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Wellesley Island Holiday Rentals

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Check prices for these dates

Tonight
27 Jul - 28 Jul
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28 Jul - 29 Jul
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1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug

Holiday Rentals in Wellesley Island

Cozy Rustic Cabin - 1000 Islands Getaway
Fridge, microwave, oven, stovetop

Cozy Rustic Cabin - 1000 Islands Getaway

10.0 out of 10, Exceptional, (1)
"Great space and very clean"
Cozy Rustic Cabin - 1000 Islands Getaway
Thousand Islands Home w/ views of Boldt Castle
Dining

Thousand Islands Home w/ views of Boldt Castle

9.2 out of 10, Wonderful, (31)
"This property was a joy to stay in. We especially loved the porches and windows. The property manager Allison went above and beyond to make our stay.delightful."
Thousand Islands Home w/ views of Boldt Castle
Magnificent 6-bedroom cottage on the water with spectacular views of the water
Terrace/patio

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

9.4 out of 10, Exceptional, (52)
"We had a wonderful stay! The kitchen and bathrooms were well stocked and the furniture was comfortable."
Magnificent 6-bedroom cottage on the water with spectacular views of the water
Private Cabin in the Woods-Close to all amenities
Dining

Private Cabin in the Woods-Close to all amenities

10.0 out of 10, Exceptional, (1)
"This cabin had everything we needed. This was a nice getaway for us. We are from Rochester New York. So getting away from the city life was so peaceful and relaxing. We have already discussed a friends weekend and renting both cabins. Thanks for the great place to stay."
Private Cabin in the Woods-Close to all amenities
Charming 2-bedroom cabin with AC, WiFi in wonderful Wellesley Island
Property grounds

Charming 2-bedroom cabin with AC, WiFi in wonderful Wellesley Island

The price is HK$1,688
HK$2,596 total
includes taxes & fees
10 Aug - 11 Aug
Charming 2-bedroom cabin with AC, WiFi in wonderful Wellesley Island
Angel Rock Waterfront Cottages and Vacation Homes
View from room

Angel Rock Waterfront Cottages and Vacation Homes

3.0 star property
9.4 out of 10, Exceptional, (90)
"Very convenient. Quick and easy check in and check out. We came during off season, would be a perfect place to stay for high season. Will come back and recommend to others. "
Angel Rock Waterfront Cottages and Vacation Homes
K's Motel with Stunning St. Lawrence River Views - Room 3
1 bedroom, iron/ironing board, free WiFi, bed sheets

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

10.0 out of 10, Exceptional, (7)
"Have stayed here twice and would highly recommend. Great parking for vehicles with boats and plenty of places to plug in. Will be coming back."
The price is HK$1,020
HK$1,569 total
includes taxes & fees
28 Jul - 29 Jul
K's Motel with Stunning St. Lawrence River Views - Room 3
27 James Street Loft #2
Property grounds

27 James Street Loft #2

10.0 out of 10, Exceptional, (3)
"Great weekend stay! The apartment was freshly remodeled and had everything we needed for a comfortable vacation."
The price is HK$1,766
HK$2,239 total
includes taxes & fees
4 Aug - 5 Aug
27 James Street Loft #2
27 James Street Loft #1
Property grounds

27 James Street Loft #1

8.0 out of 10, Very good, (2)
"We enjoyed the rental very much and the location was excellent in a quiet area. We enjoyed sitting outside on the deck and down by the waterfront in the evening. Our only complaint would be the window air conditioning units not quite keeping the bedroom cool, but that wouldn’t keep us from staying here again!"
The price is HK$1,962
HK$2,492 total
includes taxes & fees
11 Aug - 12 Aug
27 James Street Loft #1
Hurricane Joe's Marina Blind Bay, NY
Dining

Hurricane Joe's Marina Blind Bay, NY

8.8 out of 10, Excellent, (13)
"I really did not know what to expect renting this, but I have to stay it was the perfect spot. The apartment was clean, airy and extremely comfortable. The marina is small, quiet and efficient. The bar was small, but it brought a smile to our faces seeing and hearing small gatherings laughing and having a good time. Whitney is a great host and always working hard to keep the place maintained. We will definitely be back!"
Hurricane Joe's Marina Blind Bay, NY
Luxury Waterfront Cottage 1000 Islands 6 BR, 4.5 Baths Book your 2025 vacation!
Property grounds

Luxury Waterfront Cottage 1000 Islands 6 BR, 4.5 Baths Book your 2025 vacation!

10.0 out of 10, Exceptional, (31)
"Great home, well kept, as shown in pictures. Easy to communicate with hosts. Great location. Would stay again "
Luxury Waterfront Cottage 1000 Islands 6 BR, 4.5 Baths Book your 2025 vacation!
Waterfront Luxury Boathouse Villa in 1000 Islands - Alexandria Bay
Exterior

Waterfront Luxury Boathouse Villa in 1000 Islands - Alexandria Bay

9.8 out of 10, Exceptional, (29)
"we loved our stay"
Waterfront Luxury Boathouse Villa in 1000 Islands - Alexandria Bay
Cute Clayton Village Apartment. Dog friendly. With Boat Parking.
Interior

Cute Clayton Village Apartment. Dog friendly. With Boat Parking.

9.4 out of 10, Exceptional, (9)
"Everything was close to this apartment and the welcoming host and town were great. Boat show - craft show- craft beer and of course the eclipse.Great place to stay."
Cute Clayton Village Apartment. Dog friendly. With Boat Parking.
Cozy 3-bedroom mobile home in tranquil Clayton, Free Boat Tour 5 Days+
Exterior

Cozy 3-bedroom mobile home in tranquil Clayton, Free Boat Tour 5 Days+

2.0 star property
9.6 out of 10, Exceptional, (7)
"Perfect location"
Cozy 3-bedroom mobile home in tranquil Clayton, Free Boat Tour 5 Days+
Plenty of Parking for Boats!
Fridge, microwave, oven, stovetop

Plenty of Parking for Boats!

9.6 out of 10, Exceptional, (15)
"Close to town and amenities, 5 separate bedrooms, easy parking and great host."
The price is HK$1,719
HK$3,180 total
includes taxes & fees
10 Aug - 11 Aug
Plenty of Parking for Boats!
The Ledges Resort and Marina, Lighthouse
Marina

The Ledges Resort and Marina, Lighthouse

9.6 out of 10, Exceptional, (28)
"Place was spectacular!! Beautiful views and comfy beds!! Enjoyed the deck and fire pit, being on the water is so peaceful. Short distance to restaurants and shopping, definitely will be back!"
The price is HK$5,828
HK$6,927 total
includes taxes & fees
25 Aug - 26 Aug
The Ledges Resort and Marina, Lighthouse
RUSTIC yet ELEGANT! TALL TIMBERS LODGE in the Thousand Islands
Fridge, microwave, oven, stovetop

RUSTIC yet ELEGANT! TALL TIMBERS LODGE in the Thousand Islands

10.0 out of 10, Exceptional, (32)
"The accommodations were 5 star!"
RUSTIC yet ELEGANT! TALL TIMBERS LODGE in the Thousand Islands
Waterfront 5 Bedroom Grindstone Island Farmhouse
Property grounds

Waterfront 5 Bedroom Grindstone Island Farmhouse

10.0 out of 10, Exceptional, (19)
"Nice location to stay in a rustic farm setting. Very relaxing stay. Just as listed"
Waterfront 5 Bedroom Grindstone Island Farmhouse
K's Motel - Fishermans Retreat - Cottage
Microwave, stovetop, coffee/tea maker, cookware/dishes/utensils

K's Motel - Fishermans Retreat - Cottage

9.0 out of 10, Wonderful, (4)
"Stay was great. We will be back next year. "
K's Motel - Fishermans Retreat - Cottage
2 BR Lakefront Apartment on Black Lake
Property grounds

2 BR Lakefront Apartment on Black Lake

2.0 star property
10.0 out of 10, Exceptional, (3)
"We had a great weekend fishing get away at this Black Lake rental, such a great location. It was clean and tidy, well furnished. The private shared dock was awesome tucked away out of steady boat traffic. Great communication too. Will definitely be going back. "
2 BR Lakefront Apartment on Black Lake
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

The Clipper Inn

The Clipper Inn

10/10 Excellent
"The Restaurant and its staff are a remarkable bunch. Mitzi makes us feel as though we are part of a family!"
Douglas 2-night trip
Posted 1 day ago
The Clipper Inn

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. Another good choice for your trip to Wellesley Island is Magnificent 6-bedroom cottage on the water with spectacular views of the water .

How many holiday rentals will I find in Wellesley Island?

Choose from 20 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 Dewolf Point State Park 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.