5 Best Orillia Apartments on Holiday Lettings - Condos

Close

View larger map

Orillia

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

62 Vacation rentals

5

Orillia Vacation home rental

Ontario / Orillia

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Air conditioning
  • Private garden
Once you arrive at my home, I will show you around, provide a key, and show you your bedroom and bath. You are welcome to come and go as you please and I will provide you with a key. There is complimentary coffee and tea and you are welcome to use the kitchen. Your …see more

from $43 / night

$235 - $317 / week

Book View

from $43 / night

(2) Excellent 

35

Vacation cottage in Orillia

Ontario / Orillia

3 10 3 nights min

  • 3 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Leaning Tree Cottage is located directly on the water with private dock and Sandy beach on Crystal clear Lake Couchiching. We are on the West side of the Lake, just north of the Weber's Hamburger restaurant on Highway 11. The water is waist deep for 200+ feet out and …see more

from $156 / night

$1,251 - $1,720 / week

Book View

Responds fast!
avg. 3 hours 32 minutes

from $156 / night

(1) Excellent 

12

Orillia Vacation cottage rental

Ontario / Orillia

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
Our four bedroom two bathroom cottage would be great for a family reunion or a shared vacation with another family. With six beds the cottage comfortably sleeps eight people. The outside prperty is ideal for summer swimming and boating. There is a large dock that …see more

from $219 / night

$1,111 / week

Book View

from $219 / night

(2) Excellent 

17

Vacation cottage in Orillia

Ontario / Orillia

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly
Hi Everyone We are small informal resort with twenty-two 1,2,3,4 Bedroom self catering cottages with private bathrooms 4 bedroom 4 star (4 pc bathroom,large-very specious living room,3 single 3 double beds, sleeps max 9 people) 3 bedroom 4 star (4pc bathroom,large-very …see more

from $120 / night

$500 / week

Book View

from $120 / night

(1) Very Good 

6

Orillia Vacation cottage rental

Ontario / Orillia

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Child friendly
Whispering Pines Cottage is rated as a 5* VACATION PROPERTY on Trip Advisor and is one of Flip Key's most popular locations. Owners have just had a change of plans and their beautiful cottage is available from June 1st onwards. Please note that there are no pets allo …see more

from $324 / night

$2,269 / week

Book View

from $324 / night

4

Vacation guest house rental

Ontario / Orillia

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
This lakeside guest house with loft is a an ideal location close to hiking trails and cycling trails at McRae Provincial Park. For those with a boat, Marina Del Rey is very close. Casino Rama is 15minutes away and all amenities are available in the City of Orillia 20 mi …see more

from $133 / night

$783 / week

Book View

from $133 / night

51

Ski cottage to rent in Orillia

Ontario / Orillia

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Ski
  • Child friendly
Sometimes with persistence and luck you find a gem for your family vacation in the beauty & convenience of Lake Simcoe and this generously sized 6000 sq ft brand new lakefront home is the place to look! Golf, swim and sail in summer, cross country and downhill skiing in …see more

from $783 / night

$5,475 / week

Book View

Responds fast!
avg. 1 hour 23 minutes

from $783 / night

7

Orillia Vacation home rental

Ontario / Orillia

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Being built in 2017 and ready for occupancy by May 2018, this seven bedroom lakeside home has everything you could possibly want for your vacation! Photos to come as the project evolves! Perfect for families. Serenity  is located on Lake Simcoe just an hour and a …see more

from $794 / night

$5,553 / week

Book View

Responds fast!
avg. 1 hour 23 minutes

from $794 / night

8

Ski home to rent in Orillia

Ontario / Orillia

6 16 7 nights min

  • 6 bedrooms
  • Sleeps 16
  • 7 nights min
  • Beach/lakeside relaxation
  • Ski
  • Child friendly
Searching for the perfect Lake Simcoe cottage rental? This gorgeous newly built 6+ bedroom home offers you all the wonders of lake living without compromising on luxury. Located on the western shores of Lake Simcoe,  just 15 minutes to Orillia with it's Saturday morning …see more

from $783 / night

$5,475 / week

Book View

Responds fast!
avg. 1 hour 23 minutes

from $783 / night