Simcoe County Cottage Rentals
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $249/Night
For 7 Nights US $1,741
2002.09 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Ocean View
Ski Chalet
- Private Beach
- Oceanfront
- Hot Tub
US $1,319/Night
For 7 Nights US $9,233
410 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $90/Night
For 7 Nights US $627
1302 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
US $205/Night
For 7 Nights US $1,437
1496.18 ft²
8 Guests
4 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- View
US $414/Night
For 7 Nights US $2,898
500 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $152/Night
For 7 Nights US $1,063
1776.05 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Villa
- Private Beach
- Oceanfront
- Fireplace/Heating
US $390/Night
For 7 Nights US $2,730
7 Guests
2 Bedrooms
2 Bathrooms
Cottage
- Fireplace/Heating
- Parking
- Air Conditioner
US $254/Night
For 7 Nights US $1,776
1323.96 ft²
9 Guests
4 Bedrooms
1 Bathroom
Family Friendly
House
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $245/Night
For 7 Nights US $1,715
410 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Hot Tub
- Fireplace/Heating
- Ocean View
US $433/Night
For 7 Nights US $3,031
487.07 ft²
19 Guests
4 Bedrooms
4 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $154/Night
For 7 Nights US $1,077
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $115/Night
For 7 Nights US $805
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
Innisfil
Collingwood
Oro-Medonte
Barrie
Severn
Orillia
Alcona
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:
- Modern Waterfront Lake House with it's own beach on Georgian Bay
- Truly a slice of heaven a must see!
- Waterfront & Pvt Beach 120’Shoreline: SHALLOW/Sandy: Perfect for Little Kids!
- BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 2
- Georgian Bay waterfront cottage in a quiet cove w/HOT TUB
- Make memories at the Jansen Clan Cottage
- Lake Simcoe Water Front Cottage
- The Relaxation Station
- Cottage on quiet lake, great for swimming, fishing, boating
- Cozy 4 Season Cottage stunning sunsets on Sparrow Lake!(Pet friendly)New Hot Tub
2. How many Cottages are available in Simcoe County?
Currently, the total number of properties listed by RBO in 2026 is over 664 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
53.82 ft²
10 Guests
5 Bedrooms
2 Bathrooms
Ocean View
Villa
- Private Beach
- Oceanfront
- Fireplace/Heating
US $487/Night
For 7 Nights US $3,410
291 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
US $292/Night
For 7 Nights US $2,046
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Spa
- Fireplace/Heating
- Ocean View
US $278/Night
For 7 Nights US $1,949
7 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $270/Night
For 7 Nights US $1,892
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $237/Night
For 7 Nights US $1,660
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $215/Night
For 7 Nights US $1,503
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Kitchen
- Parking
US $177/Night
For 7 Nights US $1,237
4 Guests
1 Bedroom
1 Bathroom
Couples Retreat
Cottage
- Fireplace/Heating
- Air Conditioner
- Internet
US $149/Night
For 7 Nights US $1,044
4 Guests
1 Bedroom
1 Bathroom
Couples Retreat
Cottage
- Pet Friendly
- Parking
- Air Conditioner
US $132/Night
For 7 Nights US $924
410 ft²
5 Guests
3 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $91/Night
For 7 Nights US $635
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Ocean View
- Balcony/Terrace
- View
US $369/Night
For 7 Nights US $2,581
797 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
US $274/Night
For 7 Nights US $1,920
