Simcoe County Cottage Rentals
Cottage
10.0(40 Reviews)
2 Bedrooms
1 Bath
4 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
CA $344/Night
7 Nights - CA $2,411
Ski Chalet
10.0(3 Reviews)
4 Bedrooms
3 Baths
8 Guests
2002.09 ft²
Private Beach
Oceanfront
Hot Tub
Breakfast
CA $1,848/Night
7 Nights - CA $12,933
Cottage
10.0(1 Review)
2 Bedrooms
1 Bath
5 Guests
410 ft²
- Oceanfront
- Hot Tub
- Parking
Ocean View
CA $125/Night
7 Nights - CA $878
Cottage
10.0(11 Reviews)
2 Bedrooms
1 Bath
5 Guests
900 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $187/Night
7 Nights - CA $1,311
House
10.0(2 Reviews)
2 Bedrooms
1 Bath
5 Guests
495.14 ft²
- Parking
- Air Conditioner
Internet
Child Friendly
CA $420/Night
7 Nights - CA $2,940
Cottage
10.0(10 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Child Friendly
CA $228/Night
7 Nights - CA $1,597
House
9.4(24 Reviews)
4 Bedrooms
4 Baths
19 Guests
487.07 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
CA $216/Night
7 Nights - CA $1,509
Cottage
10.0(4 Reviews)
2 Bedrooms
2 Baths
7 Guests
- Parking
- Air Conditioner
- Internet
- Child Friendly
CA $407/Night
7 Nights - CA $2,848
House
9.4(9 Reviews)
4 Bedrooms
1 Bath
8 Guests
1496.18 ft²
- Parking
- Balcony/Terrace
View- Air Conditioner
CA $522/Night
7 Nights - CA $3,656
Cottage
10.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $260/Night
7 Nights - CA $1,822
Villa
9.2(17 Reviews)
5 Bedrooms
2 Baths
10 Guests
53.82 ft²
- Private Beach
- Oceanfront
- Parking
- Ocean View
CA $682/Night
7 Nights - CA $4,777
Cottage
10.0(1 Review)
2 Bedrooms
1 Bath
5 Guests
- Parking
Spa- Ocean View
- Balcony/Terrace
CA $487/Night
7 Nights - CA $3,411
Why Choose Rent By Owner for your Simcoe County Cottage Rentals?
What makes our Cottage Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Simcoe County
How to Book Your Simcoe County Cottage Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cottage rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Simcoe County
Common Cottage Rentals Amenities
What amenities can you expect?
Our Cottage Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Simcoe County, ON
Central Ontario
Barrie - Orillia
Wasaga Beach
Collingwood
Innisfil
Oro-Medonte
Barrie
Ramara
Severn
Orillia
Frequently Asked Questions About Simcoe County Rental Cottages
1. What are the top Cottages 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 Cottages in Simcoe County:
- Waterfront & Pvt Beach 120’Shoreline: SHALLOW/Sandy: Perfect for Little Kids!
- BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 2
- Cottage on quiet lake, great for swimming, fishing, boating
- Lake Simcoe Water Front Cottage
- Georgian Bay waterfront cottage in a quiet cove w/HOT TUB
- Make memories at the Jansen Clan Cottage
- The Relaxation Station
- Cozy 4 Season Cottage stunning sunsets on Sparrow Lake!(Pet friendly)New Hot Tub
- Family Getaway On Lake Couchiching - Perfect for family time
- Gorgeous cottage surrounded by 320 degrees of water. Sleeps 16 people
2. How many Cottages are available in Simcoe County?
Currently, the total number of properties listed by RBO in 2026 is over 678 in the Simcoe County area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Simcoe County.
More Rentals You May Like Near Simcoe County
House
9.1(10 Reviews)
4 Bedrooms
2 Baths
10 Guests
204.51 ft²
- Oceanfront
- Parking
- Ocean View
- View
CA $345/Night
7 Nights - CA $2,412
Cottage
10.0(1 Review)
2 Bedrooms
1 Bath
7 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
CA $415/Night
7 Nights - CA $2,902
Cottage
10.0(1 Review)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $337/Night
7 Nights - CA $2,356
Cottage
10.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
291 ft²
- Oceanfront
- Breakfast
- Parking
- Ocean View
CA $336/Night
7 Nights - CA $2,353
Cottage
10.0(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Air Conditioner
- Internet
Pet Friendly- Child Friendly
CA $306/Night
7 Nights - CA $2,142
Cottage
10.0(1 Review)
2 Bedrooms
1 Bath
5 Guests
800 ft²
- Oceanfront
- Parking
Skiing- Ocean View
CA $267/Night
7 Nights - CA $1,869
Cottage
10.0(1 Review)
1 Bedroom
1 Bath
4 Guests
- Air Conditioner
- Internet
- Child Friendly
Barbecue/Outdoor Cooking
CA $265/Night
7 Nights - CA $1,857
Cottage
10.0(1 Review)
3 Bedrooms
1 Bath
5 Guests
410 ft²
- Oceanfront
- Hot Tub
- Parking
- Ocean View
CA $127/Night
7 Nights - CA $889
Cottage
9.8(19 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
CA $622/Night
7 Nights - CA $4,354
Cottage
9.8(19 Reviews)
2 Bedrooms
1 Bath
4 Guests
797 ft²
- Oceanfront
- Breakfast
- Parking
- Ocean View
CA $356/Night
7 Nights - CA $2,493
Cottage
9.8(8 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
CA $538/Night
7 Nights - CA $3,767
Cottage
9.8(8 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
Pool- Balcony/Terrace
- Kitchen
CA $237/Night
7 Nights - CA $1,658
