Holiday rentals with a kayak in Penetanguishene

4.96 out of 5 average rating, 170 reviews

A peaceful beach scene captures the soft sand shoreline leading to the water's edge. Gentle waves lap at the shore, and the sky is filled with warm sunset hues. A cottage is visible in the background, nestled among trees, enhancing the serene atmosphere.

Cottage in Tiny

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.

ValueLocationCondition

4.98 out of 5 average rating, 150 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.

Outdoor spacesValueTV

4.95 out of 5 average rating, 281 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.

ValueOutdoor spacesPets

5.0 out of 5 average rating, 281 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.

Outdoor spacesLocationWi-Fi

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, 177 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.

Outdoor spacesLocationBathroom

4.97 out of 5 average rating, 176 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 spacesLocationGetting around

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.

ValueLocationAmenities

4.98 out of 5 average rating, 434 reviews

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

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!

LocationOutdoor spacesHeating

4.97 out of 5 average rating, 253 reviews

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

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.

LocationValueIndoor spaces

4.92 out of 5 average rating, 367 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

LocationOutdoor spacesNearby

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, 189 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 spacesHiking

4.84 out of 5 average rating, 291 reviews

Cottage in Lafontaine

Cozy Beach Cottage with Pool | Georgian Bay

Georgian Bay Beach club. Cute cottage perfect for families, couples, or anyone wanting to relax! 2 bedrooms, 1 bathroom, furnished, pool and private beach on the shores of beautiful Georgian Bay in Tiny township. Cottage is part of a 12 cottage community that shares the pool and beach area. Always super clean, professionally cleaned after every guest! Note: pool is closed October to mid May.

Outdoor spacesValueAccuracy

Popular amenities for Penetanguishene kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

4.95 out of 5 average rating, 133 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

ValueOutdoor spacesKitchen

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

Outdoor spacesLocationBathroom

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

LocationValueBarbecue

Superhost

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

4.86 out of 5 average rating, 107 reviews

Ski, Swim, Soak, Boat & Golf

LocationValueAmenities

4.92 out of 5 average rating, 246 reviews

A two-story home is nestled among lush greenery, showcasing a well-maintained exterior. A spacious lawn is framed by trees, and a picnic table can be seen in the foreground. Bright clouds float in a predominantly blue sky, adding to the serene outdoor setting.

Home in Bracebridge

The Muskoka River Homestead

ValueOutdoor spacesCheckout

4.94 out of 5 average rating, 458 reviews

Home in Bracebridge

Muskoka Hideaway-hot tub/private trails/wood stove

ValueLocationSkiing

4.94 out of 5 average rating, 35 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

Outdoor spacesLocationBathroom

Superhost

Home in Gravenhurst

5.0 out of 5 average rating, 3 reviews

4-season Muskoka Lakefront w sandy entrance

LocationAmenitiesNearby

Cottages with a kayak

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

ValueOutdoor spacesHospitality

4.91 out of 5 average rating, 300 reviews

Cottage in Georgina

Lakefront | Hot Tub, Private Dock & Sandy Bottom

LocationValueHeating

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.

4.87 out of 5 average rating, 103 reviews

Forest Oasis in Tay w/Large Jacuzzi Hottub

Outdoor spacesValueFamily

4.95 out of 5 average rating, 175 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

ValueLocationRiver

4.85 out of 5 average rating, 186 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 spacesValueCleanliness

4.96 out of 5 average rating, 246 reviews

A serene lakeside scene is captured, featuring three red Adirondack chairs positioned near a fire pit. The calm water reflects the surrounding trees and sky, while logs are stacked nearby, suggesting a cozy gathering spot for evening fires.

Cottage in Bala

Lakefront Cottage with Sauna and Steam Room

ValueOutdoor spacesHot tub

4.85 out of 5 average rating, 162 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

ValueLocationView

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, 131 reviews

Waterfront cottage on quiet Spence lake

ValueOutdoor spacesPets

Cabin rentals with a kayak

Superhost

Cabin in Washago

4.89 out of 5 average rating, 311 reviews

Black River Haus - Scandi Riverfront Cabin Muskoka

LocationOutdoor spacesBathroom

4.9 out of 5 average rating, 349 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

ValueOutdoor spacesView

4.96 out of 5 average rating, 125 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

ValueOutdoor spacesHiking

4.83 out of 5 average rating, 108 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.

ValueLocationBathroom

4.99 out of 5 average rating, 74 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

Outdoor spacesLocationAccess

4.94 out of 5 average rating, 51 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!

LocationOutdoor spacesAmenities

5.0 out of 5 average rating, 9 reviews

A cottage is set amidst tall trees, featuring a wooden deck and steps leading to the water. Outdoor seating includes red chairs on the lawn and around a fire pit, creating a welcoming environment for relaxation and gatherings.

Cabin in Muskoka Lakes

Luxury Cottage with Hot Tub

ValueOutdoor spacesIndoor spaces