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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

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, (23 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.
The price is AED 440
AED 1,034 total
includes taxes & fees
27 Oct - 28 Oct
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, (31 reviews)
"Amazing and beautiful place to visit. Perfect for a girls weekend "
United States
Julie D.
The price is AED 588
AED 1,428 total
includes taxes & fees
29 Oct - 30 Oct
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, (35 reviews)
"Very clean fantastic view and close to everything"
United States
Peter and mary M.
The price is AED 650
AED 1,077 total
includes taxes & fees
27 Oct - 28 Oct
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

Lexington Inn & Suites Windsor

Lexington Inn & Suites Windsor

8/10 Good
"The room was adequate."
Stephen 1-night trip
Posted less than an hour ago
Lexington Inn & Suites Windsor

Frequently asked questions

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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!
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