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 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Windsor cottages

Terrace/patio

1. 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.
$303 nightly
The price is $342
Sep 21 - Sep 22
Total with taxes and fees
Lake Erie & EPIC Wineries
Terrace/patio

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.
$366 nightly
The price is $413
Sep 21 - Sep 22
Total with taxes and fees
Anchor down on your private Beachfront Cottage
Property grounds

3. 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 cottage was nicely decorated with everything you need. Nice view of water in backyard. Great spot and would definitely return."
United States
Lilla G.
$370 nightly
The price is $418
Aug 31 - Sep 1
Total with taxes and fees
Creekside Cottage - Waterfront Retreat with Kayaks, Fishing & Game Room
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

Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG

8/10 Good
"I dont understand why my card is charged for incidentals and it takes nearly 2 weeks to get the money back on my card??"
Kym 1-night trip
Posted less than an hour ago
Holiday Inn Express Windsor Waterfront by IHG

Find out more about Windsor

Windsor Cottages information

Number of reviews
22
Accommodation
41 Cottages
Lowest Price
$342
Highest Price
$418

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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