Simcoe County holiday rentals

We found 2,378 holiday rentals — enter your dates for availability

Select from 450 houses, 136 flats and other holiday rentals to find the perfect place for your stay in Simcoe County. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a washer and dryer. What you'll find is a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Popular Simcoe County destinations on Stayz

Collingwood featuring heritage architecture

Collingwood

Collingwood
Collingwood

Holiday rentals with weekly discounts - Simcoe County

Showing deals for:10 Apr - 17 Apr

Image gallery for Luxurious Lake front Island Twnhome Friday Harbour

Outdoor dining
8.8 out of 10, Excellent, (10 reviews)
Excellent
(10 reviews)

Luxurious Lake front Island Twnhome Friday Harbour

Innisfil

8% off
Price is AU$3,243
for 7 nights, 1 home
AU$463 per night
includes taxes & fees
Luxurious Lake front Island Twnhome Friday Harbour

Find spaces that suit your style

Choose a holiday rental for your Simcoe County getaway

Learn about the unique charm of Simcoe County with a stay in a holiday home rental. This city has something for everyone. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Simcoe County

Are you looking for things to do during your stay? Venture out of your holiday home and check out everything that makes Simcoe County a one-of-a-kind holiday spot. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Blue Mountain Ski Resort (29.5 mi / 47.5 km)
  • Snow Valley Ski Resort (3.8 mi / 6.2 km)
  • Splashon Water Park Barrie (5 mi / 8.1 km)
  • Vettä Nordic Spa (7.2 mi / 11.6 km)
  • Horseshoe Valley (7.5 mi / 12.1 km)
  • Horseshoe Adventure Park (7.7 mi / 12.4 km)

Exploring the natural landscape of Simcoe County

Whether you're looking for adventure or just want to take in the scenery, Simcoe County is a great place to spend some time outside. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Barrie Centennial Park (5.4 mi / 8.6 km)
  • Hardwood Ski and Bike (8.5 mi / 13.7 km)
  • Wasaga Beach Nordic Centre (14.7 mi / 23.7 km)
  • Bass Lake Provincial Park (16 mi / 25.7 km)
  • Lake Simcoe (18 mi / 28.9 km)
  • Couchiching Beach Park (19.4 mi / 31.3 km)

Transport to and around Simcoe County

If you'd rather travel by train, make your way to Bradford Station or Washago Station to see more of the city.

Frequently asked questions

What is the best area to stay in Simcoe County when booking a holiday home?
One of the most popular neighbourhoods to find a Simcoe County holiday home is Creemore. When you lock in a Stayz holiday home, you will have the whole place to yourselves. This means you don't have to share it with anybody other than your favourite people.
What is the most popular type of holiday home accommodation in Simcoe County?
The most in-demand types of holiday homes in Simcoe County are cottages. After something a little different? Stayz has numerous options to match our guests' unique requirements, so you'll see properties in all shapes and sizes, and for all budgets. The perfect fit is ready and waiting for you — snap up yours today.
How much does it cost to rent a holiday home in Simcoe County?
The average price for a holiday home in Simcoe County is based on several factors, such as season, property type and length of stay. Whether you're in search of a sprawling villa with room to move around or a quaint cottage for you and your other half, just add your travel dates to find stays with amazing value.
How much does it cost to rent a beach house in Simcoe County?
Prices for beach houses in Simcoe County vary depending on the size and style of the property and when you plan to travel. Simply enter your dates of travel into Stayz and the number of guests to view available options and prices. From there you can use our filter tool to tailor your search by nearby activities, amenities, ratings and more.
What are popular home amenities in Simcoe County?
Off-street parking options, a fridge and a microwave oven top the list of most popular home amenities in Simcoe County. Whether you plan to go on your own, with your other half or a group of best friends, Stayz can help you find a holiday home that matches your style with all the features you need.
Are there large group holiday homes in Simcoe County?
You can choose from 128 holiday homes in Simcoe County that can sleep 10 or more guests. Whether you're organising time away with the family or a special event like a birthday party, there's enough space to get your loved ones together under the same roof.
What are the top attractions for families in Simcoe County?
Keeping the kids entertained during your stay in Simcoe County is a snap with these awesome family-friendly attractions:

  • Snow Valley Ski Resort
  • Nottawasaga Inn Resort Golf Club
  • Wasaga Beach Provincial Park

Can I find two-bedroom holiday homes in Simcoe County?
Take off with your loved ones and enjoy peace, privacy and comfort in one of the 167 two-bedroom holiday homes Simcoe County has to offer.
Are there holiday homes with WiFi in Simcoe County?
Pick from 360 holiday homes with WiFi in Simcoe County. If you'd like to disconnect from the world on your break, but still need to be connected to the web, these getaways are just what you need. Narrow your search by applying the WiFi filter on Stayz.
How old do you have to be to rent a holiday home in Simcoe County?
The minimum required age is generally 16, 18 or 21. It can change between properties on Stayz, so look at the rules of your preferred Simcoe County stay before booking.
How long can I rent a holiday home in Simcoe County for?
How long you can book a holiday home in Simcoe County is up to the property. Simply enter your preferred dates to see a list of options offering extended stays. With plenty of creature comforts such as kitchens and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to get someplace just right to call your home away from home in Simcoe County.

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