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
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Cottages in Windsor

Cottage at Evangeline Beach & near Local Wineries
Private kitchen

Cottage at Evangeline Beach & near Local Wineries

9.8 out of 10, Exceptional, (7)
Cottage at Evangeline Beach & near Local Wineries
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
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

9.0 out of 10, Wonderful, (2)
"My friends and I had the most amazing time at this lovely property. The cottage is beautiful with everything you need for a comfortable stay (beds were very comfy!). The host, Karen, was very responsive and and friendly. The location is great, close enough to Halifax so its easily accessible but the cottage feels quiet and private. Loved the firepit and the hot tub! "
Cozy Lakeside Cottage
Lakefront cottage on a Wallaback lake
Property grounds

Lakefront cottage on a Wallaback lake

9.0 out of 10, Wonderful, (15)
"This cottage is very clean and has everything you need including being on a beautiful lake .I highly recommend it 😊"
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)
"We had no idea what to expect in Wolfville or Raven Hill. Great location for visiting Halls Harbour, Bay of Fundy and lovely town. Great shops and places to eat. Annapolis Cider and Troy were big hits with us. Tan Coffee exceeded expectations. . Rustic/funky 2 bedroom suite was fun to chill in. Views good over vinyards to Lightfoot and Wolfville. A success for 3 nights before heading to Lunenburg."
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.