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

4.97 out of 5 average rating, 316 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😊

Aug 4 – 11

R1,945 ZAR per night

Guest favorite

Guesthouse in Hamilton

4.83 out of 5 average rating, 184 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

Oct 12 – 19

R1,645 ZAR per night

Guest favorite

Home in Niagara-on-the-Lake

4.96 out of 5 average rating, 401 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.

Jan 8 – 15

R2,506 ZAR per night

Guest favorite

Home in Youngstown, New York, US

4.94 out of 5 average rating, 160 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!

Nov 9 – 16

R7,307 ZAR per night

Guest favorite

Condo in Innisfil

4.97 out of 5 average rating, 111 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!

Oct 13 – 20

R2,007 ZAR per night

Guest favorite

Cottage in Georgina, Canada

4.98 out of 5 average rating, 132 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.

Sep 17 – 24

R3,180 ZAR per night

Guest favorite

Loft in Kawartha Lakes

4.99 out of 5 average rating, 179 reviews

The Lakeland Loft/A quiet getaway/near Bobcaygeon

The Lakeland Loft is situated on a peaceful one acre property with over 200 feet of shore line and surrounded by forest and walking trails. This property is minutes from the Bobcaygeon Lock by road or boat. The loft is located on the second story of a self contained building and has a private entrance. The Loft has been totally renovated for use by guests and has everything you will need for a comfortable stay. There is a dock for guest use. A public boat launch is about 5 minutes away.

Jan 3 – 10

R2,730 ZAR per night

Guest favorite

Guest suite in Lakefield , Canada

4.98 out of 5 average rating, 405 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 .

Dec 22 – 29

R2,387 ZAR per night

Guest favorite

Guesthouse in Kawartha Lakes, Canada

4.92 out of 5 average rating, 247 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.

May 10 – 17

R1,782 ZAR per night

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.

Oct 20 – 27

R2,571 ZAR per night

Superhost

Cottage in Bowmanville

4.86 out of 5 average rating, 102 reviews

Waterfront Beach House Oasis - All Season Hot Tub!

Welcome to the one of a kind beach house - Paradise just outside of the City! Our waterfront 4 bedroom property features unobstructed lake views, a view of an infinite horizon featuring breathtaking sunsets, kayaks, a fire pit, BBQ, and an all-season hot tub. Whether it’s staying in and enjoying a movie, relaxing on our private beach, or exploring the nearby Darlington conservation areas, our home will provide you with everything you need for the perfect urban getaway!

Sep 2 – 9

R11,892 ZAR per night

Guest favorite

Cottage in Richmond Hill

4.94 out of 5 average rating, 127 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

Sep 26 – Oct 3

R5,057 ZAR per night