Search Windsor Cottage Rentals from CA $211

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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select Windsor Cottages

Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV
Exterior

Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV

10.0 out of 10, Exceptional, (120)
"Loved our Shoe House stay! The house is adorable. The décor is super cute and comfortable. And the hosts have thought of everything to make your stay enjoyable. A fun, whimsical, and memorable experience for all ages. Many thanks!"
The price is CA $257
CA $640 total
includes taxes & fees
Aug 21 - Aug 22
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV
Stone Cottage at Roundtop Estate couples Retreat
Exterior

Stone Cottage at Roundtop Estate couples Retreat

10.0 out of 10, Exceptional, (4)
"This property is pretty secluded and quiet. The pool and hot tub were a super plus. The pool cottage was very charming for my wife and myself. I wouldn't go with friends or children. The space is small but just right for a romantic getaway. The stringlights at dark, eating our late night snack on the patio, made for a very enchanting evening. The walking trails were nice also. We enjoyed it very much. "
The price is CA $483
CA $740 total
includes taxes & fees
Sep 2 - Sep 3
Stone Cottage at Roundtop Estate couples Retreat
Restful and Quaint Cottage
Outdoor spa tub

Restful and Quaint Cottage

9.8 out of 10, Exceptional, (122)
"Loved the little cottage. Was just what we were looking for- quiet, cozy, and cute."
The price is CA $211
CA $415 total
includes taxes & fees
Aug 20 - Aug 21
Restful and Quaint 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.
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Top Windsor Hotel Reviews

Sleep Inn North - Central York

Sleep Inn North - Central York

10/10 Excellent
"Super clean and comfortable. The young lady at the front desk smiled and welcomed us and made us feel welcome. "
Coby 1-night trip
Posted 2 days ago
Sleep Inn North - Central York