host has indicated that 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 that there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the area

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 Greenport Carousel and Norman E. Klipp Marine Park. Shelter Island Whale's Tail and BookHampton 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.
Map
Southold, NY

What's nearby

  • Horton Lane Beach - 13 min walk - 1.2 km
  • Sparkling Pointe - 4 min drive - 2.4 km
  • Sannino's Bella Vita Vineyard - 7 min drive - 3.6 km
  • Osprey's Dominion - 8 min drive - 5.5 km
  • Pindar Vineyards - 9 min drive - 5.3 km

Getting around

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

Restaurants

  • ‪North Fork Roasting Co - ‬5 min drive
  • ‪Michelangelo Southold - ‬4 min drive
  • ‪Greenport Harbor Brewing - ‬6 min drive
  • ‪Southold Fish Market - ‬8 min drive
  • ‪The Halyard Greenport - ‬7 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.

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?

Checkout 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 miles (5 km) of Sparkling Pointe and Goldsmith's Inlet Park. Sannino's Bella Vita Vineyard and Mattebella Vineyards are also within 3 miles (5 km).

Reviews

9.8

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. 22 out of 24 reviews
Rating 8 - Good. 1 out of 24 reviews
Rating 6 - Okay. 1 out of 24 reviews
Rating 4 - Poor. 0 out of 24 reviews
Rating 2 - Terrible. 0 out of 24 reviews

10/10

Cleanliness

7.0/10

Amenities

9.4/10

Property conditions & facilities

8.0/10

Eco-friendliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

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

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

8/10 Good

Rachel S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cozy December Cabin Vacation
My parents, my younger son and I wanted to escape Brooklyn for a few days for some relaxation. This house was a cozy spot for unwinding. The living room space was situated right in front of the gas fireplace, but because the fireplace is surrounded by the original brick facade, it feels like a real fireplace - making it that much more charming. It is a small home, but the bedroom with the Queen size bed was perfect for my parents and for my son and I, we slept fine on the trundle bed. The house is only 6 minutes from the IGA grocery store and the town of Southold, NY where there is a bakery and cute stores to check-out. There was a nice size t.v. in the main room and a t.v. in both bedrooms. There was plenty of light during the day with all rooms having nice windows and the surroundings were quiet and filled with nature - trees, lake, singing birds. The owner was in touch and quick to answer questions. The house was clean and there was a dishwasher which made it easy to clean up after meals. We also enjoyed that there was a large wooden dining room table where we ate our meals, played board games and my son used to color in his book. I recommend this stay if you are a small family and want some together time. Also, the bathrooms were bright and it was very convenient to have a half-bath as well so that there was more than one bathroom. I would book this again.
Stayed 3 nights in Dec 2024

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

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

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

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

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

6/10 Okay

Dixie G.

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy
Lake view cottage
Listing was misleading. You have a lake view in winter, but summer the undergrowth is tall and you don’t see much except trees. Listed as ac but only ac in bedroom. Main area is NOT airing conditioned. There is a skylight which has no shade so sun really beats in. Very hot on a warm day. On the plus side private and mostly quiet. Host responds very quickly and seems very nice expected more of a lake view and AC. Probably nice in winter or spring when you don’t really need ac.but I wouldn’t call it a lake view. You do see a tiny slice of lake. Other places have lawns to the lake and really do have a view. We did enjoy listening to the birds
Stayed 4 nights in Jul 2024

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

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

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

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

10/10 Excellent

Lorri D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wedding on Long Island
This is a quite little cottage on Great Pond lake on Long Island NY. The best word to describe it is cozy. We really enjoyed our stay. The place is definitely an older home with some updates. Each room has its own heating and cooling. There are two bedrooms but only one queen bed. the other bedroom has a trundle bed that is comfortable and a pull out couch. The kitchen also includes a microwave and dishwasher. The house also comes with bikes, kayaks, and paddle boats which we took out every day. The beach is less than a mile away. You can walk or ride one of the bikes. However, if you want to drive you will need a parking permit to go to any beach which the owner will provide for you at a cost if you are staying for 2 or more weeks. The only thing I would change is that this town has no trash pick up so you have to take your garbage with you or take it to the dump yourself and pay for it to be taken.
Stayed 7 nights in Sep 2023

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

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

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

10/10 Excellent

Robert G., Dunstable, MA USA

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

10/10 Excellent

mario

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

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

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

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

10/10 Excellent

Jacqueline J., Long Island, ny

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

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

About the host

Hosted by Eileen

Host profile image

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback

Hotels

beach rentals in Portugal
pet-friendly rentals in Hamilton
beach rentals in Mount Maunganui
pet-friendly rentals in Canterbury

Holiday Rentals

New Plymouth Holiday Rentals
Maui Eldorado Holiday Rentals
Raglan Holiday Rentals
Manapouri Holiday Rentals
Kapiti Coast District Holiday Rentals
Paihia Holiday Rentals
Lake Okareka Holiday Rentals
Whangamata Holiday Rentals
Northland Holiday Rentals
Pahiatua Holiday Rentals
Hanmer Springs Holiday Rentals
Tallinn Holiday Rentals
Cala d'Or Holiday Rentals
Lake Kaniere Scenic Reserve Holiday Rentals
Fox River Holiday Rentals
Te Kaha Holiday Rentals
Taupo Holiday Rentals
Auckland Region Holiday Rentals
Christchurch Holiday Rentals
Whakatane Holiday Rentals
Millbrook Resort Golf Course Holiday Rentals
Tongaporutu Holiday Rentals
Akaroa Holiday Rentals
Nelson Holiday Rentals
Cotswolds Holiday Rentals
Taupo Bay Holiday Rentals