
Holiday rentals with a kayak in Penetanguishene
Find and book unique kayak rentals on Airbnb
Quick stats about holiday rentals with a kayak in Penetanguishene

Total holiday rentals
Explore 20 holiday rentals in Penetanguishene

Nightly prices starting at
Penetanguishene holiday rentals start at $126 AUD per night before taxes and fees

Verified guest reviews
Over 840 verified reviews to help you choose

Family-friendly holiday rentals
20 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 Penetanguishene holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Penetanguishene rentals

4.8 Average rating
Penetanguishene stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated Accommodation with a Kayak in Penetanguishene
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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.
4.84 out of 5 average rating, 191 reviews
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.
4.96 out of 5 average rating, 182 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
The Bay View Cottage w/hot tub
Welcome to our 4 season, 2 family cottage with Georgian Bay views and a hot tub. 3 min walk to the cutest small beach that has stunning sunsets, 12 min to Awenda Provincial Park which has great hiking, beaches, biking and winter activities. Short drive to Balm Beach. Downtown Midland has great restaurants and everything a quaint downtown has to offer. Winter has so much to offer including ice fishing, OFSC snowmobile trails, cross country skiing and much more. Max occupancy is 8 adults.
4.84 out of 5 average rating, 166 reviews
Secluded Lakeside Retreat - Atkins Hideaway
Tucked in the heart of Muskoka, this handcrafted timber frame cabin rests alongside a scenic spring-fed lake, surrounded by 8 acres of private forest. Only 10 minutes from Bracebridge, enjoy serene lake life and natural beauty while remaining close to town amenities, local shops, and eateries. Enjoy private dock relaxation, cozy cabin comforts, and outdoor fires. A Provincial Park Day Pass is included (*security deposit required) for added adventure. Come relax, recharge and reconnect.
5.0 out of 5 average rating, 290 reviews
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.
4.99 out of 5 average rating, 185 reviews
Waterfront Boutique Cottage Getaway
Welcome to your cozy and relaxing cottage getaway in Muskoka. Situated on the serene waters of Bass Lake, explore the nearby town of Port Carling - known for its Snowmobiling Trails, Charming Shops, Restaurants, and stunning Lakeside View. A short walk to Bass Lake Roadhouse Restaurant. This home is surrounded by lush trees and stunning views of the water, it is the perfect blend of rustic charm and modern amenities to make your stay comfortable and enjoyable all year round.
4.89 out of 5 average rating, 159 reviews
Gorgeous Muskoka Getaway on stunning private lake
Enjoy the perfect cozy Muskoka cottage "The Perch" on a beautiful private lake. This family and pet-friendly home is your year-round retreat. Your family will be close to everything when you stay at this centrally located place but you will feel like you are at a peaceful cottage surrounded by nature. With all of the amenities that you would need, you will find that The Perch is everything you are looking for to create memories with friends, families or a loved ones.
4.99 out of 5 average rating, 157 reviews
Beautiful Beachfront Cottage.
Township of Tiny License Number: STRTT-2026-110 Enjoy our all-season paradise only 1.5 hours north of Toronto! In summer, enjoy the sandy beach waterfront with incredible views of Georgian Bay with the Town of Penetanguishene, and all its historic charm, only 20 minutes away! In winter, enjoy all the area has to offer with incredible OFSC groomed snowmobile trails and amazing ski resorts less than an hour away! *Contract to be sent and signed prior to stay.
4.97 out of 5 average rating, 116 reviews
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.
4.97 out of 5 average rating, 258 reviews
The Hudson - Riverside Cabin, Bracebridge
Tucked along the Muskoka River and thoughtfully reimagined, The Hudson is a moody, design-forward escape that blends classic Muskoka charm with timeless Ralph Lauren–inspired style. Rich wood tones, layered textures, and curated details create a cozy yet elevated atmosphere—perfect for couples looking to unwind in a space that feels both refined and relaxed. For more photos and information visit us thehudson.riversidecabin
4.91 out of 5 average rating, 379 reviews
Cider Haus | Lakefront Sauna & Fenced Yard
Welcome to Cider Haus, a quaint four-season Muskoka cottage on Brandy Lake, just five minutes from Port Carling. Spend summer days swimming and paddling, unwind in the lake-view sauna, and gather around the natural-stone fireplace when the weather turns cool. With a fully fenced yard, equipped kitchen, and thoughtful comforts throughout, it's a welcoming lakefront retreat for couples, friends, families and pets.
4.95 out of 5 average rating, 196 reviewsPopular amenities for Penetanguishene kayak rentals
Holiday House Rentals with a Kayak

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
Relaxing fall getaway / games room
4.94 out of 5 average rating, 112 reviews
Welcoming Waterfront Cottage
4.95 out of 5 average rating, 41 reviews
Sunset Beach House with POOL
4.89 out of 5 average rating, 63 reviews
Lakefront Bungalow "Sunrise Bay" Kawartha Lakes
4.96 out of 5 average rating, 54 reviews
[Casa Luna]Chic Lakehouse| BBQ|HotTub|LakeViews
4.84 out of 5 average rating, 51 reviewsCottages with a kayak

Lake Muskoka Waterfront | Hot Tub | 200' Shoreline
4.95 out of 5 average rating, 154 reviews
Muskoka Waterfront Cabin w/ pool table&Falls view
4.85 out of 5 average rating, 198 reviews
Lakefront | Private Dock, Sandy Beach & Hot Tub
4.91 out of 5 average rating, 304 reviews
Resort-Style Luxury Waterfront Cottage
4.96 out of 5 average rating, 145 reviews
Marrakahshe Retreat | Luxury Sauna, Beach & Yurt
4.93 out of 5 average rating, 179 reviews
CARL in Muskoka: Waterfront Cottage with Hot Tub
4.95 out of 5 average rating, 180 reviews
Private & Modern Muskoka Lakefront Cottage w/ WiFi
4.95 out of 5 average rating, 146 reviews
Lakefront Cottage with Sauna and Steam Room
4.96 out of 5 average rating, 252 reviewsCabin rentals with a kayak

Sparrow Sunset Retreat Lakefront• Hot Tub • Dock
4.8 out of 5 average rating, 132 reviews
Beautiful Vacation Home with a Large Backyard.
4.83 out of 5 average rating, 116 reviews
Forest Cabin 90 steps to the beach
4.89 out of 5 average rating, 357 reviews
Luxury Cottage with Hot Tub
5.0 out of 5 average rating, 9 reviews
Beautiful Six Mile Lake Muskoka
4.88 out of 5 average rating, 33 reviews
Charming Muskoka cottage, amazing views!
4.95 out of 5 average rating, 58 reviews
MCM Muskoka Cabin + Sauna + Fire Pit + Lake Access
4.99 out of 5 average rating, 85 reviews
The White Cottage with infinity views
4.96 out of 5 average rating, 52 reviewsWhen is the best time to visit Penetanguishene?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $329 AUD | $326 AUD | $289 AUD | $278 AUD | $330 AUD | $327 AUD | $288 AUD | $317 AUD | $223 AUD | $258 AUD | $184 AUD | $225 AUD |
| 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
- Torrance Barrens Dark Sky Conservation Area
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Killbear Provincial Park
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- 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
- Cobble Beach Golf Resort Community
- Couchiching Beach Park
- Burl's Creek Event Grounds
- Kee To Bala
- Craigleith Provincial Park
- South Muskoka Curling and Golf Club





