Book Holiday Homes in Orillia

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Featured Holiday Homes in Orillia

Horseshoe Valley Suites - The Glade

Horseshoe Valley Suites - The Glade

4 out of 5
90 Highland Dr Oro-Medonte ON
When you stay at this vacation home in Oro-Medonte, you'll be next to a golf course, within a 15-minute walk of Horseshoe Valley and Vettä Nordic Spa.
Opens in a new windowHorseshoe Valley Suites - The Glade
CHARMING CUSTOM HOME BESIDE PARK,WALK TO BEACH

CHARMING CUSTOM HOME BESIDE PARK,WALK TO BEACH

Barrie ON
Located in Barrie, this vacation home is within a 5-minute drive of Wilkin's Walk Trailhead and Lover's Creek Trail Trailhead.
Opens in a new windowCHARMING CUSTOM HOME BESIDE PARK,WALK TO BEACH
Cozy house at south end Barrie

Cozy house at south end Barrie

Barrie ON
The price is AU$418 per night from 12 Jan to 13 Jan
AU$418
12 Jan - 13 Jan 2026
includes taxes & fees
Located in Barrie, this vacation home is within a 5-minute drive of Lover's Creek Trail Trailhead and Wilkin's Walk Trailhead.
Opens in a new windowCozy house at south end Barrie
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Modern Cozy Cottage 2mins from lake/family friendly w fire pit! 1hr from Toronto

Modern Cozy Cottage 2mins from lake/family friendly w fire pit! 1hr from Toronto

Willow Beach ON
Located in Georgina, this vacation home is a 5-minute drive from Georgina Pioneer Village Museum and Archives and 5 minutes from Lake Simcoe.
Opens in a new windowModern Cozy Cottage 2mins from lake/family friendly w fire pit! 1hr from Toronto
Luxury End-Unit Townhome in Muskoka Bay Resort

Luxury End-Unit Townhome in Muskoka Bay Resort

Gravenhurst ON
The price is AU$1,006 per night from 31 Dec to 1 Jan
AU$1,006
31 Dec - 1 Jan 2026
includes taxes & fees
With a stay at this vacation home in Gravenhurst, you'll be within a 5-minute drive of Lake Muskoka and Muskoka Boat and Heritage Centre.
Opens in a new windowLuxury End-Unit Townhome in Muskoka Bay Resort
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage

Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage

Victoria Harbour ON
The price is AU$429 per night from 2 Jan to 3 Jan
AU$429
2 Jan - 3 Jan 2026
includes taxes & fees
Located in Tay, this vacation home is in a rural location, within a 5-minute drive of Lake Huron and Georgian Bay.
Opens in a new windowUp to 40% SALE Near-Skiing-Mount Gorgeous Cottage
Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place

Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place

Beaverton ON
The price is AU$849 per night from 4 Jan to 5 Jan
AU$849
4 Jan - 5 Jan 2026
includes taxes & fees
Located in Brock, this vacation home is a 1-minute drive from Lake Simcoe and 6 minutes from Cedarhurst Golf Club.
Opens in a new windowLakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place
Brand new waterfront LUXE lake house for a beautiful week/end away!

Brand new waterfront LUXE lake house for a beautiful week/end away!

Hawkestone ON
Located in Oro-Medonte, this vacation home is a 4-minute drive from Lake Simcoe and 8 minutes from Barrie Speedway.
Opens in a new windowBrand new waterfront LUXE lake house for a beautiful week/end away!
Waterfront Lake Muskoka cottage one thousand and one night

Waterfront Lake Muskoka cottage one thousand and one night

Gravenhurst ON
With a stay at this vacation home in Gravenhurst, you'll be on the beach, and 8.6 mi (13.8 km) from Gravenhurst Opera House and 8.6 mi (13.9 km) from Gull Lake ...
Opens in a new windowWaterfront Lake Muskoka cottage one thousand and one night
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Orillia Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Orillia vacation homes are the perfect way for you to wing it.

Holiday houses in Orillia let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Orillia in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Orillia adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Orillia with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Orillia vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Orillia Holiday Homes essential information

Accommodation
165 Holiday Homes
Lowest Price
AU$140
Highest Price
AU$1,006
Popular accommodation
Horseshoe Valley Suites - The Glade, CHARMING CUSTOM HOME BESIDE PARK,WALK TO BEACH, Cozy house at south end Barrie, Modern Cozy Cottage 2mins from lake/family friendly w fire pit! 1hr from Toronto, Luxury End-Unit Townhome in Muskoka Bay Resort, Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage, Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place, Brand new waterfront LUXE lake house for a beautiful week/end away!, Waterfront Lake Muskoka cottage one thousand and one night

Top trending hotels in Orillia

Quality Inn & Conference Centre

Quality Inn & Conference Centre

3 out of 5
201 Woodside Drive Orillia ON
Fully refundableReserve now, pay when you stay
The price is AU$140 per night from 26 Dec to 27 Dec
AU$140
26 Dec - 27 Dec
includes taxes & fees
With a stay at Quality Inn & Conference Centre in Orillia, you'll be in a shopping district, within a 15-minute drive of Casino Rama and Sunshine and ...
Opens in a new windowQuality Inn & Conference Centre
Stone Gate Inn

Stone Gate Inn

3.5 out of 5
437 Laclie Street Orillia ON
Fully refundableReserve now, pay when you stay
With a stay at Stone Gate Inn, you'll be centrally located in Orillia, within a 15-minute drive of Casino Rama and Couchiching Golf and Country Club.
Opens in a new windowStone Gate Inn
Best Western Plus Mariposa Inn & Conference Centre

Best Western Plus Mariposa Inn & Conference Centre

3 out of 5
400 Memorial Avenue Orillia ON
Fully refundableReserve now, pay when you stay
The price is AU$155 per night from 30 Dec to 31 Dec
AU$155
30 Dec - 31 Dec
includes taxes & fees
With a stay at Best Western Plus Mariposa Inn & Conference Centre in Orillia, you'll be in the business district, within a 15-minute drive of Casino Rama and ...
Opens in a new windowBest Western Plus Mariposa Inn & Conference Centre
Save an average of 15% on thousands of hotels when you're signed in
Fairfield Inn & Suites by Marriott Orillia

Fairfield Inn & Suites by Marriott Orillia

2.5 out of 5
8 MULCAHY COURT Orillia ON
Fully refundableReserve now, pay when you stay
The price is AU$163 per night from 4 Jan to 5 Jan
AU$163
4 Jan - 5 Jan 2026
includes taxes & fees
With a stay at Fairfield Inn & Suites by Marriott Orillia in Orillia, you'll be steps from Galaxy Cinemas Orillia and a 2-minute drive from Lakehead University ...
Opens in a new windowFairfield Inn & Suites by Marriott Orillia
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.