
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.

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.

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).

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!

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

Cozy Deluxe Studio at Horseshoe Valley
Welcome to Horseshoe Valley, just 1.5 hrs north of Greater Toronto Area. It's a four-season wonder of nature with limitless access to lakes, rivers, trails, and rolling hills. Whether you aim to ski in snow-laden forests of pine, hit golf at one of eighteen golf courses, mountain bike or hike in several landscape trails, soak in the healing experience of Vetta Nordic spa, or simply relax at the tranquility of the area, this place is simply yours to enjoy!

Private Basement Suite in a family neighborhood
Clean & spacious private Basement suite in a family neighborhood with all amenities that you may require for your stay. Features a queen bed, bathroom and kitchen. Free Parking is included. Highway 400, Park Place, Walmart, Costco, Canadian Tire are within 5-7 minutes driving distance. We offer our guests complete privacy from check-in to check-out, but always available if needed. Perfect for savvy budget travelers who deserve quality stay.

Pet-friendly, 1 BR condo in Horseshoe Valley
All-season Condominium in Horseshoe Valley. Spacious BR with ensuite. Living room with fireplace, dining space, sofa bed. Private balcony, kitchen with all the necessities. Walk to the new Vetta Nordic Spa. Skiing , golfing , hiking & biking trails, treetop trekking, restaurants, groceries- 5 min drive Barrie , Orillia , Wassaga beach are 20 min. drive( beach #3 is PET FRIENDLY) Please note: we are NOT able to accept cats!

Cozy Off-Grid Bunkie on a Horse Farm
Take time away to rejuvenate in nature in our cozy off-grid bunkie on our 25 acre property and horse farm. Our hidden slice of heaven is on outskirts of Orillia, 10 minutes from restaurants, shopping, outings and adventures! Ask us about our Horse Connection experience! Walk our trails, relax with a book, play outdoor games, head to the local beach or enjoy a campfire under the stars.

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

New Build Luxury - Family Cozy Orillia Home

Lake Simcoe Family Stay | 3BR+Rooftop+Pool+Kayaks

Lakefront Sauna Winter Escape

Georgian Mall – Private Room [E]

Black River Haus - Scandi Riverfront Cabin Muskoka

"Lakeview Getaway" in severn ontario

Friday Harbour Romantic Getaway!

Beautiful 2 Bed/2 Bath Condo, Private Balcony
When is the best time to visit Orillia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $156 SGD | $154 SGD | $153 SGD | $162 SGD | $161 SGD | $185 SGD | $186 SGD | $189 SGD | $161 SGD | $158 SGD | $141 SGD | $161 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 $38 SGD per night before taxes and fees

Verified guest reviews
Over 5,080 verified reviews to help you choose

Family-friendly holiday rentals
100 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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- Rentals with outdoor seating Orillia
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- Rentals with a patio Orillia
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- Rentals with beach access Orillia
- Pet-friendly rentals Orillia
- Rentals with a hot tub Orillia
- House rentals Orillia
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- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Lakeridge Ski Resort
- Wasaga Beach Area
- Osler Bluff Ski Club
- Pigeon Lake
- Devil's Glen Country Club
- Dagmar Ski Resort
- Gull Lake
- Three Mile Lake
- Georgian Bay Islands National Park
- Bigwin Island Golf Club
- Scandinave Spa Blue Mountain
- Torrance Barrens Dark Sky Conservation Area
- Kee To Bala
- Taboo Muskoka Resort & Golf
- Burl's Creek Event Grounds
- Bass Lake Provincial Park
- Casino Rama Resort
- Wye Marsh Wildlife Centre
- Innisfil Beach Park
- Balsam Lake Provincial Park
- Awenda Provincial Park




