House holiday rentals in Orillia

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!!

Location · Value · Bathroom

New renovated cozy and clean

Welcome to our newly renovated cozy house, walking distance to a beautiful beach with a wonderful and funny Splash On Water Park. This house is a fully furnished home, fully equipped kitchen, BBQ area, nice patio, full fenced and flat backyard with firepit, a comfortable living room with Smart TV, WIFI, Netflix, high speed internet, air conditioner, fans in each room, dinning table for 6 people, spacious parking for 3 cars. This clean and cozy house is everything you need for a relaxing stay.

Value · Location · Backyard

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.

Location · Family · Bathroom

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.

Value · Family · Amenities

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

Location · Family · Beach

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!

Value · Family · Checkout

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.

Family · Location · View

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.

Family · Location · Condition

[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

Value · Family · Indoor spaces

Home in Barrie - Minutes to RVH & Georgian College

Minutes from RVH Hospital, Georgian College, Hwy 400, and the Barrie Waterfront. Clean, newly renovated, main floor of home in a quiet neighborhood. Your family will be close to everything when you stay at this centrally located place. Brand new tv in every room. Please inform us if you would like any extra linen or towels. Please note during WINTER months we can ONLY accommodate 2 cars. NO BACKYARD ACCESS .

Location · Family · Kitchen

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.

Family · Value · Access

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.

Value · Location · Pets