House holiday rentals in Orillia

4.86 out of 5 average rating, 146 reviews

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

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.

LocationFamilyIndoor spaces

A spacious living area features a comfortable sofa and a television on an entertainment unit. A dining table with chairs is positioned nearby. Large glass doors open to a fenced outdoor space with patio furniture, enhancing the bright and airy atmosphere.

4.89 out of 5 average rating, 167 reviews

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.

ValueFamilyKitchen

4.96 out of 5 average rating, 108 reviews

A dining area features a wooden table surrounded by high-backed blue chairs. A large television is mounted on a feature wall, while crystal chandeliers hang from the ceiling. A pool table is visible in the background, enhancing the inviting atmosphere of the space.

Home in Barrie

Pool Table 10MinsToLakeSimcoe King Beds ProfDesign

Luxury! Pool Table! 75" Smart TV! Thoughtfully curated design! Unleash your inner chef in the gourmet kitchen with a gas stove, all your cooking & baking needs. Bask in the lofty 10' ceilings, and explore the vibrant neighbourhood with top-notch restaurants, shopping, golf courses, driving range, Hwy 400, serene lake and beach access, all within 5-10 mins. 25 Mins from Snow Valley & Horseshoe Valley Resort. Your luxurious escape awaits! 2 King Beds, 4 Queen Beds, 3 Single Pullout Mattresses!

LocationFamilyKitchen

A spacious enclosed porch offers a panoramic view of Lake Couchiching through large windows. Comfortable seating includes a round table surrounded by four chairs, complemented by additional lounge chairs visible on the lawn. A ceiling fan enhances air circulation in this bright and inviting space.

4.96 out of 5 average rating, 26 reviews

The Captains Lake House

Welcome to the beautiful lake house with a picturesque view directly on the shoreline of Lake Couchiching in Orillia. It is a 1 hour drive from Toronto. This lake house offers an unparalleled escape to natural beauty, stunning sunrises, a large lawn, uninterrupted views of the lake and a cozy setting inside. It is a very relaxing setting for any getaway. The Lakehouse can be enjoyed all four seasons, including the beautiful fall colours, skiing, snowmobiling and ice fishing in the winter.

FamilyLocationBackyard

4.95 out of 5 average rating, 104 reviews

A charming white inn is covered with a thick layer of snow, featuring red shutters and decorative wreaths on the windows. Snow-laden trees enhance the winter landscape, while the bright exterior contrasts with the crisp blue sky.

Home in Oro-Medonte

Lake Country Home Away from Home

The Oro-Medonte Heritage Award 2021. Perfect for a cyclist skiing getaway or visit to the Casino or Vetta Spa. Your home away from home in all seasons building a home in the area, working away from home, visiting family or wedding guests. Perfect for families Cleaned & disinfected between all guests. Read Our Reviews! Min age requirement 25 yrs to book & must be staying at the property No parties or Loud music or noise Supplied towels, linens, coffee, teas variety, milk, cream and sugar

LocationFamilyBreakfast

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.

4.82 out of 5 average rating, 317 reviews

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!

LocationValueWi-Fi

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.

4.98 out of 5 average rating, 179 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. We are pet friendly! We allow up to three pets total. It’s $50 per pet, we charge for 3 pets upfront. Rebates are issued accordingly.

FamilyLocationAir conditioning

4.97 out of 5 average rating, 154 reviews

The exterior of a modern home is highlighted at sunset, showcasing large windows that reflect warm interior lighting. A spacious backyard features green grass, a dining area under a gazebo, and a hot tub on the deck, creating an inviting outdoor space.

Home in Barrie

Waterfront Home, City/Sunset View & Steps to Beach

Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay views w/summer sunsets+sunrise. Steps to Minet's Point beach & park. 4 proper bdrms & 2 pull out couches(Queen & Twin) 3 full bthrms + sauna, over 2400+sqft. Prking for 3 cars, additnal prking available via lot beside. Gas BBQ, fire pit, 2x gas FP, fast Wifi & 77" TV, wshr/dryr. 48amp EV pwr. Minutes to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

ValueFamilyAccuracy

4.9 out of 5 average rating, 30 reviews

Relax and Enjoy

This immaculate house located in the prime Orillia area. Walking distance to Beach, Marina, Downtown, Shops, Restaurants. Short drive distance to Casino Rama, Horseshoe Valley and different beaches and parks.Totally renovated with no expenses spared. Accommodation for 6 people: 2 Br with the queen beds and one bedroom with a foldable couch. 2 washrooms. Multifunctional kitchen with stainless appliances and gas stove. Electrical fireplace, 4 season porch for your enjoyment.

FamilyLocationOutdoor spaces

4.98 out of 5 average rating, 236 reviews

An exterior view of a modern black tiny house is depicted, surrounded by trees and natural foliage. Two sets of stairs lead to the entrance, with a gravel pathway visible. Window placements create a unique design, and soft lighting illuminates the scene against the evening sky.

Home in Gravenhurst

Woodland Muskoka Tiny House

**BOOK 7 NIGHTS, PAY FOR 5 (28% OFF)** Enjoy the sounds of nature when you stay in this unique tiny house. This 600 sq ft home is nestled amongst 10 acres of towering trees, granite rock and trails to explore. The tiny home will not feel so tiny once inside. With high ceilings, plenty of windows, and surprisingly spacious rooms - it is the perfect hideaway for those wanting to unplug in Muskoka.

LocationValuePets

4.95 out of 5 average rating, 134 reviews

The custom-built A Frame cabin is set amidst lush greenery, featuring a striking black exterior and a distinctive peaked roof. A spacious deck extends at the front, furnished with seating, and surrounded by nature for a serene environment.

Home in Bracebridge

Secluded Muskoka A-Frame | Hot Tub, Dock, Firepit

Escape to a private, custom-built A-Frame on 3 acres in the heart of Muskoka—complete with your own dock on a quiet stretch of the Muskoka River. Unwind in the hot tub, paddle the river, or relax by the fire under the stars. ★ Guest favourite with 4.9★ rating ★ One of the few stays in the area with a private hot tub + river access *Please note-all guests must have a minimum of two reviews to book*

LocationValueIndoor spaces

4.96 out of 5 average rating, 168 reviews

The exterior of the A-frame home is showcased, featuring a striking black facade and tall triangular roof. Large windows illuminate the interior, and a spacious wooden deck extends across the front, surrounded by lush greenery that encapsulates the natural setting.

Home in Georgian Bay

A-Frame Hidden in the Forest Muskoka, Georgian Bay

Welcome to our A-frame /Triangle House, Wifi, Sauna, Kitchen, A/C, Free Parking, King Bed, FIFA friendly, Smart Tv, Peaceful, Social Media Favourite, Top Choice for city escape, and an ideal weekend getaway. Come heal, enjoy the light luxury in nature, and enjoy the slow living at this premium vacation experience. Rare architecture, designer cabin. Come and gather energy in this forest sanctuary.

LocationFamilyGetting around

Popular amenities for Orillia house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.8 out of 5 average rating, 123 reviews

A bright and spacious living area features a comfortable white sofa paired with dark blue accent chairs. A stylish dining table is set for meals, while a gas fireplace and mounted television create a cozy atmosphere. Natural light fills the room through large windows.

Home in Horseshoe Valley

King Bed, Pool, Gym, Ravine View, Your Getaway!

FamilyLocationCleanliness

4.82 out of 5 average rating, 108 reviews

A hot tub is situated under a wooden gazebo, featuring railings and a ceiling adorned with decorative elements. Sunlight illuminates the scene, highlighting the inviting water surface. A view of the snowy landscape and frozen lake extends in the background, enhancing the serene atmosphere.

Home in Elmvale

Ski, Swim, Soak, Boat & Golf

LocationValueDecor

4.91 out of 5 average rating, 138 reviews

The entrance features double doors in a dark finish, adorned with elegant seasonal wreaths. Flanking the doors are decorative wall art pieces. A small bistro table with two chairs is positioned on a stone patio, complemented by potted snake plants and decorative pumpkins.

Home in Barrie

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

LocationValueNearby

4.94 out of 5 average rating, 245 reviews

A private hot tub is positioned on a wooden deck beneath a lattice covering, allowing for relaxed soaking. Lounge chairs are arranged nearby, and vibrant greenery and decorative flowers provide a natural backdrop. A swimming pool can be seen in the distance, enhancing the outdoor ambiance.

Home in Port Perry

Home away from home with a hot tub and pool

ValueFamilyKitchen

An indoor pool is framed by large windows that allow natural light to fill the space. The ceiling features wooden beams that create an airy atmosphere. Two chairs are positioned nearby, and vibrant yellow flowers are visible through an adjacent window.

4.76 out of 5 average rating, 101 reviews

Casa ~ Pool ~ Fire Pit ~ BBQ

FamilyValueHeating

4.96 out of 5 average rating, 24 reviews

Coldwater Cottage Retreat

LocationFamilyNearby

4.96 out of 5 average rating, 74 reviews

Modern 6BR Retreat in Horseshoe | Pool + Hot Tub |

FamilyLocationPool

A spacious farmhouse is framed by lush greenery under a colorful twilight sky. An inviting inground pool is surrounded by a stone patio, with a firewood stack nearby. A gazebo and open landscape complete this serene outdoor setting, providing ample space for relaxation.

4.96 out of 5 average rating, 45 reviews

Spruce Lane Retreat

ValueLocationNearby

Weekly house rentals

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.

4.92 out of 5 average rating, 53 reviews

New Build Luxury - Family Cozy Orillia Home

FamilyValueAccuracy

An outdoor firepit is surrounded by stone, with flames flickering invitingly. Adjacent, a wooden Adirondack chair faces a serene lake, reflecting warm sunset hues. A charming playhouse stands nearby, nestled among mature trees, creating a peaceful lakeside setting.

4.76 out of 5 average rating, 37 reviews

Couchiching Lake Retreat - Sauna! Near Downtown!

LocationFamilyComfort

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.

4.9 out of 5 average rating, 21 reviews

Upper Shadow Creek Haven - Waterfront

ValueLocationCleanliness

An open-concept living area features a comfortable light-colored sofa adorned with patterned throw pillows. A wooden coffee table sits in the foreground, while a dining area with dark wood chairs is visible in the background, complemented by modern kitchen cabinetry and stainless steel appliances.

5.0 out of 5 average rating, 20 reviews

Spacious 4 Bedroom Retreat By Lake Couchiching

FamilyLocationBeach

5.0 out of 5 average rating, 22 reviews

Home in Kawartha Lakes

Stonegate Retreat | Sauna, Fire Pit, Lake Access

FamilyLocationAccuracy

4.91 out of 5 average rating, 77 reviews

The Big Yellow House | Lakefront on Couchiching

FamilyLocationBackyard

4.96 out of 5 average rating, 49 reviews

The image captures a private lakeside setting during sunrise. Adirondack chairs surround a fire bowl on a circular stone area. A private dock extends into the calm lake, reflecting the soft hues of morning light. Lush greenery frames the scene, enhancing the tranquility.

Home in Kawartha Lakes

Lakefront Bungalow "Sunrise Bay" Kawartha Lakes

LocationFamilyQuiet

A spacious deck is shown along the water's edge, offering a serene view of the lush greenery that encircles the area. Several lounge chairs and Adirondack chairs are present, providing inviting seating options for relaxation by the water.

4.78 out of 5 average rating, 49 reviews

waterfront ~hot tub/sauna~kayak

FamilyValueOutdoor spaces

Private house rentals

4.94 out of 5 average rating, 17 reviews

The exterior of a brick house is set amidst large trees and lush green grass. A walkway leads to the front entrance, while a spacious patio area can be seen at the back, surrounded by a forested landscape under a partly cloudy sky.

Home in Moonstone

Horseshoe Valley Home

FamilyValueKitchen

4.86 out of 5 average rating, 50 reviews

Spacious 5BR Home ~ Pool Table ~ BBQ ~ Staycation

LocationFamilyBackyard

4.77 out of 5 average rating, 123 reviews

Lake Simcoe Chalet-20min to Rama & Ski -1h Toronto

ValueLocationPets

A spacious living area features a modern stone fireplace with wood accents. High wooden beams accent the ceiling, illuminated by soft lighting. A cozy sofa is positioned in front, layered with a warm throw. An open staircase leads to a loft area, enhancing the room's airy feel.

5.0 out of 5 average rating, 21 reviews

Moonstone chalet

LocationFamilyBathroom

5.0 out of 5 average rating, 5 reviews

Quiet, comfy and private, minutes from Casino Rama

LocationNearbyHospitality

4.8 out of 5 average rating, 25 reviews

An open concept living area features a grand staircase and large windows that allow for natural light and a view of the lake. A modern sectional sofa faces a stone fireplace, and a dining area with a solid wood table sits nearby.

Home in Hawkestone

Lake Simcoe Waterfront Lake House

FamilyLocationSleep quality

4.84 out of 5 average rating, 63 reviews

Sunbank Escape With Hot Tub & Game Room

LocationValueComfort