
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.
ValueOutdoor spacesLaundry

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.
ValueOutdoor spacesSleep quality

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.
ValueLocationWifi

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).
LocationOutdoor spacesQuiet

Muskoka Stunning Cottage On Little Lake
Surrounded by Little Lake, this gem provides a relaxing getaway with amazing water views. Spend your days peacefully rowing on the lake or having a picnic on the private beach, and your nights settling by a crackling fire. The home itself is plenty spacious for unwinding and getting a good night's sleep, views all-inclusive. Explore Port Severn Park right next door and play around in the public beach and splash pad. For more adventure, hike the beautiful Georgian Bay Islands National Park.
LocationOutdoor spacesParking

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
LocationOutdoor spacesIndoor spaces

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.
Outdoor spacesLocationQuiet

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!
LocationOutdoor spacesIndoor spaces

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.
Outdoor spacesValueDecor

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.
LocationValueHiking

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.
ValueLocationWalkability

FRIEND 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.
ValueOutdoor spacesBathroom
Popular amenities for Orillia kayak rentals
House rentals with a kayak

Lakefront Bungalow "Sunrise Bay" Kawartha Lakes
Outdoor spacesLocationAccess

Cozy Lakeside Cottage on Lake Scugog
ValueLocationView

Welcoming Waterfront Cottage
Outdoor spacesLocationNearby

Breathtaking 5 bedroom Waterfront Home W/ Hot Tub!
ValueLocationCondition

Couchiching Lake Retreat - Sauna! Near Downtown!
LocationOutdoor spacesKitchen

4-season Muskoka Lakefront w sandy entrance
LocationHospitalityAmenities

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

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

CozyPeaceful LakeCottage HotTub Canada
LocationOutdoor spacesGetting around

Private Lakefront Cottage | Fishing, Canoe & Sauna
ValueOutdoor spacesIndoor spaces

Cottage on the Rocks - with Hot Tub and Sauna!
Outdoor spacesValueCleanliness

Waterfront Paradise on the Georgian Bay
ValueLocationSleep quality

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

Lake days last longer-Muskoka Lakeside Cottage
ValueOutdoor spacesHeating

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

Forest Oasis in Tay w/Large Jacuzzi Hottub
LocationOutdoor spacesDecor
Cabin rentals with a kayak

Oak Cabin on Sparrow Lake
ValueLocationKitchen

Newly Renovated boathouse on Balsalm Lake
Outdoor spacesValueIndoor spaces

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

The Beach Deck Retreat
ValueOutdoor spacesPets

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

Misty River Cabin Private Waterfront Pet-Friendly!
ValueOutdoor spacesCleanliness

Muskoka Escape with Hot Tub, Waterfront & Firepit
LocationValueNearby

Charming Muskoka cottage, amazing views!
LocationOutdoor spacesAccess
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 925 | ﺩ.ﺇ 1,216 | ﺩ.ﺇ 1,127 | 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
- Wasaga Beach Area
- Snow Valley Ski Resort
- Torrance Barrens Dark Sky Conservation Area
- Mount St. Louis Moonstone
- Pigeon Lake
- Gull Lake
- Awenda Provincial Park
- Lakeridge Ski Resort
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Dagmar Ski Resort
- Scandinave Spa Blue Mountain
- Burl's Creek Event Grounds
- Casino Rama Resort
- Menominee Lake
- Kee To Bala
- Taboo Muskoka Resort & Golf
- Georgian Bay Islands National Park
- Sibbald Point Provincial Park
- Three Mile Lake
- Bass Lake Provincial Park
- Wye Marsh Wildlife Centre
- Centennial Beach





