Search Windsor Cottage Rentals from CA $162

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Windsor Cottages

Pelican Place ❤️ WALK EVERYWHERE! Your home away from home...
Outdoor dining

Pelican Place ❤️ WALK EVERYWHERE! Your home away from home...

10.0 out of 10, Exceptional, (17)
"Very well appointed and enjoyable stay. Excellent communication"
The price is CA $162
CA $320 total
includes taxes & fees
Sep 15 - Sep 16
Pelican Place ❤️ WALK EVERYWHERE! Your home away from home...
Drifted Inn - Riverfront Cabin
Exterior

Drifted Inn - Riverfront Cabin

9.8 out of 10, Exceptional, (117)
"We had such a wonderful time at our stay in Amherstburg. It is a great location, cute little cottage."
The price is CA $212
CA $378 total
includes taxes & fees
Sep 11 - Sep 12
Drifted Inn - Riverfront Cabin
Anchor down on your private Beachfront Cottage
Fridge, microwave, oven, stovetop

Anchor down on your private Beachfront Cottage

10.0 out of 10, Exceptional, (11)
"Communication with Tessa was easy and timely. Location was waterfront and perfectly situated between wineries and conservation areas. Cottage had all the amenities. Expect to be back, thank you!"
The price is CA $249
CA $577 total
includes taxes & fees
Sep 8 - Sep 9
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windsor Hotel Reviews

Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG

10/10 Excellent
"La proximité les service a la clientelle excellent "
Gerard 2-night trip
Posted 11 hours ago
Holiday Inn Express Windsor Waterfront by IHG