Orillia vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Orillia vacation rentals

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

Orillia cottage rentals

Guest favorite
Cottage in Milford Bay
4.95 out of 5 average rating, 38 reviews

Beachside Cottages on Lake Muskoka, Three Lakeside

AnouckRating, 5 stars6 months ago
Amazing stay at the cottage by the lake! breakfast with lake's view from the living room, two comfortable bedrooms and one bathroom. surroundings are amazing too with a beautiful trail just 10mn walk from the cottage, and the lake where you can swim and peddle board. the place is a lot cuter than what we expected!
Superhost
Cottage in Kawartha Lakes
4.78 out of 5 average rating, 101 reviews

Serenity by the Lake: Lake Waterfront Cottage

HannahRating, 5 stars2 months ago
Beautiful and peaceful lakeside cottage! We had a great stay. Host was extremely responsive and helpful. It was very spacious and had good amenities.
Superhost
Cottage in Gravenhurst
4.86 out of 5 average rating, 139 reviews

Muskoka Dream Cottage

EarleenRating, 5 stars6 months ago
The cottage setting was spectacular! Quiet and peaceful with the amenities my group loves - big, comfortable common spaces, a large kitchen, and rooms for private, peaceful sleeping. The wood burning fireplace was a real treat.
Guest favorite
Cottage in Port Carling
4.95 out of 5 average rating, 166 reviews

Lake Muskoka Classic Cottage w/ Hot Tub

RyanRating, 5 stars1 month ago
Ashley and team were great hosts and a pleasure to deal with Cottage was what I expected and Port Carling is beautiful! Highly recommended !
Superhost
Cottage in Algonquin Highlands
4.82 out of 5 average rating, 152 reviews

Private and Beautiful Boshkung Lake Cottage

LanaRating, 5 stars6 months ago
This cottage is an absolute gem. We had the best time, as did our golden retriever, by far one of his funnest weekends ever!!! The sandy beach was perfect for him. We loved the docks, kayaks, row boat, paddle board, all so fun and peaceful on the calm lake. The cottage was in a great location, easy to find. The inside of the cottage was so cozy. Minden is so close and such a cute town. Thank you!!!
Superhost
Cottage in Brechin
4.85 out of 5 average rating, 107 reviews

Lakefront Cottage with Gorgeous Sunset Views

NarissaRating, 5 stars6 days ago
Rachel was a great host. Answered any question I had and was flexible with time. The place was beautiful, great outdoor space and backyard. Sitting on the boathouse every morning looking at the lake was exactly why we booked here. Highly recommend, would definitely come here again!
Top guest favorite
Cottage in Coldwater
4.96 out of 5 average rating, 101 reviews

Cottage on the lake

LucaRating, 5 stars1 month ago
Really enjoyed our friends weekend getaway at this cottage. Very clean and well maintained!
Guest favorite
Cottage in Brechin
4.91 out of 5 average rating, 98 reviews

Cottage on Lake Simcoe Amazing lake Views

ÉtienneRating, 5 stars1 month ago
The location by the lake is lovely.

Other great vacation rentals in Orillia

Guest favorite
Apartment 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 favorite
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.
Superhost
Chalet in Shanty Bay
4.86 out of 5 average rating, 21 reviews

2x King Beds, 2 Baths, Pool, Jacuzzi, Ravine, WiFi

ChrisRating, 5 stars3 weeks ago
beautifully appointed accommodation. Wonderful location would highly recommend, especially for a girls weekend, close to the spa and ski hill. Great hosts.!!
Guest favorite
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.
Guest favorite
Townhouse in Richmond Hill
5 out of 5 average rating, 12 reviews

Cheerful 3 bedrooms townhouse

SabrinaRating, 5 stars7 months ago
Great airbnb - would recommend! Stayed for 8 months and was good for our family with two small kids! Three large bedrooms (one in basement) and one office upstairs, all amenities were provided - plenty of kitchen utensils, plates, lots of baby things (high chair, brezza maker, safety gates), and well stocked. The location is nice - close to a huge park and community center with library and swimming pool (across one major road only!) and nice trail right behind. Close to Costco (7-8 mins) and lots of good restaurants within 10-15 mins drive :) ravine lot at the back so lots of privacy! Host, Eva, was super responsive and replied quickly, whenever there was any issues she replied asap, and was clear in all her instructions! Beautiful spacious airbnb , three floors and one basement , would recommend for any family !
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 favorite
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 favorite
Cottage in Tiny
4.83 out of 5 average rating, 35 reviews

Cozy cottage on a private beach / Georgian Bay

DéboraRating, 5 stars4 months ago
We stayed at Ayub’s lovely cottage this holiday season and it was wonderful. Ayub was super friendly and always willing to help and assist, which is super appreciated. Thanks Ayub!

Quick stats about vacation rentals in Orillia

  • Total rentals

    140 properties

  • Total number of reviews

    4.9K reviews

  • Family-friendly rentals

    80 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

Frequently Asked Questions

  • What types of vacation rentals are available in Orillia?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Orillia. From over 70 house rentals to over 10 cottage rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

  • How much does it cost to stay in apartment rentals in Orillia?

    Experience the best of Orillia with our apartment rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Orillia?

    Yes! Work meets play with ease at over 70 vacation rentals in Orillia featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Orillia?

    Four-legged friends are welcome in Orillia. Choose from more than 50 vacation rentals for guests traveling with pets.

  • Do apartment rentals in Orillia have air conditioning?

    Absolutely! We offer over 20 apartment rentals with air conditioning in Orillia. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Orillia have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area in Orillia. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Orillia have wifi?

    Absolutely! We offer over 70 house rentals with wifi in Orillia. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly apartment rentals in Orillia?

    Orillia has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there Orillia vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Orillia, available on Airbnb. Make a splash and soak up the sun in style!

  • What are the most popular amenities for Cottage Rentals in Orillia?

    Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Simcoe County
  5. Orillia