
House holiday rentals in Orillia
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Top-rated house rentals in Orillia
Guests agree: these houses are highly rated for location, cleanliness and more.

Cozy Barrie Getaway①New 3BR Private Backyard 2car
Cozy 3-Bedroom Townhouse Bright, warm, and filled with natural light, perfect for family trips and short getaways! Free parking for 2 cars. Fully stocked kitchen with island-style dining. Large smart TV and High-speed WiFi. Short drive to the beach and skiing. 👇 Please expand to see full details! 👇 ✔️ Suitable for family and business travel ✔️ Safe, quiet neighbourhood with nature view ✔️ Easy access to highway, shopping and restaurants ✔️Near golf and spa 👉Book now and enjoy a cozy stay!

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 8 people. 2 BR upstairs, 2 sleeping places on the main floor and 2 in the basement. Deep in-ground pool (closed from October 14).Close to Orillia downtown, shops, restaurants,HW 11,hospital.30 minutes drive to Horseshoe Resort and to Casino Rama.

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

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.

Woodland Muskoka Tiny House
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. The three season, screened in porch invites you to enjoy your coffee (or wine!) in nature without being bothered by the mosquitos!

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.

Cozy Lakeside Cottage on Lake Scugog
WELCOME TO OUR COZY ALL SEASONS COTTAGE! Private lakefront cottage (north shore of Lake Scugog) 2 bedrooms (1 queen, 1 full/double), 2 bathrooms, large bright sunroom with sleeper sectional. Large newly renovated deck. Beautiful lake view, large private dock, water facing deck with bbq, huge yard for games, bon fires and more. Located approx. 1.5 hours from Toronto, this cottage is the perfect place for couples, families or friends to escape the hustle and bustle, relax and unwind.

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

King Bed, Pool, Gym, Ravine View, Your Getaway!
Enjoy a stylish experience in this spacious and serene space at Highland Estates Resort. You get a completely equipped designer suite that is perfect for couples sneaking away, or families looking for the perfect vacation. Enjoy a peaceful night in your private Jacuzzi then snuggle up in a King Bed. The next day, prepare your own meal in the fully equipped kitchen with Microwave and Electric Stove. Access Netflix, Prime, Disney+. Get Some Fun in the Sun and Book Today

Bright basement apt with private entrance, Barrie
Welcome to Your Bright Basement Retreat in Barrie! Our cozy and modern 2-bedroom basement apartment offers the perfect balance of comfort and privacy. Located in a quiet residential neighborhood, it’s ideal for couples, small families, or business travelers. With its own private entrance, high-speed Wi-Fi, a fully equipped kitchen, and convenient access to downtown Barrie and the GO Station, this apartment has everything you need for a comfortable stay.

Breathtaking 5 bedroom Waterfront Home W/ Hot Tub!
Stunning five-bedroom waterfront home on Georgian Bay! Located in a quiet area with stunning views and amazing sunsets! In the summer, the lake is perfect for swimming, kayaking, paddle boarding or fishing! Just bring water shoes as there are some rocks and zebra muscles. Equipped with a hot tub overlooking the lake, this five-bedroom waterfront home is perfect for a summer or winter getaway! *Please note this cottage is Pet Free.

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*
Popular amenities for house rentals in Orillia
House rentals with a pool

2 Bd Boardwalk Condo Patio Oasis

Home away from home with a hot tub and pool

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

Luxury Resort Villa on Muskoka Bay Golf Course

Ski, Swim, Soak, Boat & Golf

House ~ Pool ~ Fire Pit ~ BBQ

Sunrise

Sauna*King Bed*Fireplace*SmartTV
Weekly house rentals

Water’s Edge

River's End: Explore the river by kayak or canoe!

Spacious Modern Orillia Family Retreat- Hot Tub

Entire Luxury Townhouse | Barrie Hideaway

Life is better by the lake!

Sunbank Escape With Hot Tub & Game Room

Life is Better at the Cottage

Fireside Haven Chalet
Private house rentals

Lakefront Bungalow "Sunrise Bay" Kawartha Lakes

Welcoming Waterfront Cottage

Lake Days & Cozy Nights – Your Year-Round Retreat

Bluewood Lake Cottage

Snow valley ski (12km)Scandinavian therapy retreat

Lake Simcoe 5BR 4BA Sleeps 12 | Heated Shop

Sweet 4 bedrm Muskoka Lakefront Cottage

Lake Couchiching I Sleeps 12 | Fun Group Getaway
When is the best time to visit Orillia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $160 SGD | $172 SGD | $167 SGD | $178 SGD | $183 SGD | $190 SGD | $199 SGD | $212 SGD | $184 SGD | $183 SGD | $161 SGD | $175 SGD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
Quick stats about house rentals in Orillia

Total holiday rentals
Explore 70 holiday rentals in Orillia

Nightly prices starting at
Orillia holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 2,700 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 of Orillia holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Orillia rentals

4.8 Average rating
Orillia stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with lake access Orillia
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- Waterfront rentals Orillia
- Rentals with a fireplace Orillia
- Pet-friendly rentals Orillia
- Family-friendly rentals Orillia
- Rentals with pools Orillia
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- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Lakeridge Ski Resort
- Osler Bluff Ski Club
- Pigeon Lake
- Gull Lake
- Devil's Glen Country Club
- Dagmar Ski Resort
- Georgian Bay Islands National Park
- Scandinave Spa Blue Mountain
- Three Mile Lake
- Torrance Barrens Dark Sky Conservation Area
- Burl's Creek Event Grounds
- Kee To Bala
- Menominee Lake
- Wye Marsh Wildlife Centre
- Wasaga Beach Area
- Awenda Provincial Park
- Centennial Beach
- Casino Rama Resort
- Balsam Lake Provincial Park
- Bass Lake Provincial Park
- Sunset Point Park





