
Holiday rentals with a kayak in Orillia
Find and book unique kayak rentals on Airbnb
Quick stats about holiday rentals with a kayak in Orillia

Total holiday rentals
Explore 20 holiday rentals in Orillia

Nightly prices starting at
Orillia holiday rentals start at $128 AUD per night before taxes and fees

Verified guest reviews
Over 980 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Orillia holiday rentals include Wi-Fi 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!
Top-rated Accommodation with a Kayak in Orillia
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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!

CARL in Muskoka: Waterfront Cottage with Hot Tub
Enjoy your own piece of Muskoka in this beautiful waterfront cottage! Only 90 minutes from Toronto nestled away on a private road along the Severn River sits CARL. Not a man... but a way of life. The Cottage and River Life! CARL is your retreat from the city, perfect for getting out in nature and experiencing everything life on the water has to offer. Whether you enjoy swimming, kayaking, great fishing or just relaxing on the dock or in the hot tub taking in the views... we've got you covered.

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).

Luxury Lakefront | Sandy Beach, Hot Tub & Dock
Luxury lakefront cottage on beautiful Lake Simcoe with a rare shallow sandy-bottom beach, perfect for swimming and family fun. Relax in the hot tub and enjoy breathtaking sunsets from the private dock. Ideal for family vacations and group getaways near Toronto, just minutes from Hwy 404. Enjoy kayaking, paddleboarding, fishing, BBQ, a fire pit, 6 spacious bedrooms, 4 bathrooms, chef's kitchen, and a bright open-concept living area. Peaceful, private, and close to everything you need.

Tiny Luxury Cottage with Hot Tub
This tiny luxury 2 bedroom cottage is perfect for a romantic couple or small family getaway. Nestled on 1.5 acres among majestic trees and granite outcrops, creates beautiful views from the deck with BBQ, fire pit, hot tub or massive windows throughout the cottage. Water dam and river across the road create relaxing waterfall sounds that are heard from deck or enjoy it close up from the private shoreline deck and dock. Explore the Muskoka River on the kayak, SUP or river tubes.

Black River Haus - Scandi Riverfront Cabin Muskoka
Follow us on IG: @visitblackriverhaus The Black River Haus is a Scandi-inspired renovated 1970s cabin offering 3 beds + 1 bath and 140 ft riverfront near Muskoka, Ontario (20 min to Gravenhurst & Orillia). The cabin has been renovated and designed with the surrounding nature in mind, featuring a rustic living room & fireplace, fully-equipped kitchen and an outdoor patio & firepit. The Black River is 30 km long and is perfect for kayaking, canoeing and exploring.

Modern Waterfront Home on Georgian Bay w/ Hot Tub!
Escape to a peaceful haven with this new and breathtaking modern waterfront cottage. Immerse yourself in the stunning views from the walkout deck with outdoor seating, a hot tub and a BBQ area. Quiet neighbourhood in Victoria Harbour on Georgian Bay. Short drive to charming town of Midland and nearby attractions such as the Tay Shore Trail and the Wye Marsh Wildlife Centre. This bright and beautifully finished home is less than a 2-hour drive from the GTA.

Beautiful Nine Mile Lake
Beautiful Muskoka getaway! Modern 4 season waterfront cottage! Stunning views! Located on picturesque Nine Mile Lake. Over 70% of the lake is crown land. Perfect for kayaking and canoeing to enjoy all the beauty Muskoka is known for. We have kayaks a canoe and a paddle board for you to enjoy. Plenty of sun exposure on the dock you can swim all day long. Close to hiking and snowmobile trails. May 15-Oct Minimum 6 nights with a Sunday check in.

Spacious Apartment On The Severn River
Clean, lower unit, private entrance, one bedroom apartment fronting on the Severn River (aka Black). 90 mins. north of GTA. Five min. off Hwy 11 at the village of Washago where you can find most amenities. Fair weather activities include swimming, kayaking, canoeing, fishing or just dock time. Available winter months for simple relaxing accommodation. Hosts live on the upper floor and will be available to assist but will respect your privacy.

Riverfront Cottage with HotTub Near Muskoka
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.

Kabin Tapoke | Wild Kabin | Hot tub-Sauna-Sunsets
Welcome to Kabin Tapoke – a signature retreat by Wild Kabin Co. A beautiful waterfront cottage located in Minden Hills, Ontario. The 4 bedroom, 2 bathroom cottage is positioned high in the trees and has incredible views of Moore Lake, situated on 1.13 acres and 255ft of shoreline. This gorgeous private forest setting, only 2 hours from the GTA is perfect for a family getaway! STR24-00016

AMIGO LAKE HOUSE
Amigo Lake House, the perfect getaway for any season! Sunny South waterfront views, soak up the sun during the day and star gaze the picturesque sky over the lake at night. Start the morning with a cup of coffee and watch the sunrise over the lake, explore on the kayak/paddle boards, play games in the backyard, barbecue a savoury meal, stay warm by the fire or take dip in the hot tub.
Popular amenities for Orillia kayak rentals
Holiday House Rentals with a Kayak

Lakefront Bungalow "Sunrise Bay" Kawartha Lakes

Cozy Lakeside Cottage on Lake Scugog

Welcoming Waterfront Cottage

Couchiching Lake Retreat - Sauna! Near Downtown!

4-season Muskoka Lakefront w sandy entrance

"Take It Easy" Cottage w/ Hot Tub & Sauna

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

Bluewood Lake Cottage
Cottages with a kayak

CozyPeaceful LakeCottage HotTub Canada

Private & Modern Muskoka Lakefront Cottage w/ WiFi

Private Lakefront Cottage | Fishing, Canoe & Sauna

Waterfront Cottage-Sauna, Dock, 4-bed, 4 Parking

Lake days last longer-Muskoka Lakeside Cottage

The Crown LakeFront

Resort-Style Luxury Waterfront Cottage

Ultimate Georgian Bay Vacation Getaway
Cabin rentals with a kayak

Oak Cabin on Sparrow Lake

Newly Renovated boathouse on Balsalm Lake

Vintage Hollywood Cabin: Hot Tub/ BBQ/Sauna/ Beach

The Beach Deck Retreat

Waterfront Cabin W/ Indoor Hot Tub, 90 min to GTA

Misty River Cabin Private Waterfront Pet-Friendly!

Muskoka Escape with Hot Tub, Waterfront & Firepit

Charming Muskoka cottage, amazing views!
When is the best time to visit Orillia?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $505 AUD | $558 AUD | $360 AUD | $498 AUD | $403 AUD | $352 AUD | $595 AUD | $539 AUD | $437 AUD | $407 AUD | $313 AUD | $386 AUD |
| 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 |
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- Blue Mountain Village
- Wasaga Beach Area
- Torrance Barrens Dark Sky Conservation Area
- Gull Lake
- Lakeridge Ski Resort
- Pigeon Lake
- Awenda Provincial Park
- Dagmar Ski Resort
- Scandinave Spa Blue Mountain
- Menominee Lake
- Casino Rama Resort
- Georgian Bay Islands National Park
- Wye Marsh Wildlife Centre
- Centennial Beach
- Bass Lake Provincial Park
- Three Mile Lake
- Sibbald Point Provincial Park
- Sunset Point Park
- Couchiching Beach Park
- Innisfil Beach Park
- South Muskoka Curling and Golf Club
- Craigleith Provincial Park
- Muskoka Highlands Golf Links
- Great Blue Heron Casino





