What are the top rated Cottage Rentals in Simcoe County?

There are a lot of options in Simcoe County. If you plan on staying in the Simcoe County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Simcoe County: <a href="/property/truly-a-slice-of-heaven-a-must-see/HA-3211291734" class="class="static-page-link"">Truly a slice of heaven a must see!</a> <a href="/property/waterfront-pvt-beach-120shoreline-shallow-sandy-perfect-for-little-kids/HA-1279572307" class="class="static-page-link"">Waterfront &amp; Pvt Beach 120’Shoreline: SHALLOW/Sandy: Perfect for Little Kids!</a> <a href="/property/waterfront-muskoka-cottage-with-large-dock-fire-pit-gorgeous-sunsets/HA-3213284789" class="class="static-page-link"">Waterfront Muskoka Cottage with Large Dock, Fire Pit &amp; Gorgeous Sunsets</a> <a href="/property/beachfront-cottage-in-wasaga-beach-sandpiper-beach-resort-cottage-2/HA-1277944849" class="class="static-page-link"">BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 2</a> <a href="/property/the-woodlands-hideaway/HA-1279747111" class="class="static-page-link"">The Woodlands Hideaway</a> <a href="/property/georgian-bay-waterfront-cottage-in-a-quiet-cove-w-hot-tub/HA-1279665656" class="class="static-page-link"">Georgian Bay waterfront cottage in a quiet cove w/HOT TUB</a> <a href="/property/lake-simcoe-water-front-cottage/HA-3211249369" class="class="static-page-link"">Lake Simcoe Water Front Cottage</a> <a href="/property/gorgeous-and-spacious-winfield-chalet-just-steps-away-from-georgian-bay/HA-1279739544" class="class="static-page-link"">Gorgeous and spacious Winfield Chalet just steps away from Georgian Bay!</a> <a href="/property/make-memories-at-the-jansen-clan-cottage/HA-1279788212" class="class="static-page-link"">Make memories at the Jansen Clan Cottage</a> <a href="/property/the-relaxation-station/HA-1279648970" class="class="static-page-link"">The Relaxation Station</a>

How much does it cost to rent a cottage in Simcoe County?

The average cost for a cottage rental in Simcoe County is $425 per night. Ownerdirect has a wide list of great cottages near Simcoe County that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Simcoe County that allow pets?

Yes, here are the top cottage rentals in Simcoe County that allow you to bring your pet: Blue Water Dunes Cottage Guest house close to Blue Mountain, Wasaga Beach and Collingwood! Luxury 7 bedroom cottage for rent Charming riverside cottage, walk to beach <a href="/all/canada/ontario/simcoe-county" class="class="static-page-link"">See all pet-friendly vacation rentals in Simcoe County on Ownerdirect</a>

Do you have any rental cottages in Simcoe County that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Simcoe County to find one that works for you.

Are there quality cottages in Simcoe County that have indoor swimming pools?

As of 2026, the data from Ownerdirect shows that there are Over 639 private swimming pools or cottages with indoor pools in the Simcoe County area along with other great amenities.