Vacation rentals with outdoor seating in Orillia

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

My siblings and I enjoyed a great stay here! Had everything we needed, Comfy sitting area, beautiful patio to watch the sunset and close to lots of amenities !!!!

We had a wonderful stay in this beautiful house. We booked it for a small get-together with our friends. The house is spacious and beautifully decorated. Jerry made sure everything was set up to make our stay comfortable. Although the pool wasn’t open during our visit, it’s definitely something we’re looking forward to next time. We are glad we chose this place. Thanks again for hosting us!

Lovely and welcoming house - clean, uncluttered and full of light, with amazing cross-breezes from the many windows! Lots of thoughtful touches, and really comfortable couches and home theatre system for movie night! Beautiful backyard with lots of space for kids to play. Comfortable beds. Fans in every room (can’t speak to AC as we visited in spring) Nicole was very responsive. Would highly recommend!

We were working out of town and enjoyed our stay here it was a very nice place. We would recommend this place to anyone

We loved staying here! There was SO much space, it felt very homey and cozy. The backyard was beautiful! This is an amazing home to stay in with tons and tons of room.

Jason’s Highland House was the perfect home for a family weekend! It was very comfortable with lots of space and special little touches like coffee and condiments. The home is brand new with high end finishes. Jason was extremely responsive and did everything to make the family stay pleasurable.

Farhad is a nice host. Feels like home experience. ♥️

This home was such a gem! We loved Carley’s place as it was right by downtown and walkable to beautiful restaurants in the area. We absolutely enjoyed our stay and will come back and stay at Carley’s for sure!

Thanks Brian and June, had an amazing time . very clean and cozy place, loved the book collection. Super clean appliances and fresh linen. Highly recommend especially if you are a star gazing enthusiast. Dark Sky preserve is near and made the location that much more wonderful.

Peaceful lakeside retreat! Wonderful place to relax and rest while watching the water and listening to the many different birds. We thoroughly enjoyed the rocking chairs down by the lake. We will definitely have some evening fires is we get the opportunity to come back. The apartment is maybe the cleanest we've experienced to date. I love that the bed sheets did not smell of highly perfumed fabric softener, as I am highly sensitive to that. Thank you, Doreen! We thoroughly enjoyed chatting with this lovely couple! And Noah was such a treat! You should book this place!

A nice and relaxing weekend away. Loved all the little touches. Very personable. Thank you for a great stay.

We had a wonderful stay and Anas was so accommodating and helpful with check in and our arrival time. The condo was clean and inviting with all the the listed amenities and more. Friday Harbour is a perfect way to spend our weekend!

We loved our stay over the Holidays! It was a perfect place and had all amenities listed. We had everything we needed and it felt just like home. Will likely rebook when returning to Penetanguishene. Thank you, Carole!

Great spot, has everything you will need! She is a great host, very friendly lady. I recommend it.

Beautiful place!! Pool was heated & not overly packed with people. Overall had an amazing stay. Will definitely be back :)

Brilliant location for the harbour everything in walkable distance, clean and well stocked kitchen . Responsive host would recommend.

We had a great stay! The place was incredibly clean, and had everything we needed and more. We felt right at home, and communication with the host was excellent! Everything was easy to find. There was an awful snow storm over the weekend that we stayed, but the place was so cozy and clean, we were happy to stay in and binge watch some Netflix :) I can’t recommend Jennifer Nicole’s place enough!

Staying at Carolyn’s place was an excellent choice! Carolyn was very responsive, communicative and accommodating. The instructions provided were simple and easy to follow. The unit is stunning! You can tell it was designed very well & thoughtful pieces throughout the unit. The unit was really clean. The area had amazing restaurants & shops to check out. I plan to be back during the summer!

Shahed's place at Friday Harbour is beautiful and well appointed. He gave very clear instructions for entry and parking, including photos. The condo was clean and had all the amenities needed, even extra charging cables for devices! The space was comfortable and uncluttered. Shahed was great at communicating and always responded quickly to any questions. Friday Harbour has activities and restaurants available on weekends in the winter and is a fun engaging place by the harbour in the spring, summer and early fall. We were there in the early part of the week in February so the harbourfront was quiet but still nice for a stroll. We spent time in both Barrie (20 minutes away) and Orillia (about 50 minutes away).

Shai was a wonderful host — everything was great from start to finish! The place was clean, comfortable, and exactly as described. Highly recommend!

My boyfriend and I stayed the weekend, it was a great location, Joe was very responsive and friendly! We had only 1 concern with the bbq that was not clean, but it has been handled with effectively. Overall space was very clean, it was easy to find kitchen supplies, and other items in the house! A great location with stores, restaurants at a walking distance, and other attractions within a 30 minute drive

Paula’s place was amazing! Beautiful surroundings, nice home, and great environment. Paula was very understanding and very flexible. Highly Recommend!

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!