Book Holiday Homes in Wellesley Island

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Featured Holiday Homes in Wellesley Island

Relaxing Year round Home. Available twelve months a year. Pets considered.

Relaxing Year round Home. Available twelve months a year. Pets considered.

Clayton
When you stay at this vacation home in Clayton, you'll be on the waterfront, just steps from Lake Ontario and 12 minutes by foot from Blind Bay.
Relaxing Year round Home. Available twelve months a year. Pets considered.
Peaceful Private Waterfront Home

Peaceful Private Waterfront Home

Redwood
When you stay at this vacation home in Redwood, you'll be on the waterfront and steps from Clear Lake.
Peaceful Private Waterfront Home
Chardonnay Home, reflects great quality & value

Chardonnay Home, reflects great quality & value

Alexandria Bay
When you stay at this vacation home in Alexandria Bay, you'll be on a river, within a 15-minute drive of Lake Ontario and Boldt Castle.
Chardonnay Home, reflects great quality & value
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Thousand Islands Home w/ views of Boldt Castle

Thousand Islands Home w/ views of Boldt Castle

Wellesley Island
With a stay at this vacation home in Wellesley Island, you'll be on a river, within a 5-minute drive of Boldt Castle and Saint Lawrence River.
Thousand Islands Home w/ views of Boldt Castle
RUSTIC yet ELEGANT!  TALL TIMBERS LODGE in the Thousand Islands

RUSTIC yet ELEGANT! TALL TIMBERS LODGE in the Thousand Islands

Cape Vincent
When you stay at this vacation home in Cape Vincent, you'll be next to a golf course, and a 3-minute walk from Lake Ontario and 8 minutes by foot from Burnham ...
RUSTIC yet ELEGANT! TALL TIMBERS LODGE in the Thousand Islands
Waterview House w/ Fenced Yard, Woodboat, & Museum

Waterview House w/ Fenced Yard, Woodboat, & Museum

Clayton
With a stay at this vacation home, you'll be centrally located in Clayton, steps from Lake Ontario and Antique Boat Museum.
Waterview House w/ Fenced Yard, Woodboat, & Museum
Thousand Islands "FUN"  -easy 5 minutes walk to Downtown & Uncle Sam Boat Tours-

Thousand Islands "FUN" -easy 5 minutes walk to Downtown & Uncle Sam Boat Tours-

Alexandria Bay
A stay at this vacation home places you in the heart of Alexandria Bay, within a 10-minute walk of Saint Lawrence River and Lil' River Fudge Co / 5&10 Variety ...
Thousand Islands "FUN" -easy 5 minutes walk to Downtown & Uncle Sam Boat Tours-
Plenty of Parking for Boats!

Plenty of Parking for Boats!

Chaumont
The price is AU$648 per night from 5 May to 6 May
AU$648
includes taxes & fees
5 May - 6 May
With a stay at this vacation home in Chaumont, you'll be a 5-minute drive from Lake Ontario and 7 minutes from Black River.
Plenty of Parking for Boats!
Super Clean, Pet Friendly Cottage! 3 Bedroom! NO EXTRA FEES!!

Super Clean, Pet Friendly Cottage! 3 Bedroom! NO EXTRA FEES!!

Alexandria Bay
Located in Alexandria Bay, this vacation home is within a 5-minute drive of Saint Lawrence River and Lil' River Fudge Co / 5&10 Variety Store.
Super Clean, Pet Friendly Cottage! 3 Bedroom! NO EXTRA FEES!!
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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.

Wellesley Island Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Wellesley Island vacation homes are the perfect way for you to wing it.

Holiday houses in Wellesley Island let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Wellesley Island in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Wellesley Island adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Wellesley Island with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Wellesley Island vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Wellesley Island Holiday Homes essential information

Accommodation
159 Holiday Homes
Lowest Price
AU$532
Highest Price
AU$648
Popular accommodation
Relaxing Year round Home. Available twelve months a year. Pets considered., Peaceful Private Waterfront Home, Chardonnay Home, reflects great quality & value, Thousand Islands Home w/ views of Boldt Castle, RUSTIC yet ELEGANT! TALL TIMBERS LODGE in the Thousand Islands , Waterview House w/ Fenced Yard, Woodboat, & Museum, Thousand Islands "FUN" -easy 5 minutes walk to Downtown & Uncle Sam Boat Tours-, Plenty of Parking for Boats!, Super Clean, Pet Friendly Cottage! 3 Bedroom! NO EXTRA FEES!!

Top trending hotels in Wellesley Island

Thousand Islands Home w/ views of Boldt Castle

Thousand Islands Home w/ views of Boldt Castle

Wellesley Island
With a stay at this vacation home in Wellesley Island, you'll be on a river, within a 5-minute drive of Boldt Castle and Saint Lawrence River.
Thousand Islands Home w/ views of Boldt Castle
Spacious Peaceful home in the Woods on Wellesley Island

Spacious Peaceful home in the Woods on Wellesley Island

Wellesley Island
With a stay at this vacation home in Wellesley Island, you'll be within a 5-minute drive of Boldt Castle and Saint Lawrence River.
Spacious Peaceful home in the Woods on Wellesley Island
Charming 2-bedroom cabin with AC, WiFi in wonderful Wellesley Island

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

Wellesley Island
The price is AU$532 per night from 1 May to 2 May
AU$532
includes taxes & fees
1 May - 2 May
With a stay at this cabin in Wellesley Island, you'll be within a 10-minute drive of Lake Ontario and Boldt Castle.
Charming 2-bedroom cabin with AC, WiFi in wonderful Wellesley Island
Save an average of 15% on thousands of hotels when you're signed in
YEAR ROUND Lake of the Isles Waterfront Cottage & boat dock!

YEAR ROUND Lake of the Isles Waterfront Cottage & boat dock!

Wellesley Island
With a stay at this cottage in Wellesley Island, you'll be within a 15-minute drive of Boldt Castle and Saint Lawrence River.
YEAR ROUND Lake of the Isles Waterfront Cottage & boat dock!
Don't see what you're looking for?
See all available properties in Wellesley Island
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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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^Subject to availability and chosen travel dates.