Vacation rentals with a kayak in Simcoe County

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Top-rated kayak rentals in Simcoe County

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Superhost

Cottage in Gravenhurst

4.92 out of 5 average rating, 149 reviews

Waterfront @Muskoka Pines /kayaks/bbq/firepit

Get ready to relax and recharge in this charming 4 season Muskoka waterfront cottage. All day Sun filled southern exposure. Surrounded by nature. Loon lake is a clean water Muskoka lake,great for fishing,ice fishing,skating, swimming,boating and water sports. The cottage is equipped with new central gas heating and a wood burning fire stove. There's central AC for the warm summer season. Conveniently located within a few minutes drive to the activities, shops and restaurants of Gravenhurst Wharf

Superhost

Cottage in Gravenhurst

4.87 out of 5 average rating, 180 reviews

Stunning 3BR Waterfront Lake Cottage Hottub&Sauna

Welcome to Cardinal Cottage! The Ultimate Winter Wonderland Getaway. Featuring outdoor Scandinavian Experience - HotTub & Sauna! 3bedrooms (6 beds), 1bath right on the water only 1.5hrs from the GTA & 10mins from Gravenhurst. Breathtaking waterfront dock views. Gather inside with our extended Dining Table, Giant U-shaped couch, 65" smartTV w/Netflix & Cable, WIFI, Stereo System, LOTS of board games & books! Offering a Private Remote Workspace. Join us for a refreshing & recharging 5-star stay!

Guest favorite

Cottage in Brechin

4.94 out of 5 average rating, 156 reviews

Spacious waterfront cottage w/ spectacular sunsets

Hi welcome to Sunset Shores Vacations on beautiful Lake Dalrymple. Enjoy the perfect vacation with the most spectacular sunsets viewable from the living room/kitchen, large upper deck, lower patio or right down at the waters edge. The fishing is great you can even catch fish off the dock. Swimming is great especially for young children cause the water is shallow off the dock. Explore the lake with the use of canoes, kayaks and paddle boat. Enjoy ice fishing, snowmobiling or a winter retreat.

Top guest favorite

Cottage in Georgian Bay

4.99 out of 5 average rating, 104 reviews

Muskoka Stunning Cottage On Little Lake

Surrounded by Little Lake, this gem provides a relaxing getaway with amazing water views. Spend your days peacefully rowing on the lake or having a picnic on the private beach, and your nights settling by a crackling fire. The home itself is plenty spacious for unwinding and getting a good night's sleep, views all-inclusive. Explore Port Severn Park right next door and play around in the public beach and splash pad. For more adventure, hike the beautiful Georgian Bay Islands National Park.

Top guest favorite

Cottage in Georgina

4.99 out of 5 average rating, 157 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.

Top guest favorite

Cottage in Port Severn

4.88 out of 5 average rating, 131 reviews

2 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI

No linens provided (No Blankets, sheets pillowcases or towels). Sorry NO PETS as guests on the property and NO SMOKING indoors. The cottage is right on the water, lots of wildlife, great for bird watching, Large 4 lake system, miles of boating on Gloucester pool, then for a further adventure it is connected to Georgian bay by locks on the Trent Severn. Honey Harbor, Midland, Whites Falls and lots of provincial parks close by, great fishing, ATV and hiking trails, fish right off the dock

Superhost

Cottage in Gravenhurst

4.86 out of 5 average rating, 139 reviews

Muskoka Dream Cottage

Spectacular 4,200 square foot open concept custom luxury four season lakefront cottage in beautiful Gravenhurst Ontario. Great room boasts 26' high cathedral ceilings with gourmet kitchen and wood burning fireplace. The cottage boasts 3 bedrooms, 2 bathrooms upstairs. 1 bedroom and 1 bathroom on the main floor. Attached 2 bedroom bunkie is fully heated. Rental includes use of all non motorized water toys during the summer months including kayaks, paddle boards, canoe, and row boat.

Guest favorite

Cottage in Washago

4.94 out of 5 average rating, 16 reviews

Beachfront on the Green River

Welcome to this waterfront property on the Green River in Washago Ontario with 20 km’s of water way to explore. Situated 15 mins from Orillia, Gravenhurst or casino Rama. Use the canoe, kayaks, stand up paddle boards and lily pad or just sit on the dock and watch the world go by. This place is made for making memories with a bonfire pit, outdoor shower, bocci ball, corn hole and giant checker game. Great fishing for kids right off the dock with sandy walk in beach area. No Pets

Superhost

Guesthouse in Gravenhurst

4.91 out of 5 average rating, 151 reviews

Waterfront Guest Cabin in Muskoka

Upscale guest cabin with brand new hot tub and WiFi deep in the heart of Muskoka. Unlimited access to a private hot tub, a dock with deep water diving, and a fireplace with night sky views. Remote cabin in nature with modern amenities and touches, accessible only by private road. Great for unplugging from social media and getting away from the city. Ideal for couples looking to relax, have campfires, and enjoy water activities such as swimming, kayaking, and paddle boating.

Superhost

Home in Washago

4.95 out of 5 average rating, 56 reviews

Breathtaking RiverFrontOasis with a HOT Sauna

Beautifully renovated home with 140 feet of waterfront on Green River with cathedral ceilings, 1.5 bathrooms, 2021 kitchen with quartz counters. 3 bedroom home plus pull out couch in a semi private reading nook, as well as bunkie with queens size bunk beds for bonus sleeping quarters. Enjoy wine or mimosa on the dock while the kids play on the sandy beach. Great for kayaking, and stand up paddle boarding. Deep water perfect for fishing, bass, pickerel and muskie.

Guest favorite

Cottage in Richmond Hill

4.94 out of 5 average rating, 150 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

Top guest favorite

Cottage in Torrance

4.97 out of 5 average rating, 224 reviews

Beautiful Nine Mile Lake

Beautiful Muskoka getaway! Modern 4 season waterfront cottage! Stunning views! Located on picturesque Nine Mile Lake. Over 70% of the lake is crown land. Perfect for kayaking and canoeing to enjoy all the beauty Muskoka is known for. We have kayaks a canoe and a paddle board for you to enjoy. Plenty of sun exposure on the dock you can swim all day long. Close to hiking and snowmobile trails. May 15-Oct 2 Minimum 6 nights with a Sunday check in.

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What guests are saying

"Northfork” Lakefront Cottage

4.97 out of 5 average rating, 39 reviews3 months ago

Mary Lou was incredibly helpful and responsive throughout our family's stay. The cottage was beautiful and everything we could have asked for. My family has been airbnb-ing twice a year for the last 10 years and we've never re-booked a cottage until now. Our family agreed that we HAD to visit in the summer because it would be even better with all the amenities.

Cottage in Sebright

What guests are saying

Muskoka Charm-Beautiful four bedroom cottage

4.92 out of 5 average rating, 24 reviews2 months ago

Will definitely be visiting again in the summer. David was a great host and very responsive. The cottage fits 8 people comfortably with comfortable rooms and beds. The fireplace in the basement is a great place for family and friends to gather around and enjoy their time. There was a snowstorm when we were checking out so David told us we could stay as long as we want which was very kind. All in all a wonderful trip!

Vacation home in Gravenhurst

What guests are saying

All Season Waterfront Retreat with Pool & Hot Tub

5 out of 5 average rating, 35 reviews8 months ago

Gary & Mina were excellent hosts. They greeted us for check in and where very accommodating. Any questions we had were quickly answered via the AirBNB app. The house was full of character and had lots of things to do indoors and outdoors. The kitchen was well stocked with supplies, utensils and kitchen wares. There was a washer/dryer centrally located which was great for towels and the Weber BBQ was in top notch condition. Water toys well maintained (2 kayaks, 1 paddle board, 1 canoe and 1 paddle boat). Pool and hot tub worked great, which was a must for our cottage getaway.

Home in Sebright

What guests are saying

Sunset Shores Lakehouse w/Hot Tub, Wet Bar & Games

4.98 out of 5 average rating, 50 reviews1 week ago

Loved staying here with my group of friends. Michelle was so lovely, very accommodating, and always responsive. The place is exactly like if not even better than the pictures and the house is very private, spacious, clean and well stocked with everything you could need for a cottage getaway! I will most definitely be returning as I had a 5 star experience! Thanks Michelle ⭐️

Bungalow in Georgina

What guests are saying

Luxury glamping on Georgian Bay.

5 out of 5 average rating, 6 reviews18 months ago

The hosts I encountered were outstanding. Janice was not just property owner; she and her husband were welcoming, helpful, and went above and beyond to ensure our stay was enjoyable. Their local recommendations, warm hospitality, and willingness to assist with any inquiries added immense value to our stay.

Camper/RV in Port Severn

What guests are saying

Waterfront Cottage for your Family near Muskoka

5 out of 5 average rating, 22 reviews8 months ago

We had a great week at Daniel’s cottage - the perfect place to relax & unwind after a week exploring the sights in Toronto. Daniel was an excellent host - no question was too much trouble, & he was very quick to respond to any queries. The cottage & amenities were exactly as described and proved to be perfect for our family - especially our two 16 & 19 year old sons, with plenty of time spent swimming, kayaking / canoeing, riding the Peloton, or playing table tennis, table football, & the X-box. The location of the cottage was perfect, with beautiful views of the river and surrounding woodland. The rear deck was the perfect spot for breakfast or BBQ’ing in the evening & watching the sunset. We ate at the cottage most days with supplies from the excellent Canoe Stores & Bakery in Washago, which had us coming back for the pecan slices on a daily basis! We ate out at the Lock42 Grill, set in a beautiful location beside the canal. All in all we would highly recommend Daniel’s cottage.

Cottage in Washago

What guests are saying

Room for 8! Riverfront - Canoe, Kayaks, BBQ

5 out of 5 average rating, 5 reviews7 months ago

We had a fantastic stay at this cottage! It was perfect for our group of six, with plenty of space for everyone to feel comfortable. The cottage was spotlessly clean and had everything we needed for a relaxing getaway. We especially loved the outdoor amenities—the dock, chairs, and firepit were a huge bonus for spending time by the water. Overall, it was a wonderful experience, and we'd definitely recommend this place to anyone looking for a peaceful retreat!

Home in Severn Bridge

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