
Kid-friendly holiday rentals in Orillia
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Top-rated family-friendly rentals in Orillia
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Kid-friendly house rentals

A-Frame in the Woods of GeorgianBay, Muskoka
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!

nortehaus - Nordic and Japanese inspired escape
Nortehaus is a great place for some private, peaceful time if you wanted to do indoor things. The sauna room was clean, the kitchen was big and well-stocked with kitchen equipment. It is ~30 minute drive to nearby provincial parks if you wanted to do some hikes.

Lakeview House Downtown Orillia
We stayed for a month and it absolutely met our needs. Marcus and Melanie were fantastic hosts and made us feel right at home. Place is as described and it was easy to settle in!

Spacious Modern Orillia Family Retreat- Hot Tub
Place is quiet and clean, beautiful and spacious house. Thank you

Orillia Lakeside 5 Bedroom House
The place was perfect for what we needed. I would say another couch for the size of place would be helpful. We had 5 adults in our group and had to sit on the kitchen chairs. The keypad was finicky to put the code in perhaps better instruction on that but otherwise it was exactly what we needed. The host was great, responsive and very friendly.

Cozy Creek Side walkout basement.
Shakker was an amazing host. We felt right at home and super comfortable, definitely worth the price!

Sunbank Escape With Hot Tub & Game Room
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 !

Bright basement apt with private entrance, Barrie
Everything was great down to every little detail. Soaps, shampoo, Conditioner, towels, toothpaste and new brushes in case you forgot yours. Coffee, tea and sugar, water bottles and ice in the freezer. Every detail was perfect. We would definitely stay again when in the area. Only negative... is you can hear the main level apartment (living space) people walking around if heavy footed... but in general that was not a problem and not a complaint. Just an FYI for future renters.
Family-friendly apartment rentals

The Upper Deck
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!

The Muskoka River Chalet - The King's Den
Such a beautifully decorated and well-appointed space for our last minute “mini-moon!” The apartment was spotless and had absolutely everything we needed, and then some. The thoughtful touches (robes, slippers, treats) were much appreciated. We loved the hot tub with the river view. Robert and Taurean were friendly and very responsive hosts! We would return in a heartbeat.

City-View Studio with Hot Tub + PS4 Gaming
They were amazing hosts. I will highly recommend their location and plan on going back again this summer. Thank you so much for your hospitality.

Pond house
Ali was incredibly responsive and helpful throughout our entire stay. He answered all our questions promptly and went above and beyond to ensure we had a comfortable and enjoyable experience. Highly recommended.

Modern Condo at Friday harbour/Pet Friendly
Had a great stay place was beautiful. Great communication with host would def recommend. Both me and my wife can’t wait to come back again in the future.

Little slice of heaven!
We had a great stay! Sharon was a very welcoming and friendly host. The apartment was clean, bright and comfortable. It was the perfect home base for our time spent visiting the area.

The Haunted House Apt 301
Another great stay at the beck house. Stayed in 301 this time and it was pretty active to say the least. If you get a chance chat with Brenda. She is an absolute sweetheart and can fill you in on all the history of the place. Really enjoyed chatting with her. Will be back for a third time and more in the future!

Large Walk-out private apartment w/ parking
I had a great experience staying here. Gaby provides clear instructions before arrival for an easy and private check-in. I didn’t need to use many of the amenities during my stay, but it has everything you may need and there is plenty of space. Highly recommend if you need lodging in the northern Toronto suburbs!
Family-friendly apartment rentals

Bright MCM 2 Bedroom Walk Up with Private Deck/BBQ
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!

Friday Harbor Upscale 1Bed+Sofabed+Pool Option
We had an amazing time at Kevin’s place! It was the perfect peaceful getaway from the city. The home was clean, comfortable, and exactly what we needed to relax and unwind. Kevin was a great host—very responsive to messages and incredibly accommodating, even allowing us a late check-out which we really appreciated. He provided clear and detailed instructions for accessing the place, which made everything smooth and easy. Thank you, Kevin, for being so thoughtful and welcoming. We’d definitely love to come back again!

Exceptional 2+1 ground floor condo @Friday Harbour
Loved this place so much! Shai was amazing. Definitely will be coming back!

Lovely Open Concept Friday Harbor Resort Condo
If you’ve never been to Friday Harbour it’s an amazing weekend escape with beaches, pools, bars and restaurants and light shopping. We spent our 10th anniversary at Marks Condo in the Harbour and loved every minute of it. Mark’s condo in Friday Harbour really is a gem. It’s on the top floor of a quiet building just steps away from the main boardwalk, hiking trails, and everything else Friday Harbour has to offer. The building complex offers communal BBQs and fire pits that are available and easy to use. The condo itself is very clean, bright, with its own balcony and everything you could possibly need. Marks check-in instructions are very detailed and thorough and is great at communication should anything come up. It was an incredible weekend and we will 100% come back.

Marina view at Friday Harbour 2bd/2bth Pool option
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!

Resort Condo in Friday Harbour
Great place to stay! Close to everything!

4-Bed Country Club Haven with Pool, BBQs, and More
Justin was very accommodating and helpful when we had questions! The responses were so fast and informative. We loved everything about this place, it was peaceful, nice location and the pool was clean and very nice! Definitely will be back!!

Pet-friendly, 1 BR condo in Horseshoe Valley
Had a great stay! Would definitely come back.
Quick stats about holiday rentals that are kid-friendly in Orillia
Total rentals
20 properties
Nightly prices starting at
$64 SGD before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
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- Blue Mountain Village
- Port Carling Golf & Country Club
- Mount St. Louis Moonstone
- Horseshoe Resort
- Osler Bluff Ski Club
- Georgian Bay Islands National Park
- Snow Valley Ski Resort
- Devil's Glen Country Club
- Muskoka Lakes Golf and Country Club
- Lake Joseph Golf Club
- Angus Glen Golf Club
- Lakeridge Ski Resort
- Gull Lake
- The Georgian Peaks Club
- Muskoka Bay Resort
- Alpine Ski Club
- Dagmar Ski Resort
- Bigwin Island Golf Club
- The Club At Bond Head
- National Pines Golf Club
- Barrie Country Club
- Windermere Golf & Country Club
- Rocky Crest Golf Club
- Granite Golf Club