What are the top rated Cottage Rentals in Windsor?

There are a lot of options in Windsor. If you plan on staying in the Windsor area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Windsor: <a href="/property/bird-s-nest-at-hillman-marsh-cute-cozy-cottage-wifi-now-available/HA-1279559013" class="class="static-page-link"">Bird&#39;s Nest at Hillman Marsh - Cute cozy cottage - WIFI now available!</a> <a href="/property/sandy-beach-waterfront-birders-wineries/HA-1279601226" class="class="static-page-link"">Sandy Beach, Waterfront. Birders, Wineries.</a> <a href="/property/spacious-lakefront-4-bedroom/HA-1279589533" class="class="static-page-link"">Spacious Lakefront 4 Bedroom</a> <a href="/property/4-season-cottage-lake-hot-tub-and-family-fun/HA-12720164904" class="class="static-page-link"">4 Season Cottage! Lake, Hot tub and Family fun</a> <a href="/property/great-cottage-on-the-lake-with-sunset-views-king-bed-steps-from-point-pelee/HA-3212954658" class="class="static-page-link"">Great cottage on the lake with sunset views, king bed &amp; steps from Point Pelee</a> <a href="/property/perfect-waterfront-retreat/HA-3213291393" class="class="static-page-link"">Perfect waterfront Retreat</a> <a href="/property/steps-from-the-beach-on-a-quiet-street/HA-1279551127" class="class="static-page-link"">Steps from the Beach, on a quiet street</a> <a href="/property/the-douglas-family-cottage-perfect-waterfront-getaway-with-large-beach/HA-1214156918" class="class="static-page-link"">The Douglas Family Cottage - Perfect Waterfront Getaway with Large Beach</a> <a href="/property/the-kingfisher-lakehouse-your-lakeside-haven/HA-3212209662" class="class="static-page-link"">The KingFisher Lakehouse: Your Lakeside Haven</a> <a href="/property/the-hideaway-on-the-lake-with-hot-tub/HA-3212345234" class="class="static-page-link"">The Hideaway on the Lake with Hot Tub!</a>

How much does it cost to rent a cottage in Windsor?

The average cost for a cottage rental in Windsor is $274 per night. Kawarthalakecottage has a wide list of great cottages near Windsor that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Windsor that allow pets?

Yes, here are the top cottage rentals in Windsor that allow you to bring your pet: 'PELEE SHORES' Point Pelee Lakefront Vacation Cottage Duck Pond Bed & Breakfast Cottage Decked Out · Beachfront, Hot tub, Sunsets, Moonlight, Romance, Close to Point Pelee National Park <a href="/all/canada/ontario/windsor" class="class="static-page-link"">See all pet-friendly vacation rentals in Windsor on Kawarthalakecottage</a>

Do you have any rental cottages in Windsor that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Windsor to find one that works for you.

Are there quality cottages in Windsor that have indoor swimming pools?

As of 2026, the data from Kawarthalakecottage shows that there are Over 89 private swimming pools or cottages with indoor pools in the Windsor area along with other great amenities.

Windsor Cottage Rentals By Owner

'PELEE SHORES' Point Pelee Lakefront Vacation Cottage

From US $278

10.0 (58 Reviews)

Cottage

'PELEE SHORES' Point Pelee Lakefront Vacation Cottage

Air Conditioner
Parking
TV

Windsor Cottage Rentals & Holiday Homes

Find the best cottages in Windsor - We found 89 exact matches

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