Vacation rentals with a kayak in Killarney

4.85 out of 5 average rating, 59 reviews

An aerial view of a serene lakeside property showcases a spacious grassy yard surrounded by trees in vibrant autumn colors. A dock extends into the calm water, while a fire pit and seating area are situated on the lawn, creating an inviting outdoor space.

Cottage in Emsdale

Peaceful cottage on Fisher Lake. Pet friendly!

Unwind with the whole family at this 4-season cottage on Fisher Lake! This 3 bedroom, 2 bath cottage sleeps 8 comfortably. Quiet Fisher Lake is perfect for kayaking, canoeing and paddle-boating (provided with cottage). *Note we are on the river inlet section of the lake. Adventurers will love the easy access to Arrowhead Park, Algonquin Park (Rain Lake), and nearby ATV and snowmobile trails. The playset, tire swing, and games will keep kids busy. Enjoy the ample wildlife right from the dock!

4.9 out of 5 average rating, 105 reviews

The cottage is nestled amid lush greenery, overlooking a tranquil lake. A wooden dock is visible with several red chairs, providing a perfect spot to relax. Tall trees surround the area, enhancing the cottage's secluded setting under a clear blue sky.

Cottage in Kearney

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.

4.86 out of 5 average rating, 181 reviews

A serene lakeside setting is presented, featuring a circular stone fire pit surrounded by several seating options. Colorful canoes are stacked near the water's edge, with natural greenery and trees providing a calming backdrop. A peaceful lake view is visible in the distance.

Cottage in Gravenhurst

Stunning 3BR Waterfront Lake Cottage Hottub&Sauna

Welcome to Cardinal Cottage! The Ultimate Winter Wonderland Getaway. Featuring outdoor Scandinavian Experience - HotTub & Sauna! 3bedrooms (6 beds), 1bath right on the water only 1.5hrs from the GTA & 10mins from Gravenhurst. Breathtaking waterfront dock views. Gather inside with our extended Dining Table, Giant U-shaped couch, 65" smartTV w/Netflix & Cable, WIFI, Stereo System, LOTS of board games & books! Offering a Private Remote Workspace. Join us for a refreshing & recharging 5-star stay!

4.97 out of 5 average rating, 39 reviews

A wooden deck features two yellow adirondack chairs placed beside a modern fire pit. The calm lake reflects the sunset, framed by tall trees. A glass railing provides unobstructed views of the tranquil scenery, enhancing the outdoor experience.

Cottage in Perry

The Knotty Pine Lakefront Cottage with Bunkie

Take it easy at this unique getaway! This cottage is tucked away in the trees, perched up just a few steps from the lake making the views of Loon Bay and sunsets truly amazing! No matter if you’re spending your time in the cottage, bunkie, or on the deck, the lake is in your view. If you’re looking to get out for a paddle, check out the Magnetawan River just on the other side of the lake. We have a paddle boat, canoe available and 2 Kayaks at the dock. Or sit on the dock and take it all in….

5 out of 5 average rating, 7 reviews

A rustic cottage is situated among tall trees near the water's edge. A wooden deck with a picnic table offers a serene view of the lake, surrounded by lush greenery and natural stones underfoot.

Island in Magnetawan

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.

4.99 out of 5 average rating, 114 reviews

A screened Muskoka Room is shown, featuring comfortable seating arranged around a central table. Large windows provide a view of the serene lake and surrounding greenery. Sunlight filters in, highlighting the rustic wooden beams and cozy atmosphere.

Cottage in Baysville

Tranquil Muskoka Lake House

Welcome to your private retreat on tranquil Long Line Lake. The perfect blend of modern convenience and nostalgic Muskoka cottage character. This cottage is newly renovated throughout and features a new rustic yet modern kitchen and main floor three piece bathroom. With over 1600 square foot of living space and two full bathrooms, this cottage is ideally suited to accommodate multiple families with kids. -Unlimited high speed internet -Large, screened in Muskoka Room -Expansive dock

4.98 out of 5 average rating, 261 reviews

Two colorful kayaks, one green and one yellow, are seen floating on calm water, accommodating four individuals wearing life jackets. The scene captures a serene environment with lush greenery visible along the shoreline, indicating a peaceful outdoor experience.

Cottage in Tobermory

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.

4.9 out of 5 average rating, 192 reviews

A serene view of the docked boats is reflected in the calm waters. Lush green trees surround a charming house, which is set back from the water. The blue skies and sunlight enhance the peaceful ambiance of the harbor.

Boat in Tobermory

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.

4.97 out of 5 average rating, 288 reviews

A modern Scandinavian-style cottage is approached by wooden steps, leading to a spacious outdoor area. Large windows reflect warm lighting from within, while natural stone landscaping frames the entrance. Lush greenery surrounds the cottage, ensuring a blend of comfort and nature.

Home in Huntsville

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.

4.95 out of 5 average rating, 56 reviews

A wooden dock extends over calm waters, complemented by two bright red Adirondack chairs. Surrounding trees display autumn foliage in shades of orange and yellow, reflecting on the water's surface. A charming home is visible in the background, enhancing the serene atmosphere.

Home in Washago

Breathtaking RiverFrontOasis with a HOT Sauna

Beautifully renovated home with 140 feet of waterfront on Green River with cathedral ceilings, 1.5 bathrooms, 2021 kitchen with quartz counters. 3 bedroom home plus pull out couch in a semi private reading nook, as well as bunkie with queens size bunk beds for bonus sleeping quarters. Enjoy wine or mimosa on the dock while the kids play on the sandy beach. Great for kayaking, and stand up paddle boarding. Deep water perfect for fishing, bass, pickerel and muskie.

Bungalow in Georgian Bluffs

Two kayaks and a canoe are positioned beside a wooden storage shed, set against a backdrop of lush greenery. A grassy path leads toward a tranquil lake, with blue skies visible above, creating an atmosphere ideal for outdoor activities.

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.