
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 $90 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.

Lakefront | Hot Tub, Private Dock & Sandy Bottom
Luxury lakefront cottage on beautiful Lake Simcoe with a rare shallow sandy-bottom shoreline, private dock, and hot tub, perfect for swimming and family fun. Enjoy breathtaking sunsets, kayaking, paddleboarding, fishing, BBQ, and a fire pit. Ideal for family vacations and group getaways near Toronto, minutes from Hwy 404. Features 6 spacious bedrooms, 4 bathrooms, a fully equipped chef's kitchen, and a bright open-concept living area. Private, peaceful, and perfect for unforgettable memories.

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.

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.

Upscale Spa w/ Hot Tub-Private Sauna-Penthouse
Welcome to our most Dramatic & Romantic Penthouse Spa Getaway Suite! Reconnect with your loved one or celebrate that special milestone in our professionally designed to play with all your senses spa suite, this escape will leave you feeling refreshed and rejuvenated! Cozy up to any of 3 fire elements and then cleanse and detox in your own private in-suite Infrared Sauna! Cook up a gourmet meal in our fully equipped chef's dream kitchen and year round Weber BBQ for grilling!

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.

Private Lakefront Cottage | Fishing, Canoe & Sauna
Wake up to sparkling Lake Dalrymple views at our private lakefront cottage, just 1.5 hours from Toronto ☀️🌊 Swim, canoe, fish from the dock, BBQ, or relax by the water. After a lake day, enjoy the outdoor barrel sauna 🧖♂️ or gather by the lakeside firepit 🔥 for sunsets, s’mores, and stargazing ✨ Inside features AC, a full kitchen, Netflix, games, record player, and stunning lake views. Perfect for couples & families seeking a fun, relaxing summer escape.

Waterfront cottage on quiet Spence lake
Lovely cottage on quiet Spence Lake, wide space, waterfront, Hot tub, easy access, large patio, walkout basement to a spacious backyard and spectacular lake view, fire pit. Perfect fit for someone looking for a quiet get away. Not ideal for party or loud music/loud noise. Well equipped Kitchen with all appliances, toaster and microwave. Close to town with options for restaurants and shopping. Professionally cleaned and sanitized between guests

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.

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 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.
Popular amenities for Orillia kayak rentals
House rentals with a kayak

Secluded Muskoka A-Frame | Hot Tub, Dock, Firepit

Modern Waterfront Home on Georgian Bay w/ Hot Tub!

Ski, Swim, Soak, Boat & Golf

Cozy Lakeside Cottage on Lake Scugog

The Muskoka River Homestead

Muskoka Hideaway-hot tub/private trails/wood stove

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

Couchiching Lake Retreat - Sauna! Near Downtown!
Cottage rentals with a kayak

Waterfront Paradise on the Georgian Bay

Muskoka Stunning Cottage On Little Lake

Resort-Style Luxury Waterfront Cottage

Waterfront Cottage sauna/golf/kayaks/beach/games

CozyPeaceful LakeCottage HotTub Canada

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

Mistywood Cottage

Cottage on the Rocks - with Hot Tub and Sauna!
Cabin rentals with a kayak

Cozy, Quirky and Modern Lakefront Cottage

Forest Cabin 90 steps to the beach

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

Oak Cabin on Sparrow Lake

MCM Muskoka Cabin + Sauna + Fire Pit + Lake Access

Muskoka Escape with Hot Tub, Waterfront & Firepit

Newly Renovated boathouse on Balsalm Lake

Waterfront Cabin W/ Indoor Hot Tub, 90 min to GTA
When is the best time to visit Orillia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $355 | $392 | $253 | $252 | $331 | $307 | $418 | $379 | $307 | $286 | $220 | $271 |
| Avg. temp | 19°F | 20°F | 30°F | 42°F | 54°F | 63°F | 68°F | 66°F | 60°F | 48°F | 37°F | 26°F |
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