Cottage
10.0(11 Reviews)
1 Bedroom
4 Guests
Parking
Pool
Balcony/Terrace
Kitchen
CA $227/Night
7 Nights - CA $1,590
Simcoe County, ON Cottage Rentals & Holiday Homes
Find the best cottages in Simcoe County - We found 671 exact matches
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Compare Cottage Rentals in Simcoe County
10.0
Ski Chalet
10.0(3 Reviews)
4 Bedrooms
8 Guests
Private Beach
Oceanfront
Hot Tub
Breakfast
CA $1,862/Night
7 Nights - CA $13,036
CA $556/Night
7 Nights - CA $3,895
Cottage
10.0(5 Reviews)
5 Bedrooms
11 Guests
- Parking
Ocean View- Balcony/Terrace
View
CA $536/Night
7 Nights - CA $3,753
House
10.0(2 Reviews)
2 Bedrooms
5 Guests
- Parking
Air Conditioner
Internet
Child Friendly
CA $285/Night
7 Nights - CA $1,998
Cottage
10.0(4 Reviews)
4 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $830/Night
7 Nights - CA $5,807
House
9.4(9 Reviews)
4 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- View
- Air Conditioner
CA $516/Night
7 Nights - CA $3,613
Cottage
10.0(1 Review)
4 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $618/Night
7 Nights - CA $4,329
House
9.3(31 Reviews)
4 Bedrooms
19 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
CA $270/Night
7 Nights - CA $1,886
Cottage
9.6(38 Reviews)
6 Bedrooms
16 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
CA $787/Night
7 Nights - CA $5,511
House
9.0(5 Reviews)
4 Bedrooms
10 Guests
- Hot Tub
- Balcony/Terrace
- View
- Air Conditioner
CA $302/Night
7 Nights - CA $2,112
Cottage
9.6(17 Reviews)
3 Bedrooms
6 Guests
- Hot Tub
- Kitchen
- Air Conditioner
- Internet
CA $528/Night
7 Nights - CA $3,692
House
9.0(4 Reviews)
6 Bedrooms
20 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
CA $675/Night
7 Nights - CA $4,724
Cottage
9.6(8 Reviews)
4 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
CA $550/Night
7 Nights - CA $3,847
New
Cottage
9.6(7 Reviews)
4 Bedrooms
11 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $1,058/Night
7 Nights - CA $7,408
Cottage
9.4(21 Reviews)
4 Bedrooms
8 Guests
- Parking
Spa- Ocean View
- Balcony/Terrace
CA $750/Night
7 Nights - CA $5,251
Cottage
9.0(2 Reviews)
6 Bedrooms
14 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $1,551/Night
7 Nights - CA $10,859
Cottage
9.0(2 Reviews)
3 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
CA $386/Night
7 Nights - CA $2,701
Cottage
8.8(5 Reviews)
5 Bedrooms
12 Guests
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
CA $2,870/Night
7 Nights - CA $20,090
Cottage
8.0(2 Reviews)
2 Bedrooms
7 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
CA $357/Night
7 Nights - CA $2,502
New
Cottage
5 Bedrooms
10 Guests
- Kitchen
- Air Conditioner
- Internet
Pet Friendly
CA $768/Night
7 Nights - CA $5,375
Cottage
4 Bedrooms
9 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
CA $711/Night
7 Nights - CA $4,980
CA $578/Night
7 Nights - CA $4,048
New
Cottage
3 Bedrooms
6 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
CA $410/Night
7 Nights - CA $2,869
About Simcoe County Cottage Rentals on Casai.ca
Searching for cottages to rent near Simcoe County? Casai features more than 671 cottages that are perfect for your next trip. Discover luxury cottage rentals that are a few miles away from the lake or beach. These cottage rentals in Simcoe County have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. Casai’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Simcoe County.
Are you planning to travel to the lakeside, beach, or mountain area? Casai’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.
Casai boasts of 671 holiday cottages and places to stay in Simcoe County. The site provides unique Airbnb, VRBO, Casai-style cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting within your budget.
Cottage Rentals: Explore Top Destinations
Frequently Asked Questions About Simcoe County Rental Cottages
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:
- Waterfront & Pvt Beach 120’Shoreline: SHALLOW/Sandy: Perfect for Little Kids!
- Cottage on quiet lake, great for swimming, fishing, boating
- Georgian Bay waterfront cottage in a quiet cove w/HOT TUB
- Lake Simcoe Water Front Cottage
- Make memories at the Jansen Clan Cottage
- Cozy 4 Season Cottage stunning sunsets on Sparrow Lake!(Pet friendly)New Hot Tub
- Large Innisfil Lakeview Cottage with steps to Lake Simcoe
- Utopia villa and spa
- The Relaxation Station
- Family Getaway On Lake Couchiching - Perfect for family time
How much does it cost to rent a cottage in Simcoe County?
The average cost for a cottage rental in Simcoe County is $449 per night. Casai 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:
- Grandview Lakeside Community Club - Sparrow Lake Cottage - Roehls 8
- Blue Water Dunes Cottage
- Cozy Lakeside Escape
- Beautiful Lakefront Cottage with Hot Tub
See all pet-friendly vacation rentals in Simcoe County on Casai.ca
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 Casai.ca shows that there are Over 671 private swimming pools or cottages with indoor pools in the Simcoe County area along with other great amenities.
Do any cottages in Simcoe County have hot tubs?
About 671 cottages in Simcoe County boast of premium hot tubs. Some of the popular places to stay with hot tubs include:See all holiday vacation rentals in Simcoe County on Casai.ca
Are there luxury cottages in Simcoe County?
Yes, there are luxury cottages in Simcoe County. Find more luxury, lakefront, winter, & last-minute cottage rentals near Simcoe County.
