Holiday rentals in Orillia

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Top-rated holiday rentals in Orillia

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost

Home in Tiny

4.68 out of 5 average rating, 224 reviews

Private log cottage on 2 acres

BernieRating, 5 stars1 month ago

Amazing!!!! Been coming to Natalia’s beautiful cottage for years and it’s never a disappointment. She’s renovated the cottage and replaced the furniture with newer furniture. Communication is the best, she responds within the hour sometimes even within minutes. She’s super accommodating!

Guest favourite

Cottage in Wasaga Beach

4.94 out of 5 average rating, 233 reviews

Charming riverside cottage, walk to beach

CourteneyRating, 5 stars4 days ago

Thank you Avisa for hosting us. Our family came over to visit from Ireland and we had an amazing stay at the cottage. It was beautiful, looked exactly like the photos. The family really enjoyed it. It was very spacious and peaceful. Everything we needed was provided and the kitchen is well equipped to cook up a meal. The games room was huge it kept us all entertained and the hot tub was very relaxing. We really had a great stay and we will be back for sure for another stay. Thank you very much!!

Superhost

Apartment in Innisfil

5 out of 5 average rating, 4 reviews

Luxurious 2-Bed, 2-Bath Furnished - 5 Star Resort

MitchellRating, 5 stars3 months ago

When we walked into Jacqueline's place it was like wow!!! Open concept,bright and loved the decor and the top to floor windows. Jacqueline was very accomadating and very responsive. Would highly recommend her place and we will definitely be back in the future!!! Thanks for being a wonderful host

Guest favourite

Cottage in Kawartha Lakes

4.95 out of 5 average rating, 165 reviews

Balsam Brilliance, Modern Lake Home.

RainaRating, 5 stars2 weeks ago

Such a gorgeous property and stunning views! The main living area had views from both south and north views of the lake since it is on a point. Stocked with everything we needed. Was a lovely weekend to honour my late uncle with my family. Balsam lake was his favourite spot. We went up the weekend after the huge ice storm so the place was running on a generator, which actually stopped working for a bit but the owners were on top of it as soon as they heard. They were very helpful. Would definitely stay there again in nicer weather! 🙌🙌

Guest favourite

Home in Barrie

4.97 out of 5 average rating, 107 reviews

Waterfront home, city/sunset view & steps to beach

JimmyRating, 5 stars2 months ago

We really enjoyed our stay here. The place was exactly as described, spacious, and had a ton of amenities. Even in the winter, we could always find things to do at the home, and the location was great as it was in a nice and quiet neighbourhood but also it was easy to access activities in the surrounding areas/mountains/resorts. Also, Curtis was a very responsive and positive host; he was very clear with his instructions and quick to answer any questions we had. Great experience!

Top guest favourite

Chalet in Coldwater

4.95 out of 5 average rating, 457 reviews

OakRidge Retreat-HOT TUB 100s of acres WIFI

MaryseRating, 5 stars1 week ago

We met Patricia upon check-in and she had prepared the place for us in the most welcoming way. The house has such a warm cabin feeling, is super spacious and the surroundings are beautiful. The place has everything families need in terms of spaces, linens, activities, etc… We were lucky enough to enjoy the presence of a deer coming in the garden on our first night and so many other animals. Highly recommend for a quiet stay in nature in a big cottage!

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Flats

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Popular amenities for Orillia holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Orillia's top sights

Mariposa Market118 locals recommend

Orillia Soldiers' Memorial Hospital11 locals recommend

Brewery Bay Food Co45 locals recommend

Orillia Opera House43 locals recommend

Tudhope Park36 locals recommend

Food Basics35 locals recommend

Other great holiday rentals in Orillia

Guest favourite

Flat in Oro-Medonte

4.94 out of 5 average rating, 17 reviews

Two units in Horseshoe Valley

PatriciaRating, 5 stars2 months ago

Great spot, very clean wonderful communication

Guest favourite

Home in Wasaga Beach

4.89 out of 5 average rating, 109 reviews

20 min from Blue Mountain -Relax & Enjoy Winter

TawnyaRating, 5 stars1 month ago

Such a great place to stay after skiing at Blue Mountain! Definitely recommend.

Guest favourite

Cottage in Waubaushene

4.94 out of 5 average rating, 18 reviews

Waubaushene Getaway

DavidRating, 5 stars6 months ago

Lilliana was a great, super friendly and the property was really clean, felt right at home. looking forward to booking with her again in the future.

Flat in Innisfil

4.82 out of 5 average rating, 33 reviews

Romantic Getaway At FH!

AlexRating, 5 stars7 months ago

Amazing accommodation from start to finish...communication was prompt and clear, check-in process was easy to follow, cleanliness was top notch, amenities had everything you could ask for, and location, location, location. The only minor downside was the size of the shower. Aside from that, literally everything else was fantastic during our weekend getaway. Would return in a heartbeat!

Home in Tiny

4.86 out of 5 average rating, 7 reviews

Great raccoon lodge

DavyRating, 5 stars2 months ago

Alexander’s listing is a beautiful cottage. We found it clean inside and ready to use (aside from the hot tub that needed some warming up). Its location is nice and quiet, far enough from the neighbours. Amenities like sauna, hot tub and pool table make it very pleasant to stay. Alexander is very responsive, providing quick help when asked. I would recommend the place and definitely go back.

Superhost

Home in Wasaga Beach

4.88 out of 5 average rating, 50 reviews

COZY Cottage steps away from the beach.

SharonRating, 5 stars5 months ago

Andreina was a great host. I booked her place for a guest of ours and she was quick to answer any questions and was really accommodating to our guest who had pets. Her place was in a great location, private but not too far from town. The house was just as the pictures said and kept really clean, she made our guest feel right at home! I would recommend her place and I look forward to working with her again in the future!!

Top guest favourite

Cottage in Tiny

5 out of 5 average rating, 41 reviews

The Hideaway Balm Beach Cottage

Kathryn Rating, 5 stars1 month ago

For my birthday last weekend, I was looking for a cottage to getaway for work and to celebrate, and I immediately fell in love with this cozy little house when I saw it. It has everything I could ask for to create a warm and welcoming atmosphere, just like home. I spent my birthday here, and I couldn't have asked for a better place. The Scandinavian interior style is my absolute favorite, and every detail of the decor and soft furnishings was perfectly chosen. It’s clear that the owner, Lina, put a lot of thought and care into making this space feel like a true home for visitors. Each room was spotless, and everything I needed for a comfortable stay was provided. Lina is incredibly understanding and accommodating. We all had an amazing time and are so grateful for this experience. Five stars aren’t enough to express how much we enjoyed our stay and how this beautiful house made our birthday weekend so memorable. Highly recommend!

Guest favourite