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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Guest favourite

Cottage in Kearney

4.91 out of 5 average rating, 106 reviews

Beachfront oasis with wifi & near trails (3BR)

This cozy, waterfront cottage is perfect for anyone looking for a private, peaceful retreat in nature. Located 30 mins from Huntsville and 10 minutes from Kearney. Near Algonquin, Arrowhead, and ATV/snowmobile trails. Shallow, beach entry on a small lake with a nice dock for the summer months. Warm up by the fire pit outside or using the wood stove inside. High speed internet. Kayak, SUP, and canoe for the summer and 4 pairs of snowshoes for the winter. Three bedrooms and a well-stocked kitchen.

Guest favourite

Guest house in Port Elgin

4.87 out of 5 average rating, 100 reviews

Cozy waterfront apartment with beach access

Lakeview paradise ! 1 min walk to the beach. Waterfront guest(studio) apartment with a panoramic view of Lake Huron. Enjoy the breathtaking sunset and lake view from couch or bed. Lovely bike and walking trails nearby. 2 bikes and 2 person kayak available for rental. French press coffee machine, electric kettle, microwave, double hot plate, 3.3 cuft refrigerator + fridger, pots/pans and cutleries to make your stay comfortable. I have camera facing front yard and driveway for your privacy.

Guest favourite

Cottage in Kawartha Lakes

4.89 out of 5 average rating, 110 reviews

M&M's Waterfront Cottage - Getaway into nature!

Located 1h50 minutes north of Toronto on the Gull River, this 4 bedroom, 3 bath rental is a perfect getaway for families and friends. Enjoy all the luxuries of home while relaxing on the dock or deck or riverside, or pull out the canoe or kayaks. Enjoy swimming, hiking, campfires, boardgames, movies and billiards…you'll love every moment. Great access to the Ontario federation of snowmobile club (OFSC ) trails . For the snowmobilers:) Great place to work from home. Deep cleaned every time.

Guest favourite

Tiny home in Algonquin Highlands

4.93 out of 5 average rating, 60 reviews

The Paddle Shack - Glamping/Bunkie Addition

Relax in the this calm, stylish "glamping" cabin in the woods. Enjoy the Lakeview from your porch, or sipping on a coffee on the dock in the morning. Perfect for those who want the "off the grid" glamping”Large dock, paddle board, kayaks for your use. Enjoy your own hot tub lakefront! Calm bay for swimming and fishing. Kitchenette with Keurig coffee machine, Weber bbq, blender, hot plate (all the essentials) and sink. Outdoor shower, water cooler with hot/cold options. Personal hot tub!

Superhost

Island in Magnetawan

5 out of 5 average rating, 7 reviews

Cottage 1 - Rustic 1 Bedroom on an Island Paradise

Come to the place where the Stars hang-out at Rockwynn Cottages. We are located on Gordon Island, nestled amongst the rocks and trees providing privacy with Rustic 1 bedroom Cottages built in 1940/50's with everything you need for a relaxing vacation. Capture the rustic feel inside and outside of your cottage overlooking stunning Lake Cecebe. We are a short 5 minute boat-ride from the public launch at Rockwynn Landing Rd. Park your car for free and we will pick you up at the dock.

Guest favourite

Cottage in Kawartha Lakes

4.91 out of 5 average rating, 58 reviews

Waterfront Cottage w/hot tub

Stunning river views welcome you to a vacation like no other. This new, modern, bungalow sleeps 6, with a hot tub, gourmet kitchen, 2 fireplaces, AC, comfy beds, 2 bathrooms, outdoor firepit, satellite tv, Starlink WiFi & a beautiful waterfront. Great swimming, fishing & boating. Minutes from the hiking/snowmobile trails & a beautiful small town. Pet friendly. A 90 minute drive from Toronto on well-maintained roads. Prepare to be impressed by this luxury retreat for your family.

Guest favourite

Boat in Tobermory

4.9 out of 5 average rating, 192 reviews

Yacht in Tobermory

NEW FOR 2025, the Yacht has Air Conditioning! A vintage private 30 foot Cruiser with a teak & mahogany wood trimmed cabin. Its' docked in Tobermory's BIg Tub Harbour. Two berths sleep 2 each. Full galley. Linens and towels provided. It is disinfected before your arrival. Its private and self contained. This accommodation is for the boat at the dock only. It does not include driving the boat or use of the cottage property. The boat is a non smoking area.

Top guest favourite

Home in Huntsville

4.97 out of 5 average rating, 289 reviews

Wolegib Waterfront Muskoka Retreat with Hot Tub

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.

Guest favourite

Cottage in Minden

4.96 out of 5 average rating, 83 reviews

Lazy River Cottage - Minden Hills

Where friends, family and two rivers meet! ATV and snowmobile enthusiasts welcome! Cottage driveway crosses rail trail - extremely convenient. Private 2.6 acre four season river front property in a 3 bedroom cozy cottage conveniently located between Minden, Kinmount, & Haliburton. Wooded spacious property layout with 260’ of river shoreline that is perfect for nature lovers, all season adventurers and those who simply are in need of a relaxing and peaceful getaway.

Superhost

Cabin in Algonquin Highlands

4.91 out of 5 average rating, 126 reviews

Cottage / Lake House in Dorset| Raven Shores

Welcome to Raven Shores! Recently renovated cottage/lakehouse set on a large private lot on beautiful Raven Lake, a 10-minute drive to Dorset and on a canoe/kayak route including portages to other lakes. It has an open kitchen/dining and living area and a separate tv room which doubles as the third sleeping area. Tall trees provide some shade and privacy and the sandy shoreline has both a dock with clean, deep water swimming and a small shallow sandy area for wading.

Top guest favourite

Bungalow in Georgian Bluffs

4.98 out of 5 average rating, 125 reviews

A Naturalist's Paradise - Shepard Lake waterfront

Located on a tranquil, private, inland lake-base of the Bruce Peninsula. Spacious apartment (lower level of bungalow-one unit, no shared spaces), perfect getaway for outdoor enthusiasts. Very private location with secluded sitting area, yard & dock. Paddle boats are exclusive for your use. Enjoy fishing/bird watching. Close to hiking trails, golf courses & there are beautiful beaches for swimming just minutes away. Relax on the dock, read, BBQ & enjoy campfires.

Guest favourite

Cottage in Gravenhurst

4.93 out of 5 average rating, 125 reviews

Marrakahshe Retreat: A Curated Lakeside Experience

Welcome to Marrakahshe Retreat: A curated lakeside experience & sauna under 2-hours from Toronto. With 230 feet of private lakefront, 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.