Orillia vacation rentals

KAYAK searches hundreds of travel sites at once for vacation home deals in Orillia

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Booking Insights
Recommended by KAYAK

Best Orillia vacation rentals

These are the best prices for mar. 19 - 20.
Cozy, Modern Home Close to Public Beach and Downtown Orillia - Orillia - Dining room
Cozy, Modern Home Close to Public Beach and Downtown Orillia
Orillia, ON, Canada
10Wonderful(1)
House
$359+
Check availability
Charming Cottage on Lake Simcoe - Orillia - Living room
Charming Cottage on Lake Simcoe
Orillia, ON, Canada
9.1Wonderful(9)
Villa
$506+
Check availability
Simcoe Sunrise - Cozy Waterfront Home in Orillia - Orillia - Balcony
Simcoe Sunrise - Cozy Waterfront Home in Orillia
Orillia, ON, Canada
8.5Very good(4)
Cottage
$410+
Check availability
Amazing fully upgraded 3 bedroom+ new furniture, 1 full bath lake property - Orillia - Living room
Amazing fully upgraded 3 bedroom+ new furniture, 1 full bath lake property
Orillia, ON, Canada
9.8Wonderful(16)
House
$435+
Check availability
Big Yellow House on Lake Couchiching in S. Muskoka & Orillia - Orillia - Dining room
Big Yellow House on Lake Couchiching in S. Muskoka & Orillia
Orillia, ON, Canada
9.5Wonderful(24)
House
$259+
Check availability
Comfy Waterfront Cottage - 10 min from Casino Rama - Orillia - Building
Comfy Waterfront Cottage - 10 min from Casino Rama
Orillia, ON, Canada
9.2Wonderful(14)
Cottage
$405+
Check availability
Upper Shadow Creek Haven - Orillia - Building
Upper Shadow Creek Haven
Orillia, ON, Canada
9.5Wonderful(4)
Cottage
$182+
Check availability
Beautiful Water Front And Boater Lover - Orillia - Living room
Beautiful Water Front And Boater Lover
Orillia, ON, Canada
9.5Wonderful(4)
Cottage
$212+
Check availability
Lake Simcoe Waterfront Cottage Getaway - Orillia - Balcony
Lake Simcoe Waterfront Cottage Getaway
Orillia, ON, Canada
9.2Wonderful(5)
House
$613+
Check availability
Casa ~ Pool ~ Fire Pit ~ Bbq - Orillia - Building
Casa ~ Pool ~ Fire Pit ~ Bbq
Orillia, ON, Canada
8.8Very good(5)
Cottage
$638+
Check availability
Davel Deluxe Relaxation - Orillia - Building
Davel Deluxe Relaxation
Orillia, ON, Canada
10Wonderful(5)
Apartment
$136+
Check availability
Davel Deluxe Sunrise - Orillia - Building
Davel Deluxe Sunrise
Orillia, ON, Canada
10Wonderful(1)
Apartment
$150+
Check availability
Lazy Bear Log Home-Lake front - Orillia - Building
Lazy Bear Log Home-Lake front
Orillia, ON, Canada
9.5Wonderful(28)
Cottage
$1,069+
Check availability
Luxurious All-season Simcoe Lakefront Cottage - Orillia - Living room
Luxurious All-season Simcoe Lakefront Cottage
Orillia, ON, Canada
9.6Wonderful(17)
Cottage
$763+
Check availability
Direct Lakefront Cottage On Lake Simcoe - Orillia - Patio
Direct Lakefront Cottage On Lake Simcoe
Orillia, ON, Canada
Cottage
$298+
Check availability
Barefoot Bungalow Gracing the shores of Lake Simcoe, a wonderful family cottage! - Orillia
Barefoot Bungalow Gracing the shores of Lake Simcoe, a wonderful family cottage!
Orillia, ON, Canada
Cottage
$778+
Check availability
Booking Insights

KAYAK’s insights for vacation rentals in Orillia

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Orillia with confidence.

Which month has the cheapest vacation rental rates in Orillia?

Vacation rentals are cheapest in Orillia in January, with average rates of $107. In comparison, March is the most expensive month, with prices at $1,079.

What is the cheapest day of the week to book a vacation rental in Orillia?

Monday offers the lowest rates in Orillia, with an average nightly price of $76. The highest prices are found on Friday, with average rates at $753.

Find deals

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

January
March
$129
$417
Cheapest month to stay with an average 69% drop in price.
Most expensive month to stay with an average 296% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Orillia vacation rental deals

  • Vacation rentals in Orillia are around 86% more expensive than hotels on average. Search here to compare prices for all accommodation types in Orillia.
  • The best vacation rental properties in Orillia are Big Yellow House on Lake Couchiching in S. Muskoka & Orillia (9.5, 24 reviews), Lazy Bear Log Home-Lake front (9.5, 28) and Lazy Bear Log Home-Lake front (9.5, 28), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Orillia, you should consider visiting during the low season. The cheapest vacation homes in Orillia can be found in January and July.
  • The cheapest night for renting a vacation home in Orillia is Monday. In contrast, the most expensive is Friday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Orillia for 18 days.

FAQs when booking a vacation home in Orillia

  • How much is a vacation rental for a week in Orillia?

    The average price for a weekly Orillia vacation rental found by KAYAK users in the last 2 weeks is $1,097.

  • How much is a vacation rental for a month in Orillia?

    The average price for a monthly Orillia vacation rental found by KAYAK users in the last 2 weeks is $4,703.

  • What types of vacation rentals are available in Orillia?

    There are loads of different property types that you can make your vacation home in Orillia. You’ll find agritourism, apartments, cottages, houses, homestays, lodges and villas.

  • What are some of the most-loved vacation rentals available in Orillia?

    If you’re looking for something special, the vacation rental most loved by KAYAK users is Econo Lodge.

  • Are there any pet-friendly vacation rentals in Orillia?

    There are a number of dog and pet-friendly Orillia vacation rentals, with around 1% allowing you to bring your pet along with you.

  • How can I find vacation rentals near me in Orillia?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Orillia?

Our map will help you find the perfect place to stay in Orillia by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Orillia