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, 120 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!

Top guest favourite
The exterior of a two-story cottage is visible against a bright blue sky, positioned near the shoreline of Lake Huron. A red roof complements the gray-blue siding. A flagpole displays a Canadian flag to the right, while a drive leads to an outdoor space surrounded by greenery.
Cottage in Miller Lake
4.95 out of 5 average rating, 107 reviews

Lakefront, sauna, sunsets: Alvar Garden Lakehouse

Waterfront cottage located halfway between Tobermory and Lion’s Head, on the shores of Lake Huron. Enjoy a spacious lakefront retreat with shallow, warm waters and spectacular sunsets. This cottage is the perfect gateway for hiking, kayaking, sightseeing, fireside evenings, stargazing, and year-round relaxation — including rejuvenating time in the outdoor sauna. Bruce Peninsula at its best, with major attractions within a 30-minute drive. The perfect base for adventure, water, and sunsets.

Guest favourite
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
4.96 out of 5 average rating, 151 reviews

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.

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, 209 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.

Top guest favourite
An aerial view captures the spacious black cottage surrounded by lush trees. A large deck is adorned with several red outdoor chairs, providing a welcoming space for relaxation. The private setting emphasizes the natural surroundings of the property.
Cottage in Tobermory
4.99 out of 5 average rating, 109 reviews

Fairwinds Lake House

Fairwinds Lake House is a waterfront luxury cottage built in 2020. With its private water access, large deck and amazing sunset views it is the perfect location for your family vacation. Fairwinds looks out on Lake Huron and is a 10 min. drive to Tobermory. ***Guest limit is 10. Max. 8 adults(age 13+) plus 2 guests under age 12 according to local STA Licensing of North Bruce Check-in is 4pm, check-out is 11am NO PETS. NO SMOKING. July/Aug. min. 4 night. Aug30-June28 min. 2 night min.

Top guest favourite
The cottage is nestled among trees on a gentle slope leading down to the water, displaying a welcoming exterior. The landscape features a mix of greenery and autumn colors, with a calm body of water in the foreground reflecting the sky.
Cabin in Lion's Head
4.92 out of 5 average rating, 292 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
A cottage elevated on a wooden deck is surrounded by tall trees under a starry night sky. Warm light spills from the windows, creating a cozy ambiance. A staircase leads up to the entrance, while a pathway and gathering area with seating are visible in the foreground.
Cottage in Tobermory
5 out of 5 average rating, 115 reviews

Blue Feather Lake House - Tobermory

Welcome to Blue Feather Lake House. On our first day here we found a blue jay feather under the trees and “Blue Feather” was born. We are located on Larry’s Lake in Dorcas Bay on the Lake Huron side of the peninsula. This means beautiful sunsets, a family friendly lake, peace and tranquility. We are a short drive from Johnson’s Harbour, Singing Sands beach and Bruce Peninsula National Park and 20 min to downtown Tobermory. We hope you enjoy our space and the area as much as we do!

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, 331 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 peaceful dock stretches over calm waters, featuring two classic Adirondack chairs positioned to face serene natural surroundings. The still surface of the lake reflects the clear blue sky and lush greenery along the shore, creating a tranquil setting for relaxation.
Guest house in Gravenhurst
4.91 out of 5 average rating, 183 reviews

Waterfront Guest Cabin in Muskoka

Upscale guest cabin with brand new hot tub and WiFi deep in the heart of Muskoka. Unlimited access to a private hot tub, a dock with deep water diving, and a fireplace with night sky views. Remote cabin in nature with modern amenities and touches, accessible only by private road. Great for unplugging from social media and getting away from the city. Ideal for couples looking to relax, have campfires, and enjoy water activities such as swimming, kayaking, and paddle boating.

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, 242 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
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.
Flat in Bracebridge
4.98 out of 5 average rating, 412 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 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
4.96 out of 5 average rating, 228 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.

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