Family-friendly vacation rentals in Orillia

CARL in Muskoka: Waterfront Cottage with Hot Tub

Enjoy your own piece of Muskoka in this beautiful waterfront cottage! Only 90 minutes from Toronto nestled away on a private road along the Severn River sits CARL. Not a man... but a way of life. The Cottage and River Life! CARL is your retreat from the city, perfect for getting out in nature and experiencing everything life on the water has to offer. Whether you enjoy swimming, kayaking, great fishing or just relaxing on the dock or in the hot tub taking in the views... we've got you covered.

Orillia TwnHse Oasis w King Bed

Have fun with the whole family at this stylish townhouse oasis. The townhouse features 3 bedrooms, 2.5 bathrooms and 4 beds. The principle bedroom has a king bed, the 2nd bedroom has a queen bed, and the third bedroom has a queen bunk bed (qn bttm, qn top). The house features a large deck with a gas bbq, outdoor dining, and lots of lounging space. Right behind the townhouse is a beautiful nature ravine with lots of trails. Come, enjoy and relax. The property offers super high speed internet.

Waterfront Cottage Over-the-Water view w BBQ& Wifi

Our cottage backs directly onto lake Simcoe with a view overlooking the water reminiscent of a four season water villa bungalow. Enjoy the entire house with your family and friends and be captivated by nature's beauty as the sun sets behind the treeline across the lake. Easy access to lake Couchiching for fishing in the summer and ice fishing in the winter, 30 mins to Mount St. Louis for skiing and snowboarding, 30 mins to Vetta Nordic Spa and Casino Rama is only a 10 minute drive away!

Casa ~ Pool ~ Fire Pit ~ BBQ

Relax with the whole family at our peaceful forest estate. Mother nature is your only neighbour and she comes right to your doorstep to welcome you. Enjoy the peaceful serenity of the forest that surrounds you. Enjoy our pool, nearby ATV trails, and all the activities Orillia has to offer. Guest access You'll have access to the entire property. The backyard is completely private, with zero light pollution, so please enjoy the stars and the peace and calm of nature.

Lakefront | Private Dock, Sandy Beach & Hot Tub

Lake Simcoe waterfront cottage with a rare shallow sandy-bottom shoreline, private dock, and hot tub. Enjoy swimming, kayaking, paddleboarding, fishing, BBQs, fire pit evenings, and breathtaking sunsets. Perfect for family vacations, holiday getaways, and groups near Toronto, just minutes from Hwy 404. Features 6 bedrooms, 4 bathrooms, a fully equipped kitchen, and spacious indoor and outdoor areas. Private, peaceful, and ideal for year-round Lake Simcoe getaways.

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom

Welcome to our cozy, modern condo in Horseshoe Valley — the perfect destination for families and groups of friends seeking adventure, relaxation, and unforgettable memories. Just a 2-hour drive from Toronto, our condo offers a prime location to experience it all. Whether you're hitting the slopes, unwinding at the Nordic spa, or exploring the outdoors with mountain biking, golf and tree-top trekking, you'll find everything you need for a perfect getaway.

Luxury, Waterfront, 4 bdrm Bungalow in Sth Muskoka

Just 1 kilometer past Webers on Hwy 11! A cozy home on the lake with all the amenities. This 4 bdrm 2 bathroom yr round bungalow sleeps 8 comfortably and is perfect for all seasons. Amenities include 2 full bathrooms, 2 full TV rooms, (1 with a double sectional) and a games room w/ Foozball. Outdoor person? Lots of Swimming, Fishing, Paddle Boat, Canoe, Reading, or a glass of wine by the water. Also just 15 mins from Casino Rama!

The Guesthouse on the North Shore Trail

No Cleaning Fee for this well-appointed studio apartment just off the North Shore Trail that includes everything you’ll need for a comfortable and cozy stay. Newly renovated, this fully private unit includes a large screen TV, a queen size bed with a luxurious mattress, a pull-out double-sized sofa, a full kitchen with all the amenities; and a calming view of Lake Simcoe in any season.

AMIGO LAKE HOUSE

Amigo Lake House, the perfect getaway for any season! Sunny South waterfront views, soak up the sun during the day and star gaze the picturesque sky over the lake at night. Start the morning with a cup of coffee and watch the sunrise over the lake, explore on the kayak/paddle boards, play games in the backyard, barbecue a savoury meal, stay warm by the fire or take dip in the hot tub.

Highland Grand Retreat Studio

Ground-level Highland Grand Retreat Studio offers elegance and comfort in Oro-Medonte’s Highland Estates. Just 20 minutes to Barrie or Orillia, enjoy skiing at Horseshoe Resort, golfing nearby, or hiking the Copeland Forest. Unwind at Vetta Spa or with on-site amenities—indoor–outdoor pool, hot tub, sauna, gym, and games room. A serene, central escape for couples or solo travellers.

Forest Haven Guesthouse

Forest Haven Guesthouse is a scenic countryside property surrounded by trees and private trails. Your all-season, all inclusive getaway is just minutes from downtown Orillia. Your guesthouse which includes 3 bedrooms is a completely separate unit which is attached to our home. You have a keypad entrance and a front and back deck that are just for you! Happy travels!

Mistywood Cottage

Welcome to my Mistywood Cottage. Escape the busy city in this little oasis of mine. Whether you are coming with the family or friends, this cottage provides a relaxing experiences for every guest with a beautiful water view and sunset. Enjoy the camp fire, fishing or simply relax on the dock. I am sure your experience will be unforgettable!