
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 $154 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Orillia holiday 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 Accommodation with a Kayak in Orillia
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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!
Outdoor spacesLocationHospitality

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 spacesLocationAmenities

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.
LocationValueGetting around

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.
Outdoor spacesLocationCondition

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 spacesLong stay

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.
ValueLocationParking

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
Outdoor spacesValueLayout

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.
ValueOutdoor spacesCheck-in

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.
LocationValueAccess

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.
LocationValueParking

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.
LocationValueBiking

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.
ValueOutdoor spacesComfort
Popular amenities for Orillia kayak rentals
Holiday House Rentals with a Kayak

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

Modern Waterfront Home on Georgian Bay w/ Hot Tub!
LocationValueSleep quality

Ski, Swim, Soak, Boat & Golf
LocationValueLayout

Cozy Lakeside Cottage on Lake Scugog
LocationOutdoor spacesCleanliness

The Muskoka River Homestead
Outdoor spacesLocationQuiet

Muskoka Hideaway-hot tub/private trails/wood stove
LocationOutdoor spacesNearby

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

Couchiching Lake Retreat - Sauna! Near Downtown!
Outdoor spacesLocationAccuracy
Cottages with a kayak

Waterfront cottage on quiet Spence lake
Outdoor spacesValueLayout

Mistywood Cottage
ValueLocationAmenities

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

Waterfront Paradise on the Georgian Bay
Outdoor spacesValueBathroom

Couples retreat w/hot tub, kayak, dock, firepit
ValueLocationQuiet

Ultimate Georgian Bay Vacation Getaway
ValueOutdoor spacesAmenities

Resort-Style Luxury Waterfront Cottage
LocationValueGetting around

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

Cozy, Quirky and Modern Lakefront Cottage
ValueOutdoor spacesBathroom

Forest Cabin 90 steps to the beach
Outdoor spacesLocationAmenities

Vintage Hollywood Cabin: Hot Tub/ BBQ/Sauna/ Beach
ValueLocationCheck-in

Oak Cabin on Sparrow Lake
LocationValueAmenities

MCM Muskoka Cabin + Sauna + Fire Pit + Lake Access
ValueOutdoor spacesLayout

Muskoka Escape with Hot Tub, Waterfront & Firepit
LocationOutdoor spacesCondition

Newly Renovated boathouse on Balsalm Lake
LocationOutdoor spacesAccess

Waterfront Cabin W/ Indoor Hot Tub, 90 min to GTA
ValueOutdoor spacesBeach
When is the best time to visit Orillia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $606 NZD | $669 NZD | $432 NZD | $430 NZD | $565 NZD | $524 NZD | $713 NZD | $647 NZD | $524 NZD | $488 NZD | $375 NZD | $462 NZD |
| 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
- Niagara Falls Holiday rentals
- Brampton 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
- Apartment rentals Orillia
- Waterfront rentals Orillia
- Rentals with beach access Orillia
- Beachfront rentals Orillia
- Rentals with lake access Orillia
- Cottage rentals Orillia
- Pet-friendly rentals Orillia
- Rentals with pools Orillia
- Rentals with a kayak Simcoe County
- Rentals with a kayak Ontario
- Rentals with a kayak Canada
- 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





