Discover a selection of 1,000 vacation rentals in Simcoe County that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $136 per night, and cottages and houses are popular options for a stay in Simcoe County. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Simcoe County
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How many vacation rentals are available around Simcoe County?

Our 2021 property listings offer a large selection of 965 vacation rentals around Simcoe County. From 279 cottage rentals to 684 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Explore destinations around Simcoe County

Wasaga Beach
536 vacation rentals
Collingwood
546 vacation rentals
Orillia
56 vacation rentals
Barrie
86 vacation rentals
Midland
92 vacation rentals
Innisfil
118 vacation rentals
Penetanguishene
99 vacation rentals
Bradford West Gwillimbury
60 vacation rentals
New Tecumseth
28 vacation rentals
Christian Island 30
40 vacation rentals
Essa
56 vacation rentals