Cottage
10.0(42 Reviews)
2 Bedrooms
1 Bath
4 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $251/Night
7 Nights - US $1,754
Simcoe County Cottage Rentals
10.0
Ski Chalet
10.0(3 Reviews)
4 Bedrooms
3 Baths
8 Guests
2002.09 ft²
Private Beach
Oceanfront
Hot Tub
Breakfast
US $1,319/Night
7 Nights - US $9,233
Cottage
10.0(1 Review)
2 Bedrooms
1 Bath
5 Guests
410 ft²
- Oceanfront
- Hot Tub
- Parking
Ocean View
US $90/Night
7 Nights - US $627
Cottage
10.0(4 Reviews)
2 Bedrooms
1 Bath
5 Guests
800 ft²
- Parking
- Air Conditioner
Internet
Child Friendly
US $221/Night
7 Nights - US $1,545
House
10.0(2 Reviews)
2 Bedrooms
1 Bath
5 Guests
495.14 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $300/Night
7 Nights - US $2,099
Cottage
10.0(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $367/Night
7 Nights - US $2,567
House
10.0(1 Review)
1 Bedroom
1 Bath
8 Guests
107.64 ft²
- Hot Tub
View- Air Conditioner
- Internet
US $370/Night
7 Nights - US $2,588
Cottage
10.0(2 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Parking
Spa- Ocean View
- Balcony/Terrace
US $293/Night
7 Nights - US $2,053
House
9.4(24 Reviews)
4 Bedrooms
4 Baths
19 Guests
487.07 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $154/Night
7 Nights - US $1,077
Cottage
10.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
291 ft²
- Oceanfront
- Breakfast
- Parking
- Ocean View
US $240/Night
7 Nights - US $1,683
House
9.4(9 Reviews)
4 Bedrooms
1 Bath
8 Guests
1496.18 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $364/Night
7 Nights - US $2,547
Cottage
10.0(2 Reviews)
2 Bedrooms
1 Bath
5 Guests
800 ft²
- Oceanfront
- Parking
Skiing- Ocean View
US $195/Night
7 Nights - US $1,362
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.
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
Innisfil
Collingwood
Oro-Medonte
Barrie
Severn
Ramara
Clearview
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!
- Cottage on quiet lake, great for swimming, fishing, boating
- Make memories at the Jansen Clan Cottage
- Lake Simcoe Water Front Cottage
- Georgian Bay waterfront cottage in a quiet cove w/HOT TUB
- Cozy 4 Season Cottage stunning sunsets on Sparrow Lake!(Pet friendly)New Hot Tub
- ARCA Cozy Cabin-Innisfil Beach
- Luxury Muskoka Waterfront Cottage | 5BR | Sauna, EV Charger, Sleeps 12
- Utopia villa and spa
- The Relaxation Station
2. How many Cottages are available in Simcoe County?
Currently, the total number of properties listed by RBO in 2026 is over 662 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
Villa
9.2(17 Reviews)
5 Bedrooms
2 Baths
10 Guests
53.82 ft²
- Private Beach
- Oceanfront
- Parking
- Ocean View
US $599/Night
7 Nights - US $4,192
Cottage
10.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $252/Night
7 Nights - US $1,767
Cottage
10.0(1 Review)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $240/Night
7 Nights - US $1,682
Cottage
10.0(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Air Conditioner
- Internet
Pet Friendly- Child Friendly
US $222/Night
7 Nights - US $1,554
Cottage
10.0(1 Review)
1 Bedroom
1 Bath
4 Guests
- Air Conditioner
- Internet
- Child Friendly
Barbecue/Outdoor Cooking
US $192/Night
7 Nights - US $1,343
Cottage
10.0(1 Review)
2 Bedrooms
1 Bath
5 Guests
410 ft²
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $91/Night
7 Nights - US $635
Cottage
9.8(19 Reviews)
2 Bedrooms
1 Bath
4 Guests
797 ft²
- Oceanfront
- Breakfast
- Parking
- Ocean View
US $259/Night
7 Nights - US $1,815
Cottage
9.8(10 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
Pool- Balcony/Terrace
- Kitchen
US $174/Night
7 Nights - US $1,216
Cottage
9.8(7 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $262/Night
7 Nights - US $1,836
Cottage
9.8(6 Reviews)
2 Bedrooms
1 Bath
6 Guests
650 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $496/Night
7 Nights - US $3,470
Cottage
9.8(6 Reviews)
2 Bedrooms
2 Baths
7 Guests
- Parking
- Air Conditioner
- Internet
Laundry
US $296/Night
7 Nights - US $2,070
Cottage
9.6(16 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $187/Night
7 Nights - US $1,308
