
Vacation rentals with a kayak in Penetanguishene
Find and book unique kayak rentals on Airbnb
Quick stats about vacation rentals with a kayak in Penetanguishene

Total vacation rentals
Explore 20 vacation rentals in Penetanguishene

Nightly prices starting at
Penetanguishene vacation rentals start at G$20,920 GYD per night before taxes and fees

Verified guest reviews
Over 770 verified reviews to help you choose

Family-friendly vacation rentals
10 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 Penetanguishene vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Penetanguishene rentals

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

Muskoka Clearwater Log Cabin & Sauna
Nestled on the tranquil Clear Lake system just north of Lake Joseph, this Muskoka Log Cabin, built in 1938 by RW Wilson, offers an extraordinary retreat. This rustic, southern-facing cabin features crystal-clear waters, historic tall pines, a wood-fired sauna, and a private dock for a rare & captivating experience. The cabin uniquely showcases heritage log construction and the rich recreational history of the Georgian Bay region. Security cameras monitor the parking area 24/7 for your safety.

Waterfront 3 BR Cottage 4 Seasons Gravenhurst Heat
4 Seasons: Heated+A|C! You and friends/family will enjoy easy access to everything Gravenhurst has to offer from our centrally located retreat cottage. Conveniently located on Pine Lake, you will have sun-filled water views throughout the cottage. We are located directly off the main highway, easy road access and parking. The lake is perfect for swimming and water sports. Get ready to sip your morning coffee on the back porch and watch the sun rise! A perfect spot for yoga and/or meditation.

Log Cabin on the Lake Bed and Breakfast
Log Cabin on the Lake Bed and Breakfast We provide a 1st morning continental breakfast A Lakefront getaway for couples with an amazing view. Experience tiny home living in a custom built Log Cabin. Landscaping provides privacy for all parties (owner next door) we have parking for a boat , with 2 launches within 5 min. One into Morrison Lake the other into the Trent Severn . cross country skiing, ice fishing, water skiing swimming boating. Ready to escape, our Log Cabin could be it.

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.

Lakefront Cabin - Hot Tub/Hiking/22 acres.
Enjoy complete privacy on 22 acres in Muskoka at our lakefront cottage, with no neighbours in sight. The design features a spacious open-concept layout—perfect for families, friends, or couples’ getaways. Highlights include: Cedar hot tub Trails Kayak, canoe, and paddleboard Ping pong Fooseball Dock 2 smart TVs Starlink internet (100-200mbps) Board games Well-stocked kitchen 2 living areas Child-friendly amenities Gym area 450ft of water frontage 15-20min to Parry Sound Snowshoes

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.

Stunning Waterfront Cottage & Bunkie!
Beautiful 2-bedroom Cottage plus 1-bedroom Bunkie on Georgian Bay! Located in a quiet area with a private beach! In the summer the lake is perfect for swimming! Just bring water shoes as there can be rocks and zebra muscles. We have a two-person kayak, perfect for a day out on the water. In the evening, curl up by the outdoor fire pit, roast marshmallows and enjoy the amazing sunsets! It is the perfect place for a summer getaway! Please note this cottage is Pet Free.

Teremok Cabin at Zukaland | Cedar Hot Tub & Sauna
Welcome to Teremok Log Cabin at Zukaland, a unique Slavic-style tiny cabin nestled among mature pines on a scenic forested cliff in Muskoka. Enjoy peaceful woodland surroundings with easy access to a sandy beach by the Muskoka River. Guests may enhance their stay with optional add-on experiences, including breakfast in bed or our Cedar Outdoor Spa with wood-fired hot tub and sauna. As evening falls, cozy up by the warmth of a real wood stove and unwind in nature.

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.

The Muskoka River Chalet - The King's Den
Welcome to Muskoka River Chalet! **Please read full listing description before booking.** Relax in your fully private one-bedroom walkout apartment with private kitchen, cozy living room, featuring smart TVs and toasty fireplaces. Explore our shared outdoor spaces along 60' of waterfront. Indulge in the hot tub for relaxation. Just minutes walking to town for shopping, dining, and nightlife. Book now for a perfect blend of comfort and convenience!

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.

Muskoka Waterfront Cabin w/ pool table&Falls view
Welcome to Fallsview Dream cottage! Enjoy the property’s STUNNING waterfront, hot tub, pool table & private beach This cozy cabin is perfect for those who love nature, privacy and the cottage life. Right in the middle of the woods with the most beautiful waterfall view. Watch the sunrise and sunset right from the deck surrounded by trees. Take the time to reconnect with your family/friends :)
Popular amenities for Penetanguishene kayak rentals
House rentals with a kayak

Cozy Lakeside Cottage on Lake Scugog

Welcoming Waterfront Cottage

River's End: Explore the river by kayak or canoe!

Birdsong, the perfect Blue Mountains getaway

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

Life is Better at the Cottage

Ski, Swim, Soak, Boat & Golf

Waterfront Cottage Retreat | Private Dock + Kayaks
Cottage rentals with a kayak

Dock | Modern Muskoka Waterfront

Private & Modern Muskoka Lakefront Cottage w/ WiFi

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

Where Lake Days Last Longer. Loon Lake Retreat

Luxury Waterfront Cottage Hot Tub & Amazing Sunset

Resort-Style Luxury Waterfront Cottage

Tree Tops on Six Mile Lake

Cottage on the lake
Cabin rentals with a kayak

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

Waterfront Muskoka Cottage | Hot Tub, BBQ & Canoes

Black River Haus - Scandi Riverfront Cabin Muskoka

Beautiful Vacation Home with a Large Backyard.

MapleHaven Cabin @ Lake Eugenia

Sparrow Sunset Retreat Lakefront• Hot Tub • Dock

Misty River Cabin Private Waterfront Pet-Friendly!

Charming Muskoka cottage, amazing views!
When is the best time to visit Penetanguishene?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$48,953 GYD | G$48,534 GYD | G$43,095 GYD | G$34,100 GYD | G$43,723 GYD | G$49,580 GYD | G$42,886 GYD | G$47,279 GYD | G$33,263 GYD | G$38,493 GYD | G$27,405 GYD | G$33,472 GYD |
| 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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