Holiday rentals with outdoor seating in Orillia

We had a wonderful time celebrating our friend’s bachelorette. We’ll definitely have to come back one day when it’s a little warmer!

After being displaced from our home after damage from severe weather we were so fortunate to find this location. The house accommodated our family of 4 with pets for nearly a month without any issues. The kitchen is well equipped, bathrooms are well finished, bedrooms were comfortable and the location was very clean. The backyard is a beautiful and relatively private space hidden within a 15 minute walk to the downtown restaurants or the beach area. Anzhelika is an excellent host who was very responsive when needed, provided clear instructions and ample privacy. We would happily recommend this location to friends and family attending the area for events.

Clean , cozy place with all the amenities you'll need. Short walk to a public little beach. Even our Molly enjoyed exploring the fenced in yard and local trails. Cheryl R.

We recently had a cousin getaway weekend with 9 of us ladies,Jim always replied in a very timely manor, any questions we had were answered! the picture just don’t do it justice we had a night in with games and movies on our first night lots of laughs and enough space for us 9 ladies to sleep/ get ready for outings, the couches were perfect on our night in no one felt cramps lots of space ! Although on this trip we did not use the hot tub or the games room they were all super clean and would be the perfect spot for any group of people for a weekend getaway we will certainly stay again if we have the chance thanks so much again for such a memorable weekend in your home !

We stayed at Dylan’s place for the weekend with 13 adults and 4 kids. There was enough rooms and beds for all of us with adequate bedding and space. The house was clean and well equipped for our weekend! Before the stay we had lots of questions and Dylan was very responsive and answered everything in a timely manner and with lots of details. He was always following up during the weekend as well. The dock is beautiful and amazing! It was a bit buggy but that’s expected near the waters. We used the kayaks and boat and had a wonderful time!

Hala's place is great! Flexible check-in and check-out helped ease some of the usual travel stress. Hala was responsive and accommodating. It's even more beautiful than the photos suggest. It was incredible to wake up to a view of luscious trees and have breakfast on the deck. The beds are comfy, linens are clean & fresh, and the entire place is a chill cozy vibe. It is right off a street (the deck faces the street, but there is tree cover) and we did hear some construction in the area, however, it was a minor nuisance. We would definitely stay here again!

We are very happy with our stay! Everything was as expected and the check in went smoothly. Comfortable beds. Clean. Would definitely stay at this place again in the future!

Tristan’s stay was amazing! From booking to checking out the entire process was seamless, not to mention the amenities in the AIRBNB were amazing - remember to bring your own toiletries but other than that - FANTASTIC stay chef’s kiss! Will definitely check out Tristan’s other listings given his hospitality and professionalism. Thank you again!

My husband and I spent our first year anniversary at Lanny & Jennifer’s beautiful property. Right from the start, they made us feel right at home by greeting us and giving us a walk through of the property. We never felt so at home at an air b n b! The place is so well kept - clean, smelled great & had all the essentials. We felt safe and at home throughout the stay. The pool was well kept and the laundry was an amazing addition. The neighbour hood is quiet and close to all the stores. The hosts were extremely personable and made sure we had everything we needed for our stay. We highly recommend this property and we will be back!

We had a lovely stay at Wendy’s place! Beautiful location right next to a river with a gorgeous back yard. It was a short drive to excellent hiking on the Bruce trail. The apartment had all the amenities we needed (including lots of coffee!), was very clean and super cozy. Wendy was very responsive and helpful. I’d highly recommend if you’re looking for a peaceful and pretty spot for a quiet getaway!

Words can hardly capture the magic of Cathy’s BnB in Wasaga. From the moment we pulled into the driveway, we knew we were about to experience something special. This isn’t just a place to stay — it’s a destination in itself, a beautifully curated space that feels like stepping into the pages of an artist’s journal. The first thing that struck us was the atmosphere — peaceful, welcoming, and infused with personality. Every inch of the property is meticulously thought out and bursting with creativity. You can feel Cathy’s heart in every detail. It’s clear that this isn’t just a business for her — it’s a lifelong passion project rooted in artistry and hospitality. Cathy’s background in the arts and event world shines through in the most delightful ways. If you’re looking for something more than just a rental, if you want to stay somewhere that feeds your soul as much as it rests your body, Cathy’s BnB is it. Thank you so much for our stay!

Derek and Doreen were extremely friendly, responsive, and hospitable, everything in the suite and in the backyard was as shown, if not better. They even gave us a gift as we had mentioned our wedding day was the day prior, couldn’t recommend them and this place enough, we would book again in a heart beat, thanks for everything Derek and Doreen!

A friend and I decided to head north for a quick night away. Taurean’s “King’s Den” apartment was the perfect choice! A gorgeous accommodation, filled with special little extras and attention to detail! We enjoyed our stay and will be back!

We absolutely loved our stay at Chantal and Sylvain’s place! From the moment we walked in, we were very impressed by this clean, cozy, and beautifully-furnished home-away-from-home. Our hosts thought of everything, and were friendly, responsive and helpful. Their place is complete with everything you could need for a comfortable stay, in addition to some additional thoughtful, special touches. We had fun playing some of the many available board games, and found it so peaceful to sit in their quiet backyard, surrounded by trees. We LOVED lounging in the beautiful hot tub. Next time we’re in Coldwater, we would definitely stay at Chantal and Sylvain’s place again! Highly recommend!

We had a great stay! The place was spotless, the check-in process was super easy, and the location was perfect—just a short walk to the harbour. The host was very responsive and made sure everything went smoothly. We would definitely stay here again!

Very accommodating for young children!! I would stay again anytime. My only complaint would be the extra cost we had to pay for bbq, bbq was clearly listen in the ammmenities but upon arrival discovered a 25$ sign on the bbq. We planned our day so we could be at the bnb for supper and save a little bit of money only to discover the added cost. That should be stated in the listing prior to booking.

I rented unit for my parents and they absolutely loved their stay! The place was clean, nicely decorated, and had everything they needed for a comfortable visit. The host was incredibly welcoming and responsive, making check-in was nice and easy. The location was perfect—quiet, yet close to everything. Would definitely stay here again and highly recommend to anyone visiting the area!

Stephanie was wonderful and the space she has is so perfect! Love that there is main floor back door access and super easy to get in and out of the parking garage as she’s on the main floor. Will definitely stay again!

Honestly, from the moment we walked in, we could tell this place was spotless it smelled fresh and looked super clean, which immediately made us feel at ease. The apartment is spacious and it has all the essentials. Even the communication with Jennifer was simple and easy. The location is perfect just a short walk to the shops, restaurants, and the harbor itself. It was the ideal home base for exploring Friday Harbour. We’d definitely stay here again especially since we try to make Friday harbour a yearly holiday! The only issue was the pool was under construction but we didn’t mind

Condo was beautiful, relaxing and everything was walkable. Will definitely be back!

Loved this place so much! Shai was amazing. Definitely will be coming back!

Immaculately clean, spacious, and Beautiful condo. It had everything we need and a few steps to the marina. Easy instructions to get inside and parked. I highly recommend!

Great place to stay! Close to everything!

great location, lots to do in the area. Anastasia was very communicative and a great host. highly recommend