Search Cottages in Windsor
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 6 Cottages in Windsor with updated reviews, rates, and availability.

Falls Lake Burrow - Private Cottage with Screened-in Hot Tub
Falls Lake Burrow - Private Cottage with Screened-in Hot Tub
10.0 out of 10, Exceptional, (29)

Lakefront cottage on a Wallaback lake
Lakefront cottage on a Wallaback lake
9.0 out of 10, Wonderful, (15)

Chalet Drive - Lakefront Cottage
Chalet Drive - Lakefront Cottage
9.6 out of 10, Exceptional, (8)

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

Tickle Rose- where farmland meets ocean, the views are spectacular and serene.
Tickle Rose- where farmland meets ocean, the views are spectacular and serene.
9.2 out of 10, Wonderful, (5)

Cozy Lakeside Cottage
Cozy Lakeside Cottage
8.0 out of 10, Very Good, (1)

Raven Hill Vineyard Cottage
Raven Hill Vineyard Cottage
10.0 out of 10, Exceptional, (3)
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
Other property types in Windsor

Micro Boutique Living Wolfville
Micro Boutique Living Wolfville
9.0 out of 10, Wonderful, (899)

Beautiful Oceanfront Home on the Minas Basin
Beautiful Oceanfront Home on the Minas Basin
10.0 out of 10, Exceptional, (24)

Treeside Retreat with Hot tub
Treeside Retreat with Hot tub
9.8 out of 10, Exceptional, (28)
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.
Recent reviews of Windsor hotels
Recent reviews of Windsor hotels

Old Orchard Inn & Spa
5/5 Excellent
"A beautiful, convenient spot for a family getaway. The staff was very friendly and welcoming (with the exception of the server at breakfast on Wednesday morning), and the pool hours were perfect for our three active munchkins. The dining room was under construction while we were there, and there was a conference or two onsite, but neither of these were disruptive. The only sad thing was that we were unable to access the pool-top patio due to the construction, but that just means we will have to go back again!"
A verified traveler stayed at Old Orchard Inn & Spa
Posted 3 days ago