Orillia Winter Rental
13132 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $635/Night
For 7 Nights US $4,444
1022.57 ft²
5 Guests
2 Bedrooms
1 Bathroom
Apartment
- Pool
- Balcony/Terrace
- Parking
US $130/Night
For 7 Nights US $910
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $380/Night
For 7 Nights US $2,659
1500 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $201/Night
For 7 Nights US $1,410
1399.31 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Free Cancellation
Apartment
- Skiing
- Fireplace/Heating
- Balcony/Terrace
US $605/Night
For 7 Nights US $4,232
1396 ft²
5 Guests
3 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $408/Night
For 7 Nights US $2,857
1560.77 ft²
8 Guests
3 Bedrooms
2 Bathrooms
House
- Fireplace/Heating
- Balcony/Terrace
- View
US $197/Night
For 7 Nights US $1,376
850 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
US $399/Night
For 7 Nights US $2,790
2303.48 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Free Cancellation
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $1,060/Night
For 7 Nights US $7,420
700 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $311/Night
For 7 Nights US $2,175
2734.03 ft²
6 Guests
1 Bedroom
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Air Conditioner
US $463/Night
For 7 Nights US $3,244
1100 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $275/Night
For 7 Nights US $1,925
Why Choose Rent By Owner for your Orillia Winter Rental?
What makes our Winter Rental 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 Orillia
How to Book Your Orillia Winter Rental
What's our booking process?
Our platform allows you to browse a curated selection of winter rental. 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 Orillia
Common Winter Rental Amenities
What amenities can you expect?
Our Winter Rental 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
Orillia Winter Rental Frequently Asked Questions
1. What are the top Winter Rentals in Orillia?
There are a lot of options in Orillia. If you plan on staying in the Orillia area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Winter Rentals in Orillia:
- 🌟Newly Renov✔️LG Mstr BR✔️3 BR ✔️WiFi ✔️✈️ ✔️ Mall ✔️AC ✔️Hot tub🌟
- Luxurious newly constructed estate nestled in the quiet Talbot Hill neighborhood
- Quiet-HotTub-0.5 mi 2 Airport-Food, Shopping, Fun! FIFA-Walk 2 Light Rail
- Spacious 4-bedroom house in nice SeaTac with WiFi
- Prime location home away from home 4-bedroom 3 bath, only 15 minutes to Seattle
- Spacious Kent Home Near Seatac Airport w/Patio
- Contemporary House in Seattle
- Feels Like Home! With Full Kitchen, Complimentary Airport Shuttle!
- Family Friendly Suite w/Full Kitchen, Free Parking and Free Airport Shuttle!
- Cozy Charming Rambler !
2. How many Winter Rentals are available in Orillia?
Currently, the total number of properties listed by RBO in 2026 is over 177 in the Orillia area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Orillia.
More Rentals You May Like Near Orillia
699.65 ft²
1 Guest
1 Bedroom
1 Bathroom
Free Cancellation
House
- Fireplace/Heating
- View
- Parking
US $286/Night
For 7 Nights US $2,005
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2 Guests
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1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
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US $397/Night
For 7 Nights US $2,776
960 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
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For 7 Nights US $2,813
4 Guests
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Ocean View
Apartment
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $411/Night
For 7 Nights US $2,877
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $258/Night
For 7 Nights US $1,803
5 Guests
2 Bedrooms
1 Bathroom
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US $293/Night
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6 Guests
2 Bedrooms
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- Fireplace/Heating
- Pool
- Kitchen
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1400 ft²
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $113/Night
For 7 Nights US $793
1400 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $399/Night
For 7 Nights US $2,791
