Entire home

Lovely Cottage in the Heart of Long Island Wine country

Waterfront cottage with kitchen and balcony

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Where to?

Dates

October 2025

November 2025

Overview
Amenities
Policies
Location

Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 4

Popular amenities

Explore the area

Southold, NY

Place, Sparkling Pointe
‪14 min walk‬
Place, Sannino's Bella Vita Vineyard
‪4 min drive‬
Place, Raphael Winery
‪6 min drive‬
Airport, New Haven, CT (HVN-Tweed - New Haven Regional)

Room options

About the neighborhood

Southold

Within a short walk of Horton Lane Beach, this cottage is within 2 miles (3 km) of Sparkling Pointe. The cottage includes a kitchen, a fireplace, and a balcony.

View more Cottages in Southold

What's nearby

Sparkling Pointe - 14 min walk - 0.8 miles
Sannino's Bella Vita Vineyard - 4 min drive - 2.4 miles
Raphael Winery - 6 min drive - 3.3 miles
Osprey's Dominion - 6 min drive - 2.7 miles
Pindar Vineyards - 6 min drive - 3.5 miles

Getting around

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

Restaurants

‪Senor Taco - ‬3 min drive
‪Dunkin' - ‬4 min drive
‪Michelangelo's - ‬4 min drive
‪Little Fish - ‬12 min walk
‪Southold General - ‬5 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.

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.

The cottage is air-conditioned and features a kitchen, 2 bathrooms, and a balcony or patio, and there's space to spread out with 2 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a fireplace, a coffee maker, and a phone.

Similar properties

Kitchen
Washer
Dryer
Pet friendly

Property amenities

Beach

Beach loungers

Internet

Available in the cottage: Free WiFi

Parking and transportation

Parking on site

Kitchen

Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Lobster/crab pot
Microwave
Oven
Paper towels
Refrigerator
Stovetop
Toaster

Bedrooms

2 bedrooms
Bedsheets provided

Bathroom

2 bathrooms
Hair dryer
Shampoo
Toilet paper
Towels provided

Living spaces

Fireplace
Living room

Entertainment

Smart TV with cable/satellite channels

Outdoor areas

Barbecue grill
Garden
Patio

Laundry

Laundromat nearby

Comfort

Air conditioning
Heating

Pets

No pets allowed

Suitability/Accessibility

Designated smoking areas

Services and conveniences

Phone

Location highlights

In a village
Near an outlet shopping mall
Near the bay
On the waterfront

Things to do

Bicycles
Boat
Kayak
Water sports equipment
Birdwatching nearby
Cycling nearby
Fishing nearby
Hiking/biking trails nearby
Swimming nearby
Winery tours nearby

Safety features

No carbon monoxide detector (host has indicated there is no carbon monoxide detector on the property but there are gas appliances; consider bringing a portable detector)
Smoke detector (host has indicated there is a smoke detector on the property)
Fire extinguisher

General

Bicycles
Garden

Policies

Check-in

Check-in time starts at 4:00 PM

Minimum check-in age: 28

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

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.

Pets

This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

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

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

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

Check-in: 4:00 PM
Check-out: 11:00 AM
Minimum check-in age: 28

We should mention

Details about charges, deposits, or other important information:

This property is managed by a private host, not a professional engaged in trade or business.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a fire extinguisher and a smoke detector.

Property is also known as

Lovely Waterview Heart Long Island Wine Country

Lovely Waterview Heart Long Island Wine Country Southold

Lovely Waterview Cottage Heart Long Island Wine Country

Lovely Waterview Cottage Heart Long Island Wine Country Southold

Lovely Waterview Cottage Heart Long Island Wine Country

Lovely Waterview Heart Long Island Wine Country Southold

Lovely Waterview Cottage Heart Long Island Wine Country Southold

Lovely Waterview Cottage Heart Long Island Wine Country

Lovely Waterview Heart Long Island Wine Country Southold

Lovely Waterview Heart Long Island Wine Country

Frequently asked questions

What can I see near this cottage?

This cottage is located in Southold within a short 13-minute walk of Horton Lane Beach. You'll also find Raphael Winery and Pindar Vineyards within a short drive.

Is parking available on site at this cottage?

No, there isn't parking available at the cottage.

Is this cottage next to a casino?

No, this cottage is not connected to a casino.

Will I find an indoor pool at this cottage?

No, there is no indoor pool at this cottage.

What will couples enjoy most about a stay at Lovely Cottage in the Heart of Long Island Wine country?

Amenities that appeal to couples at this waterfront cottage include a fireplace, a kitchen, and a smart TV.

Are there hot tubs at Lovely Cottage in the Heart of Long Island Wine country?

No, there isn't a spa tub at this cottage.

Does this cottage offer breakfast?

No, this cottage doesn't offer breakfast.

Will this cottage allow pets to stay free of charge?

No, pets aren't allowed at this cottage.

Does this cottage have connecting rooms?

No, there aren't connecting rooms at this cottage.

How far is the airport from this cottage?

The closest major airport to this cottage is East Hampton, NY (HTO), which is 20.3 mi away (61 minutes by car). Another top airport is Westhampton, NY (FOK-Francis S. Gabreski), which is located 22.3 mi away (36-minute drive).

Are there rooms with balconies that I can book at Lovely Cottage in the Heart of Long Island Wine country?

Yes, every accommodation at Lovely Cottage in the Heart of Long Island Wine country comes with a balcony with some featuring water views.

Lovely Cottage in the Heart of Long Island Wine country Reviews

9.8

Exceptional

9.8/10

Cleanliness

7.0/10

Amenities

9.4/10

Property conditions & facilities

8.0/10

Eco-friendliness

10/10 Excellent

Mike H.

Oct 5, 2025

Liked: Cleanliness

Perfect for what I needed

Stayed 3 nights in Oct 2025

10/10 Excellent

Ian F.

Sep 20, 2025

Liked: Cleanliness

Great house in a nice, quiet location. Host was very communicative and friendly. Thanks, Eileen!

Stayed 2 nights in Sep 2025

10/10 Excellent

Rose B.

Sep 17, 2025

Liked: Cleanliness

Stayed 14 nights in Aug 2025

10/10 Excellent

James J.

Aug 25, 2025

Liked: Cleanliness

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

6/10 Okay

Tracy C.

Aug 3, 2025

The website says lakeview, however the pond/ lake is not visible in the summer. Website pictures are deceiving. Also, the website says laundry however, there was no laundry on the property. When the owner was contacted she said that i could take my laundry to the a location in town which would be at my own expense. This was a problem because it was a beach vacation and towels and bathing suits were unable to dry due to the humidity. Upon checking out, the check out instructions on the refrigerator stated that there was no garbage pick up by the town therefore i had to take my garbage with me or there would be a fee. I feel that i paid for a service and should not have been asked to take my garbage with me.

Stayed 4 nights in Jul 2025

10/10 Excellent

Patrick C.

May 5, 2025

Liked: Cleanliness

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

10/10 Excellent

Emily B.

Feb 16, 2025

Liked: Cleanliness

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.

Jan 12, 2025

Liked: Cleanliness

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., Brooklyn, NY

Jan 2, 2025

Liked: Cleanliness

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., NYC

Nov 13, 2024

Liked: Cleanliness

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, Renton

Traveled with partner

Oct 6, 2024

Liked: Cleanliness, property conditions & facilities

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.

Sep 30, 2024

Liked: Cleanliness

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.

Sep 24, 2024

Liked: Cleanliness

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.

Jul 29, 2024

Liked: Cleanliness

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.

Jul 20, 2024

Liked: Cleanliness

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

Traveled with family

May 10, 2024

Liked: Cleanliness, amenities, property conditions & facilities

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.

Feb 21, 2024

Liked: Cleanliness

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.

Jan 17, 2024

Liked: Cleanliness

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.

Oct 15, 2023

Liked: Cleanliness

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.

Oct 9, 2023

Liked: Cleanliness

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.

Sep 28, 2023

Liked: Cleanliness

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.

May 24, 2023

Liked: Cleanliness

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.

Mar 8, 2023

Liked: Cleanliness

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

Nov 13, 2022

Liked: Cleanliness

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