Cottage Rentals in Kontokosta Winery, NY: Compare 10+ Sites & Save

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  6.  Kontokosta Winery

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25 Best Cottage Rentals in Kontokosta Winery (Starting from $177)

Peaceful, clean cottage, 10 min walk to town. Monthly rates. Fenced backyard
Peaceful, clean cottage, 10 min walk to town. Monthly rates. Fenced backyard
Cottage
Greenport, NY, 11944, United States
0.1k from Kontokosta Winery center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen

1 Bedroom4 Guests
10.0

Exceptional

3 reviews

$439
Average price / night
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Charming 3-bedroom cottage in fabulous Greenport
Charming 3-bedroom cottage in fabulous Greenport
Cottage
Greenport, NY, 11944, United States
0.4k from Kontokosta Winery center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$773
Average price / night
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Rose Cottage by the Bay.
Rose Cottage by the Bay.
Cottage
Greenport, NY, 11944, United States
1.1k from Kontokosta Winery center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.6

Exceptional

126 reviews

$628
Average price / night
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The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Cottage
Greenport, NY, 11944, United States
1.2k from Kontokosta Winery center

AC, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$738
Average price / night
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North Fork Cottages & RV Resort
North Fork Cottages & RV Resort
Cottage
690 Queen St, Greenport, NY, 11944, United States
1.8k from Kontokosta Winery center

AC, Barbecue, Free Parking, Heater, Internet, Laundry, Microwave, Outdoor Space, Patio

1 Bedroom2 Guests
8.6

Fabulous

11 reviews

$208
Average price / night
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Restored Seaport Village Cottage
Restored Seaport Village Cottage
Cottage
Greenport, NY, 11944, United States
1.9k from Kontokosta Winery center

AC, Arcade, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

110 reviews

$685
Average price / night
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Picture Perfect Greenport Cottage
Picture Perfect Greenport Cottage
Cottage
Greenport, NY, 11944, United States
1.9k from Kontokosta Winery center

No Smoking

3 Bedrooms6 Guests
New to Booking
$1738
Average price / night
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Greenport Waterfront Cottage w/Private Beach
Greenport Waterfront Cottage w/Private Beach
Cottage
Greenport, NY, 11944, United States
1.9k from Kontokosta Winery center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$567
Average price / night
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The Cottage at Sunset Bluff
The Cottage at Sunset Bluff
Cottage
Greenport, NY, 11944, United States
2.1k from Kontokosta Winery center

AC, Barbecue, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area, Microwave

1 Bedroom2 Guests
10.0

Exceptional

77 reviews

$468
Average price / night
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Cottage on Beach front Estate with Dockage  .Walk to Village
Cottage on Beach front Estate with Dockage .Walk to Village
Cottage
greenport, NY, 11944, United States
2.1k from Kontokosta Winery center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms4 Guests
9.8

Exceptional

80 reviews

$359
Average price / night
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'The Gate House'on Beach front Estate with Dockage. Walk to Village .
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Cottage
greenport, NY, 11944, United States
2.3k from Kontokosta Winery center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
9.8

Exceptional

102 reviews

$290
Average price / night
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One Of A Kind, Resort- Like Waterfront Cottage In Wine Country
One Of A Kind, Resort- Like Waterfront Cottage In Wine Country
Cottage
Greenport, NY, 11944, United States
3.8k from Kontokosta Winery center

AC, Barbecue, Dryer, Free Parking, Heater, Laundry, Microwave, No Smoking, Outdoor Space

2 Bedrooms5 Guests
10.0

Exceptional

33 reviews

$2048
Average price / night
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Renovated 1930's cottage on the water near Greenport with WiFi, AC
Renovated 1930's cottage on the water near Greenport with WiFi, AC
Cottage
Greenport, NY, 11944, United States
3.9k from Kontokosta Winery center

AC, Heater, Internet, Laundry, No Smoking

3 Bedrooms5 Guests
New to Booking
$628
Average price / night
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Greenport Waterfront Private Dock
Greenport Waterfront Private Dock
Cottage
Greenport, NY, 11944, United States
4.1k from Kontokosta Winery center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
9.6

Exceptional

27 reviews

$818
Average price / night
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Charming, Historic Cottage
Charming, Historic Cottage
Cottage
Shelter Island, NY, 11964, United States
5.5k from Kontokosta Winery center

AC, Dryer, Fireplace, Heater, Internet, Kitchen, Laundry, No Smoking, Washer

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$752
Average price / night
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Orient Village — Historic Bayfront Cottage — 2025 Season
Orient Village — Historic Bayfront Cottage — 2025 Season
Cottage
Orient, NY, 11957, United States
5.6k from Kontokosta Winery center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

24 reviews

$424
Average price / night
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Charming secluded island cottage
Charming secluded island cottage
Cottage
Shelter Island, NY, 11964, United States
5.7k from Kontokosta Winery center

Barbecue, Dryer, Free Parking, Heater, Internet, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms5 Guests
9.0

Fabulous

2 reviews

$437
Average price / night
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Charming, Renovated Island Cottage - Shelter Island License #:  012-2017
Charming, Renovated Island Cottage - Shelter Island License #: 012-2017
Cottage
Shelter Island, NY, 11964, United States
6.0k from Kontokosta Winery center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
9.8

Exceptional

33 reviews

$371
Average price / night
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Charming Cottage
Charming Cottage
Cottage
Southold, NY, 11971, United States
7.6k from Kontokosta Winery center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

34 reviews

$474
Average price / night
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Cottage on private road and 5-min walk to beach
Cottage on private road and 5-min walk to beach
Cottage
Southold, NY, 11971, United States
7.9k from Kontokosta Winery center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking

3 Bedrooms5 Guests
9.6

Exceptional

5 reviews

$293
Average price / night
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Beachfront - endless sunsets, sandy beach,  cozy sunroom & open concept kitchen
Beachfront - endless sunsets, sandy beach, cozy sunroom & open concept kitchen
Cottage
Southold, NY, 11971, United States
8.9k from Kontokosta Winery center

AC, Barbecue, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

30 reviews

$1085
Average price / night
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Cute Cottage Apartment Near town, beaches and vineyards
Cute Cottage Apartment Near town, beaches and vineyards
Cottage
Southold, NY, 11971, United States
8.9k from Kontokosta Winery center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
9.6

Exceptional

26 reviews

$457
Average price / night
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Secluded Lakefront Cottage Near Town Beaches and North Fork Wineries
Secluded Lakefront Cottage Near Town Beaches and North Fork Wineries
Cottage
Southold, NY, 11971, United States
9.1k from Kontokosta Winery center

AC, Free Parking, Internet, Kitchen, Microwave, Patio, TV

2 Bedrooms4 Guests
7.0

Good

9 reviews

$177
Average price / night
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Cottage by Cedar Beach
Cottage by Cedar Beach
Cottage
Southold, NY, 11971, United States
9.1k from Kontokosta Winery center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
10.0

Exceptional

2 reviews

$558
Average price / night
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Lovely Cottage in the Heart of Long Island Wine country
Lovely Cottage in the Heart of Long Island Wine country
Cottage
Southold, NY, 11971, United States
9.2k from Kontokosta Winery center

AC, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

2 Bedrooms4 Guests
9.8

Exceptional

30 reviews

$297
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Cottage Rentals in Kontokosta Winery.

Where to stay in Kontokosta Winery? Best neighborhoods & areas

Kontokosta Winery Cottage Rentals on the Map

Frequently Asked Questions

You can explore 25 verified cottage rentals in Kontokosta Winery. Our listings are sourced from a range of trusted booking providers, giving you access to charming coastal cottages, peaceful countryside escapes, and cozy stays—all in one place.

Cottage rental prices in Kontokosta Winery vary based on the season, location, and amenities offered. Rates typically start from around $177 per night, with higher prices during peak travel periods or in waterfront locations. Comparing different options can help you find a stay that fits both your preferences and budget.

Many cottages in Kontokosta Winery feature inviting outdoor areas such as private gardens, patios, or small yards. These spaces are ideal for relaxing, dining outdoors, or enjoying the surrounding scenery. You can use the available filters to quickly find cottages with outdoor features that match your preferences.

Yes, cottages are often a great choice for travelers with pets thanks to their cozy layouts and access to outdoor space. Currently, 15 listings in Kontokosta Winery welcome pets, making it easier to plan a comfortable stay with your companion.

For busy seasons such as summer holidays or long weekends, it’s a good idea to book your cottage 60 to 90 days in advance. Since cottages are typically smaller and more unique, the most desirable options tend to get reserved quickly during peak periods.

Cottages in Kontokosta Winery are known for their comfort and charm, often including amenities such as Bedding/Linens, Fireplace/Heating, and Kitchen. These features help create a relaxing and home-like atmosphere for guests.

Yes, many cottages in Kontokosta Winery are well-suited for longer stays. They often include essentials like full kitchens, laundry facilities, and comfortable living spaces, making them a practical option for extended vacations or remote work.