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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$20,925 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.

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Guest favorite
A rustic log cabin is nestled among tall trees, showcasing a welcoming entrance with a wooden porch. The surrounding foliage features various shades of green, while a canoe and kayak are positioned on the side, hinting at nearby water activities.
Cottage in Seguin
4.76 out of 5 average rating, 154 reviews

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.

Guest favorite
A lakeside cottage is surrounded by tall trees, with a gentle slope leading to the water. A private dock is visible, along with several outdoor chairs. The cottage's warm glow is highlighted in the evening light, offering a welcoming appearance.
Cottage in Gravenhurst
4.88 out of 5 average rating, 178 reviews

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.

Top guest favorite
A bright and inviting living area features large windows showcasing a serene lake view. Comfortable white sofas and armchairs surround a white coffee table, creating a cozy setting. Pine wood ceilings enhance the airy atmosphere, while natural light fills the space.
Cottage in Bala
4.95 out of 5 average rating, 148 reviews

Gorgeous Lake Muskoka Cottage Amazing Views Hottub

*PLEASE PUT THROUGH INQUIRY BEFORE REQUESTING* Welcome to Woodhaven on Lake Muskoka with million dollar views inside & out! Located on the coveted BIG 3 with access to all three major lakes: Lake Muskoka, Lake Rosseau & Lake Joseph. You'll be welcomed with bright & airy surroundings the minute you enter this Hampton style cottage. Take in the pine accents, beautiful beams, grand stone fireplace & windows abound with views for miles. Great for family getaways. Less than 2 hrs away from Toronto.

Top guest favorite
A handcrafted timber frame cabin is set among trees, featuring natural wood siding and large windows that invite the outdoors in. A welcoming porch is accessed by a wooden staircase, while a covered area to the side provides shelter. The surrounding forest complements the rustic design.
Cabin in Bracebridge
5 out of 5 average rating, 273 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.

Top guest favorite
Home in Seguin
4.96 out of 5 average rating, 104 reviews

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

Top guest favorite
A modern cottage is set against a backdrop of tall trees, featuring a large wraparound deck illuminated by warm lights. A fire pit sits on a granite outcrop, surrounded by outdoor chairs. The peaceful evening sky casts a calm ambiance over the scene.
Cottage in Bracebridge
4.99 out of 5 average rating, 169 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.

Guest favorite
A charming cottage sits nestled amongst trees, featuring a spacious wooden deck with several white lounge chairs positioned for outdoor relaxation. A gradual sandy beach area with rounded rocks is visible, leading to calm waters of Georgian Bay.
Cottage in Port McNicoll
4.97 out of 5 average rating, 113 reviews

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.

Guest favorite
Tiny home in Bracebridge
4.91 out of 5 average rating, 347 reviews

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.

Top guest favorite
A stone patio leads to a sandy beach, featuring a seating area with red chairs overlooking Georgian Bay. The calm water is visible in the background, framed by trees and large rocks, with yellow kayaks positioned along the shore.
Cottage in Tiny
4.96 out of 5 average rating, 112 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.

Top guest favorite
A hot tub is positioned on a wooden deck, surrounded by natural greenery. Nearby, a fire pit emits a warm glow, creating a cozy atmosphere. Soft outdoor lighting complements the setting, with views of the landscape visible in the background.
Apartment in Bracebridge
4.98 out of 5 average rating, 427 reviews

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!

Top guest favorite
A serene waterfront view is presented from a deck, showcasing calm water surrounded by lush green trees. Comfortable seating arrangements are visible, creating a perfect spot for relaxation while enjoying the natural landscape.
Cottage in Torrance
4.97 out of 5 average rating, 252 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.

Top guest favorite
A spacious cottage is set on a rocky landscape, surrounded by lush greenery. Multiple wooden decks and staircases connect the main entrance to the natural terrain. The structure features a welcoming exterior with a mix of wood accents and a shingled roof.
Cottage in MacTier
4.89 out of 5 average rating, 256 reviews

Eaglesnest 4 season, HOT TUB, SAUNA, Pickleball

"Eagles Nest", Twelve Mile Bay, Muskoka, on 4 Season Maintained Road & Access by Watercraft from Georgian Bay Breathtaking Views - Private and Quiet - Boating - Trophy Fishing - Huge Decks, Landings and Docks - Fire Pit 50' Dock takes up to 30' Boat - Excellent Swimming & Diving - Dock has Access Ladder Fish from Dock - Your Boat - Rent a Boat - Fishing Charter from our Dock - Snowmobile Route 21 Work remotely on our wifi

Popular amenities for Penetanguishene kayak rentals

When is the best time to visit Penetanguishene?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$48,964 GYDG$48,546 GYDG$43,105 GYDG$34,108 GYDG$43,733 GYDG$49,592 GYDG$42,896 GYDG$47,290 GYDG$33,271 GYDG$38,502 GYDG$27,412 GYDG$33,480 GYD
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°C-3°C

Destinations to explore

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  2. Canada
  3. Ontario
  4. Simcoe County
  5. Penetanguishene
  6. Rentals with a kayak