
Holiday rentals in Orillia
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Top-rated holiday rentals in Orillia
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RELAX @ our HOT TUB and SAUNA in the woods
PLEASE READ! Mt. St. Louis & Horseshoe Valley at doorstep! This is a bright, large and private walk-out GUEST SUITE (basement apartment). Hot tub, patio, fire pit & secluded path in the woods to enjoy nature. Kitchen is equipped with an induction cooktop and all things necessary, even wine bottle opener:) Open concept living room/kitchen/dining room with TV & Roku. Bedroom is a work of Art: dark, mysterious and romantic! Custom Queen bed made from weathered barn wood salvaged from our property.

Fire & Ice Spa w/ Private Sauna!
Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh and unwind in your very own private spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! Make Fire & Ice your next vacation destination and reconnect in a most romantic, relaxing suite!

Charming Main Floor w Hot Tub
Welcome to our charming main floor apartment in the beautiful city of Orillia! This space is is suitable for families or small groups looking for a comfortable stay in a convenient location. This is a fully furnished home that features three bedrooms, one bathroom, a fully equipped kitchen with all the essentials needed to prepare your own meals. The living room is bright and cozy with a 43" Samsung Smart TV including Netflix, unlimited high speed internet and a spacious 6 seater dining table.

Hillside Haven: Serene Studio Retreat for 4
Escape to the serene Carriage Club Resort Studio! Dive into our inviting swimming pool, gather 'round the firepit, or challenge friends to volleyball. Stay active in our modern gym, then explore nearby skiing and golf. Pamper yourself at Vetta SPA or hit mountain biking and hiking trails. Your cozy studio, with a king-size bed and pull-out sofa, sleeps 4 comfortably. Nestled in rolling hills, just a 15-minute drive from Bass Lake's sandy shores. Discover tranquility with a touch of adventure!

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.

Relax at The Rock: Muskoka Waterfront Cottage
Enjoy fishing, swimming and paddling 22km of the green and black rivers. Paddleboat, canoe, 2 kayaks, and a SUP provided. Take the short 5 minute stroll into town for ice cream or fresh baked treats. Lay out on the elevated deck or in the screened in porch with a good book. End your evening at the riverfront firepit. Nearby day adventures include hiking, golfing, parks, beaches, breweries, casino rama, and downhill skiing at Mount St Louis Moonstone and Horseshoe Valley (30 minute drive).

Lakeside Inn Unit #1
This micro bachelor cabin is located behind Lakeside Inn Hotel. The hotel faces Lake Simcoe and the cabin is behind the main hotel. You are a 30 sec walk to the lake. C1 is a private apartment in a cabin that has two apartments side by side. The studio style space comes equipped with a queen sized bed and a smart TV. The apartment has a bathroom with a bathtub shower and a kitchenette area that consists of a mini fridge, microwave, coffee maker, kettle, table and chairs.

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+. Our Pool is Open! Book Us Today

Blue Dreams Of Lake Simcoe
Welcome to "Cabin Dreams Of Lake Simcoe" - your cozy blue cabin retreat in the heart of Hawkstone, Ontario, Canada. Immerse yourself in nature while enjoying modern comforts and nearby attractions. Our newly renovated 1 bedroom, 1 bathroom offers a unique getaway for couples, located just 1 1/2 hours outside of Toronto. **PLEASE NOTE** **Stairs leading up to the bed room loft are steep and may not be suitable for guests with mobility issues**

Cozy getaway for two with hot tub!
Unwind in our peaceful guest suite attached to our home located near Mount St-Louis Moonstone, Vetta Nordic Spa and the cozy town of Coldwater. With its private entrance, hot tub (accessible daily between 8am and 10pm) and serene forest surroundings, this space is designed for guests who value calm, quiet and nature. We ask that guests share our appreciation for a tranquil environment.

Lovely Open Concept Friday Harbor Resort Condo
This is a perfect getaway! Just bring a suitcase and enjoy! Only an hour from Toronto and minutes to Barrie with a resort feel. This condo has a great location with a short walk to grocery store, restaurants, marina etc. → Approx. 700ft² / 65m² of space → Highspeed WIFI! → Beach access → Parking for 1 vehicle → In-unit washer + dryer → Fully equipped kitchen

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.
Popular amenities for Orillia holiday rentals
Other great holiday rentals in Orillia

Cozy Home in Barrie

Luxury Stay at Friday Harbour Resort Lake Simcoe

Harmony Haus

Walkout to Courtyard w/ Pool, Hot Tub and Fire Pit

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

Sandy Cove Lake Simcoe

Waterfront Cottage Over-the-Water view w BBQ& Wifi

NEW! The Downtown Cottage: steps to lake & Main St
When is the best time to visit Orillia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $158 SGD | $157 SGD | $156 SGD | $165 SGD | $163 SGD | $188 SGD | $189 SGD | $191 SGD | $163 SGD | $182 SGD | $161 SGD | $157 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 |
Frequently Asked Questions
Are there pet-friendly vacation rentals in Orillia?
Four-legged friends are welcome in Orillia. Choose from more than 70 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Orillia?
Yes! Work meets play with ease at over 70 vacation rentals in Orillia featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Orillia vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Orillia, available on Airbnb. Make a splash and soak up the sun in style!
Do apartment rentals in Orillia have air conditioning?
Absolutely! We offer over 30 apartment rentals with air conditioning in Orillia. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Orillia have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Orillia. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in private suite rentals in Orillia?
Experience the best of Orillia with our private suite rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly cottage rentals in Orillia?
Orillia has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do private suite rentals in Orillia have wifi?
Absolutely! We offer over 10 private suite rentals with wifi in Orillia. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Orillia

Total holiday rentals
Explore 150 holiday rentals in Orillia

Nightly prices starting at
Orillia holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 5,100 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
140 of Orillia holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Orillia rentals

4.8 Average rating
Orillia stays are highly rated by guests – averaging 4.8 out of 5!
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- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Lakeridge Ski Resort
- Devil's Glen Country Club
- Osler Bluff Ski Club
- Craigleith Ski Club
- Rocky Crest Golf Club
- Angus Glen Golf Club
- Gull Lake
- Port Carling Golf & Country Club
- Windermere Golf & Country Club
- The Georgian Peaks Club
- Muskoka Lakes Golf and Country Club
- The Club At Bond Head
- Muskoka Bay Resort
- Wooden Sticks Golf Club
- Dagmar Ski Resort
- Lake Joseph Golf Club
- Bigwin Island Golf Club
- The Georgian Bay Club
- Georgian Bay Islands National Park
- Barrie Country Club
- Toronto Ski Club




