
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 220 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!
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).

Couples retreat w/hot tub, kayak, dock, SUP
Escape to tranquility in this spacious, serene home, now offered at an affordable rate for couples seeking a private retreat. Enjoy exclusive access to the entire property. Nestled along a canal leading to Lake Simcoe, this stunning home features a fully-equipped kitchen, outdoor BBQ, and a cozy firepit. Unwind in your private hot tub overlooking the water, or relax in the comfortable living and dining area. With fast Wi-Fi and beautiful surroundings, it's the perfect romantic getaway.

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.

The Crown LakeFront
Welcome to the Crown Waterfront Cottage, 90 feet of a private Sandy clean beach, Pink Rock shoreline , clear water, no weed, Shallow water, Great for kids and adults. Relax with the whole family at this peaceful place to stay. All-season Lakefront cottage. Located on the east shore of Lake Couchiching, known for its beautiful sunsets. Perfect for boating/fishing and enjoying life's moments. In the town of Washago. 10 mins north of Casino Rama , 20 Min Costoc and Walmart

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.

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

Lakefront Bungalow "Sunrise Bay" Kawartha Lakes

Cozy Lakeside Cottage on Lake Scugog

Modern Waterfront Home on Georgian Bay w/ Hot Tub!

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

Beautiful Nine Mile Lake

Private & Modern Muskoka Lakefront Cottage w/ WiFi

Waterfront 3 BR Cottage 4 Seasons Gravenhurst Heat

Waterfront @Muskoka Pines /kayaks/bbq/firepit

Cottage on the Rocks - with Hot Tub and Sauna!

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

Lake days last longer-Muskoka Lakeside Cottage
Cabin rentals with a kayak

Oak Cabin on Sparrow Lake

Waterfront Cottage on Severn Falls

The Blue Cottage

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

The Beach Deck Retreat

Cozy Severn River Family Cottage

Sparrow Sunset Retreat Lakefront• Hot Tub • Dock

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 | 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
- Lakeridge Ski Resort
- Wasaga Beach Area
- Torrance Barrens Dark Sky Conservation Area
- Gull Lake
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Pigeon Lake
- Dagmar Ski Resort
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Burl's Creek Event Grounds
- Georgian Bay Islands National Park
- Kee To Bala
- Casino Rama Resort
- Menominee Lake
- Taboo Muskoka Resort & Golf
- Wye Marsh Wildlife Centre
- Centennial Beach
- Bass Lake Provincial Park
- Three Mile Lake
- Balsam Lake Provincial Park





