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

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😊

May 10 – 17

R1,664 ZAR per night

Superhost

Cottage in Brechin

4.96 out of 5 average rating, 118 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.

Oct 22 – 29

R3,722 ZAR per night

Guest favorite

Cottage in Georgina

4.96 out of 5 average rating, 57 reviews

Resort-Style Luxury Waterfront Cottage

Escape to Unforgettable Luxury at Our Waterfront Family Cottage on Simcoe, Just 80 KM from Toronto. Experience Breathtaking Sunsets and Sunrises from the Comfort of the Living Room and Loft. Relax on the Pristine Beach with Calm Waist-Deep sandy Waters, Right in Our Backyard. Take Advantage of the Patio, BBQ, Bar, Lounge , Kayak &Tubing for Endless Fun. Enjoy Comfort & Convenience with a Fully Equipped Kitchen, 3 Bedrooms, 2 Bathrooms & Space for Up to 8 Guests. Secure Your Dream Getaway Today!

Mar 31 – Apr 7

R10,580 ZAR per night

Superhost

Cottage in Bowmanville

4.87 out of 5 average rating, 119 reviews

Super Cute & Modern 3 Bedroom Beach Bungalow

Transport Yourself To This Modern, Open Concept, 3 Bedroom Beach House & You Will Feel Like You Have Left The Country! Only An Hr From Toronto. Take In The Stunning Views Of Lake Ontario & Relax Over The Lapping Sounds Of The Waves. Enjoy Direct Access to The PRIVATE Beachfront & The Outdoor Space (Drum fire pit, Patio Set, BBQ)-It's The Perfect Urban Getaway. You Get The Entire House & Lots Of Parking Available. ABSOLUTELY NO PARTIES PERMITTED. Pls read all rules before booking. No pets.

Dec 26 – Jan 2

R5,206 ZAR per night

Guest favorite

Cottage in Little Britain

4.97 out of 5 average rating, 31 reviews

StarBay Hollow

This cozy cottage is located in a small waterfront community. It sits on a large 1 acre fenced lot which makes it safe for young children and dogs. There is water access across the road for launching the water toys provided (canoe and kayaks). Relax in the hammock that sits next to the fire pit, or have a BBQ on the large deck off the back of the house. Come the evening on chilly nights, sit and watch a movie infront of the wood stove. Snowmobile trails are a short drive away or ice fish.

Dec 7 – 14

R2,300 ZAR per night

Guest favorite

Cabin in Nestleton Station

4.9 out of 5 average rating, 70 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.

Dec 14 – 21

R3,907 ZAR per night

Guest favorite

Home in Little Britain

5.0 out of 5 average rating, 14 reviews

Cozy Lakeside Cottage on Lake Scugog

WELCOME TO OUR COZY COTTAGE! This rustic, private, lakefront cottage (north shore of Lake Scugog) has 1 bedrooms with a full/double sized bed, and a newly renovated large bright sunroom with sleeper sectional. You are sure to enjoy the lake view, large private dock, water facing deck with bbq, huge yard for games, bon fires and more. Located approximately 1.5 hours from Toronto, this cottage is the perfect place for couples or friends to escape the hustle and bustle, relax and unwind.

Oct 28 – Nov 4

R3,043 ZAR per night

Guest favorite

Guest suite in Port Perry

5.0 out of 5 average rating, 14 reviews

Lakeside Guest Suite

Get away to the lake in this charming basement walkout guest suite. Enjoy the stunning sunsets from the living room, the bedroom (queen bed), or on the private patio. 40 steps downhill will bring you to the lake. Please be aware that the natural slope makes this unsuitable for those with mobility issues. The suite doesn't feature a kitchen, but, Port Perry is only 8 mins away and offers numerous local culinary options. Waterfront and backyard are shared with the property owners.

Jul 3 – 10

R2,797 ZAR per night

Guest favorite

Guesthouse in Kawartha Lakes

4.92 out of 5 average rating, 248 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.

Oct 15 – 22

R2,548 ZAR per night

Guest favorite

Place to stay in Caesarea

5.0 out of 5 average rating, 20 reviews

New Lakefront House with Gorgeous Sunsets!

Approximately 1 hour from Toronto, enjoy the beauty of Williams Point! Gorgeous sunsets, with fishing and swimming off the dock. The shoreline is shallow and warm with a sandy bottom. Located in a 100 year old lakeside community, 15 minutes outside of Port Perry. Spend your day kayaking and relaxing by the lake, then cook yourself a gourmet meal in the home's modern kitchen. Campfires, playing card games and chatting into the evening -- Discover life at The Point!

Sep 20 – 27

R5,284 ZAR per night

Guest favorite

Apartment in Port Perry

4.97 out of 5 average rating, 143 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.

May 14 – 21

R2,094 ZAR per night

Superhost

Cottage in Bowmanville

4.87 out of 5 average rating, 106 reviews

Waterfront Beach House Oasis - All Season Hot Tub!

Welcome to our serene waterfront sanctuary! Immerse yourself in panoramic lake views, captivating sunsets, and endless outdoor amenities including kayaks, fire pit, BBQ, and a luxurious year-round hot tub. This spacious 4-bedroom haven offers the ultimate urban escape, whether you're cozying up indoors for a movie night or venturing out to explore the nearby Darlington conservation areas. Your perfect retreat awaits!

Sep 3 – 10

R10,387 ZAR per night