Book Holiday Homes in Wellesley Island
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Featured Holiday Homes in Wellesley Island

Chardonnay Home, reflects great quality & value

SPRING SPECIALS! Relaxing River Oasis & Dock

Secluded Private Camp on Black Lake

The Ledges Resort and Marina, Lighthouse

Riverfront Retreat: Dock access & Tanker Views

Charming cottage on Chaumont Bay, pet friendly, kayaks, dock, ICE FISHING

Walkable, modern, spacious village home, dockage, hot tub, fenced in yard.

~~Beautiful Waterfront Family Getaway: Immerse Yourself in Nature's Beauty!~~

Pristine Downtown Clayton Village Home Just Steps Away From Everything!
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 | 147 Holiday Homes |
|---|---|
Lowest Price | |
Highest Price | |
Popular accommodation | Chardonnay Home, reflects great quality & value, SPRING SPECIALS! Relaxing River Oasis & Dock, Secluded Private Camp on Black Lake, The Ledges Resort and Marina, Lighthouse, Riverfront Retreat: Dock access & Tanker Views, Charming cottage on Chaumont Bay, pet friendly, kayaks, dock, ICE FISHING, Walkable, modern, spacious village home, dockage, hot tub, fenced in yard., ~~Beautiful Waterfront Family Getaway: Immerse Yourself in Nature's Beauty!~~, Pristine Downtown Clayton Village Home Just Steps Away From Everything! |
Top trending hotels in Wellesley Island

Cozy Rustic Cabin - 1000 Islands Getaway

Ice Fishing Paradise

4-bedroom house on Wellesley Island with a beautiful view of the TI Bridge

SPRING SPECIALS! Relaxing River Oasis & Dock
More ways to explore Wellesley Island
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^Subject to availability and chosen travel dates.
