Search Cottages in Windsor

    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
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 7 Cottages in Windsor with updated reviews, rates, and availability.

Falls Lake Burrow - Private Cottage with Screened-in Hot Tub
Exterior

Falls Lake Burrow - Private Cottage with Screened-in Hot Tub

10.0 out of 10, Exceptional, (32)
"We loved our stay at this beautiful cottage. Its perfect for a family get away."
Falls Lake Burrow - Private Cottage with Screened-in Hot Tub
Cottage at Evangeline Beach & near Local Wineries
Beach

Cottage at Evangeline Beach & near Local Wineries

9.8 out of 10, Exceptional, (7)
"We had a great time!"
Cottage at Evangeline Beach & near Local Wineries
Chalet Drive - Lakefront Cottage
Property grounds

Chalet Drive - Lakefront Cottage

9.6 out of 10, Exceptional, (8)
"Beautiful and clean spot, equipped with everything you need. "
Chalet Drive - Lakefront Cottage
Cozy Lakeside Cottage
Exterior

Cozy Lakeside Cottage

8.0 out of 10, Very Good, (1)
"The location was perfect, we we're able to travel around the area and explore different areas while having a central location. We do have some minor suggestions that will make the 1stay better. "
Cozy Lakeside Cottage
Tickle Rose- where farmland meets ocean, the views are spectacular and serene.
Exterior

Tickle Rose- where farmland meets ocean, the views are spectacular and serene.

9.2 out of 10, Wonderful, (5)
"Had a lovely stay - thank you! "
Tickle Rose- where farmland meets ocean, the views are spectacular and serene.
Lakefront cottage on a Wallaback lake
Interior

Lakefront cottage on a Wallaback lake

9.0 out of 10, Wonderful, (15)
"Wonderful cottage. Great layout. All the comforts of home. Very peaceful and relaxing. Amazing view s of the lake. We will be back!!"
Lakefront cottage on a Wallaback lake
Raven Hill Vineyard Cottage
Fridge, oven, stovetop, coffee/tea maker

Raven Hill Vineyard Cottage

10.0 out of 10, Exceptional, (3)
"Very pleased with my recent stay. The location was easily accessible and very clean with the photographs very accurately decribing the interior. A quiet, delightful location!"
Raven Hill Vineyard 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

Frequently asked questions

Why book your cottage in Windsor with Expedia?
Booking a cottage in Windsor is as easy as clicking on your travel dates and selecting an ideal place for outdoor relaxation and recreation. From upscale retreats to budget-friendly stays and cottages that include perks like a hot tub, Expedia has something for all traveler tastes. As for epic deals? We have them too!
How can I find cheap cottages in Windsor?
With Expedia’s handy filter tool, booking cheap cottages in Windsor is easy. To find accommodations that’ll make your hip pocket happy, tailor your search results by star rating, budget and amenities.