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Compare 175 Vacation Homes in Orillia with updated reviews, rates, and availability.

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

9.2 out of 10, Wonderful, (19)
"The property manager was exceptionally helpful. Thanks so much."
Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong

Charming 4BR Barrie Retreat with Backyard

Charming 4BR Barrie Retreat with Backyard

Modern Muskoka Retreat

9.8 out of 10, Exceptional, (26)
" Lovely place, great host"
Modern Muskoka Retreat

CHARMING CUSTOM HOME BESIDE PARK,WALK TO BEACH

9.8 out of 10, Exceptional, (16)
"My sister and I were here for 3 nights as a great location for visiting family in the Barrie area. The house was perfectly equipped and in a lovely setting next to the park. We were blessed with beautiful fall weather and enjoyed the array of colorful fall trees around the property. Overall a perfect setting."
CHARMING CUSTOM HOME BESIDE PARK,WALK TO BEACH

Luxurious Lake front Island Twnhome Friday Harbour

8.8 out of 10, Excellent, (8)
"Great place for a family reunion. Everyone under one roof, and close to the FH amenities. "
Luxurious Lake front Island Twnhome Friday Harbour

Muskoka Escape on one of Canada's Top Golf Courses!

10.0 out of 10, Exceptional, (22)
"We enjoyed staying here in everyway. great location, beautiful neighborhood, clean and modern design. The Concierge was very responsive and helpful. Love to come back again!"
Muskoka Escape on one of Canada's Top Golf Courses!

Lakeside Escape 3-Bedroom Bungalow with a Hot Tub

6.0 out of 10, (2)
"Not a lakeside property, it's a bungalow house with no lake access. Property did not look like the pictures posted on the site at all. The house itself was nice in the inside with 3 small bedrooms. Did not stay there i cancelled as soon as i got thdre and realized it was not even close to what i was renting"
Lakeside Escape 3-Bedroom Bungalow with a Hot Tub

Horseshoe Valley Suites - The Glade

4.0 star property
9.6 out of 10, Exceptional, (4)
"Great place to stay"
Horseshoe Valley Suites - The Glade

Vacation Home in Barrie

9.2 out of 10, Wonderful, (9)
"beautiful house, comfortable beds, well equipped kitchen. best of all was meeting the host! my mother and I enjoyed our stay and we felt very much welcomed and at home there. thank you! "
Vacation Home in Barrie

Waterfront 4BR Cottage: *Boat Deck & BBQ*

4.0 out of 10, (2)
"DO NOT STAY HERE. When we arrived, we were immediately met with a disturbing sight—spiders on the walls and ceilings in the kitchen and downstairs bedrooms. It quickly became apparent that there was a full-blown infestation. We notified the owner right away but received no response that night. It turned out the property was managed by a company called Home Again, which seemed not to be reachable after business hours. Our whole family slept upstairs because the downstairs rooms were already...
Waterfront 4BR Cottage: *Boat Deck & BBQ*

A Comfort House in Barrie

7.0 out of 10, Good, (2)
"We had a lovely time staying in Barrie for our son’s wedding. The house is dated but equipped with everything you need for family to stay for a little getaway. Lenny was lovely and quickly responded to our questions. Thx for a lovely, reasonably priced mini vacation x"
A Comfort House in Barrie

All season Muskoka Cottage with Hot Tub

9.8 out of 10, Exceptional, (14)
"You sent me the wrong key information. Owner clearly never goes there. Firepit was not accessible. Had to call him alot to figure out how to work or find things. "
All season Muskoka Cottage with Hot Tub

Luxury cottage "Twilight" by the lake Simcoe

9.0 out of 10, Wonderful, (7)
"Spacious gettaway with friends near world class Lake Simcoe."
Luxury cottage "Twilight" by the lake Simcoe

Adventure house

"We were in town for two weeks on business and Olivia's house was perfect for our needs and so convenient (7 minute drive to downtown). The house was cozy and clean, with all the basic amenities. Our dogs traveled with us so having a fair sized yard for them was very nice. We were out most of the day so it didn't bother us too much but the house is on a road which is heavily travelled by gravel dump trucks weekdays. The weekends and evenings are very peaceful though. Oliva was delightful and...
Adventure house

Charming Lakeside Cottage !

8.0 out of 10, Very Good, (2)
"The cottage has a great layout for a smallish family gathering and has a great outdoor space. The waterfront is at a quiet and beautiful part of the lake with lots of wildlife and was really nice at sunset and sunrise. "
Charming Lakeside Cottage !

Georgian Bay Cottage- Hot Tub/Sauna/Trail/Run/Bike/Swim//Marina!

9.4 out of 10, Exceptional, (8)
"The property from Inside was clean but front yard and back yard were filled with leaves. Hot tub was the only good thing, other than that it was an average property that was listed on reasonable price. The price was good for the group of 8 people and Host was nice. "
Georgian Bay Cottage- Hot Tub/Sauna/Trail/Run/Bike/Swim//Marina!

HOT TUB-Natural paradise, timber frame, sauna, close to Casino and ski hill.

10.0 out of 10, Exceptional, (77)
"We had the most amazing weekend at this property. We couldn't have asked for more. The host was responsive and anticipated all of our needs. "
HOT TUB-Natural paradise, timber frame, sauna, close to Casino and ski hill.

The Hidden Gem Near Casino Rama/Lake Couchiching

10.0 out of 10, Exceptional, (31)
"We liked everything about this property. The host are very nice, The house was clean, quiet, and very attractive."
The Hidden Gem Near Casino Rama/Lake Couchiching

Retreat to heaven on earth. An unforgettable luxury estate in paradise

8.0 out of 10, Very Good, (8)
"It has been 13 years since we spent dedicated time together away from our hustle-bustle lives! My mom is 95 and absolutely loved the pool as did one of my sisters and my (only) brother! My other two sisters have limited mobility using walkers, one requiring extra-special care. This wonderful space was perfect for them... main floor bedrooms/bath and the huge kitchen/gathering area were ideal. Perhaps the owners would consider adding railings here and there to assist better use of the outdoor...
Retreat to heaven on earth. An unforgettable luxury estate in paradise

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

9.4 out of 10, Exceptional, (71)
"Owner was very friendly and communicative. Place was very clean. Excellent lake view. Has all amenities. Grocery and other stores within 15min drive. Excellent for weekend retreat. "
Lake Simcoe Luxury waterfront Retreat near Friday Harbour! 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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Other property types in Orillia

Parkside House

3.5 star property
9.4 out of 10, Exceptional, (268)
"I would recommend this property! It was nice and clean and quiet."
The price is SAR 293
SAR 347 total
includes taxes & fees
26 Nov - 27 Nov
Parkside House

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

9.2 out of 10, Wonderful, (19)
"The property manager was exceptionally helpful. Thanks so much."
Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong

6 Bedroom Executive Cottage near Innisfil Beach - Special Winter Discount 20-35%

9.6 out of 10, Exceptional, (70)
"The house was more than enough space for our group. It was great having two different spaces for our group at times. Beds super comfortable. Host very responsive to any questions you may have. Checkout and check-in so easy! "
6 Bedroom Executive Cottage near Innisfil Beach - Special Winter Discount 20-35%
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.