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Check prices for these dates

Next weekend
Aug 22 - Aug 24
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Aug 29 - Aug 31
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Sep 12 - Sep 14
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Oct 10 - Oct 12

Browse Select Orillia Vacation Homes

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

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

9.8 out of 10, Exceptional, (17)
"My friends and I spent the long weekend there, it was so close to Toronto and the view was breathtaking."
The price is CA $450
CA $706 total
includes taxes & fees
Sep 8 - Sep 9
Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place
Horseshoe Valley Suites - The Glade
Indoor pool, outdoor pool

Horseshoe Valley Suites - The Glade

4.0 star property
9.0 out of 10, Wonderful, (9)
"Great place to stay"
Horseshoe Valley Suites - The Glade
Waterfront Lake Muskoka cottage one thousand and one night
Terrace/patio

Waterfront Lake Muskoka cottage one thousand and one night

10.0 out of 10, Exceptional, (5)
"Nice cottage"
Waterfront Lake Muskoka cottage one thousand and one night
Wonderful place of Lake Simkoe
Exterior

Wonderful place of Lake Simkoe

9.0 out of 10, Wonderful, (7)
"We only stayed 1 night but it was perfect "
The price is CA $117
CA $345 total
includes taxes & fees
Aug 19 - Aug 20
Wonderful place of Lake Simkoe
Green Door
Beach

Green Door

9.6 out of 10, Exceptional, (4)
"The place was cozy and well-appointed. Also well located in town. Perfect spot for me and my kids."
Green Door
Brand new waterfront LUXE lake house for a beautiful week/end away!
Property grounds

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

10.0 out of 10, Exceptional, (3)
"Host Ana is very very nice and respond very quickly! The place was cozy and nice lake view . Enjoy the Kayak here . I will book next year again !"
Brand new waterfront LUXE lake house for a beautiful week/end away!
Luxury cottage "Twilight" by the lake Simcoe
Fridge, microwave, oven, stovetop

Luxury cottage "Twilight" by the lake Simcoe

8.4 out of 10, Very good, (10)
"The place is amazing, family was happy. Cant waiting to have my next visit"
Luxury cottage "Twilight" by the lake Simcoe
Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!
Fridge, microwave, oven, stovetop

Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!

9.4 out of 10, Exceptional, (78)
"Great stay. Excellent location and beautiful outdoor area."
Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!
5br 3.5bth home w Free Parkings+Ensuite laundry Barrie,ON
Exterior detail

5br 3.5bth home w Free Parkings+Ensuite laundry Barrie,ON

10.0 out of 10, Exceptional, (3)
"Wonderful stay — clean, comfortable, and exactly as described. Great host, smooth check-in, quiet and convenient location. Highly recommend and would gladly return!"
The price is CA $171
CA $459 total
includes taxes & fees
Aug 25 - Aug 26
5br 3.5bth home w Free Parkings+Ensuite laundry Barrie,ON
CHARMING CUSTOM HOME BESIDE PARK,WALK TO BEACH
Terrace/patio

CHARMING CUSTOM HOME BESIDE PARK,WALK TO BEACH

9.8 out of 10, Exceptional, (23)
"Excelent Property. Peter was an excelent communicator I would stay there again"
CHARMING CUSTOM HOME BESIDE PARK,WALK TO BEACH
3bdrm Cottage at Lake Simcoe
Beach

3bdrm Cottage at Lake Simcoe

9.0 out of 10, Wonderful, (4)
"Good place to stay! Would definitely recommend it!"
3bdrm Cottage at Lake Simcoe
Paradise Cove-Enchanted Waterfront Family Escape
Exterior

Paradise Cove-Enchanted Waterfront Family Escape

10.0 out of 10, Exceptional, (2)
"The host was very quick to respond and super helpful! Also, the cottage was beautiful and clean, and the lake was peaceful. It was the perfect spot for a getaway from the city. "
Paradise Cove-Enchanted Waterfront Family Escape
Vacation Home on Simcoe lake
Beach

Vacation Home on Simcoe lake

Vacation Home on Simcoe lake
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage
Property grounds

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

9.8 out of 10, Exceptional, (6)
"This rental was very affordable with lots of beds. We enjoyed our stay and had plenty of room for a larger group."
The price is CA $67
CA $339 total
includes taxes & fees
Aug 17 - Aug 18
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage
All Seasons - Muskoka Retreat on Sparrow Lake
Property grounds

All Seasons - Muskoka Retreat on Sparrow Lake

9.8 out of 10, Exceptional, (75)
"Short trip away from the wives."
All Seasons - Muskoka Retreat on Sparrow Lake
Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong
Interior

Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong

9.2 out of 10, Wonderful, (34)
"Rooms with multiple bed made it really easy and nice for our group of friends to stay. The main sitting area was nice to hang out. The extra fee for extra people was tough cause not everyone was able to come. "
Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong
Barrie house close to all amenities
Fridge, microwave, oven, stovetop

Barrie house close to all amenities

9.0 out of 10, Wonderful, (24)
"Everything about the property was great! The ease of communication with the owner to the amenities all around. The house was spacious and clean. Would highly recommend and definitely will be back! Thank you for a great weekend away!"
The price is CA $145
CA $407 total
includes taxes & fees
Sep 1 - Sep 2
Barrie house close to all amenities
Luxurious Lake front Island Twnhome Friday Harbour
Outdoor dining

Luxurious Lake front Island Twnhome Friday Harbour

8.8 out of 10, Excellent, (9)
"We enjoyed our stay here during a major storm. The home was very welcoming and suited our needs . "
Luxurious Lake front Island Twnhome Friday Harbour
Four Season Waterfront Cottage Over-the-Water view
Interior

Four Season Waterfront Cottage Over-the-Water view

10.0 out of 10, Exceptional, (4)
"Great place to stay highly recommend. "
Four Season Waterfront Cottage Over-the-Water view
Lakeside Escape 3-Bedroom Bungalow with a Hot Tub
Fridge, microwave, oven, stovetop

Lakeside Escape 3-Bedroom Bungalow with a Hot Tub

6.0 out of 10, (2)
"A very nice place in a quiet neighbourhood! Was everything we were looking for!"
Lakeside Escape 3-Bedroom Bungalow with a Hot Tub
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.
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Top Orillia Hotel Reviews

Days Inn by Wyndham Orillia

Days Inn by Wyndham Orillia

10/10 Excellent
"Extremely friendly staff. Welcomed as soon as we walked in the door. The pool was nice to swim in and the breakfast hit the spot. Front desk even called once we arrived to ensure our room was to our liking when we got in the door. Would definitely recommend this place!"
Ashley 1-night trip
Posted 2 days ago
Days Inn by Wyndham Orillia