A city skyline with a prominent casino building, a tall skyscraper, and several other high-rise buildings along a waterfront.

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Windsor cottages

Two blue Adirondack chairs on a wooden deck by a calm lake with trees in the background.

1. Creekside Cottage - Waterfront Retreat with Kayaks, Fishing & Game Room

Creekside Cottage - Waterfront Retreat with Kayaks, Fishing & Game Room
Kingsville
10.0 out of 10, Exceptional, (22 reviews)
"The perfect tiny oasis for us! This house has an incredible location and is perfect for a family getaway. We brought our dog and infant and had an incredible time. The hosts were also very prompt and communicative with any questions."
United States
Alli C.
$309 nightly
The price is $349
Aug 30 - Aug 31
Total with taxes and fees
Creekside Cottage - Waterfront Retreat with Kayaks, Fishing & Game Room
A patio with a view of the sea, featuring two red chairs and a stone pathway.

2. Anchor down on your private Beachfront Cottage

Anchor down on your private Beachfront Cottage
Essex
10.0 out of 10, Exceptional, (29 reviews)
"Amazing and beautiful place to visit. Perfect for a girls weekend "
United States
Julie D.
$367 nightly
The price is $415
Sep 22 - Sep 23
Total with taxes and fees
Anchor down on your private Beachfront Cottage
A deck with outdoor seating, including chairs and a table, overlooking a body of water.

3. Lake Erie & EPIC Wineries

Lake Erie & EPIC Wineries
Essex
10.0 out of 10, Exceptional, (34 reviews)
"Very clean fantastic view and close to everything"
United States
Peter and mary M.
$292 nightly
The price is $330
Sep 21 - Sep 22
Total with taxes and fees
Lake Erie & EPIC Wineries
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 Windsor Hotel Reviews

TownePlace Suites by Marriott Windsor

TownePlace Suites by Marriott Windsor

8/10 Good
"The place was great, except a local told us not to walk left when leaving the building because there was a new homeless shelter that had been having some problems. But I felt very safe while in the hotel. I would stay again, just don’t walk left"
amy 1-night trip
Posted 4 hours ago
TownePlace Suites by Marriott Windsor

Find out more about Windsor

Windsor Cottages information

Number of reviews
22
Accommodation
41 Cottages
Lowest Price
$330
Highest Price
$415

Frequently asked questions

Why book your cottage in Windsor with Expedia?
Booking a cottage in Windsor is as easy as deciding on your travel dates and selecting an ideal place for outdoor relaxation and recreation. From luxurious retreats to low-cost properties and cottages that offer amenities like a kitchenette, Expedia has something for all tastes and styles. As for epic deals? We've got them too!
How can I find cheap cottages in Windsor?
With Expedia's handy filter tool, comparing cheap cottages in Windsor is a snap. To discover accommodations that are friendly on the wallet, refine your search by budget, star rating and amenities.
What is there to do in Windsor near my cottage?
Windsor has enough experiences and sights to keep you on the go for weeks, beginning with Detroit Windsor Tunnel. Caesars Casino, Caesars Windsor and Adventure Bay Family Water Park are other awesome attractions. If you're lingering longer, Ambassador Bridge and Windsor Riverfront will round off your itinerary nicely.

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