Vacation rentals with a kayak in Regional Municipality of Durham

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Top-rated kayak rentals in Regional Municipality of Durham

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Guest favorite

A wooden deck overlooks tranquil waters, featuring two red Adirondack chairs facing the lake. The beautifully colored sky at sunset casts a serene ambiance, surrounded by lush greenery and trees providing a natural frame.

Cottage in Brechin

4.92 out of 5 average rating, 159 reviews

COTTAGE ON LAKE SIMCOE -4 BEDROOMS /2WSHRMS

Welcome to our cozy cottage in Simcoe County, just a short drive from Toronto. It's the perfect spot for bringing together family and friends. Here, laughter fills the home, and nature's beauty is right outside your door. Dive into clear waters for some fun kayaking and boating, and wake up to beautiful sunrises from our private dock. Take a walk on scenic paths, enjoy outdoor BBQs, and paddle around in our kayaks. Book your special getaway today and start making heartwarming memories that last.

Guest favorite

A spacious backyard features a well-maintained lawn with red Adirondack chairs arranged around a stone fire pit. A wooden playground set with a slide and climbing structure is visible, alongside a large cottage with multiple levels and large windows that reflect the sky.

Cottage in Ennismore

4.91 out of 5 average rating, 107 reviews

Luxury Modern Cottage Best Sunrises with Hot Tub

*4 SEASONS COTTAGE*Newly built custom luxury cottage, with brand new beds, mattress, furniture and furnishings. Cottage right on the lake , great fishing right off the dock, amazing boating, east exposure provides the best sunrises right from master bedroom, bon fires lake side, all bedding, linen and towels provided, all life jackets provided, tankless BBQ, ice fishing is available in winter, large hottub, pool table, ping pong, enjoy the canoe, kayaks and SUP. Quarry Golf Club is 5 mins away.

Guest favorite

Two kayaks are displayed on a wooden rack, showcasing vibrant orange colors. Life jackets in a range of sizes hang on the wall, alongside paddles, creating an organized and functional space for water activities.

Cottage in Kawartha Lakes

4.9 out of 5 average rating, 73 reviews

Cozy Cottage w/ 2 Kayaks & Canoe in Kawartha Lakes

A cozy cottage just an hour and a half drive from Toronto, nestled in the Kawartha Lakes by Pigeon Lake. The property is a short 200-meter (2-minute) stroll to our deeded lake access — perfect for kayaking, fishing and soaking in the serene waterfront views. Surrounded by scenic trails and nature, it’s the perfect place to relax and explore.Located 18 km east of Lindsay and 20 km from the charming town of Bobcaygeon, with Sandy Beach (Shearer Park) just a 25-minute drive away.*no cleaning fee*

Top guest favorite

Four kayaks in vibrant shades of green and blue are arranged along a sandy beach area at dusk. A calm lake reflects soft pastel hues from the sky, while a dock and water trampoline are visible in the background, providing an inviting space for water activities.

Cottage in Trent Lakes

4.98 out of 5 average rating, 93 reviews

Lux - 5 Bdrm - Waterfront, Hot Tub, Game Room+Plus

Direct waterfront cottage is perfect for multi family getaway. Situated directly on 160 ft of waterfront on Buckhorn Lake with endless fun. Boasting a hot tub, 30 foot upper deck with glass rail that lights up BLUE at night, beach volleyball, beach area for little ones, master bdrm walkout to deck & breathtaking water views from EVERY bedroom! For the kids and adults alike there is a ping pong table, foosball, pool table, poker table, pac-man arcade, 4 kayaks, 2 SUP, and paddleboat to enjoy!

Superhost

An outdoor patio extends towards the lake, featuring a private hot tub and a stone surround. The area is paved with large stones, and a patterned rug adds a decorative touch. Lake Ontario can be seen in the background under a clear blue sky.

Cottage in Bowmanville

4.83 out of 5 average rating, 154 reviews

Waterfront Beach House Oasis - All Season Hot Tub!

Welcome to our serene waterfront sanctuary! This stunning 4-bed, 3-bath retreat is the perfect escape just outside the city. Enjoy unobstructed lake views, sunsets, kayaks, fire pit, BBQ, and a year-round hot tub. Relax indoors with a movie or on the private pebble beach. Explore nearby Darlington conservation areas for hiking and wildlife. Our home offers everything you need for the ultimate urban getaway. Whether you seek relaxation, adventure, or natural beauty, your perfect retreat awaits!

Superhost

Two kayaks, one red and one yellow, are displayed under a deck, showcasing their vibrant colors. A well-maintained grassy area leads down to the tranquil water, with lush greenery in the background, creating a serene setting for outdoor activities.

Home in Buckhorn Lake

4.71 out of 5 average rating, 51 reviews

Kawartha Waterfront Cottage - Low Pricing

"Your Home Away From Home" Enjoy your stay in our newly renovated, fully furnished, custom built, luxurious and serene cottage with breathtaking Buckhorn lake views! Take advantage of our new additions -- Whirlpool Hot Tub, Rec room, a floating dock and a flagstone patio and a firepit to help you kick back and relax during your time off. We also offer a paddle boat, kayaks and a canoe. Kids private beach, very safe of any age group Relax with the whole family at this peaceful place to stay.

Guest favorite

A lakefront cottage is set on a grassy area beside the water, featuring a wooden dock extending toward the lake. The exterior shows a welcoming porch and surrounding trees provide shade. Stone borders accentuate the shoreline, creating a natural beach-like atmosphere.

Cabin in Nestleton Station

4.92 out of 5 average rating, 131 reviews

Cozy, Quirky and Modern Lakefront Cottage

Welcome to the Scugog Sugar Shack! Just 70 mins away from Toronto, escape to enjoy picturesque sunsets at this cozy lakefront cottage nestled under the largest collection of mature sugar maples on Scugog Point. This 2 bedroom open concept 1940s cottage has been updated with all the creature comforts while staying true to its quirky roots. With private access to Lake Scugog, known for fishing, kayaking, paddle boarding and swimming, bask in the sun all day & sit by a fire under the stars.

Guest favorite

Two watercraft are situated on a grassy area by the lake, including a yellow kayak and a blue paddleboat. Gentle waves can be seen in the background, along with tree-lined shores that frame the scenic view of the water.

Cottage in Ennismore

4.88 out of 5 average rating, 52 reviews

Lakefront Cottage w/ Dock, Fire Pit, Kayak & More

Escape to your own lakeside paradise, nestled along the serene shores of Buckhorn Lake. Perfect for large groups or family gatherings, this spacious retreat offers an abundance of entertaining space both indoors and outdoors, ensuring an unforgettable vacation experience. Savour your morning coffee or enjoy a delicious meal with the picturesque lake as your backdrop. Unwind on the private dock with easy access to the water for swimming or launch the provided canoe, kayak or paddleboat.

Superhost

A blue pedal boat is positioned on a pebbled beach along the lakefront. Bright red Adirondack chairs surround a fire pit nearby, offering a cozy gathering space. Lush greenery and trees create a serene backdrop against the calm waters of the lake.

Cottage in Bowmanville

4.89 out of 5 average rating, 154 reviews

“Lakeside Dreams”: All season HotTub w/lake views

Escape to our stunning lakefront family cottage! Enjoy breathtaking views, modern comforts, and the serenity of cottage life. With a private beach, firepit, BBQ, and covered patio, relaxation is guaranteed. Explore the nearby conservation area's trails or cast your line at the fishing creek, just a short walk away. A public beach is 5 min walk. Indulge in the perfect blend of nature and convenience. Book your stay now and create unforgettable memories in our charming cottage retreat!

Superhost

A private deck overlooks the water, featuring a BBQ grill and seating arranged on a wooden surface. Black wicker furniture, adorned with blue and white cushions, surrounds a small table, creating a comfortable space for outdoor relaxation.

Cottage in Kawartha Lakes

4.96 out of 5 average rating, 25 reviews

Cheerful 3BR Lakeside Cottage w large deck + dock

Welcome to Cedars Hiding Cottage. You’ll love being steps away from the water on your private dock and professionally landscaped fire pit. Enjoy al fresco dining on your private deck complete with BBQ, picnic table and patio chairs. A fully equipped new kitchen, cozy living room with wood-burning fireplace and lake views awaits you. Leave the hustle and bustle behind, we have everything you need for a relaxing getaway. Canoes, kayaks, peddle boat + SUPs available at our sandy beach

Guest favorite

A serene lakeside view showcases a tree-lined bank leading to a private dock. A gentle slope of grass descends to the water, where kayaks are visible near the shore. Bright sunlight reflects off the calm lake surface under a clear blue sky.

Cottage in Kawartha Lakes

4.94 out of 5 average rating, 109 reviews

Ke's Rustic Retreat in Kawartha Lakes

WELCOME TO KE’S PLACE! This rustic, private, 4 season, lakefront cottage on Pigeon Lake features 3 bedrooms, 3 full/double sized beds, large bright living room with sleeper sectional, newly renovated kitchen, updated bathroom, private dock, indoor fireplace, enclosed patio room, outdoor fire pit, and large yard for games and more. Located approximately 1.5 hours from Toronto, this cottage is the perfect place for families and friends to escape the hustle and bustle, relax and unwind.

Top guest favorite

A vibrant autumn tree with orange and yellow leaves stands by the serene waters of Lake Scugog. The lake reflects the clear blue sky, and a small dock is visible with chairs positioned for relaxation. Lush vegetation frames the scene.

Apartment in Port Perry

4.97 out of 5 average rating, 170 reviews

Modern Lakefront Apartment

Modern, Private self contained apartment. One bedroom/queen bed, located in our home on the lower level. Our home sits on 1/2 acre property on the shores of Lake Scugog. If you are looking to relax and enjoy nature and peace and quiet then this place is for you. This is NOT a party place and sorry NO PETS/children. Seasonal items: Canoe, Kayak, outdoor furniture may not be available for use if your booking early spring or end of Sept/Oct.