Top Condo Rentals in Simcoe County in 2026

A hillside with autumn foliage, a rocky cliff, and a field of wildflowers.

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Our top choices for Simcoe County condo rentals

A covered indoor swimming pool area with a stone wall, a lounge with wicker furniture, and a view of trees outside.

1. Margarita Vacation Getaway

Oro-Medonte

Anthony

A modern kitchen with a large window, built-in appliances, and a central island.

2. Downtown Collingwood Condos

Collingwood

Hugo

Rp4.158.279 total

includes taxes & fees

1 Sept - 2 Sept

3. Luxury Cozy One Bedroom Studio

Oro-Medonte

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Top Simcoe County Hotel Reviews

Carriage Ridge Resort, an Ascend Collection Resort

8/10 Good

"We were at this property for the first time and just a couple days, will definitely come back. It was nice and relaxing. Beautiful property and surroundings. Love the pool and hot tub. Rooms were very clean the only thing that we found outdated was the TV. The staff was overall friendly and helpful , the only thing that we experienced was that we requested a lower room since my mom has knee problems but was told that all room were assigned already. Next time I will request a lower room for mom."