Simcoe County Short Term Stay
Ski Chalet
10.0(20 Reviews)
2 Bedrooms
1 Bath
5 Guests
1000 ft²
Private Pool
Oceanfront
Parking
Pool
US $257/Night
7 Nights - US $1,799
Condo
6.0(1 Review)
1 Bedroom
1 Bath
4 Guests
- Parking
Spa
Skiing
Balcony/Terrace
US $162/Night
7 Nights - US $1,135
Apartment
10.0(5 Reviews)
1 Bedroom
1 Bath
2 Guests
500 ft²
- Oceanfront
- Parking
Ocean View- Balcony/Terrace
US $123/Night
7 Nights - US $859
House
10.0(4 Reviews)
2 Bedrooms
1 Bath
3 Guests
1200 ft²
- Parking
- Balcony/Terrace
Kitchen
Air Conditioner
US $173/Night
7 Nights - US $1,209
Condo
10.0(1 Review)
1 Bedroom
2 Baths
8 Guests
16146 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $333/Night
7 Nights - US $2,328
New
House
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
800 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $217/Night
7 Nights - US $1,516
Cottage
9.8(7 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $259/Night
7 Nights - US $1,813
Apartment
9.0(19 Reviews)
2 Bedrooms
2 Baths
8 Guests
17212 ft²
- Parking
- Spa
- Skiing
- Balcony/Terrace
US $333/Night
7 Nights - US $2,328
Condo
9.0(4 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Pool
- Spa
- Skiing
US $170/Night
7 Nights - US $1,192
Apartment
9.0(2 Reviews)
1 Bedroom
3 Baths
8 Guests
16146 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $312/Night
7 Nights - US $2,185
Condo
9.0(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
1000 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
Internet
US $166/Night
7 Nights - US $1,159
House
8.0(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Air Conditioner
- Internet
Pet Friendly
Child Friendly
US $157/Night
7 Nights - US $1,097
Why Choose Rent By Owner for your Simcoe County Short Term Stay?
What makes our Short Term Stay 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 Short Term Stay
What's our booking process?
Our platform allows you to browse a curated selection of short term stay. 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 Short Term Stay Amenities
What amenities can you expect?
Our Short Term Stay 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 Short-term Rentals
1. What are the top Short Term Stays 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 Short Term Stays in Simcoe County:
- Luxury Beach House - Steps To Wasaga Beach
- Georgian Bay waterfront cottage in a quiet cove w/HOT TUB
- 2 bdrm. sleeps 5, just a short walk to beach 1 !
- Stunning Beachfront Cottage: Private Beach, Hot Tub
- The Gingerbread Guest House
- 6 Bedroom Large Family Home near Lake Simcoe & Innisfil Beach - Patio & BBQ
- Georgian Bay Cottage - 3 bedrooms - 1.5 hrs from Toronto
- Waterfront home, Sauna, Jacuzzi, Heated pool 28-day
- Spacious 6-bdrm luxury, modern house with lake view in cottage country, Ontario
- Summer Getaway - 3 min walk to Beach, Clean & Cozy
2. How many Short Term Stays are available in Simcoe County?
Currently, the total number of properties listed by RBO in 2026 is over 167 in the Simcoe County area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Short Term Stays in Simcoe County.
More Rentals You May Like Near Simcoe County
Apartment
8.0(1 Review)
1 Bedroom
1 Bath
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $188/Night
7 Nights - US $1,317
Condo
7.4(3 Reviews)
1 Bedroom
2 Baths
10 Guests
- Parking
- Skiing
- Kitchen
- Air Conditioner
US $397/Night
7 Nights - US $2,781
Apartment
6.8(6 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Pool
- Spa
- Skiing
US $177/Night
7 Nights - US $1,239
Apartment
6.0(1 Review)
2 Bedrooms
3 Baths
6 Guests
- Parking
- Spa
- Skiing
- Balcony/Terrace
US $390/Night
7 Nights - US $2,729
House
6.0(1 Review)
1 Bedroom
1 Bath
4 Guests
646 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $232/Night
7 Nights - US $1,625
Apartment
5.4(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $168/Night
7 Nights - US $1,174
Condo
2.0(1 Review)
1 Bedroom
1 Bath
3 Guests
- Parking
- Skiing
- Balcony/Terrace
- Kitchen
US $192/Night
7 Nights - US $1,344
Apartment
2.0(1 Review)
1 Bedroom
1 Bath
4 Guests
- Parking
- Pool
- Skiing
- Balcony/Terrace
US $147/Night
7 Nights - US $1,032
Apartment
2 Bedrooms
3 Baths
6 Guests
- Parking
- Spa
- Skiing
- Balcony/Terrace
US $327/Night
7 Nights - US $2,289
House
2 Bedrooms
1 Bath
4 Guests
1292 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $297/Night
7 Nights - US $2,080
US $295/Night
7 Nights - US $2,068
Apartment
1 Bedroom
1 Bath
3 Guests
- Parking
- Spa
- Skiing
- Balcony/Terrace
US $180/Night
7 Nights - US $1,258
