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Holiday rentals with a kayak in Orillia

Find and book unique kayak rentals on Airbnb

Quick stats about holiday rentals with a kayak in Orillia

  • Total holiday rentals

    Explore 20 holiday rentals in Orillia

  • Nightly prices starting at

    Orillia holiday rentals start at €79 per night before taxes and fees

  • Verified guest reviews

    Over 980 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Orillia holiday rentals include wifi 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 rentals with kayak in Orillia

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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Guest favourite
A tranquil lakeside dock is highlighted under a colorful sunset, with four chairs positioned for optimal viewing. The still water reflects the vibrant hues of the sky, creating a serene atmosphere. Lush greenery borders the scene, enhancing the natural beauty.
Cottage in Severn Bridge

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

Outdoor spacesLocationLong stay

4.98 out of 5 average rating, 236 reviews
Top guest favourite
A spacious hot tub overlooks the Severn River, surrounded by greenery. Chairs are positioned nearby on the grassy lawn, providing a relaxing space to enjoy the water views and sunshine. The calming river scene features boats gently cruising by, enhancing the outdoor experience.
Cottage in Severn Bridge

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.

LocationOutdoor spacesGrill

4.95 out of 5 average rating, 181 reviews
Superhost
The cottage is situated on a well-maintained lawn, framed by trees, with a spacious deck accessible via a stone pathway. Colorful kayaks and a paddle boat are visible by the water, and the sky displays a warm sunset with varying shades of orange and purple.
Cottage in Waubaushene

Waterfront Paradise on the Georgian Bay

This beautiful cottage of 2950sqft faces a breathtaking view of the Georgian Bay with over 105ft of lakefront. During the summer, this cottage is perfect for ATV and bike trails, wateractivities and fishing. The cottage includes kayaks and a paddle board for the guests to enjoy. During the winter, the cottage is ideal for ice fishing and is only a 13 minute drive to Mount St. Louis skiing. Under 10 minute driving distance to beaches, Tim Horton’s, LCBO, gas station, ice cream parlour and more.

LocationValueQuiet

4.84 out of 5 average rating, 191 reviews
Top guest favourite
Cottage in Georgina

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!

LocationValueWifi

4.96 out of 5 average rating, 145 reviews
Guest favourite
A peaceful beach scene captures the soft sand shoreline leading to the water's edge. Gentle waves lap at the shore, and the sky is filled with warm sunset hues. A cottage is visible in the background, nestled among trees, enhancing the serene atmosphere.
Cottage in Tiny

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.

ValueOutdoor spacesPets

4.96 out of 5 average rating, 182 reviews
Guest favourite
A cozy living area features two armchairs and a comfortable sofa, arranged around a central coffee table. Large windows allow natural light to illuminate the space, showcasing views of the surrounding woods. A television and a stylish lamp enhance the room's functionality.
Cottage in Washago

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).

Outdoor spacesLocationDecor

4.97 out of 5 average rating, 176 reviews
Top guest favourite
A tranquil lakeside view displays a spacious cottage with large windows, reflecting on the calm water. Surrounding trees and a clear blue sky add to the serene atmosphere, inviting relaxation and enjoyment of the natural beauty.
Cottage in Georgian Bay

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.

Outdoor spacesValueSleep quality

4.98 out of 5 average rating, 156 reviews
Guest favourite
A spacious cottage is set against a lush green backdrop, featuring a distinct barrel sauna nearby. A manicured lawn hosts a small putting green with flags, alongside several lounge chairs. The architecture blends modern and natural elements, creating an inviting outdoor environment.
Cottage in Washago

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 spacesPets

4.92 out of 5 average rating, 141 reviews
Top guest favourite
Apartment in Innisfil

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 spacesCondition

4.96 out of 5 average rating, 188 reviews
Top guest favourite
Cottage in Georgina

Lakefront | Private Dock, Sandy Beach & Hot Tub

Lake Simcoe waterfront cottage with a rare shallow sandy-bottom shoreline, private dock, and hot tub. Enjoy swimming, kayaking, paddleboarding, fishing, BBQs, fire pit evenings, and breathtaking sunsets. Perfect for family vacations, holiday getaways, and groups near Toronto, just minutes from Hwy 404. Features 6 bedrooms, 4 bathrooms, a fully equipped kitchen, and spacious indoor and outdoor areas. Private, peaceful, and ideal for year-round Lake Simcoe getaways.

LocationValueView

4.91 out of 5 average rating, 304 reviews
Top guest favourite
Cottage in Washago

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.

LocationValueBathroom

4.93 out of 5 average rating, 175 reviews
Top guest favourite
The cottage is perched high among trees, illuminated by warm lights at twilight. A waterfront deck is visible below, extending over Moore Lake, with soft reflections on the water. The moon casts a gentle glow over the serene landscape.
Cottage in Minden

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

LocationOutdoor spacesKitchen

4.99 out of 5 average rating, 135 reviews

Popular amenities for kayak rentals in Orillia

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a kayak

Superhost
A hot tub is situated under a wooden gazebo, featuring railings and a ceiling adorned with decorative elements. Sunlight illuminates the scene, highlighting the inviting water surface. A view of the snowy landscape and frozen lake extends in the background, enhancing the serene atmosphere.
Home in Elmvale

Ski, Swim, Soak, Boat & Golf

LocationValueSkiing

4.85 out of 5 average rating, 113 reviews
Guest favourite
The kitchen features dark wooden cabinetry and a spacious island with seating. A full range of stainless steel appliances are visible, including a refrigerator and stove. Ambient lighting from pendant fixtures enhances the open layout, which combines dining and kitchen areas beneath a vaulted wooden ceiling.
Home in Port Mcnicoll

Spectacular Waterfront 3 Bedroom Home!

LocationValuePets

4.95 out of 5 average rating, 288 reviews
Top guest favourite
The custom-built A Frame cabin is set amidst lush greenery, featuring a striking black exterior and a distinctive peaked roof. A spacious deck extends at the front, furnished with seating, and surrounded by nature for a serene environment.
Home in Bracebridge

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

LocationValueComfort

4.95 out of 5 average rating, 140 reviews
Top guest favourite
The calm water reflects an array of trees along the shoreline, showcasing a blend of green and vibrant autumn foliage. The sky above features soft clouds, enhancing the tranquil atmosphere of the river setting.
Home in Bracebridge

The Muskoka River Homestead

Outdoor spacesValueGetting around

4.92 out of 5 average rating, 252 reviews
Guest favourite
A spacious backyard features a fire pit surrounded by four adirondack chairs. The cottage showcases large windows and a deck with outdoor dining furniture and an umbrella. Two kayaks are stored nearby, adding to the lakefront atmosphere.
Home in Kawartha Lakes

Cozy Lakeside Cottage on Lake Scugog

Outdoor spacesValueWifi

4.93 out of 5 average rating, 141 reviews
Top guest favourite
A well-maintained front yard features lush green grass, framed by trees. The entrance of the home is highlighted by a gray facade and a distinctive yellow accent above the doorway. Well-kept shrubs are positioned on either side of the path leading to the entrance.
Home in Wasaga Beach

Relaxing fall getaway / games room

Outdoor spacesValueCondition

4.94 out of 5 average rating, 112 reviews
Guest favourite
Home in Bracebridge

Muskoka Hideaway-hot tub/private trails/wood stove

LocationOutdoor spacesCleanliness

4.94 out of 5 average rating, 464 reviews
Guest favourite
The cottage exterior is illuminated at dusk, showcasing its modern design. Large windows reveal the open-concept interior, while a spacious deck offers seating options. The surrounding landscape features a manicured lawn and trees in the background, enhancing the serene lakeside setting.
Home in Orillia

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

LocationOutdoor spacesParks

4.84 out of 5 average rating, 51 reviews

Cottage rentals with a kayak

Guest favourite
Cottage in Gravenhurst

Marrakahshe Retreat | Luxury Sauna, Beach & Yurt

Outdoor spacesValueFamily

4.93 out of 5 average rating, 180 reviews
Top guest favourite
A modern cottage is set against a backdrop of tall trees, featuring a large wraparound deck illuminated by warm lights. A fire pit sits on a granite outcrop, surrounded by outdoor chairs. The peaceful evening sky casts a calm ambiance over the scene.
Cottage in Bracebridge

Tiny Luxury Cottage with Hot Tub

Outdoor spacesLocationHot tub

4.99 out of 5 average rating, 186 reviews
Top guest favourite
A wooden dock extends over calm waters, framed by lush forests and rocky shores. Two adirondack chairs face the sunset, inviting a moment of connection. Vibrant hues of orange and purple fill the sky, reflecting gently on the water's surface.
Cottage in Gravenhurst

Private & Modern Muskoka Lakefront Cottage w/ WiFi

LocationOutdoor spacesAccuracy

4.95 out of 5 average rating, 146 reviews
Top guest favourite
A unique wooden sauna, shaped like a barrel, is placed on a grassy area by the lake. Above, a clear night sky is filled with bright stars, providing a serene backdrop. Nearby, lounge chairs are arranged on the lawn, with trees lining the water’s edge.
Cottage in Coldwater

Cottage on the Rocks - with Hot Tub and Sauna!

Outdoor spacesValueCheckout

4.96 out of 5 average rating, 134 reviews
Top guest favourite
A serene waterfront view is presented from a deck, showcasing calm water surrounded by lush green trees. Comfortable seating arrangements are visible, creating a perfect spot for relaxation while enjoying the natural landscape.
Cottage in Torrance

Beautiful Nine Mile Lake

ValueOutdoor spacesCheck-in

4.97 out of 5 average rating, 258 reviews
Guest favourite
Cottage in Georgina

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

LocationOutdoor spacesParks

4.9 out of 5 average rating, 218 reviews
Guest favourite
The living area features a plush blue sofa paired with a modern coffee table, creating a comfortable seating arrangement. Large windows offer views of the lake, allowing natural light to fill the space. Simple decor elements enhance the inviting environment.
Cottage in Sebright

Private Lakefront Cottage | Fishing, Canoe & Sauna

ValueLocationCheck-in

4.93 out of 5 average rating, 132 reviews
Top guest favourite
A stone patio leads to a sandy beach, featuring a seating area with red chairs overlooking Georgian Bay. The calm water is visible in the background, framed by trees and large rocks, with yellow kayaks positioned along the shore.
Cottage in Tiny

Beautiful Beachfront Cottage.

ValueOutdoor spacesCleanliness

4.97 out of 5 average rating, 116 reviews

Cabin rentals with a kayak

Guest favourite
A queen-sized bed is surrounded by a delicate canopy, with colorful patterned pillows adding a touch of charm. Soft morning light filters through two windows, illuminating the wooden floor and a bedside table with a lamp and small plant. A leafy plant hangs near the window.
Cabin in Gravenhurst

Forest Cabin 90 steps to the beach

LocationOutdoor spacesIndoor spaces

4.89 out of 5 average rating, 358 reviews
Guest favourite
A lakefront cottage is set on a grassy area beside the water, featuring a wooden dock extending toward the lake. The exterior shows a welcoming porch and surrounding trees provide shade. Stone borders accentuate the shoreline, creating a natural beach-like atmosphere.
Cabin in Nestleton Station

Cozy, Quirky and Modern Lakefront Cottage

ValueLocationAccuracy

4.91 out of 5 average rating, 227 reviews
Top guest favourite
A cozy living area features a rustic wooden coffee table adorned with two candle holders. A mounted TV is positioned above a stylish wood-burning stove, complemented by a tall indoor plant and white decor accents.
Cabin in Norland

The Beach Cabin: Hot Tub/BBQ/ Sauna/Waterfront

LocationValueAccuracy

4.95 out of 5 average rating, 102 reviews
Guest favourite
A serene waterfront view features a sandy beach area with calm waters, a wooden dock extending into the lake, and kayaks resting nearby. Lush greenery surrounds the cabin, enhancing the natural scenery and providing a peaceful setting for relaxation.
Cabin in Severn Bridge

Oak Cabin on Sparrow Lake

LocationOutdoor spacesSkiing

4.89 out of 5 average rating, 76 reviews
Top guest favourite
Cabin in Severn

Muskoka Escape with Hot Tub, Waterfront & Firepit

Outdoor spacesLocationComfort

5.0 out of 5 average rating, 38 reviews
Guest favourite
An open indoor/outdoor porch is featured, showcasing a large dining table surrounded by chairs and string lights overhead. Comfortable seating areas are arranged around a cozy lounge space, with wooden flooring enhancing the inviting atmosphere. Large windows allow for natural light and views of the outdoors.
Cabin in Sebright

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

LocationValueAir conditioning

4.82 out of 5 average rating, 68 reviews
Superhost
Cabin in Township Of Brock

Lake view house

Outdoor spacesValueGrill

4.71 out of 5 average rating, 24 reviews
Top guest favourite
A bright and airy living area features large windows revealing serene lake views. A comfortable light-colored sofa faces a wooden coffee table, complemented by a woven ottoman. Soft curtains frame the windows, while a small dining table and a potted plant add a touch of warmth.
Cabin in Elmvale

The White Cottage with infinity views

LocationOutdoor spacesCondition

4.96 out of 5 average rating, 52 reviews

When is the best time to visit Orillia?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price€312€344€222€221€291€270€367€333€270€251€193€238
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°C-3°C

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