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

Search Windsor Cottage Rentals from CA $398

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Windsor cottages

A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

1. MILL Creek COTTAGE - Luxury defined 💝

MILL Creek COTTAGE - Luxury defined 💝
Kingsville
10.0 out of 10, Exceptional, (44 reviews)
"This property deserves Six stars! We have never stayed in a better kept or designed facility. Sherri thought of everything you could possible need. We will definitely stay with her again."
United States
Bruce
The price is CA $179
CA $432 total
includes taxes & fees
Oct 31 - Nov 1
MILL Creek COTTAGE - Luxury defined 💝
Two blue Adirondack chairs on a wooden deck by a calm lake with trees in the background.

2. 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, (23 reviews)
"The property was beautiful, the hosts friendly and responsive, and check in and out were an absolute breeze. We're already talking about coming back again soon!"
United States
Meija K.
The price is CA $168
CA $398 total
includes taxes & fees
Oct 28 - Oct 29
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.

3. Anchor down on your private Beachfront Cottage

Anchor down on your private Beachfront Cottage
Essex
10.0 out of 10, Exceptional, (31 reviews)
"Amazing and beautiful place to visit. Perfect for a girls weekend "
United States
Julie D.
The price is CA $184
CA $496 total
includes taxes & fees
Oct 28 - Oct 29
Anchor down on your private Beachfront Cottage
A deck with outdoor seating, including chairs and a table, overlooking a body of water.

4. Lake Erie & EPIC Wineries

Lake Erie & EPIC Wineries
Essex
10.0 out of 10, Exceptional, (35 reviews)
"Very clean fantastic view and close to everything"
United States
Peter and mary M.
The price is CA $249
CA $419 total
includes taxes & fees
Nov 3 - Nov 4
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

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

10/10 Excellent
"This Caesars property is one of the best I have stayed at. The rooms are large and clean. Good amenities in the casino. We went on Sunday evening so food options were limited but Tim Horton’s was good. Really impressed with the gaming floor. A lot of slot machine options. Piece of advice. if your staying overnight use the Valet for parking. The walk from self park is FAR and the Valet drop-off has its own elevator that is right next to the Hotel Check-in. Will stay here again when in the area."
Joseph 1-night trip
Posted 6 hours ago
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Find out more about Windsor

Windsor Cottages information

Number of reviews
133
Accommodation
44 Cottages
Lowest Price
CA $398
Highest Price
CA $496

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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