Collingwood which includes a bridge, cycling and a garden

Simcoe County Vacation Rentals

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Top Cities in Simcoe County

Collingwood which includes heritage architecture

Featured Vacation Homes in Simcoe County

Our top choices for Simcoe County vacation homes

"It is a shame that third party companies are offering properties with no sole, renting someones home should be an adventure"

CA $289 total

includes taxes & fees

Sep 21 - Sep 22

"Great place to stay"

"Great stay. Excellent location and beautiful outdoor area."

"Rooms with multiple bed made it really easy and nice for our group of friends to stay. The main sitting area was nice to hang out. The extra fee for extra people was tough cause not everyone was able to come. "

"It was a wonderful stay! The place was comfortable and clean. I would suggest that the decks in the front and back be swept. There was a lot of spider webs and bugs on the siding and doors. A simple dusting with a broom would make a difference. Other than that, it was great!"

"R.S from VA USA Aug. 2025 Stayed 5 Days We had a fantastic stay in this place, definitely we will come back. "

"Had an amazing stay, the property was great, would visit again "

CA $569 total

includes taxes & fees

Sep 7 - Sep 8

"Amazing location and beautiful beach nearby. Open concept living room/kitchen was ideal. Bed was very comfy and the A/C was so nice to have for our 4 night stay. Thanks!"

"Overall super. We have a few comments : 1- almost no water pressure in the kitchen sink, this must be fixed, really an irritant after a week. 2- all the sofas smelled very strong of wet dog. We had to use fabreez on the fabric twice to get it to a tolerable level. 3- on arrival we felt sand on all surfaces on the ground level (table, counters…), the cleaning crew must be carefull about this. 4- the upper level TV in the family room is not fonctionnal. Like I said, overall super, just a few...

"Very nice home and property for a relaxing stay. Convenient location for downtown access and going to other places."

3 bedrooms, desk, iron/ironing board, free WiFi

"This rental was very affordable with lots of beds. We enjoyed our stay and had plenty of room for a larger group."

CA $427 total

includes taxes & fees

Sep 23 - Sep 24

"This is a wonderful place to stay close to everything that you would need ! This unit was perfect for our ladies weekend away beautiful set up ! Very clean ! "

CA $503 total

includes taxes & fees

Aug 24 - Aug 25

"The house was lovely and clean. It is a new build so the backyard is not finished, but otherwise it was really nice. Property management was quick to respond to all our questions and very helpful. Would recommend. "

CA $445 total

includes taxes & fees

Sep 1 - Sep 2