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

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Cottage Rentals
  3.  USA

  4.  New York

  5.  Alexandria Bay

  6.  Thousand Islands Winery

Refine your search

Price per night

Amenity Filter

Rating

33 Best Cottage Rentals in Thousand Islands Winery (Starting from $127)

Hot Tub & Dock: Waterfront Wellesley Island Home!
Hot Tub & Dock: Waterfront Wellesley Island Home!
Cottage
Wellesley Island, NY, 13640, United States
1.2k from Thousand Islands Winery center

AC, Arcade, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub

5 Bedrooms11 Guests
8.4

Very Good

5 reviews

$1287
Average price / night
Check Availability
Unique Upstairs Boathouse Accommodation on a Private Island in the 1000 Islands
Unique Upstairs Boathouse Accommodation on a Private Island in the 1000 Islands
Cottage
Fishers Landing, NY, 13641, United States
2.5k from Thousand Islands Winery center

No Smoking

2 Bedrooms6 Guests
New to Booking
$247
Average price / night
Check Availability
Sunny cottage built over the water on the St. Lawrence River
Sunny cottage built over the water on the St. Lawrence River
Cottage
Clayton, NY, 13624, United States
2.5k from Thousand Islands Winery center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

4 Bedrooms8 Guests
10.0

Exceptional

19 reviews

$360
Average price / night
Check Availability
The River, A Dock, The View ... The Only Thing Missing Is You!
The River, A Dock, The View ... The Only Thing Missing Is You!
Cottage
Clayton, NY, 13624, United States
2.7k from Thousand Islands Winery center

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

2 Bedrooms5 Guests
10.0

Exceptional

38 reviews

$438
Average price / night
Check Availability
Quaint lakeside cottage with stunning views.
Quaint lakeside cottage with stunning views.
Cottage
Wellesley Island, NY, 13640, United States
2.8k from Thousand Islands Winery center

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

2 Bedrooms5 Guests
8.0

Good

1 reviews

$346
Average price / night
Check Availability
1000 Islands Cottage minutes from free boat launch!
1000 Islands Cottage minutes from free boat launch!
Cottage
Clayton, NY, 13624, United States
2.9k from Thousand Islands Winery center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, Outdoor Space

3 Bedrooms10 Guests
10.0

Exceptional

4 reviews

$347
Average price / night
Check Availability
Beautiful waterfront cottage where you feel like you can touch the ships.
Beautiful waterfront cottage where you feel like you can touch the ships.
Cottage
Wellesley Island, NY, 13640, United States
3.1k from Thousand Islands Winery center

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

3 Bedrooms6 Guests
10.0

Exceptional

64 reviews

$482
Average price / night
Check Availability
Great price, A-Bay+Clayton! Clean, quiet 3 bedroom cottage+River access+swim.
Great price, A-Bay+Clayton! Clean, quiet 3 bedroom cottage+River access+swim.
Cottage
Fishers Landing, NY, 13641, United States
3.2k from Thousand Islands Winery center

AC, Dryer, Heater, Kitchen, Laundry, Microwave, No Smoking, Washer

3 Bedrooms5 Guests
9.8

Exceptional

10 reviews

$277
Average price / night
Check Availability
2 Master Bedrooms, quiet location near Swim Cove, tennis courts and golf course
2 Master Bedrooms, quiet location near Swim Cove, tennis courts and golf course
Cottage
Wellesley Island, NY, 13640, United States
3.2k from Thousand Islands Winery center

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

4 Bedrooms10 Guests
9.4

Superb

19 reviews

$475
Average price / night
Check Availability
River Song Cottage - Thousand Island Park, NY
River Song Cottage - Thousand Island Park, NY
Cottage
Thousand Island Park, NY, 13692, United States
3.3k from Thousand Islands Winery center

Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, No Smoking, TV, Washer

4 Bedrooms9 Guests
10.0

Exceptional

5 reviews

$451
Average price / night
Check Availability
1000 Islands Waterfront Cottage
1000 Islands Waterfront Cottage
Cottage
Fishers Landing, NY, 13641, United States
3.4k from Thousand Islands Winery center

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

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$325
Average price / night
Check Availability
Recently Rebuilt 3-bedroom cottage with WiFi, AC in Thousand Island Park
Recently Rebuilt 3-bedroom cottage with WiFi, AC in Thousand Island Park
Cottage
Thousand Island Park, NY, 13692, United States
3.5k from Thousand Islands Winery center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$425
Average price / night
Check Availability
Drake Cottage in Thousand Island Park, New York
Drake Cottage in Thousand Island Park, New York
Cottage
THOUsand Island Park, NY, 13692, United States
3.7k from Thousand Islands Winery center

Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area

5 Bedrooms10 Guests
8.4

Very Good

19 reviews

$372
Average price / night
Check Availability
\"Garden At Eden\" Located In Historic Thousand Island Park On Wellesley Island
\"Garden At Eden\" Located In Historic Thousand Island Park On Wellesley Island
Cottage
Thousand Island Park, NY, 13692, United States
3.8k from Thousand Islands Winery center

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

2 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$316
Average price / night
Check Availability
Spacious, Relaxing, Simplified Living With The Best Screened Porch Of All!
Spacious, Relaxing, Simplified Living With The Best Screened Porch Of All!
Cottage
Thousand Island Park, NY, 13692, United States
3.9k from Thousand Islands Winery center

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

5 Bedrooms10 Guests
10.0

Exceptional

22 reviews

$696
Average price / night
Check Availability
Updated Cottage -- Pet & Family Friendly
Updated Cottage -- Pet & Family Friendly
Cottage
Thousand Island Park, NY, 13692, United States
3.9k from Thousand Islands Winery center

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

2 Bedrooms6 Guests
9.8

Exceptional

19 reviews

$407
Average price / night
Check Availability
10 nights only - JULY 27 TO AUGUST 6\nBest time of the summer\nGorgeous River view
10 nights only - JULY 27 TO AUGUST 6\nBest time of the summer\nGorgeous River view
Cottage
Thousand Island Park, NY, 13692, United States
3.9k from Thousand Islands Winery center

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

4 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$666
Average price / night
Check Availability
Newly built cottage in historic Thousand Island Park, New York
Newly built cottage in historic Thousand Island Park, New York
Cottage
Thousand Island Park, NY, 13692, United States
4.0k from Thousand Islands Winery center

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

3 Bedrooms8 Guests
10.0

Exceptional

39 reviews

$575
Average price / night
Check Availability
Victorian Waterfront Home TI Park Wellesley Isle National Register/Historic Plac
Victorian Waterfront Home TI Park Wellesley Isle National Register/Historic Plac
Cottage
Thousand Island Park, NY, 13692, United States
4.1k from Thousand Islands Winery center

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

6 Bedrooms10 Guests
9.0

Fabulous

13 reviews

$888
Average price / night
Check Availability
Prime waterfront cottage in Thousand Islands, wifi, Pet-Freindly
Prime waterfront cottage in Thousand Islands, wifi, Pet-Freindly
Cottage
Alexandria Bay, NY, 13607, United States
4.4k from Thousand Islands Winery center

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

3 Bedrooms6 Guests
10.0

Exceptional

60 reviews

$491
Average price / night
Check Availability
YEAR ROUND Lake of the Isles Waterfront Cottage & boat dock!
YEAR ROUND Lake of the Isles Waterfront Cottage & boat dock!
Cottage
Wellesley Island, NY, 13640, United States
4.7k from Thousand Islands Winery center

AC, Barbecue, Extra Bed, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

3 Bedrooms8 Guests
10.0

Exceptional

20 reviews

$449
Average price / night
Check Availability
QUAINT LITTLE COTTAGE with SPECTACULAR VIEW right on the St. Lawrence River
QUAINT LITTLE COTTAGE with SPECTACULAR VIEW right on the St. Lawrence River
Cottage
Clayton, NY, 13624, United States
5.2k from Thousand Islands Winery center

AC, Barbecue, Free Parking, Heater, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space

2 Bedrooms5 Guests
10.0

Exceptional

18 reviews

$127
Average price / night
Check Availability
Thousand Islands cottage on the beautiful St. Lawrence River, marina included
Thousand Islands cottage on the beautiful St. Lawrence River, marina included
Cottage
Clayton, NY, 13624, United States
5.4k from Thousand Islands Winery center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms5 Guests
9.6

Exceptional

16 reviews

$138
Average price / night
Check Availability
Waterfront cottage on Grenell Island
Waterfront cottage on Grenell Island
Cottage
Clayton, NY, 13624, United States
5.4k from Thousand Islands Winery center

AC, Barbecue, Dryer, Fireplace, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

8 reviews

$424
Average price / night
Check Availability
Millionaires Row with Close-up Views of the Ships and Castle
Millionaires Row with Close-up Views of the Ships and Castle
Cottage
Alexandria Bay, NY, 13607, United States
6.0k from Thousand Islands Winery center

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

3 Bedrooms8 Guests
9.6

Exceptional

79 reviews

$572
Average price / night
Check Availability
Alexandria Bay, Schooner’s on the Bay,  perfect Walk to everything, on the water
Alexandria Bay, Schooner’s on the Bay, perfect Walk to everything, on the water
Cottage
Alexandria Bay, NY, 13607, United States
7.3k from Thousand Islands Winery center

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

2 Bedrooms6 Guests
10.0

Exceptional

42 reviews

$612
Average price / night
Check Availability
Alexandria Bay, 1000 Islands Waterfront Cottage For Rent directly on the water,
Alexandria Bay, 1000 Islands Waterfront Cottage For Rent directly on the water,
Cottage
Alexandria Bay, NY, 13607, United States
7.3k from Thousand Islands Winery center

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

4 Bedrooms10 Guests
10.0

Exceptional

73 reviews

$704
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 Thousand Islands Winery.

Thousand Islands Winery Cottage Rentals on the Map

Frequently Asked Questions

You can explore 33 verified cottage rentals in Thousand Islands 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 Thousand Islands Winery vary based on the season, location, and amenities offered. Rates typically start from around $127 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 Thousand Islands 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, 18 listings in Thousand Islands 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 Thousand Islands Winery are known for their comfort and charm, often including amenities such as Bedding/Linens, Kitchen, and Fireplace/Heating. These features help create a relaxing and home-like atmosphere for guests.

Yes, many cottages in Thousand Islands 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.