
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 $128 SGD per night before taxes and fees

Verified guest reviews
Over 770 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 Penetanguishene holiday rentals include wifi 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 rentals with kayak in Penetanguishene
Guests agree: these rentals with 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!

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.

Where Lake Days Last Longer. Loon Lake Retreat
Welcome to your Lakefront Muskoka oasis, where epic sunrises greet you each morning and a private sauna awaits your return after a day on the lake. Surrounded by nature, this cozy retreat offers the perfect blend of relaxation and adventure, making it an ideal getaway for couples and families. Enjoy our fully updated outdoor space with a brand new deck, fire pit space and cedar barrel sauna that offers views of the lake. Located only a short 1.5 hour drive from Toronto.

Lakeside Guest Suite, on Lake Scugog, Port Perry
WATERFRONT PROPERTY….Enjoy stunning sunsets from the basement walkout guest suite. Take in views from the living room, bedroom (queen bed), or large 34 foot long private patio! The backyard leads directly to the lake including a fire pit for your use. Please note that the natural slope of the yard (40 stairs) may not be suitable for those with mobility issues. While the suite doesn't feature a kitchen, Port Perry is only an 8 min drive and offers many culinary options.

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.

The Water’s Edge * * Unique Muskoka Treehouse * *
CottageCreators presents a once-in-a-lifetime (or as often as you’d like!) Muskoka escape. Perched among the treetops on one of the region’s most stunning lakes, this rustic-luxury retreat offers a floating hammock net, two-sided indoor/outdoor fireplace, and private dock for swimming, canoeing, kayaking and SUP. Fall asleep to the gentle sounds of the lake, wake up to sunrise through the trees, and unwind in total seclusion—just you, the forest, and the water.

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!

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.

Breathtaking 5 bedroom Waterfront Home W/ Hot Tub!
Stunning five-bedroom waterfront home on Georgian Bay! Located in a quiet area with stunning views and amazing sunsets! In the summer, the lake is perfect for swimming, kayaking, paddle boarding or fishing! Just bring water shoes as there are some rocks and zebra muscles. Equipped with a hot tub overlooking the lake, this five-bedroom waterfront home is perfect for a summer or winter getaway! *Please note this cottage is Pet Free.

Dragonfly - Muskoka - High Lake
A hidden gem on High Lake, this private two-bedroom cottage is where Muskoka whispers its secrets. Just 2.5 hours north of Toronto, tucked between Hunstville and Bracebridge. Built in a charming mini-Viceroy style, the cottage welcomes you with vaulted ceilings and warm, sunlit spaces. A cozy Muskoka room extends off to the side, inviting you to linger over long dinners or curl up with a book while the lake breeze drifts through.

Secluded Muskoka A-Frame | Hot Tub, Dock, Firepit
Escape to a private, custom-built A-Frame on 3 acres in the heart of Muskoka—complete with your own dock on a quiet stretch of the Muskoka River. Unwind in the hot tub, paddle the river, or relax by the fire under the stars. ★ Guest favourite with 4.9★ rating ★ One of the few stays in the area with a private hot tub + river access *Please note-all guests must have a minimum of two reviews to book*
Popular amenities for kayak rentals in Penetanguishene
House rentals with a kayak

Bay Dreamer

Welcoming Waterfront Cottage

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

Birdsong, the perfect Blue Mountains getaway

Life is Better at the Cottage

Ski, Swim, Soak, Boat & Golf

Eagle's nest Waterfront Cottage

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

Dock | Modern Muskoka Waterfront

Waterfront cottage on quiet Spence lake

CozyPeaceful LakeCottage HotTub Canada

Beautiful Nine Mile Lake

Riverfront Cottage with HotTub

Waterfront @Muskoka Pines /kayaks/bbq/firepit

Stunning Muskoka Waterfront Cottage on 3 Mile Lake

Waterfront Paradise on the Georgian Bay
Cabin rentals with a kayak

Muskoka Getaway | Games, Netflix, Kayaks

The Blue Cottage

The Beach Deck Retreat

Waterfront Muskoka Cottage | Hot Tub, BBQ & Canoes

Black River Haus - Scandi Riverfront Cabin Muskoka

Beautiful Vacation Home with a Large Backyard.

Beautiful Six Mile Lake Muskoka

MapleHaven Cabin @ Lake Eugenia
When is the best time to visit Penetanguishene?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $300 SGD | $298 SGD | $264 SGD | $209 SGD | $268 SGD | $304 SGD | $263 SGD | $290 SGD | $204 SGD | $236 SGD | $168 SGD | $205 SGD |
| 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
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- Rentals with a firepit Penetanguishene
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- Pet-friendly rentals Penetanguishene
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- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Georgian Bay Islands National Park
- Cobble Beach Golf Resort Community
- Scandinave Spa Blue Mountain
- Torrance Barrens Dark Sky Conservation Area
- Three Mile Lake
- Burl's Creek Event Grounds
- Taboo Muskoka Resort & Golf
- Awenda Provincial Park
- Menominee Lake
- Wye Marsh Wildlife Centre
- Kee To Bala
- Wasaga Beach Area
- Centennial Beach
- Casino Rama Resort
- Bass Lake Provincial Park
- Sunset Point Park
- Couchiching Beach Park
- Innisfil Beach Park





