House vacation rentals in Orillia

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Top-rated house rentals in Orillia

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Guest favorite

An A-frame house featuring a white exterior and a steep roof stands beside a serene lake. A gravel driveway leads to the entrance, surrounded by greenery. Large windows allow ample natural light, providing views of the lake and trees in the background.

Home in Little Lake

4.88 out of 5 average rating, 107 reviews

Lakefront detached house on the little lake

♥️an unique, lovely elf house in front of the little lake. Here you’ll find a unique hideaway in the middle of the city Barrie with gorgeous lake views as far as the eye can see. ♥️ Only one hour drive from Toronto. Walking distance to everywhere (shoppers,restaurants, cinemas….) ♥️This home including new furniture, microwave, coffee maker, washing machine and all other appliances ! Walk out the back door and be greeted by our updated dock where you can fish for pike, perch, pickerel and bass.

Guest favorite

A spacious living room features a comfortable sectional sofa arranged around a wooden coffee table. A large flat-screen television is mounted on the wall. Decorative plants and framed artwork enhance the cozy atmosphere, while ample natural light illuminates the space.

Home in Orillia

4.87 out of 5 average rating, 15 reviews

Upper Shadow Creek Haven - Waterfront

Escape to a newly renovated 1-bed, 1-bath cottage in Orillia, located off the canal leading to Lake Couchiching. Fully updated with a cozy living room, charming reading nook, and a deck with BBQ. Enjoy outdoor activities with boat docking, a private beach, and nearby park. Explore Casino Rama, public beaches, and downtown Orillia. In winter, access OFSC snowmobile trails, ice fishing, skating, and skiing. Whether seeking relaxation or adventure, this cottage offers a perfect year-round getaway!!

Guest favorite

A charming entrance features a dark wooden door adorned with a seasonal wreath. Flanking the door are planted chrysanthemums in varied colors. A wicker bench and a blue Adirondack chair are positioned on the spacious deck, alongside pumpkins adding a festive touch.

Home in Gravenhurst

4.97 out of 5 average rating, 106 reviews

Sawdust city haus

Bringing it back to our roots. This 800 sq/ft home from the 50’s has undergone major renovations with you in mind. Located steps from Lake Muskoka, a short drive to the Gravenhurst wharf, an even shorter drive to town & Dr Bethune; just the beginning of what this home has to offer. Enjoy walking trails, a boat launch with private mooring space, sawdust city brewery, the oar restaurant, Muskoka boat rentals, steamship tours, parasailing, local events, etc. all from the privacy of a dead end road.

Guest favorite

The exterior of a renovated house is framed by lush green trees and shrubs. A wooden staircase leads to the front door, enhancing the welcoming entrance. The light blue siding complements the dark green roof, while a driveway is visible alongside the property.

Home in Orillia

4.97 out of 5 average rating, 29 reviews

Cute and Cozy House

Relax with the whole family at this peaceful place to stay.Completely renovated house on a rare 16,000 SqFt lot. Fire pit.Multifunctional custom made kitchen with a big island.Stainless steel appliances. 2 electrical fireplaces.Accommodation for up to 6 people. 2 BR upstairs, 2 sleeping places on the main floor and 2 in the basement. Deep in-ground pool (closed from Sept. 25). Close to Orillia downtown, shops, restaurants,HW 11,hospital.30 minutes drive to Horseshoe Resort and to Casino Rama.

Top guest favorite

A spacious deck features a large table surrounded by chairs and an orange umbrella providing shade. The deck overlooks the lake, with green grass and trees in the background. Lounge chairs are positioned along the shoreline, inviting relaxation by the water.

Home in Little Britain

4.97 out of 5 average rating, 88 reviews

Cozy Lakeside Cottage on Lake Scugog

WELCOME TO OUR COZY COTTAGE! This rustic, private, lakefront cottage (north shore of Lake Scugog) 2 bedrooms (1 queen, 1 full/double sized bed), large bright sunroom with sleeper sectional. Large newly renovated deck. You are sure to enjoy the lake view, large private dock, water facing deck with bbq, huge yard for games, bon fires and more. Located approximately 1.5 hours from Toronto, this cottage is the perfect place for couples or friends to escape the hustle and bustle, relax and unwind.

Guest favorite

A circular patio is arranged with colorful Adirondack chairs in blue and red, surrounding a fire pit. In the background, a wooden dock extends into the lake, with additional seating visible. The sky above is dotted with fluffy clouds, creating a serene lakeside setting.

Home in Georgina

4.91 out of 5 average rating, 275 reviews

Beach House-S/W Exposure! Hot Tub, Sandy Water!

Escape to this stunning vacation home, Professionally landscaped with an open-concept design, this spacious home easily accommodates large groups. Enjoy S/W views with breathtaking sunsets, and swim safely in the sandy-bottomed lake, 3-6 feet deep within 150 meters of shore. Nestled in a quiet neighborhood yet close to supermarkets, restaurants, and LCBO, this retreat has everything for an unforgettable stay. Search "Beach House-S/W Exposure " for more info on both of our properties!...

Superhost

A stone pathway leads to a fire pit surrounded by colorful Adirondack chairs in red and yellow. The view overlooks the lake, with a dock extending into the water under a clear blue sky, providing a serene setting for gatherings.

Home in Orillia

4.82 out of 5 average rating, 260 reviews

Waterfront Cottage Over-the-Water view w fast 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!

Guest favorite

A modern living area is furnished with a sectional sofa and a coffee table atop a geometric rug. A flat-screen TV is mounted on the wall, while a billiard table occupies one corner. Soft lighting enhances the neutral color palette.

Home in Orillia

4.93 out of 5 average rating, 29 reviews

New Build Luxury - Family Cozy Orillia Home

Welcome to The Den — a brand-new luxury home in Orillia, Ontario, perfect for up to 10 guests. This elegant retreat features a gourmet kitchen, four spacious bedrooms, a multifunctional main floor office, and a master suite with an ensuite. Enjoy the stylish living room and modern amenities throughout. Conveniently located near Lake Simcoe and local attractions, it’s your ideal blend of sophistication and comfort. Experience the ultimate escape at The Den!

Superhost

A spacious patio area features a large table surrounded by several chairs, creating an inviting space for outdoor dining. Potted plants add greenery, while a grill is positioned nearby under a covered structure. A portion of the patio is adorned with stone tiles.

Home in Orillia

4.73 out of 5 average rating, 71 reviews

Luxurious accommodation for 6 Adults

This beautiful home is ideal for small gatherings. On the main level are two guest rooms, a sitting room with TV and pullout couch, a dining room and a kitchen. Upstairs is a luxury guest room with TV, sitting area and a gorgeous bathroom. Garden doors open onto a spacious deck and patio with an inground pool heated to 85° (May-Sept) and all season gas BBQ. Your hosts live on the premises in a private suite with access to the kitchen, but use it only sparingly.

Superhost

A spacious living room features a large sectional couch and a round coffee table. Natural light floods the space through multiple windows, illuminating a cozy bay window seating area. A decorative plant and a mounted flat-screen TV add to the welcoming ambiance.

Home in Barrie

4.86 out of 5 average rating, 117 reviews

King Bed Farmhouse- w/ Fire-pit, 75" TV, Ping Pong

Great location- 7 min to Waterfront, 18 min to Horseshoe Resort and Snow Valley Ski Resort, 18 min to Vetta Spa. Entire Private and Cozy 4 Bedroom 2 bath Home - Fully Equipped Kitchen! - Media Room w/ 75" Smart TV, Ping Pong & Foosball table!! - Outdoor Patio with Fire-pit area! - Fast Wifi and Parking for 4 Cars!! - 5 Beds and a Sofa Bed. - Park Across the Street... - Comfy Bay Window Seating!!

Guest favorite

A spacious living area is viewed, featuring a comfortable dark sectional sofa with plush cushions. A wooden coffee table sits nearby, with a green plant adding a touch of nature. The sleeping area includes a cozy bed and a window allowing natural light to illuminate the room.

Home in Coldwater

4.98 out of 5 average rating, 112 reviews

Luxury Guest House with Private Hot Tub and Trails

Equipped with a 4 person Hot Tub and 60 acres of Private Trails, you're sure to find tranquility in our unique Guest House. And if you're feeling more adventerous, there's lots to do in the area. From Tree Top Treking to Golfing, and Skiing in the winter of course, Oro-Medonte is truly a four season destination that is sure to capture your heart.

Guest favorite

A cozy living area features a dark sofa and a circular chair beside a wooden coffee table. Natural light enters through the patio door, highlighting the plush rug. A TV is mounted on the wall, and decorative mirrors enhance the space's ambiance.

Home in Washago

4.9 out of 5 average rating, 60 reviews

Waterfront Muskoka guest suite near Casino Rama

Take a break and unwind at this peaceful oasis in Washago on the Black River 10 minutes from Casino Rama or Hwy 11. Large private room with private entrance and bathroom overlooking the river with walkout to deck and Muskoka chairs. Relax and recharge in nature in this quiet beautiful natural setting.