
Vacation rentals with a kayak in Orillia
Find and book unique kayak rentals on Airbnb
Quick stats about vacation rentals with a kayak in Orillia

Total vacation rentals
Explore 20 vacation rentals in Orillia

Nightly prices starting at
Orillia vacation rentals start at ﺩ.ﺇ 331 per night before taxes and fees

Verified guest reviews
Over 980 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Orillia vacation 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 kayak rentals in Orillia
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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.

Ultimate Georgian Bay Vacation Getaway
Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

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 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

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.

Lake days last longer-Muskoka Lakeside Cottage
Welcome to your Lakefront Muskoka oasis, where epic sunrises greet you each morning and a private sauna awaits your return after a day on the lake. Surrounded by nature, this cozy retreat offers the perfect blend of relaxation and adventure, making it an ideal getaway for couples and families. Enjoy our fully updated outdoor space with a brand new deck, fire pit space and cedar barrel sauna that offers views of the lake. Located only a short 1.5 hour drive from Toronto.

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.

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.

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.

Waterfront Muskoka guest suite near Casino Rama
Take a break and unwind at this peaceful oasis surrounded by trees and wildlife in Washago, on the Black River. Conveniently located 10 minutes from Casino Rama, Hwy 11, groceries and a beach. Large private room with private entrance and bathroom overlooking the river with walkout to a deck and Muskoka chairs. Relax and recharge in nature in this quiet beautiful natural setting.
Popular amenities for Orillia kayak rentals
House rentals with a kayak

Lakefront Bungalow "Sunrise Bay" Kawartha Lakes

Royal Beach Lake House & Spa w/ Hot Tub & Sauna

Cozy Lakeside Cottage on Lake Scugog

Modern Waterfront Home on Georgian Bay w/ Hot Tub!

Couchiching Lake Retreat - Sauna! Near Downtown!

4-season Muskoka Lakefront w sandy entrance

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

Bluewood Lake Cottage
Cottage rentals with a kayak

CozyPeaceful LakeCottage HotTub Canada

Riverfront Cottage with HotTub Near Muskoka

Private & Modern Muskoka Lakefront Cottage w/ WiFi

Private Lakefront Cottage | Fishing, Canoe & Sauna

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

The Crown LakeFront

Luxury Lakefront | Sandy Beach, Hot Tub & Dock

Resort-Style Luxury Waterfront Cottage
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 White Cottage with infinity views

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 | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,304 | ﺩ.ﺇ 1,440 | ﺩ.ﺇ 929 | ﺩ.ﺇ 1,285 | ﺩ.ﺇ 1,039 | ﺩ.ﺇ 907 | ﺩ.ﺇ 1,535 | ﺩ.ﺇ 1,392 | ﺩ.ﺇ 1,127 | ﺩ.ﺇ 1,050 | ﺩ.ﺇ 808 | ﺩ.ﺇ 995 |
| 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
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Wasaga Beach Area
- Torrance Barrens Dark Sky Conservation Area
- Lakeridge Ski Resort
- Gull Lake
- Pigeon Lake
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Awenda Provincial Park
- Dagmar Ski Resort
- Scandinave Spa Blue Mountain
- Kee To Bala
- Burl's Creek Event Grounds
- Georgian Bay Islands National Park
- Menominee Lake
- Casino Rama Resort
- Taboo Muskoka Resort & Golf
- Wye Marsh Wildlife Centre
- Centennial Beach
- Bass Lake Provincial Park
- Three Mile Lake
- Balsam Lake Provincial Park





