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

A patio with a view of the sea, featuring two red chairs and a stone pathway.

1. 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.
$343 nightly
The price is $387
Sep 24 - Sep 25
Total with taxes and fees
Anchor down on your private Beachfront Cottage
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

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

10/10 Excellent
"We had a great experience at Caesar’s. I highly recommend."
Brad 1-night trip
Posted less than an hour ago
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Find out more about Windsor

Windsor Cottages information

Number of reviews
Accommodation
41 Cottages
Lowest Price
$387
Highest Price
$387

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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