
Vacation rentals with a kayak in Orillia
Find and book unique kayak rentals on Airbnb
Top-rated kayak rentals in Orillia
Guests agree: these kayak rentals 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

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.

Resort-Style Luxury Waterfront Cottage
Experience luxury at our 5-star, Superhost-rated waterfront cottage on Lake Simcoe, just 80 KM from Toronto! A guest favorite, it offers breathtaking sunsets and sunrises from the living room and loft. Relax on the sandy beach with waist-deep waters, and enjoy the patio, BBQ, bar, lounge, kayaking, and fishing. With a fully equipped kitchen, 3 bedrooms, and 2 bathrooms, it comfortably accommodates up to 8 guests. Book your dream getaway today for the perfect blend of relaxation and adventure!

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).

Log Cabin on the Lake Bed and Breakfast
Log Cabin on the Lake Bed and Breakfast We provide a 1st morning continental breakfast A Lakefront getaway for couples with an amazing view. Experience tiny home living in a custom built Log Cabin. Landscaping provides privacy for all parties (owner next door) we have parking for a boat , with 2 launches within 5 min. One into Morrison Lake the other into the Trent Severn . cross country skiing, ice fishing, water skiing swimming boating. Ready to escape, our Log Cabin could be it.

Secluded Lakeside Retreat - Atkins Hideaway
Tucked in the heart of Muskoka, this handcrafted timber frame cabin rests alongside a scenic spring-fed lake, surrounded by 8 acres of private forest. Only 10 minutes from Bracebridge, enjoy serene lake life and natural beauty while remaining close to town amenities, local shops, and eateries. Enjoy private dock relaxation, cozy cabin comforts, and outdoor fires. A Provincial Park Day Pass is included (*security deposit required) for added adventure. Come relax, recharge and reconnect.

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

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.

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.

All Season Muskoka Retreat on Sparrow Lake
Perfect retreat only 1.5 hour drive from Toronto. Our cottage is situated on a quiet bay with 165 feet of Lake Frontage. The cottage is about 1400 sq ft with a large deck. There are 3 bedrooms inside the cottage and sleeps up to 8. There is also a Bunkie with a sofa that turns into a full bed for added sleeping space in the summer. It has a large lawn that leads all the way to the dock and sandy, shallow waterfront.
Popular amenities for Orillia kayak rentals
House rentals with a kayak

Lakefront Bungalow "Sunrise Bay" Kawartha Lakes

River's End: Explore the river by kayak or canoe!

2 min walk to the lake & 20 min drive to Blue Mnt

Couchiching Lake Retreat - Sauna! Near Downtown!

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

Life is Better at the Cottage

Bluewood Lake Cottage

Ski, Swim, Soak, Boat & Golf
Cottage rentals with a kayak

Waterfront cottage on quiet Spence lake

Lakeview Oasis 4-bedroom Cottage with Jacuzzi

Waterfront @Muskoka Pines /kayaks/bbq/firepit

Waterfront Paradise on the Georgian Bay

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

Secluded Cottage on a Private Lake

Cottage on the lake

3BR on Lake Simcoe | Gorgeous Views 1hr From City
Cabin rentals with a kayak

Oak Cabin on Sparrow Lake

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

Waterfront Muskoka Cottage | Hot Tub, BBQ & Canoes

Beautiful Vacation Home with a Large Backyard.

Beautiful Six Mile Lake Muskoka

Sparrow Sunset Retreat Lakefront• Hot Tub • Dock

Misty River Cabin Private Waterfront Pet-Friendly!

Muskoka Escape with Hot Tub, Waterfront & Firepit
When is the best time to visit Orillia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$74,260 GYD | G$81,999 GYD | G$52,923 GYD | G$73,214 GYD | G$59,199 GYD | G$51,668 GYD | G$87,438 GYD | G$79,280 GYD | G$64,219 GYD | G$59,826 GYD | G$46,020 GYD | G$56,688 GYD |
| 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 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 G$12,551 GYD per night before taxes and fees

Verified guest reviews
Over 870 verified reviews to help you choose

Family-friendly vacation rentals
20 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!
Destinations to explore
- Montreal Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Mississauga Vacation rentals
- Island of Montreal Vacation rentals
- Northeast Ohio Vacation rentals
- Grand River Vacation rentals
- St. Catharines Vacation rentals
- Niagara Falls Vacation rentals
- Pittsburgh Vacation rentals
- Erie Canal Vacation rentals
- Detroit Vacation rentals
- Rentals with outdoor seating Orillia
- Beachfront rentals Orillia
- House rentals Orillia
- Rentals with a patio Orillia
- Rentals with a hot tub Orillia
- Family-friendly rentals Orillia
- Rentals with beach access Orillia
- Cabin rentals Orillia
- Rentals with a washer and dryer Orillia
- Rentals with lake access Orillia
- Waterfront rentals Orillia
- Pet-friendly rentals Orillia
- Rentals with a fireplace Orillia
- Apartment rentals Orillia
- Rentals with a fire pit Orillia
- Rentals with pools Orillia
- Cottage rentals Orillia
- Rentals with a kayak Simcoe County
- Rentals with a kayak Ontario
- Rentals with a kayak Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Lakeridge Ski Resort
- Osler Bluff Ski Club
- Pigeon Lake
- Gull Lake
- Devil's Glen Country Club
- Dagmar Ski Resort
- Georgian Bay Islands National Park
- Torrance Barrens Dark Sky Conservation Area
- Three Mile Lake
- Scandinave Spa Blue Mountain
- Burl's Creek Event Grounds
- Menominee Lake
- Wasaga Beach Area
- Awenda Provincial Park
- Wye Marsh Wildlife Centre
- Kee To Bala
- Casino Rama Resort
- Centennial Beach
- Balsam Lake Provincial Park
- Bass Lake Provincial Park
- Sunset Point Park





