Holiday rentals with a kayak in Tiny

5 out of 5 average rating, 213 reviews

A glass table is set on a balcony, featuring an ice bucket holding a bottle of sparkling wine, accompanied by two elegant glasses. Soft string lights provide gentle illumination, enhancing the cozy atmosphere. A potted plant adds a touch of greenery.

Condo in Innisfil

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!

4.95 out of 5 average rating, 124 reviews

Cottage in Georgina

Resort-Style Luxury Waterfront Cottage

Experience luxury at our 5-star, Superhost-rated waterfront cottage on Lake Simcoe, just 80 KM from Toronto! A guest favorite, it offers breathtaking sunsets and sunrises from the living room and loft. Relax on the sandy beach with waist-deep waters, and enjoy the patio, BBQ, bar, lounge, kayaking, and fishing. With a fully equipped kitchen, 3 bedrooms, and 2 bathrooms, it comfortably accommodates up to 8 guests. Book your dream getaway today for the perfect blend of relaxation and adventure!

4.86 out of 5 average rating, 152 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

Welcome to our 4 season, 2 family cottage with Georgian Bay views and a hot tub. 3 min walk to the cutest small beach that has stunning sunsets, 12 min to Awenda Provincial Park which has great hiking, beaches, biking and winter activities. Short drive to Balm Beach. Downtown Midland has great restaurants and everything a quaint downtown has to offer. Winter has so much to offer including ice fishing, OFSC snowmobile trails, cross country skiing and much more. Max occupancy is 6 adult.

5 out of 5 average rating, 266 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.

4.99 out of 5 average rating, 164 reviews

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

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.

4.92 out of 5 average rating, 159 reviews

Marrakahshe Retreat | Luxury Sauna, Beach & Yurt

Welcome to Marrakahshe Retreat: A curated lakeside experience & sauna under 2-hours from Toronto. With 230 feet of private lakefront, southwestern exposure, stunning views and eclectic high-end decor, this exquisite Muskoka retreat is the perfect place to relax, unwind, and immerse yourself in nature. Enjoy the pristine beauty of Kahshe Lake and the Canadian Shield, along with your very own 50 ft. walk-in sandy beach, glamping yurt, dock, sauna, fire pits, home theatre and more.

4.97 out of 5 average rating, 113 reviews

Unforgettable Memories. 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.

4.97 out of 5 average rating, 327 reviews

An outdoor seating area features several dark wooden Adirondack chairs arranged in a circle around a stone fire pit. Soft glow from string lights adds warmth to the scene, while the modern cottage is visible in the background, nestled among tall trees.

Home in Huntsville

Wolegib Muskoka | Hot Tub | Beach | Swimming

Welcome to our private, modern Scandinavian-style cottage, set on 3 acres of pristine land with conservation property across the water, ensuring ultimate privacy and tranquility. The cottage boasts floor-to-ceiling windows that invite natural light and offer stunning views of the Muskoka River and surrounding nature. Just 40 steps from the front door, you'll find a private beach and dock, offering calm, clear waters perfect for swimming—ideal for families with children.

4.96 out of 5 average rating, 108 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.

4.97 out of 5 average rating, 250 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.

4.92 out of 5 average rating, 111 reviews

A hot tub is positioned beneath a covered patio, offering views of the waterfront. The clear water of the hot tub contrasts with the lush green surroundings and the calm blue of the lake in the distance. Sunlight filters through the patio overhead.

Home in Port McNicoll

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.

4.94 out of 5 average rating, 125 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

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 Tiny kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

4.92 out of 5 average rating, 119 reviews

Home in Little Britain

Cozy Lakeside Cottage on Lake Scugog

4.96 out of 5 average rating, 27 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

5 out of 5 average rating, 20 reviews

An aerial view captures the serene landscape of River's End, showcasing a winding inlet river bordered by trees. The property includes a pathway leading to the water and nearby homes. The lush greenery and natural beauty of the area invite outdoor exploration.

Home in Port Severn

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

4.89 out of 5 average rating, 132 reviews

A cozy living area features warm wooden paneling and a rustic brick wall. A dark purple couch and a wooden coffee table create a welcoming setting. A wood stove is positioned near the entrance, adding a touch of warmth to the space.

Home in Wasaga Beach

2 min walk to the lake & 20 min drive to Blue Mnt

4.98 out of 5 average rating, 108 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

4.88 out of 5 average rating, 33 reviews

The cottage exterior is illuminated at dusk, showcasing its modern design. Large windows reveal the open-concept interior, while a spacious deck offers seating options. The surrounding landscape features a manicured lawn and trees in the background, enhancing the serene lakeside setting.

Home in Orillia

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

4.87 out of 5 average rating, 46 reviews

A red and white hammock is gently suspended between two trees, positioned near the water's edge. The tranquil lake is visible in the background, stretching towards the horizon. Sunlight casts a warm glow over the scene, accompanied by a pair of wooden lounge chairs nearby.

Home in Ontario

Gorgeous lakeside summer home

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

4.87 out of 5 average rating, 101 reviews

Ski, Swim, Soak, Boat & Golf

Cottages with a kayak

4.94 out of 5 average rating, 155 reviews

Cottage in Washago

Riverfront Cottage with HotTub

A wooden dock extends over calm waters, framed by lush forests and rocky shores. Two adirondack chairs face the sunset, inviting a moment of connection. Vibrant hues of orange and purple fill the sky, reflecting gently on the water's surface.

4.93 out of 5 average rating, 122 reviews

Private & Modern Muskoka Lakefront Cottage w/ WiFi

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.

4.88 out of 5 average rating, 171 reviews

Waterfront 3 BR Cottage 4 Seasons Gravenhurst Heat

4.86 out of 5 average rating, 231 reviews

Lakefront Escape | Hot Tub & Sauna Retreat

4.93 out of 5 average rating, 135 reviews

A spacious outdoor deck is surrounded by trees, featuring a red umbrella over a seating area. A BBQ grill is positioned on the side, while flower pots add a touch of greenery. Lounge chairs invite relaxation in this tranquil setting.

Cottage in Windermere

Dragonfly - Muskoka - High Lake

4.91 out of 5 average rating, 293 reviews

Cottage in Keswick

Luxury Lakefront Cottage | Hot Tub & Sunset Views

4.96 out of 5 average rating, 163 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

4.99 out of 5 average rating, 140 reviews

A wooden dock extends over calm waters, featuring four Adirondack chairs in red and yellow. The serene lake reflects the surrounding trees and sky, with a light morning mist gently hovering above the water's surface.

Cottage in Port Carling

Gorgeous Muskoka Getaway on stunning private lake

Cabin rentals with a kayak

4.91 out of 5 average rating, 107 reviews

The exterior of a modern cottage is shown, featuring a large porch with steps leading up to the entrance. Several windows allow natural light to enter, while the surrounding area is filled with green grass and scattered logs. Trees frame the property, creating a secluded atmosphere.

Cabin in Parry Sound

Luxury Cottage in South Parry Sound

4.85 out of 5 average rating, 91 reviews

Cabin in Huntsville

Waterfront A-frame Retreat with Sauna & Hot tub

4.92 out of 5 average rating, 108 reviews

A stylish living area features a tufted gray sofa adorned with decorative pillows. A round marble-top coffee table is centered on a textured rug. Recessed lighting illuminates the space, highlighting the dark wood ceiling and modern chandelier, while a mirror reflects the room's design.

Cabin in Norland

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

Superhost

Cabin in Washago

4.9 out of 5 average rating, 294 reviews

Black River Haus - Scandi Riverfront Cabin Muskoka

4.92 out of 5 average rating, 26 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

4.96 out of 5 average rating, 115 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

4.98 out of 5 average rating, 60 reviews

A wooden dock extends over the calm water, featuring two red Adirondack chairs positioned to enjoy the serene landscape. Autumn foliage surrounds the bank, reflecting vibrant colors in the tranquil river, while scattered leaves adorn the dock's surface.

Cabin in Bracebridge

Misty River Cabin Private Waterfront Pet-Friendly!