Book Holiday Homes in Windsor
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Featured Holiday Homes in Windsor

Wild Goose Landing- Located near local wineries and breweries

Fully Furnished 2 bedroom house in Windsor

Min to DT/USA - Luxurious House - 4bed-2bath

The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca

Reveries on the Lake-lakefront Kingsville Cottage, Your home away from home in Kingsville

Peaceful Lakefront Cottage~Clean & Comfortable, BBQ, FirePit, nr wineries beach

Amazing 3 bedroom on Lake St.Clair all amenities Lakeview Dr. Belle River

The Hipster House

Beautiful Waterfront Lake House in the Heart of Epic Wine Country
Windsor 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 Windsor vacation homes are the perfect way for you to wing it.
Holiday houses in Windsor 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 Windsor 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 Windsor adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Windsor 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 Windsor 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.
Windsor Holiday Homes essential information
Accommodation | 166 Holiday Homes |
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Lowest Price | AU$153 |
Highest Price | AU$462 |
Popular accommodation | Wild Goose Landing- Located near local wineries and breweries, Fully Furnished 2 bedroom house in Windsor, Min to DT/USA - Luxurious House - 4bed-2bath, The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca, Reveries on the Lake-lakefront Kingsville Cottage, Your home away from home in Kingsville, Peaceful Lakefront Cottage~Clean & Comfortable, BBQ, FirePit, nr wineries beach, Amazing 3 bedroom on Lake St.Clair all amenities Lakeview Dr. Belle River, The Hipster House , Beautiful Waterfront Lake House in the Heart of Epic Wine Country |
Holiday Homes in Windsor
Top Locations for Holiday Homes in Windsor
Top trending hotels in Windsor

Caesars Windsor

Best Western Plus Waterfront Hotel

DoubleTree by Hilton Windsor Hotel & Suites

Holiday Inn Express Windsor Waterfront by IHG
More ways to explore Windsor
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^Subject to availability and chosen travel dates.