
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 €78 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.

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
4.98 out of 5 average rating, 235 reviews
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.
4.95 out of 5 average rating, 180 reviews
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!
4.96 out of 5 average rating, 144 reviews
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).
4.97 out of 5 average rating, 176 reviews
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.
4.98 out of 5 average rating, 156 reviews
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
4.92 out of 5 average rating, 141 reviews
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!
4.96 out of 5 average rating, 187 reviews
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.
4.91 out of 5 average rating, 303 reviews
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.
4.93 out of 5 average rating, 130 reviews
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.
4.93 out of 5 average rating, 175 reviews
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
4.99 out of 5 average rating, 135 reviews
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.
4.86 out of 5 average rating, 150 reviewsPopular amenities for kayak rentals in Orillia
House rentals with a kayak

Modern Waterfront Home on Georgian Bay w/ Hot Tub!
4.88 out of 5 average rating, 113 reviews
Ski, Swim, Soak, Boat & Golf
4.85 out of 5 average rating, 113 reviews
Secluded Muskoka A-Frame | Hot Tub, Dock, Firepit
4.95 out of 5 average rating, 140 reviews
The Muskoka River Homestead
4.92 out of 5 average rating, 252 reviews
Cozy Lakeside Cottage on Lake Scugog
4.93 out of 5 average rating, 141 reviews
Relaxing fall getaway / games room
4.94 out of 5 average rating, 112 reviews
Muskoka Hideaway-hot tub/private trails/wood stove
4.94 out of 5 average rating, 464 reviews
[Casa Luna] Chic Lakehouse | BBQ | HotTub | LakeViews
4.84 out of 5 average rating, 51 reviewsCottage rentals with a kayak

Marrakahshe Retreat | Luxury Sauna, Beach & Yurt
4.93 out of 5 average rating, 179 reviews
Waterfront Paradise on the Georgian Bay
4.84 out of 5 average rating, 191 reviews
Private & Modern Muskoka Lakefront Cottage w/ WiFi
4.94 out of 5 average rating, 145 reviews
Tiny Luxury Cottage with Hot Tub
4.99 out of 5 average rating, 185 reviews
Beautiful Beachfront Cottage.
4.97 out of 5 average rating, 116 reviews
Ultimate Georgian Bay Vacation Getaway
4.96 out of 5 average rating, 182 reviews
Beautiful Nine Mile Lake
4.97 out of 5 average rating, 258 reviews
Cottage on the Rocks - with Hot Tub and Sauna!
4.96 out of 5 average rating, 134 reviewsCabin rentals with a kayak

Forest Cabin 90 steps to the beach
4.89 out of 5 average rating, 357 reviews
Cozy, Quirky and Modern Lakefront Cottage
4.92 out of 5 average rating, 226 reviews
The Beach Cabin: Hot Tub/BBQ/ Sauna/Waterfront
4.95 out of 5 average rating, 102 reviews
Oak Cabin on Sparrow Lake
4.89 out of 5 average rating, 76 reviews
Waterfront Cabin W/ Indoor Hot Tub, 90 min to GTA
4.82 out of 5 average rating, 67 reviews
The White Cottage with infinity views
4.96 out of 5 average rating, 52 reviews
Lake view house
4.7 out of 5 average rating, 23 reviews
Newly Renovated boathouse on Balsalm Lake
5.0 out of 5 average rating, 33 reviewsWhen is the best time to visit Orillia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €309 | €342 | €220 | €220 | €288 | €267 | €364 | €330 | €267 | €249 | €192 | €236 |
| 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 |
Destinations to explore
- Montreal Holiday rentals
- Pittsburgh Holiday rentals
- Cleveland Holiday rentals
- Niagara Falls Holiday rentals
- Detroit Holiday rentals
- Mississauga Holiday rentals
- Mont-Tremblant Holiday rentals
- Buffalo Holiday rentals
- Brampton Holiday rentals
- Niagara Falls Holiday rentals
- London Holiday rentals
- Prince Edward Holiday rentals
- Rentals with a hot tub Orillia
- House rentals Orillia
- Family-friendly rentals Orillia
- Cabin rentals Orillia
- Flat rentals Orillia
- Waterfront rentals Orillia
- Beachfront rentals Orillia
- Rentals with beach access Orillia
- Cottage rentals Orillia
- Pet-friendly rentals Orillia
- Rentals with pools Orillia
- Rentals with lake access Orillia
- Rentals with a kayak Simcoe County
- Rentals with a kayak Ontario
- Rentals with a kayak Canada
- Blue Mountain Village
- Wasaga Beach Area
- Torrance Barrens Dark Sky Conservation Area
- Mount St. Louis Moonstone
- Pigeon Lake
- Gull Lake
- Awenda Provincial Park
- Lakeridge Ski Resort
- Scandinave Spa Blue Mountain
- Dagmar Ski Resort
- Menominee Lake
- Casino Rama Resort
- Georgian Bay Islands National Park
- Sibbald Point Provincial Park
- Three Mile Lake
- Bass Lake Provincial Park
- Wye Marsh Wildlife Centre
- Centennial Beach
- Sunset Point Park
- Innisfil Beach Park
- Couchiching Beach Park
- Burl's Creek Event Grounds
- Kee To Bala
- Craigleith Provincial Park





