
Pet-friendly holiday rentals in Orillia
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Orillia
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

CozyPeaceful LakeCottage HotTub Canada
Cozy Lakefront Cottage located on Sparrow Lake is the idea of relaxation. Enjoy the stunning sunsets while lounging on the large deck with a beverage in hand. The loons singing in the background. Perfect to enjoy with the whole family or on a couples retreat. The area is perfect for boating, fishing, walking, and biking around the neighbourhood. A mini toboggan hill Sparrow Lake is part of the Trent-Severn Waterway and you can boat to either Georgian Bay or Lake Couchiching in a few hours

Vintage Lakeview Cottage w/ Fireplace -Four-Season
Cozy four-season lakeview vintage cottage with a real stone fireplace—perfect for year-round stays. Just 1.5 hours from Toronto, directly across from Lake St. George and 30 minutes from Horseshoe Valley/Mt. St. Louis Ski Resorts. Enjoy swimming and kayaking in summer, and skiing, tubing, nearby trails, Nordic skiing and spa days in winter—stone fireplace, arcade games, foosball, firepit, BBQ deck & private wooded backyard. Minutes from Orillia and Casino Rama. 1GB Wi-Fi for remote work. Pets ok

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).

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!

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!

Mill Pond Cabin, Nordic Cabin w/ Sauna + Hot-tub
Welcome to your next weekend retreat, or work from home during the week in a private nature focused environment with amazing wellness amenities. From the cedar Sauna and hot tub, game corner and indoor gas fireplace- we have your relaxation and entertainment covered. Host your dream dinner party with our gas range stove, pellet smoker and BBQ to choose from. You'll be sounded by cedar forest on all sides on our private road, just 1hr N-E of downtown TO. Ideal for groups of 2-3 couples

Waterfront Cottage sauna/golf/kayaks/beach/games
Welcome to Hally’s Cove Riverside Retreat! A fully loaded 4-season escape on the Trent Severn River! Dock your boat with shore power ⚓, lounge in the over-the-water hammock 🌅, relax in the panoramic sauna 🧖♀️, or play in the games room 🕹️ (ping pong, basketball, air hockey plus lots more). Enjoy the 4-hole putting green ⛳, 6 kayaks 🛶, lily pad and custom landscaped Muskoka rock fire pit 🔥. Summer Bonus - Mosquito-sprayed for extra comfort! IG to see more photos: @hallys_cove

Waterfront Guest Cabin in Muskoka
Upscale guest cabin with brand new hot tub and WiFi deep in the heart of Muskoka. Unlimited access to a private hot tub, a dock with deep water diving, and a fireplace with night sky views. Remote cabin in nature with modern amenities and touches, accessible only by private road. Great for unplugging from social media and getting away from the city. Ideal for couples looking to relax, have campfires, and enjoy water activities such as swimming, kayaking, and paddle boating.

Glass Dome - Sleep Under The Stars- Free Sundays
Discover this new, stunning 22ft Glass Geodesic Dome nestled in the heart of Uxbridge. Imagine waking up surrounded by 360-degree panoramic views of the natural landscape Please note... its FULL WEEKEND STAYS ONLY - BOOK FRIDAY AND SATURDAY-SUNDAY IS FREE. This allows guests to fully enjoy their Sunday without feeling rushed to check out at 11am. Enjoy all day Sunday with option of staying the evening. 8X12 BUNKIE NOW AVAIL. SLEEPS 4 $100/NIGHT ( 2 bunk beds)

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**

Riverfront Cottage with HotTub
Escape to our beautiful family owned and loved picturesque and serene waterfront cottage and wrap around deck with HotTub. With over 140 feet of private shoreline directly on the Black River offering 3 bedrooms, 4 beds, 2 full bathrooms, gas fireplace, a/c and central heating. Perfect winter getaway for couples and families, 90 minutes from Toronto, 15 minutes to Orillia. 3 Kayaks included. Fully equipped kitchen, fire pit and BBQ.
Popular amenities for Orillia pet-friendly home rentals
Pet-friendly house rentals

Cozy Lakeside Cottage on Lake Scugog

Spacious 4BR Chalet | Sleeps 14 | Near Ski

Couchiching Lake Retreat - Sauna! Near Downtown!

Tiny House in Penetanguishene

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

Relax and Enjoy

NEW! The Downtown Cottage: steps to lake & Main St

King Bed*Pool*Fireplace*BBQ*Smart TV
Pet-friendly home rentals with a pool

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

Treehouse on private, isolated forest (300 acres)

Cozy 1-Bedroom Romantic Retreat with full Kitchen

Oasis Spa w/ Private Sauna!

Utopia villa and spa

Pool, Wifi, Free parking, Golf, FIFA, Laundry, BBQ

A "Peace" of Eden -- Private suite in country home

Private 2BR Condo | 4 Beds+Pool+Resort
Private, pet-friendly home rentals

Cottage on the Rocks - with Hot Tub and Sauna!

The Guesthouse on the North Shore Trail

Horseshoe Valley Fieldview Farm

Cedar-View Studio with Hot Tub + PS4 Gaming

Stunning Lakefront Cottage Hot Tub & Sauna

Muskoka Cottage Getaway with Sauna

Kabin Tapoke | Wild Kabin | Hot tub-Sauna-Sunsets

Charming riverside cottage, B&B license
When is the best time to visit Orillia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $177 SGD | $176 SGD | $176 SGD | $183 SGD | $185 SGD | $213 SGD | $222 SGD | $222 SGD | $185 SGD | $181 SGD | $162 SGD | $183 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 holiday rentals that are pet-friendly in Orillia

Total holiday rentals
Explore 70 holiday rentals in Orillia

Nightly prices starting at
Orillia holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 2,630 verified reviews to help you choose

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

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
60 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!
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Island of Montreal Holiday rentals
- Grand River Holiday rentals
- Northeast Ohio Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Laurentides Holiday rentals
- Erie Canal Holiday rentals
- Detroit Holiday rentals
- Rentals with a hot tub Orillia
- Beachfront rentals Orillia
- Rentals with a kayak Orillia
- Rentals with outdoor seating Orillia
- Rentals with a patio Orillia
- Rentals with a firepit Orillia
- Cabin rentals Orillia
- Rentals with a washing machine and dryer Orillia
- Family-friendly rentals Orillia
- Rentals with beach access Orillia
- House rentals Orillia
- Flat rentals Orillia
- Rentals with pools Orillia
- Rentals with lake access Orillia
- Cottage rentals Orillia
- Rentals with a fireplace Orillia
- Waterfront rentals Orillia
- Pet-friendly rentals Simcoe County
- Pet-friendly rentals Ontario
- Pet-friendly rentals Canada
- 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
- Georgian Bay Islands National Park
- Three Mile Lake
- Bigwin Island Golf Club
- Scandinave Spa Blue Mountain
- Torrance Barrens Dark Sky Conservation Area
- Kee To Bala
- Burl's Creek Event Grounds
- Taboo Muskoka Resort & Golf
- Casino Rama Resort
- Innisfil Beach Park
- Balsam Lake Provincial Park
- Bass Lake Provincial Park
- Awenda Provincial Park
- Menominee Lake




