A suspension bridge over a calm river, surrounded by dense forest.

Wellesley Island Holiday Rentals

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Our top choices for Wellesley Island holiday rentals

1. Private 4-Acre Retreat • Sleeps 13 • Fire Pit • Playground, 5 min to State Park

Private 4-Acre Retreat • Sleeps 13 • Fire Pit • Playground, 5 min to State Park
Wellesley Island
10.0 out of 10, Exceptional, (2 reviews)
"Quiet, clean and great location. Super family friendly."
United States
Chris W.
The price is NZ$1,187
includes taxes & fees
13 Aug - 14 Aug
Private 4-Acre Retreat • Sleeps 13 • Fire Pit • Playground, 5 min to State Park

2. Magnificent 6-bedroom cottage on the water with spectacular views of the water

Magnificent 6-bedroom cottage on the water with spectacular views of the water
Wellesley Island
9.4 out of 10, Exceptional, (57 reviews)
"Amazing place great hosts!"
United States
kevin j.
The price is NZ$3,128
includes taxes & fees
5 Sept - 6 Sept
Magnificent 6-bedroom cottage on the water with spectacular views of the water

3. Summer Suite Houseboat

Summer Suite Houseboat
Alexandria Bay Downtown
10.0 out of 10, Exceptional, (3 reviews)
"We had a terrific time. Decor is a little outdated but very comfortable accommodation for 2. Great location for walking to restaurants and bars. Owners were very nice and great communicators."
United States
Eileen Patricia R.
The price is NZ$392
includes taxes & fees
13 Aug - 14 Aug
Summer Suite Houseboat

4. Private 5 rooms, one side of duplex, screened porch, yard space - boat parking,

Private 5 rooms, one side of duplex, screened porch, yard space - boat parking,
Redwood
9.8 out of 10, Exceptional, (41 reviews)
"The property felt like home to us, and the service was always prompt."
United States
Jaconsti
The price is NZ$196
includes taxes & fees
10 Sept - 11 Sept
Private 5 rooms, one side of duplex, screened porch, yard space - boat parking,

5. 1000 Islands Waterfront Cottage

1000 Islands Waterfront Cottage
Fishers Landing
10.0 out of 10, Exceptional, (4 reviews)
"Property is as described, a beautiful setting on the water. The neighborhood is also nice and quiet. Check-in and out is simple. "
United States
Michael R.
The price is NZ$697
includes taxes & fees
19 Aug - 20 Aug
1000 Islands Waterfront Cottage

6. K's Motel with Stunning St. Lawrence River Views - Room 3

K's Motel with Stunning St. Lawrence River Views - Room 3
Clayton
10.0 out of 10, Exceptional, (10 reviews)
"Perfect for a couple of nights ! "
United States
Tina W.
The price is NZ$346
includes taxes & fees
16 Aug - 17 Aug
K's Motel with Stunning St. Lawrence River Views - Room 3

7. 27 James Street Loft #1

27 James Street Loft #1
Alexandria Bay Downtown
9.2 out of 10, Wonderful, (7 reviews)
"Everything newly remodeled, so everything new. Very clean. Enjoyed our stay. Even got to try out a record player like the old days."
United States
Colleen F.
The price is NZ$575
includes taxes & fees
16 Aug - 17 Aug
27 James Street Loft #1

8. The Ledges Resort and Marina, Loon Cottage

The Ledges Resort and Marina, Loon Cottage
Alexandria Bay Downtown
10.0 out of 10, Exceptional, (52 reviews)
"We enjoyed the property and all it had to offer. "
United States
Irene W.
The price is NZ$603
includes taxes & fees
19 Aug - 20 Aug
The Ledges Resort and Marina, Loon Cottage

9. The Ledges Resort and Marina, Heron Cottage

The Ledges Resort and Marina, Heron Cottage
Alexandria Bay Downtown
10.0 out of 10, Exceptional, (31 reviews)
"Great place to stay."
United States
Brent W.
The price is NZ$601
includes taxes & fees
9 Sept - 10 Sept
The Ledges Resort and Marina, Heron Cottage

10. The Ledges Resort and Marina, Shipwatch

The Ledges Resort and Marina, Shipwatch
Alexandria Bay Downtown
9.8 out of 10, Exceptional, (21 reviews)
"Great stay"
United States
tracy w.
The price is NZ$659
includes taxes & fees
17 Aug - 18 Aug
The Ledges Resort and Marina, Shipwatch

11. The Crossmon House

The Crossmon House
Alexandria Bay Downtown
9.6 out of 10, Exceptional, (5 reviews)
"The home was excellent and a short walk from the downtown restaurants and bars. We enjoyed our time and would definitely visit the home again. "
United Kingdom
Blayne A.
The price is NZ$1,509
includes taxes & fees
19 Aug - 20 Aug
The Crossmon House

12. Hamilton Cottage, Hamilton Cottage at Camp Caledonia

Hamilton Cottage, Hamilton Cottage at Camp Caledonia
Morristown
The price is NZ$465
includes taxes & fees
16 Aug - 17 Aug
Hamilton Cottage, Hamilton Cottage at Camp Caledonia

13. Cozy, Clean & Convenient 1-bedroom apartment with AC & WiFi in charming Clayton

Cozy, Clean & Convenient 1-bedroom apartment with AC & WiFi in charming Clayton
Clayton
9.6 out of 10, Exceptional, (5 reviews)
"We thoroughly enjoyed our stay! "
United States
Lynn H.
The price is NZ$794
includes taxes & fees
25 Aug - 26 Aug
Cozy, Clean & Convenient 1-bedroom apartment with AC & WiFi in charming Clayton

14. K's Motel with Stunning St. Lawrence River Views - Room 9

K's Motel with Stunning St. Lawrence River Views - Room 9
Clayton
9.6 out of 10, Exceptional, (13 reviews)
"Great location, very clean room and amenities!"
United States
Elisabeth S.
The price is NZ$365
includes taxes & fees
31 Aug - 1 Sept
K's Motel with Stunning St. Lawrence River Views - Room 9

15. K's Motel with Stunning St. Lawrence River Views - Room 6

K's Motel with Stunning St. Lawrence River Views - Room 6
Clayton
10.0 out of 10, Exceptional, (7 reviews)
"Comfortable bed, extremely clean. Enjoyed our stay very much and will book again! "
United States
Terri B.
The price is NZ$339
includes taxes & fees
31 Aug - 1 Sept
K's Motel with Stunning St. Lawrence River Views - Room 6

16. K's Motel with Stunning St. Lawrence River Views - Room 8

K's Motel with Stunning St. Lawrence River Views - Room 8
Clayton
9.4 out of 10, Exceptional, (14 reviews)
"Nice clean room and good location for 1000 island weekend"
United States
Laura B.
The price is NZ$371
includes taxes & fees
16 Aug - 17 Aug
K's Motel with Stunning St. Lawrence River Views - Room 8

17. K's Motel with Stunning St. Lawrence River Views - Room 5

K's Motel with Stunning St. Lawrence River Views - Room 5
Clayton
8.8 out of 10, Excellent, (5 reviews)
"My daughter and I enjoyed our room. It was clean, quiet and the bed was very comfortable. Easy check in and great communication with the owners. The location allowed us access to all of our activities. Would definitely stay again. "
United States
J R.
The price is NZ$339
includes taxes & fees
31 Aug - 1 Sept
K's Motel with Stunning St. Lawrence River Views - Room 5

18. K's Motel with Stunning St. Lawrence River Views - Room 7

K's Motel with Stunning St. Lawrence River Views - Room 7
Clayton
9.8 out of 10, Exceptional, (6 reviews)
"Our stay was wonderful! The room was clean and bright. Check in was breeze. We will be staying here again!"
United States
Wendi D.
The price is NZ$373
includes taxes & fees
16 Aug - 17 Aug
K's Motel with Stunning St. Lawrence River Views - Room 7

19. Lovely 1-bedroom cabin on Chippewa Bay, in Hammond, NY

Lovely 1-bedroom cabin on Chippewa Bay, in Hammond, NY
Hammond
The price is NZ$325
includes taxes & fees
13 Aug - 14 Aug
Lovely 1-bedroom cabin on Chippewa Bay, in Hammond, NY

20. K's Motel with Stunning St. Lawrence River Views - Room 4

K's Motel with Stunning St. Lawrence River Views - Room 4
Clayton
8.0 out of 10, Very good, (3 reviews)
"Everything was there that we needed. The beds were very comfortable. Employees were very happy to help in anyway. Friendly atmosphere. "
United States
Dorothy
The price is NZ$341
includes taxes & fees
30 Aug - 31 Aug
K's Motel with Stunning St. Lawrence River Views - Room 4
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Wellesley Island Hotel Reviews

Find out more about Wellesley Island

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Wellesley Island holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Wellesley Island. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Wellesley Island. Seeing all the best attractions is bound to make you fall in love with Wellesley Island. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Wellesley Island short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Wellesley Island?

Yes, there are holiday rentals close to the most popular sights in Wellesley Island, or you can select a more secluded option if you're looking for a relaxing stay. Wellesley Island is known for its riverfront and local tours.

What are some of the best holiday rentals that Wellesley Island has to offer?

Thousand Islands Home w/ views of Boldt Castle: This highly rated holiday home rental in Wellesley Island is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. Other favourite homes for rent in Wellesley Island are Waterfront Wellesley Island Getaway w/ Deck! and Spacious & Charming Wellesley Island Townhome with Dock.

How many holiday rentals will I find in Wellesley Island?

Choose from 14 Expedia holiday rentals in Wellesley Island for a memorable holiday.

What’s there to see and do in Wellesley Island?

Lake Ontario and Saint Lawrence River are a couple of lovely local spots to get outside and enjoy nature. Thousand Islands Bridge and Boldt Yacht House are other places to visit while you're in town.

What’s a holiday rental in Wellesley Island like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Wellesley Island. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for family trips.