Vacation rentals with a kayak in Greater Toronto and Hamilton Area

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Top-rated kayak rentals in Greater Toronto and Hamilton Area

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Guest favorite

Apartment in Whitby, Canada

4.97 out of 5 average rating, 318 reviews

LOVE and Relax at Dream Catcher Retreat

Are you looking for the perfect getaway? 😊 Retreat yourself to a Luxurious, Charming and Modern Suite with a splash of glam.✨ Perfect for couples, families or business trips. Enjoy the Fireplace with a glass of Cabernet Sauvignon🍷, Whilst enjoying a good movie on HDTV using Chromecast. Perhaps you would also like to partake in a game of pool on our custom pool table 🎱, or take a hot rainfall shower in a delightful Stone Spa Shower💦. But, most importantly, our place is yours to relax and unwind😊

Guest favorite

Guesthouse in Hamilton

4.83 out of 5 average rating, 185 reviews

Hamilton Beach Guesthouse with guest Kayaks

LAKEFRONT* renovated lakefront small cottage with two Kayaks situated on the Hamilton Waterfront beach trail. Enjoy fantastic views of the Toronto Skyline and secluded sandy beach. Relax on large deck, overlooking the lake. Right on the waterfront trail, roller blade, bike, kayak or enjoy the sandy beach. Very central for a Niagara winery and Toronto trip. Includes: Smart TV, 1 Parking spot, Tetherball, good Wi-Fi, Fire-pit , BBQ, Kayaks Queen size bed Coffee, condiments &cooking ingredients

Guest favorite

Apartment in Meaford

4.96 out of 5 average rating, 284 reviews

Sunrise and Bayview with Kayaks & Bikes

🌊 Bright and inviting waterfront/view ground level apartment in the heart of Meaford. 👥Ideal for a romantic getaway 🏔20 minute drive to Blue Mountain attractions. 2 hours from Bruce Peninsula National Park Golfing Close by 🏖 5 minute stroll to the Harbour and Sandy Beach or a pebble beach right across the road ! 🚶‍♂️Walking distance to Meaford Hall 🍽Dining options a block away:) Kayaks, Bikes, Floaties, snowshoes and snorkels are complimentary. Come and discover our gem of a town.

Guest favorite

Home in Niagara-on-the-Lake

4.96 out of 5 average rating, 403 reviews

Villa Campagna of Niagara on the Lake

Fully licensed Short Term Rental Premises. License #048-2022 Our rustic, country home on a spacious lot is located a few kilometers from Old Town, Niagara on the Lake. (4.1 KM / 6 min drive by car) Enjoy the use of the entire home with ample parking while you explore the wonderful attributes of charming Niagara on the Lake. The home is located within walking distance to many wineries. It is located on the cycle route and therefore a short 10 minute bike ride to Old Town and all its features.

Guest favorite

Home in Youngstown, New York

4.94 out of 5 average rating, 161 reviews

Tucked Away - Cozy 4BR Waterfront Home w/Hot Tub

Retreat to a secluded corner of Lake Ontario at this family-sized lakefront home! Nestled between the lake and a state park Tucked Away is just that - a cozy, peaceful, lakeside hideaway. Here you can enjoy waking up to the crashing waves, the stunning sunsets behind the Toronto skyline from the hot tub and bringing your dogs down to the beach for a swim. From families to couples, this house caters to everyone with its close proximity to hiking trails, wineries, family excursions, and more!

Guest favorite

Condo in Innisfil

4.97 out of 5 average rating, 112 reviews

•#TheFridayFlat Luxury Poolside Retreat for Summer

Enjoy access to all of Friday Harbour's world-class amenities, including a golf course and sandy beach. Take a dip in the outdoor pool and explore the kilometres of scenic walking trails that wind through the Nature Preserve Located just a short drive from Toronto, Friday Harbour offers the perfect escape from city life. Spend your days exploring the shops and restaurants of the promenade, or venture out onto the lake. Come experience the ultimate waterfront getaway at Friday Harbour!

Guest favorite

Cottage in Georgina, Canada

4.99 out of 5 average rating, 136 reviews

Granny's Cottage

Granny’s Cottage is located on Lake Drive East across the road from Lake Simcoe. Our private lakefront is yours to enjoy. Our lakehouse equipped with mini fridge and chairs while looking out over beautiful Lake Simcoe. Lakehouse is available late spring to early fall. This cozy cottage is newly renovated with all the comforts for a much needed getaway. Available for your use is a badminton net, 2 kayaks and a large canoe (seasonal). There is also a secure lock up for you bicycles.

Guest favorite

Guest suite in Lakefield

4.96 out of 5 average rating, 109 reviews

Pretty Stoney Lake Cabin Suite -No Cleaning Fee

Guests have their own cozy studio apartment that is private and located on the ground floor with your own entrance. It does not include the entire cabin. Christine's Log Cabin is directly across from the beautiful 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 private beach (May-Oct). Perfect getaway any time of the year & complimentary Whiskey Maple Cake included.

Guest favorite

Guest suite in Lakefield

4.98 out of 5 average rating, 408 reviews

A private Deluxe Suite

Our place is on the Trent Severn Waterways and near down town shopping. Great for biking,kyaking, pubs and restaurants. Our suite is equipped with one bedroom with fireplace ,TV and ensuite with jacuzzi. There is a kitchen and dining area, living room with TV and fireplace. Free Wifi. There is also laundry facilities, Hot tub ,sauna and outside patio with propane fire pit and barbecue, all for your private use. We are setup for a couple and our amenities are for our guests only .

Guest favorite

Guesthouse in Kawartha Lakes

4.92 out of 5 average rating, 250 reviews

The Loft on Sturgeon Lake

Enjoy the lakeside lifestyle on Sturgeon Lake! This beautiful custom loft features one spacious bedroom with a queen bed and large, bright windows. The suite has a private washroom with a large walk-in shower. There is a full kitchen available and living space with a pull out couch. Experience stunning sunsets over Sturgeon Lake from your private balcony or by the lake at the dockside fire pit. There is an outdoor pool that can be used when available and canoes and kayaks.

Guest favorite

Guesthouse in Saint Catharines

4.98 out of 5 average rating, 377 reviews

Private Estate Coachhouse + Hot Tub near NOTL!

Villa Niagara & it's private coach house - one of the oldest farm estate properties in the area close to Lake Ontario - the farmland has long been exchanged for housing but the charming original farm home and coach house remain. You'll be just a short stroll to the Welland Canal and the start of Niagara-on-the-Lake. Once you cross the Lock 1 bridge, you're instantly into farmland and wineries. Extreme care taken to thoroughly cleaned and disinfected between each stay.

Guest favorite

Cottage in Richmond Hill

4.95 out of 5 average rating, 129 reviews

White Oak on Wilcox-Richmond Hill Lakefront Oasis

Welcome to The White Oak on Wilcox - a lakefront oasis in the heart of Richmond Hill, perfect for an all-season getaway. Located just 30 mins from Toronto, enjoy direct access to Lake Wilcox with beautiful sunset views from the private dock. This vacation home welcomes you to a relaxing and serene lakefront experience. Surrounded by numerous activities to enjoy year-round, this is the perfect home-away-from-home! Share your memories with us @whiteoakcottageco