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Wellesley Island Holiday Rentals

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Holiday Rentals in Wellesley Island

Thousand Islands Home w/ views of Boldt Castle
9.2 out of 10, Wonderful, 24 reviews
"Beds were comfortable Home was beautiful Would go again!"
Thousand Islands Home w/ views of Boldt Castle
Waterfront Wellesley Island Apt w/ Private Dock!
9.8 out of 10, Exceptional, 44 reviews
"We stayed for three nights. Everything was quite comfortable and very clean. Charlotte is a wonderful host and offered many suggestions of things to do and see during our visit to the 1000 Islands."
Waterfront Wellesley Island Apt w/ Private Dock!
SPRING SPECIALS! Relaxing River Oasis & Dock
9.8 out of 10, Exceptional, 11 reviews
"Great neighborhood. Very clean. Awesome view of Boldt Boat house."
SPRING SPECIALS! Relaxing River Oasis & Dock
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Lake of the Isles Waterfront Cottage w/ boat dock! Walk to DeWolf State Park
10.0 out of 10, Exceptional, 2 reviews
"Beautiful little cottage with fabulous decor that makes you feel like your in a luxury hotel! Comfortable beds, gorgeous linens and towels, etc. They've thought of everything you'll need for a nice lake adventure: from kayaks, chairs for the campfire, outdoor lounging and eating, charcoal grills, a beautiful sturdy dock for a boat and stable decking among the rocky ledges. We had one small drain issue with the shower, but the hosts were very responsive and sent someone out to fix it the next...
Lake of the Isles Waterfront Cottage w/ boat dock! Walk to DeWolf State Park
Cozy Rustic Cabin - 1000 Islands Getaway
Cozy Rustic Cabin - 1000 Islands Getaway
Family-Friendly Cabins on Wellesley Island
Family-Friendly Cabins on Wellesley Island
Angel Rock Waterfront Cottages and Vacation Homes
3.0 star property
9.4 out of 10, Exceptional, 79 reviews
"The property was lovely - the unit we were in was cleaned roomy. We slept comfortably."
The price is NZ$293
per night
4 Jun - 5 Jun
Angel Rock Waterfront Cottages and Vacation Homes
Saint Lawrence’s paradise
9.6 out of 10, Exceptional, 15 reviews
"Very clean nice home. Only big suggestion is a propane grill rather then the small charcoal grill. Also shower door and regular door in bathroom of master bedroom need attention. Owner very accomadating. Would rent again- with hopes of different grill."
Saint Lawrence’s paradise
Best in the Bay!! 3B/1.5ba, Pet friendly Home
10.0 out of 10, Exceptional, 14 reviews
"The house is beautiful and the location is super close to downtown in a great neighborhood. We walked everywhere. Super easy check in."
Best in the Bay!! 3B/1.5ba, Pet friendly Home
Moon Lake Cottage
9.6 out of 10, Exceptional, 5 reviews
"We were very happy with the accommodations. Clean, comfortable with all the modern conveniences, especially for the price point. Loved the surrounding wooded area and deck. Very private and peaceful and still relatively close to local attractions. Would definitely stay there again."
The price is NZ$217
per night
4 Jun - 5 Jun
Moon Lake Cottage
CLAYTON COTTAGE
CLAYTON COTTAGE
Charming Waterfront House with Detached Cabin
Charming Waterfront House with Detached Cabin
Walking distance to Main St in Abay !! On the river 5 slips open
9.8 out of 10, Exceptional, 11 reviews
"A tranquil waterfront property with great family room overlooking a nice yard landscaped for added privacy"
Walking distance to Main St in Abay !! On the river 5 slips open
Waterfront 5 Bedroom Grindstone Island Farmhouse
10.0 out of 10, Exceptional, 13 reviews
"Linda’s hospitality was amazing. We had a fantastic experience. We very much appreciated being guided in to the dock as we arrived to avoid shoals. The assistance getting our luggage to the house was so helpful. We enjoyed much of the island, walking and biking. Our large family felt very at home. There was plenty of room and the house has so much charm and character. Everyone we ran into knew the house and spoke so kindly of the family. We can’t wait to go back."
Waterfront 5 Bedroom Grindstone Island Farmhouse
1000 Islands - Clayton Family Rental
10.0 out of 10, Exceptional, 10 reviews
"Very homey. Owner was very helpful."
1000 Islands - Clayton Family Rental
The perfect Nature Get Away!
9.8 out of 10, Exceptional, 35 reviews
"Beautiful surroundings, cute, clean and spacious apartment with everything we needed for a great getaway! The owners were very friendly and accomodating and we would definitely stay here again if we get the opportunity!"
The price is NZ$226
per night
4 Jun - 5 Jun
The perfect Nature Get Away!
Thousand Islands "FUN" -easy 5 minutes walk to Downtown & Uncle Sam Boat Tours-
10.0 out of 10, Exceptional, 26 reviews
"So much chatacter in this house...quiet neighborhood....very relaxing!"
Thousand Islands "FUN" -easy 5 minutes walk to Downtown & Uncle Sam Boat Tours-
Comfy Two Bedroom Thousand Islands Getaway
9.6 out of 10, Exceptional, 4 reviews
"The property felt like home. Could not have asked for a better place to stay for our first time in NY"
Comfy Two Bedroom Thousand Islands Getaway
Cottage lake house retreat Chaumont Bay, pet friendly, DIRECTLY ON LAKE!
10.0 out of 10, Exceptional, 21 reviews
"Beautiful lake location! Doesn’t get much better than this!"
Cottage lake house retreat Chaumont Bay, pet friendly, DIRECTLY ON LAKE!
Family and Fishermen Welcome!
The price is NZ$540
per night
8 Jun - 9 Jun
Family and Fishermen Welcome!
Don't see what you're looking for?
See all available properties in Wellesley Island
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.

Other types of properties in Wellesley Island you may be interested in

Thousand Islands Home w/ views of Boldt Castle
9.2 out of 10, Wonderful, 24 reviews
"Beds were comfortable Home was beautiful Would go again!"
Thousand Islands Home w/ views of Boldt Castle
SPRING SPECIALS! Relaxing River Oasis & Dock
9.8 out of 10, Exceptional, 11 reviews
"Great neighborhood. Very clean. Awesome view of Boldt Boat house."
SPRING SPECIALS! Relaxing River Oasis & Dock
Waterfront Wellesley Island Apt w/ Private Dock!
9.8 out of 10, Exceptional, 44 reviews
"We stayed for three nights. Everything was quite comfortable and very clean. Charlotte is a wonderful host and offered many suggestions of things to do and see during our visit to the 1000 Islands."
Waterfront Wellesley Island Apt w/ Private Dock!
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.

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. Another good choice for your trip to Wellesley Island is SPRING SPECIALS! Relaxing River Oasis & Dock.

How many holiday rentals will I find in Wellesley Island?

Choose from 19 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.

Recent reviews of Wellesley Island properties
Expedia verified reviews