Simcoe County Cottages from CA $238

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

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Top Cities in Simcoe County

A beach with people relaxing and playing in the sand, waves crashing onto the shore, and a clear sky.

Our top choices for Simcoe County cottages

A row of mobile homes with white railings, a blue barrel, and a small tree in front.

1. Cozy 3-Bedroom Cottage • Walk to Wasaga Beach • Free WiFi •Free Parking

Wasaga Beach

christine b.

A person standing on a beach during sunset.

2. Traditional Tiny Wood Cottage #5 Camping style Cottages 5 minutes to the beach!

Wasaga Beach

shadi

CA $238 total

includes taxes & fees

Aug 31 - Sep 1

A narrow street lined with single-story houses, a white picket fence, and a clear blue sky.

3. Cozy Beach Cottage • 5-Min Walk to Beach • Free Parking • Free WiFi

Wasaga Beach

Matthew

A wooden dock with red Adirondack chairs extending over a calm body of water, surrounded by trees and a cloudy sky.

4. Muskoka - The Eagle's Nest

Coldwater

"Perfect place to stay if you are looking for a blend of the outdoors, and the comforts of home! Outdoor amenities are plentiful as we used the hot tub, canoes, and kayaks all week! The property is well maintained and clean, and there was ample space for our large group to be comfortable. The host was very responsive and was more than willing to help with any questions or concerns we had. We would definitely visit again!"

Ben W.

5. Cozy Cottage Across Lake Simcoe

Innisfil

Michael P.

6. Family-Friendly 2-Bedroom Cottage Walk to Beach Area 1 with Full Kitchen

Wasaga Beach

Stephanie M.

A wooden deck with outdoor furniture, a covered seating area, and a view of a lake.

7. Dock Life Cottage 7 - Riverside, 2 Bedroom, Wasaga

Wasaga Beach

Carol L.

A lakeside cabin with a dock, surrounded by dense forest and a calm lake.

8. The Loon Muskoka Cabin - TeaLakeCottages

Coldwater

Kylie M.

9. 2 bdrm. sleeps 5, just a short walk to beach 1 !

Wasaga Beach

Lysa T.

A waterfront property with a dock, a red chair, and a small boat.

10. Dock Life Cottage 8 - Riverside, 1 Bedroom, Wasaga

Wasaga Beach

Sonia R.

A two-story house with a covered porch and a staircase leading to a deck.

11. Waterfront Cottage with Hot Tub

Severn

Adrianna K.

CA $575 total

includes taxes & fees

Sep 8 - Sep 9

A deck with wicker furniture and a grill, overlooking a body of water.

12. Magnificent Lakefront Modern Cottage

Washago

Gavin

CA $622 total

includes taxes & fees

Sep 7 - Sep 8

13. Classic Family Cottage

Orillia

"We had an absolutely wonderful stay at this cottage. The host; Garret was accommodating and incredibly kind and thoughtful touches the us and the kids. He prepared chalk, popcorn, marshmallows and glow in the dark toys in the welcoming gift basket and freezies in the freezer. Such a welcome gift especially in summer. The cottage itself feels incredibly homey and warm. It’s fully stocked with everything you could possibly need, making it a completely stress-free experience. This cottage has...

Haszaliza