House vacation rentals in Orillia

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, 168 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.

LocationValueSkiing

4.95 out of 5 average rating, 105 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

LocationFamilyCheckout

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!

ValueFamilyHiking

4.98 out of 5 average rating, 180 reviews

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

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.

ValueLocationIndoor spaces

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.

FamilyLocationCheck-in

The cottage exterior is illuminated at dusk, showcasing its modern design. Large windows reveal the open-concept interior, while a spacious deck offers seating options. The surrounding landscape features a manicured lawn and trees in the background, enhancing the serene lakeside setting.

4.81 out of 5 average rating, 43 reviews

[Casa Luna] Chic Lakehouse | BBQ | HotTub | LakeViews

Nestled on the serene shores of Lake Couchiching in Orillia, only 1 hour and half from Toronto, this beautifully designed 3-bedroom, 2-story cottage offers the perfect balance of modern luxury, natural beauty, and relaxed comfort. With sleek architectural lines, panoramic lake views, and stylish interiors, this retreat is ideal for families, couples, or small groups looking to unwind and reconnect by the water. 🌟check travel guide for nearby popular place to visit/play

FamilyValueSkiing

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.

4.93 out of 5 average rating, 54 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!

LocationFamilyGetting around

4.91 out of 5 average rating, 78 reviews

The Big Yellow House | Lakefront on Couchiching

Welcome to The Big Yellow House, a family-built Cape Cod-style waterfront home on Lake Couchiching, lovingly cared for since 1989. Designed for families and quiet groups, it’s a place to slow down, reconnect and enjoy peaceful cottage living. Swim from the private dock, relax on the spacious deck, gather around the fire pit or unwind in the large lakefront yard. Just 1 km from Weber’s Burgers and minutes from Orillia, golf, marinas and Casino Rama.

LocationValueDecor

4.98 out of 5 average rating, 237 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.

LocationFamilyAccuracy

4.95 out of 5 average rating, 135 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*

FamilyLocationParking

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.

ValueFamilyAmenities

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, 38 reviews

Couchiching Lake Retreat - Sauna! Near Downtown!

Lakefront haven on beautiful Lake Couchiching! Our 5BR home sleeps 10 with private beach, firepit & outdoor sauna. Features 2 kings, 2 queens, bunkbeds, deck with BBQ, gas fireplace & piano. Perfect for families in summer, ice fishing & snowmobiling in winter. Kids' play area, office nook, 4 parking spots. Minutes from downtown Orillia. Your gateway to year-round lake adventures!

LocationFamilyAir conditioning

Popular amenities for Orillia house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 60 reviews

A serene backyard view showcases a well-maintained lawn bordered by diverse greenery and a calm river. Several seating areas, including white chairs and a shaded gazebo, provide relaxation spots. A swimming pool is visible, reflecting the clear blue sky above, creating a peaceful outdoor setting.

Home in East Gwillimbury

Private river access with pool, canoes, kayak

LocationValueGrill

4.8 out of 5 average rating, 124 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!

FamilyLocationBeach

4.94 out of 5 average rating, 246 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

FamilyValueAccuracy

4.9 out of 5 average rating, 139 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

FamilyValueSleep quality

A spacious living area features a large, comfortable sectional sofa and a wooden coffee table. Light streams in through a large window adorned with shades. A flat-screen television is mounted on the wall, and a door leads to the outdoors, enhancing the room's natural light.

4.62 out of 5 average rating, 39 reviews

Cute Farmhouse Pool, Hot Tub, Sauna

LocationValueCheck-in

4.93 out of 5 average rating, 40 reviews

A modern living room is presented, featuring a deep grey sofa and a round coffee table at its center. Two abstract artworks adorn the walls, while large sliding glass doors provide views of a snowy landscape outside. A cozy armchair and decorative plants add warmth to the space.

Home in Gravenhurst

Luxury Resort Villa on Muskoka Bay Golf Course

FamilyLocationIndoor spaces

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

ValueFamilyComfort

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

ValueFamilyHot tub

Weekly house rentals

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

LocationFamilyAmenities

4.98 out of 5 average rating, 40 reviews

A lakeside luxury retreat features a spacious exterior with a large deck and expansive yard. Lush green grass is surrounded by trees, and several outdoor seating areas, including a dining set and Muskoka chairs, are visible. A wooden dock extends into the calm waters of Lake Simcoe.

Home in Georgina

Royal Beach Lake House & Spa w/ Hot Tub & Sauna

FamilyLocationIndoor spaces

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

FamilyLocationComfort

5 out of 5 average rating, 5 reviews

Quiet, comfy and private, minutes from Casino Rama

LocationNearbyCleanliness

A modern kitchen and dining area is shown, featuring a wooden dining table set for six with plates and glasses. A spacious couch is positioned next to a large window covered by shades. Light streams in through a front door that leads to the outside.

4.97 out of 5 average rating, 39 reviews

New renovated cozy and clean

FamilyLocationOutdoor spaces

4.93 out of 5 average rating, 14 reviews

Life is better by the lake!

LocationViewOutdoor spaces

4.94 out of 5 average rating, 17 reviews

Home in Hillsdale

The four season Mount St. Louis hideaway

LocationValueOutdoor spaces

5 out of 5 average rating, 24 reviews

Home in Kawartha Lakes

Stonegate Retreat | Sauna, Fire Pit, Lake Access

LocationFamilyKitchen

Private house rentals

5 out of 5 average rating, 28 reviews

Home in Georgina

Water’s Edge

LocationValueGrill

5 out of 5 average rating, 22 reviews

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.

Home in Coldwater

Moonstone chalet

LocationValueGetting around

4.95 out of 5 average rating, 37 reviews

A sandy beach stretches out towards calm waters, complemented by a small dock and an island visible in the distance. Red and gray Adirondack chairs are setup in a semicircle on the beach, inviting relaxation under a clear blue sky dotted with clouds.

Home in Victoria Harbour

Welcoming Waterfront Cottage

LocationFamilyLaundry

5 out of 5 average rating, 11 reviews

Home in Washago

The Shore View-Waterfront|Sunset Views| King Bed

LocationFamilyHospitality

4.77 out of 5 average rating, 52 reviews

A stone patio features a fire pit surrounded by four black Adirondack chairs. Two chairs are draped with cozy red blankets. The serene river is visible through a wooden railing, framed by vibrant autumn foliage, creating a peaceful outdoor gathering space.

Home in Washago

Spectacular view, Riverfront Cottage + Bunkie

LocationFamilyComfort

5 out of 5 average rating, 4 reviews

Detached house including walkout basement

LocationFamilyGetting around

5 out of 5 average rating, 6 reviews

Home in Barrie

Private Spa Retreat for 2 | Sauna | Swim Spa |

LocationCleanlinessHot tub