Holiday rentals with a kayak in Penetanguishene

4.98 out of 5 average rating, 152 reviews

A tranquil lakeside view displays a spacious cottage with large windows, reflecting on the calm water. Surrounding trees and a clear blue sky add to the serene atmosphere, inviting relaxation and enjoyment of the natural beauty.

Cottage in Georgian Bay

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.

LocationOutdoor spacesView

4.97 out of 5 average rating, 173 reviews

A cozy living area features two armchairs and a comfortable sofa, arranged around a central coffee table. Large windows allow natural light to illuminate the space, showcasing views of the surrounding woods. A television and a stylish lamp enhance the room's functionality.

Cottage in Washago

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).

Outdoor spacesLocationLayout

4.95 out of 5 average rating, 282 reviews

The exterior of a custom-built log cabin is framed by trees under a clear blue sky. A spacious porch features two Adirondack chairs and a fire pit, providing a welcoming outdoor space. Natural stone accents enhance the cabin's rustic charm.

Chalet in Gravenhurst

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.

LocationOutdoor spacesView

5.0 out of 5 average rating, 282 reviews

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

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.

LocationOutdoor spacesCondition

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.

4.99 out of 5 average rating, 178 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.

ValueOutdoor spacesSleep quality

4.96 out of 5 average rating, 178 reviews

Condo in Innisfil

Upscale Spa w/ Hot Tub-Private Sauna-Penthouse

Welcome to our most Dramatic & Romantic Penthouse Spa Getaway Suite! Reconnect with your loved one or celebrate that special milestone in our professionally designed to play with all your senses spa suite, this escape will leave you feeling refreshed and rejuvenated! Cozy up to any of 3 fire elements and then cleanse and detox in your own private in-suite Infrared Sauna! Cook up a gourmet meal in our fully equipped chef's dream kitchen and year round Weber BBQ for grilling!

Outdoor spacesLocationQuiet

4.97 out of 5 average rating, 115 reviews

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

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.

ValueOutdoor spacesParking

4.95 out of 5 average rating, 203 reviews

Tiny home in Bracebridge

Oda Cabin at Zukaland/Optional WoodFired Cedar Spa

Welcome to the Georgian Oda Log Cabin at Zukaland, a charming forest retreat nestled among mature pines in Muskoka. This Georgian-style tiny log cabin sits on a scenic forested cliff and offers easy access to a private sandy beach by the river. Guests may enhance their stay with optional add-on experiences, including our Cedar Outdoor Spa with wood-fired hot tub and sauna. As evening falls, cozy up by the crackling warmth of a real wood stove and unwind in nature.

LocationValueCheck-in

4.96 out of 5 average rating, 112 reviews

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

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.

Outdoor spacesLocationHospitality

4.91 out of 5 average rating, 373 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

Outdoor spacesLocationCheck-in

4.95 out of 5 average rating, 192 reviews

A wooden deck overlooks Brandy Lake, featuring a circular table surrounded by five red chairs. A dog stands on the deck, while a wooden dock extends into the calm water. Nearby, bright kayaks rest on the rocky shore, framed by natural foliage.

Cottage in Port Carling

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.

ValueOutdoor spacesGetting around

An aerial view of a cozy cabin nestled among tall trees, showcasing a wooden staircase leading to the waterfront. The deck is visible, with outdoor furniture set against a backdrop of lush greenery, while a peaceful shoreline is seen below.

4.84 out of 5 average rating, 191 reviews

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 :)

ValueOutdoor spacesCleanliness

Popular amenities for Penetanguishene kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

4.98 out of 5 average rating, 114 reviews

An open game room features a polished wooden pool table at its center, surrounded by exposed timber beams and vibrant green walls. Large windows provide natural light, while a television is mounted nearby. Additional seating is available, enhancing the space's social atmosphere.

Home in Meaford

Birdsong, the perfect Blue Mountains getaway

LocationValueKitchen

4.95 out of 5 average rating, 136 reviews

The custom-built A Frame cabin is set amidst lush greenery, featuring a striking black exterior and a distinctive peaked roof. A spacious deck extends at the front, furnished with seating, and surrounded by nature for a serene environment.

Home in Bracebridge

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

Outdoor spacesLocationTV

4.89 out of 5 average rating, 159 reviews

A spacious living area features large windows that provide ample natural light and views of the surrounding trees and water. A comfortable sectional sofa, a stylish leather couch, and a glass coffee table are arranged around a cozy wood stove, creating a welcoming atmosphere.

Home in Port Carling

Waterfront Boutique Cottage Getaway

LocationOutdoor spacesLaundry

4.86 out of 5 average rating, 108 reviews

A hot tub is situated under a wooden gazebo, featuring railings and a ceiling adorned with decorative elements. Sunlight illuminates the scene, highlighting the inviting water surface. A view of the snowy landscape and frozen lake extends in the background, enhancing the serene atmosphere.

Home in Elmvale

Ski, Swim, Soak, Boat & Golf

Outdoor spacesValueDecor

4.92 out of 5 average rating, 247 reviews

The calm water reflects an array of trees along the shoreline, showcasing a blend of green and vibrant autumn foliage. The sky above features soft clouds, enhancing the tranquil atmosphere of the river setting.

Home in Bracebridge

The Muskoka River Homestead

Outdoor spacesLocationCleanliness

4.94 out of 5 average rating, 459 reviews

Home in Bracebridge

Muskoka Hideaway-hot tub/private trails/wood stove

Outdoor spacesValueIndoor spaces

4.95 out of 5 average rating, 37 reviews

A sandy beach stretches out towards calm waters, complemented by a small dock and an island visible in the distance. Red and gray Adirondack chairs are setup in a semicircle on the beach, inviting relaxation under a clear blue sky dotted with clouds.

Home in Victoria Harbour

Welcoming Waterfront Cottage

LocationOutdoor spacesBackyard

5.0 out of 5 average rating, 7 reviews

Home in Severn

Architectural Lakefront House & Boathouse Muskoka

Outdoor spacesLocationCheckout

Cottages with a kayak

4.95 out of 5 average rating, 177 reviews

A spacious hot tub overlooks the Severn River, surrounded by greenery. Chairs are positioned nearby on the grassy lawn, providing a relaxing space to enjoy the water views and sunshine. The calming river scene features boats gently cruising by, enhancing the outdoor experience.

Cottage in Severn Bridge

CARL in Muskoka: Waterfront Cottage with Hot Tub

Outdoor spacesLocationLayout

4.92 out of 5 average rating, 173 reviews

Cottage in Gravenhurst

Marrakahshe Retreat | Luxury Sauna, Beach & Yurt

ValueLocationCleanliness

4.91 out of 5 average rating, 301 reviews

Cottage in Georgina

Lakefront | Hot Tub, Private Dock & Sandy Bottom

LocationOutdoor spacesView

4.79 out of 5 average rating, 111 reviews

A serene waterfront area features a wooden dock with ample seating and a designated space for watercraft. Nearby, kayaks, a paddle boat, and a colorful inflatable banana boat are arranged on the shore, with lush greenery and calm water surrounding the space.

Cottage in Port Carling

Muskoka Luxury Cottage.Hot Tub/Outdoor Steam Sauna

ValueLocationSleep quality

4.85 out of 5 average rating, 189 reviews

The cottage is situated on a well-maintained lawn, framed by trees, with a spacious deck accessible via a stone pathway. Colorful kayaks and a paddle boat are visible by the water, and the sky displays a warm sunset with varying shades of orange and purple.

Cottage in Waubaushene

Waterfront Paradise on the Georgian Bay

Outdoor spacesLocationHiking

A serene view of Spence Lake is captured, showcasing its calm waters reflecting a colorful display of autumn foliage on the opposite shore. A wooden dock is visible, along with manicured green grass in the foreground, enhancing the peaceful lakeside setting.

4.92 out of 5 average rating, 135 reviews

Waterfront cottage on quiet Spence lake

LocationOutdoor spacesLayout

Cottage in Victoria Harbour

The exterior of the cottage showcases a charming two-story structure with a covered porch. Warm lighting illuminates the entrance, while a wooden staircase leads to the front door. Lush greenery and a stack of logs add a natural touch to the inviting atmosphere.

4.88 out of 5 average rating, 105 reviews

Forest Oasis in Tay w/Large Jacuzzi Hottub

ValueLocationSkiing

4.84 out of 5 average rating, 163 reviews

The cottage is nestled among tall trees, surrounded by lush greenery and vibrant flowers. Soft lighting from the windows casts a warm glow, emphasizing the inviting atmosphere. Stone pathways and landscaping create a harmonious blend with the natural setting.

Cottage in Tiny

The Bay View Cottage w/hot tub

Outdoor spacesLocationSleep quality

Cabin rentals with a kayak

4.89 out of 5 average rating, 311 reviews

Cabin in Washago

Black River Haus - Scandi Riverfront Cabin Muskoka

LocationOutdoor spacesHiking

4.9 out of 5 average rating, 350 reviews

A queen-sized bed is surrounded by a delicate canopy, with colorful patterned pillows adding a touch of charm. Soft morning light filters through two windows, illuminating the wooden floor and a bedside table with a lamp and small plant. A leafy plant hangs near the window.

Cabin in Gravenhurst

Forest Cabin 90 steps to the beach

LocationValueCleanliness

4.84 out of 5 average rating, 110 reviews

A custom-built home is set amidst trees, featuring a mix of stone and siding exterior. The entryway is accented by a covered porch with white railings. A spacious driveway leads to the two-car garage, bordered by autumn leaves scattered on the ground.

Cabin in Orillia

Beautiful Vacation Home with a Large Backyard.

LocationValueBarbecue

4.96 out of 5 average rating, 126 reviews

The log cabin is surrounded by vibrant autumn foliage, with a large front deck and stairs leading to the entrance. The natural wood exterior is complemented by a gabled roof. Softly illuminated lanterns are positioned by the door, enhancing the inviting appearance.

Cabin in Flesherton

MapleHaven Cabin @ Lake Eugenia

LocationOutdoor spacesHiking

4.99 out of 5 average rating, 77 reviews

An aerial view showcases a renovated cabin surrounded by trees, with a path leading to a bright fire pit area. Colorful adirondack chairs are arranged around the fire, while string lights create a cozy ambiance on the cabin patio, illuminated by a gentle glow.

Cabin in Bala

MCM Muskoka Cabin + Sauna + Fire Pit + Lake Access

ValueOutdoor spacesCheckout

4.88 out of 5 average rating, 32 reviews

A serene lakeside view captures a colorful sunrise, with hues of pink, orange, and purple reflected in the calm water. The silhouette of trees lines the horizon, creating a peaceful backdrop for a morning coffee. A small boat floats gently in the foreground.

Cabin in Port Severn

Beautiful Six Mile Lake Muskoka

ValueLocationHiking

4.94 out of 5 average rating, 53 reviews

A wooden dock extends into calm waters, leading to a seating area with several red Adirondack chairs and an umbrella. A boat is moored alongside, surrounded by lush green trees that frame the serene lake view.

Cabin in Muskoka

Charming Muskoka cottage, amazing views!

ValueLocationComfort