Holiday rentals with a kayak in Georgian Bay

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Top-rated rentals with kayak in Georgian Bay

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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Top guest favourite
Cottage in Parry Sound, Unorganized, Centre Part
4.95 out of 5 average rating, 121 reviews

Mike's Place

Nestled in the heart of the Argyle Community, this newly updated winterized cottage is available to guests all year. With the OFSC trails out front, sledders can enjoy their favourite winter pastime. Be here for the opening of fishing season and catch the "big one"! Pike, pickerel and bass are just waiting for the bait! Summer cottagers enjoy the sun, water and the Pickerel River System. Autumn is the most colourful time here, and absolutely beautiful! Come and relax anytime of the year!

Guest favourite
A serene waterfront scene captures a vibrant sunrise over the calm waters of Georgian Bay. Silhouettes of trees frame the image, while soft waves reflect hues of orange and yellow in the sky. The shoreline is visible, enhancing the tranquil atmosphere.
Guest house in Kemble
4.86 out of 5 average rating, 218 reviews

Waterfront Sunrise Cottage

Private waterfront cottage 15 mins north of Owen Sound on the crystal clear waters of Georgian Bay. With a 150 feet of shoreline shared only with a neighbouring cottage, enjoy the stunning sunrises, relax on a lounger, go for a swim, kayak, paddle board, go fishing or have a camp fire and stargaze. Use our cottage as a jumping off point for many hikes along the Bruce Trail, Sauble Beach (35min), Tobermory (70min) and many more. Or just work from here while enjoying the great view and wifi.

Guest favourite
A spacious cedar deck features three red Adirondack chairs positioned to overlook the serene lake. The golden hues of sunset reflect over the calm water, with silhouettes of trees framing the scene, creating a peaceful lakeside ambiance.
Cottage in Pike Bay
4.99 out of 5 average rating, 125 reviews

Red Sky Lakehouse - Waterfront Oasis On Lake Huron

Rejuvenate at Red Sky—a spectacular waterfront cottage on the shores of Lake Huron in Ontario’s remarkable Bruce Peninsula. Whatever your style of holiday, you’ll find it here. Enjoy privacy, shallow warm waters, and world-renowned sunsets—all from the comfort of this peaceful oasis. Or use Red Sky as your home base to explore national parks, sandy beaches, and legendary hiking and ski trails, all within a 30-minute drive. Experience Canadian cottage country at its finest, in every season.

Top guest favourite
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, 269 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 favourite
A serene view of Little Lake is presented, featuring a calm surface reflecting the evening light. A grassy area is framed by a black fence, while a dog gazes toward the water. A sandy beach and dock are visible along the lake’s edge, surrounded by greenery.
Cabin in Lion's Head
4.93 out of 5 average rating, 302 reviews

Little Lake Lookout: Sauna, Beach, Dock, Dogs!

Escape to Little Lake Lookout! This serene 2-bedroom + loft and 2-bath retreat boasts 170ft of private lakefront on Little Lake. Enjoy stunning views of the Niagara Escarpment and an abundance of nature and wildlife. With all-season amenities and a scenic drive from the GTA and London, this dog-friendly oasis (we're fenced!) is the perfect getaway for making memories. Only 7 minutes from the charming village of Lion's Head. Book now for a truly unique experience! @NorthPawProperties

Top guest favourite
Home in Seguin
4.96 out of 5 average rating, 101 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 favourite
A spacious waterfront cottage is set against a backdrop of lush greenery and clear blue skies. The structure features multiple large windows, allowing for ample natural light. A rocky shoreline runs along the water's edge, providing a beautiful view of the surrounding nature.
Cottage in Tobermory
4.98 out of 5 average rating, 339 reviews

Tamarack by the Bay - Waterfront Cottage

Location; location; location. Spectacular year round waterfront cottage on Lake Huron 10 minutes from Tobermory. Featured in an article of Trips to Discover. Entire main floor walkout, 9 foot ceilings and 2 decks await your visit. Private access to the water along with supplied kayaks and paddleboard enhance your stay. Large firepit will allow for many hours of evening entertainment. See video tours on You Tube: "Welcome to Tamarack By The Bay" by CL Visuals and Calvin Lu.

Top guest favourite
A communal outdoor space is presented, featuring wooden cabins with green roofs surrounded by tall trees. In the foreground, Adirondack chairs are arranged around a fire pit, with a hammock and a barbecue grill nearby, all set on a gravel surface.
Tiny home in Kimberley
4.99 out of 5 average rating, 146 reviews

Boho Beaver Cabin 1 with saltwater hot tub

So close, yet so far. Only 2 hours north of Toronto, 15 minutes to the base of Blue Mountain. This 108 square foot of "adorable" offers a four-season experience with a communal salt water hot tub. A river runs through it, the majestic Beaver River! This charming, boho inspired tiny cabin for two is nestled on an 80 acre property surrounded by farm fields, wildflowers, and ancient woodlands Check out our social media for more information and photos at: @BohoBeaver

Top guest favourite
The cottage features a contemporary design with large glass windows, reflecting autumn foliage and the serene lake surrounding it. A deck offers outdoor seating with steps leading down to a small dock where canoes are moored, nestled among lush trees.
Treehouse in Utterson
4.96 out of 5 average rating, 248 reviews

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.

Top guest favourite
An A-frame cabin constructed of dark wood is nestled amongst lush greenery. A vibrant red door adds a cheerful contrast to the exterior. Outdoor seating is visible, surrounded by natural stone accents, and bicycles are propped against the side. The tranquil setting invites relaxation.
Cabin in Mar
4.97 out of 5 average rating, 234 reviews

Heaframe - An A-Frame cabin in the woods

A-frame cabin on 25+ acres with access to beautiful Lake Huron. The minimalist design caters to families or small groups. The cabin is plunked in the middle of the woods, 400 ft. off of a gravel road. This is a place to truly unwind, and become one with the natural surroundings. Access to some trails is right off the deck. From here, you can explore the forest or hike 10 minutes to the lake access where you can hop on a kayak, canoe or SUP.

Top guest favourite
Tiny home in Wiarton
4.97 out of 5 average rating, 107 reviews

The Tiny House Experience

A unique experience awaits you in our cozy tiny house set back in the cedars. The lake is just steps from your front door where you can sit on the dock or canoe and kayak on the quiet inland lake. It is rustic tiny living, yet equipped with enough modern amenities to make your stay an enjoyable one. We welcome guests to bring friendly dogs and we expect that our guests will welcome the attention you will get from our dogs as well.

Guest favourite
A wooden dock extends into calm water, featuring Adirondack chairs positioned for relaxation. Sunlight reflects off the water's surface, creating a serene atmosphere. Nearby, a small boat awaits at the bottom of the dock, framed by trees on the opposite shore.
Cottage in MacTier
4.92 out of 5 average rating, 122 reviews

Baysong Cottage, with Sauna, on Georgian Bay

Welcome to Baysong Cottage. We are right on the water, with a big dock, canoe/kayaks and sauna all yours to enjoy. This is the perfect summer getaway. Enjoy our dock for swimming and boating, our sauna for a rejuvenating spa experience, and all day south west facing sunshine. Great for boating, fishing, sailing, swimming, or just a getaway to enjoy a campfire, some board games and some time together.

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