Holiday rentals with a kayak in Georgian Bay

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Top-rated Accommodation with a Kayak in Georgian Bay

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

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Top Guest favourite

A cozy fireside scene features a person seated in an outdoor chair, gazing at the tranquil waterfront illuminated by a rising moon. The area is shaded by trees with autumn leaves, creating a warm and inviting atmosphere for evening relaxation.

Cottage in Miller Lake

Gaze from the Cabin-Permit# NBP-2022-642

Relax with the whole family or romantic quiet getaway surrounded by the beauty of the peninsula and Georgian Bay. The Bruce Trail is only 5 minutes away. The view of the turquoise water is spectacular and inspiring sunrises viewed from a private porch make for great mornings. The cabin is filled with warmth and has all the amenities. With 2 bedrooms and a large loft with 2 sofa beds it sleeps a maximum of 6 adults, and 2 children ages 2-12! Come up to Dyers Bay, a beautiful place all year-round.

ValueOutdoor spacesCheckout

4.96 out of 5 average rating, 126 reviews

Top Guest favourite

Cottage in Parry Sound, Unorganized, Centre Part

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!

Outdoor spacesLocationBackyard

4.95 out of 5 average rating, 132 reviews

Top Guest favourite

The exterior of The Morhaven is showcased, featuring a log cabin structure with warmly lit windows. Surrounded by tall trees and landscaped gardens, a cozy seating area with an umbrella is situated nearby, creating an inviting outdoor space for relaxation.

Cabin in South Bruce Peninsula

The Morhaven-Luxe Meets Nature. Sauna/Hot tub/Dogs

Tucked away across from the shore of Lake Huron, nestled within a serene conservation area, The Morhaven provides a private, quiet, & nurturing space to unwind. Begin your day with a peaceful hike through our serene forest. Head to the beach (2 min drive) for a swim. Unwind with a soothing sauna & saltwater spa. As evening falls, paddle the tranquil waters, watching our world-class sunsets. End your night by the crackling campfire, under a starlit sky. Perfectly situated to explore The Bruce.

Outdoor spacesValueView

4.93 out of 5 average rating, 227 reviews

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

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.

ValueLocationBreakfast

4.96 out of 5 average rating, 182 reviews

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 Northern Bruce Peninsula

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.

Outdoor spacesLocationKitchen

4.99 out of 5 average rating, 123 reviews

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

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

Outdoor spacesLocationComfort

4.93 out of 5 average rating, 316 reviews

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 Northern Bruce Peninsula

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.

LocationOutdoor spacesBreakfast

4.98 out of 5 average rating, 376 reviews

Top Guest favourite

Cottage in Northern Bruce Peninsula

Casolena Panoramic Waterfront Cottage in Tobermory

Casolena is an elevated lakefront retreat in Tobermory, curated for guests who value nature, privacy and thoughtful design. Its distinctive architecture features expansive lake & sky windows, creating an open and immersive space filled with natural lights from sunrise to sunset, and making every moment here an experience that can’t be truly captured in words. ⭐ Unparalleled panoramic lake views ⭐ Private water access ⭐ Exceptional double-lot privacy ⭐ Pet-free, smoke-free

Outdoor spacesValueGetting around

4.99 out of 5 average rating, 104 reviews

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

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.

LocationValueComfort

4.97 out of 5 average rating, 264 reviews

Guest favourite

A modern cabin with dark wood siding is set among lush green trees. A walkway leads to the front door, while a colorful hammock hangs between two trees, inviting relaxation. The serene lake can be glimpsed through the foliage on the left.

Guesthouse in South Bruce Peninsula

Shoreline Guest House, Sauna & Hot Tub 4 season

This gorgeous 2 bedroom guest house located on the shoreline of Berford Lake has a modern open concept living space, full bath, cute kitchenette and unforgettable lake views to enjoy all year round! For those who enjoy or want to experience the hot tub and sauna, contact Audrey for further details. Minimum age 25 and older to rent Sleeps 4 comfortably Pricing is for double occupancy. Each extra person is 75.00 per night. Firm No kids policy Firm No pet policy

Outdoor spacesLocationFamily

4.93 out of 5 average rating, 106 reviews

Top Guest favourite

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.

ValueOutdoor spacesTV

4.97 out of 5 average rating, 115 reviews

Guest favourite

A cottage is situated on a rocky elevation, surrounded by dense greenery. A wooden deck extends from the front, offering outdoor seating for relaxation. Large glass doors provide views of the landscape, enhancing the connection to nature.

Cottage in Lion's Head

Cape Chin Cottage

A cute 2 bedroom cottage on the shores of Georgian Bay awaits you. Explore The Bruce Peninsula while staying at this cosy beach front property. Cottage has 2 decks for your relaxation and getaway from city life. Close to the Bruce Peninsula National Park, Tobermory and Lions Head. Please note that only accepting one week rentals for July and August. Saturday to Saturday rentals only. Weekends with minimum 3 night stay for June, September and October.

LocationOutdoor spacesBeach

4.89 out of 5 average rating, 122 reviews