Vacation rentals with a kayak in Georgian Bay

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Top-rated kayak rentals in Georgian Bay

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Top guest favorite

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.

LocationOutdoor spacesSleep quality

4.96 out of 5 average rating, 126 reviews

Top guest favorite

A charming A-frame cabin stands amidst tall grass, with the sun setting in the background. The metal roof glistens softly under the warm light, while large windows reflect the serene surroundings. Wildflowers can be seen in the foreground, adding natural beauty to the scene.

Guesthouse in Meaford

From A to Zen - a refined glamp

A unique tranquil getaway nestled on the Bruce Trail in the heart of the Niagara Escarpment. A short drive to Georgian Bay, Sauble, Blue Mntn, Scandinave Spa, Beaver Valley, Meaford theatre. A perfect midway for trips up the Bruce Peninsula. Better yet- stay put and unwind - sunrise coffee on the porch, kayak the river, bake a gourmet pizza, sunset in Muskoka chairs, stargaze from the hammock, a bonfire and dine in the open air at your very own table set for two - straight out of a storybook

LocationOutdoor spacesHiking

4.97 out of 5 average rating, 100 reviews

Top guest favorite

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.

ValueOutdoor spacesKitchen

4.93 out of 5 average rating, 228 reviews

Guest favorite

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.

LocationValueKitchen

4.96 out of 5 average rating, 182 reviews

Guest favorite

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.

Guesthouse in Kemble

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.

LocationOutdoor spacesCheckout

4.86 out of 5 average rating, 229 reviews

Top guest favorite

Home in Seguin

Lakefront Cottage | 22 Private Acres | Hot Tub

Escape to total privacy on 22 acres of Muskoka lakefront—zero visible neighbors. This spacious, open-concept cottage suits families, friends, and couples alike. Soak in the cedar hot tub, paddle out by kayak or canoe, or unwind on the private dock with 450ft of water frontage. Explore wooded trails, gather around 2 fire pits, or play ping pong and foosball. Inside: 2 living areas, 3 TVs, board games, a well-stocked kitchen, a gym area, child-friendly amenities, and fast Starlink internet.

ValueOutdoor spacesTV

4.96 out of 5 average rating, 113 reviews

Top guest favorite

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 spacesValueCondition

4.93 out of 5 average rating, 316 reviews

Top guest favorite

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.

Outdoor spacesLocationHospitality

4.98 out of 5 average rating, 376 reviews

Top guest favorite

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

LocationOutdoor spacesNearby

4.99 out of 5 average rating, 104 reviews

Guest favorite

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.

ValueOutdoor spacesPool

4.97 out of 5 average rating, 265 reviews

Guest favorite

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 spacesLocationTV

4.93 out of 5 average rating, 107 reviews

Top guest favorite

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.

ValueLocationTV

4.97 out of 5 average rating, 116 reviews