Holiday rentals with a kayak in Lake Scugog

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Top-rated Accommodation with a Kayak in Lake Scugog

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

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Top Guest favourite

A spacious outdoor seating area features comfortable wicker chairs and a grill, surrounded by soft lighting under a canopy. The two-story home provides large windows that reflect the evening sky, and lush trees frame the property, creating a serene atmosphere.

Cottage in Trent Lakes

4.99 out of 5 average rating, 143 reviews

Lux-5 Bdrm-Waterfront+Hot Tub+Sauna+Game Rm+SUP's+

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, sauna, 30 ft upper deck with glass rail lighting 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!

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Guest favourite

A covered patio area features a hot tub alongside a glass-topped table with comfortable seating. The peaceful lakeside view showcases expansive green space and a row of chairs positioned along the shore, framed by trees lining the property.

Cottage in Georgina

4.96 out of 5 average rating, 105 reviews

Sunset Shores Lakehouse- Hot Tub, Wet Bar & Games

Welcome to Sunset Shores Lakehouse! Nestled in a tranquil bay on the shores of Lake Simcoe, this spacious family lake house is the perfect escape in all 4 seasons with many indoor and outdoor activities to enjoy! This peaceful waterfront retreat boasts 4 bedrooms + Wet Bar + Patio Oasis with lakeside Fire Pit + 6 person Hot Tub overlooking the lake and spectacular daily sunsets and sunrises you wont want to miss! Only 1 hour from Toronto and close to many Georgina attractions and adventures!

ValueOutdoor spacesBackyard

Top Guest favourite

Apartment in Port Perry

4.97 out of 5 average rating, 139 reviews

Romantic & Cozy Countryside luxury loft with views

Romance in the Country. Getaway from the crazy, to play, rest/work stay-cation with your sweetheart. Newly built, full kitchen, bath/laundry/EV charger. Great trails, theatre, shopping in quaint downtown Port Perry, boating, golfing, horse farms, museums, & amazing 5 star restaurants in Port Perry. Enjoy our pond with lots of places to enjoy peace & quiet together! Ask about Art-personal Chef and Pontoon experiences. 1 hr from TO, 8 min into Port Perry. (2 rms available). Longer stays avail.

LocationOutdoor spacesHiking

Top Guest favourite

An outdoor stone wall shower is positioned next to a wooden deck, leading to a private pond. The deck features a covered area with dining furniture. Lush greenery surrounds the space, and sunlight illuminates the scene under a clear blue sky.

Shipping container in Clarington

4.98 out of 5 average rating, 122 reviews

Rustic Ridge

Rustic Ridge Tiny Cabin - Cozy Escape on Private Pond **Cabin will have to be winterized when temperature drops meaning no running water and outdoor shower, jugs of water will be supplied to rinse after sauna, bottled water in dispenser also provided.*** Welcome to Rustic Ridge Tiny Cabin, a unique shipping container retreat on the back of our property. Nestled by a private pond with a fountain, this serene cabin is the perfect escape for nature lovers and those looking to unwind in comfort.

LocationOutdoor spacesKitchen

Top Guest favourite

A fire pit with flames is situated near the water's edge, surrounded by smooth stones. An Adirondack chair is positioned to face the lake, offering a view of the serene water and a colorful sunset in the background.

Guest suite in Port Perry

4.89 out of 5 average rating, 290 reviews

Sunset Haven

Cozy suite, this location provides the very best of the outdoors for cottaging enthusiasts 45 minutes from the GTA. Found on the outskirts of Port Perry near the Blue Heron Casino and on the shores of Lake Scugog, you will find great fishing, swimming, and boating at your doorstep. Also great lounging on the deck/dock! The casino is 5 min drive and the town of Port Perry with its good restaurants and shopping is 10 min car ride or take your boat! Unfortunately, no pets are allowed by guests.

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Top Guest favourite

Cottage in Georgina

4.96 out of 5 average rating, 143 reviews

Resort-Style Luxury Waterfront Cottage

Experience luxury at our 5-star, Superhost-rated waterfront cottage on Lake Simcoe, just 80 KM from Toronto! A guest favorite, it offers breathtaking sunsets and sunrises from the living room and loft. Relax on the sandy beach with waist-deep waters, and enjoy the patio, BBQ, bar, lounge, kayaking, and fishing. With a fully equipped kitchen, 3 bedrooms, and 2 bathrooms, it comfortably accommodates up to 8 guests. Book your dream getaway today for the perfect blend of relaxation and adventure!

ValueOutdoor spacesView

Guest favourite

A comfortable seating area is highlighted by a tan leather couch adorned with textured pillows in red and black hues. A rustic wooden coffee table rests on a patterned rug, with framed photographs adorning the dark walls. Large windows provide a view of the outdoors.

Cabin in Harcourt

4.86 out of 5 average rating, 112 reviews

The Thunderbird Cabin

Kick back and relax in this calm, stylish space. Professionally designed and decorated by HGTV award winning designer. There are three buildings on this property. The garage bunkie which has a king bed and 3 piece bathroom. The main cabin with 3 beds and 2 baths and the boathouse bunkie which features a king size bed and is cantilevered over the lake. The views are breathtaking and deep water off the dock with No weeds and excellent fishing right from the dock. Pickerel, bass, perch, muskies

LocationOutdoor spacesCheckout

Guest favourite

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, 224 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.

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Superhost

A hot tub is positioned on a patio, providing views of the serene lake and distant horizon. Red outdoor chairs surround a firepit, while an umbrella offers shade nearby. The scene is framed by lush greenery and a stony beachfront, enhancing the tranquil setting.

Cottage in Bowmanville

4.88 out of 5 average rating, 200 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!

LocationOutdoor spacesBackyard

Guest favourite

Cottage in Cameron

4.92 out of 5 average rating, 108 reviews

Lakefront Cottage | 2 BR, Hot Tub, Fire Pit

Welcome to your private Kawartha Lakehouse retreat! This spacious home is the perfect luxury escape for couples, small families, or friends who want extra room to spread out and relax. Enjoy the comfort of a full-size lakehouse with only 2 bedrooms, giving you both privacy and space on the tranquil lakeside. Whether you’re planning a romantic getaway, a family trip with kids, or a work-from-the-lake escape, our home offers a cozy setup with the space and privacy of a full lakehouse.

Outdoor spacesLocationHot tub

Top Guest favourite

Cottage in Georgina

4.91 out of 5 average rating, 302 reviews

Lakefront | Private Dock, Sandy Beach & Hot Tub

Lake Simcoe waterfront cottage with a rare shallow sandy-bottom shoreline, private dock, and hot tub. Enjoy swimming, kayaking, paddleboarding, fishing, BBQs, fire pit evenings, and breathtaking sunsets. Perfect for family vacations, holiday getaways, and groups near Toronto, just minutes from Hwy 404. Features 6 bedrooms, 4 bathrooms, a fully equipped kitchen, and spacious indoor and outdoor areas. Private, peaceful, and ideal for year-round Lake Simcoe getaways.

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Top Guest favourite

A rustic log cabin is framed by colorful autumn foliage, showcasing a steeply pitched roof and distinct gabled windows. A stone walkway leads to the entrance, while scattered leaves cover the ground, enhancing the natural surroundings.

Guest suite in Lakefield

4.96 out of 5 average rating, 336 reviews

Pretty Stoney Lake Cabin Suite

Guests have their own cozy studio apartment, which is private and located on the ground floor with their own entrance. It does Not include the entire cabin. Has a kitchenette with BBQ outside. The Log Cabin is directly across from the Petroglyphs Provincial Park (May-Oct); however, you can hike all year long, even with the gates closed, and also down the road to Stoney Lake with full access to a public beach (May-Oct). Perfect getaway any time of the year.

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