Vacation rentals with a kayak in Lake Simcoe

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Popular amenities for Lake Simcoe kayak rentals

House rentals with a kayak

Guest favorite
Home in Washago
4.89 out of 5 average rating, 53 reviews

Waterfront Muskoka guest suite near Casino Rama

NickRating, 5 stars1 week ago
we had a concert at Casino Rama and this was a great place to spend the night. it was very quiet, peaceful and close to the casino.
Top guest favorite
Home in Eagle Lake
5 out of 5 average rating, 60 reviews

HyggeHaus—sleek snuggly secluded ski-in/out cabin

IslaRating, 5 stars3 weeks ago
We were so happy to stay at this cottage! The house was cozy and welcoming, and both our child and our dog had an amazing time. It was the perfect place for a fun and relaxing family getaway. We would love to come back again!
Guest favorite
Home in Little Britain
5 out of 5 average rating, 10 reviews

Luxurious waterfront paradise on lake Scugog

RajeshwariRating, 5 stars3 weeks ago
Absolutely stunning property!!! Very well maintained, spot on cleanliness, kids friendly, access to property was super smooth… Simar is great host with good recommendation and great communication.. Worth a stay property!!! Also would love to come back …..
Guest favorite
Home in Bracebridge
4.95 out of 5 average rating, 92 reviews

Muskoka River Cabin

YoufaRating, 5 stars2 weeks ago
My friends and I had an amazing time at Ken and Rebecca’s place. We would love to visit again and highly recommend.
Guest favorite
Home in Port McNicoll
4.95 out of 5 average rating, 228 reviews

Spectacular Waterfront 3 Bedroom Home!

CarolRating, 5 stars3 weeks ago
Amazing responsiveness from pre-booking through to checkout! When you walk in the front door the view is stunning, and gets even better at sunset. Everything you need is readily available, kitchen has all you’d need. Loved the open living space for conversation. Even though neighbours are close, it still feels quite private on the deck and in the yard. Highly recommend this place for a smaller group. Just be sure you’re all ok with stairs as the bedrooms are all downstairs. Thanks so much for sharing your beautiful home!
Guest favorite
Home in Dysart and Others
4.9 out of 5 average rating, 136 reviews

Gem on Kennisis Lake - Waterfront

JessRating, 5 stars2 weeks ago
We had a wonderful stay! Cottage was clean upon arrival with easy access. There were lots of activities to keep busy both indoor and outdoors. Lots of space to enjoy within the cottage as well. We especially enjoyed the hot tub during a cooler day!
Guest favorite
Home in Port Carling
4.91 out of 5 average rating, 117 reviews

Waterfront Boutique Cottage Getaway

RehamRating, 5 stars1 week ago
we were a family of 5 and a baby 6 month old. The cottage was so comfortable, beautifully decorated, fully stocked with everything we needed and some more. we used the BBQ out on the patio which was very clean and ready to be used. It made our stay wonderful. Beds were very comfortable clean, and we had the best sleep. Every corner is well decorated and the view of the lake was beyond expectations. we didn't use the sauna room as it was a bit cold and rainy when we were there but I can imagine it would be so nice in brighter weather. I highly recommend Christina's cottage. It is worth the drive. absolutely loved it.
Guest favorite
Home in Innisfil
4.88 out of 5 average rating, 16 reviews

Lakeside Cottage-Tranquil Retreat by the Water

AnuragRating, 5 stars5 months ago
it was a great stay, great property and Ivan was extremely polite and helpful.

Cottage rentals with a kayak

Guest favorite
Cottage in Haliburton
4.96 out of 5 average rating, 177 reviews

Highlands Lakefront | Dock | Screened Room | Sauna

SoniaRating, 5 stars1 week ago
This was my second time staying at this gorgeous cottage. I never stay anywhere twice but this place is truly special. It was the perfect girls group trip and the house is so well equipped we had everything we needed and then some! This might become an annual tradition if we're lucky enough.
Guest favorite
Cottage in Washago
4.96 out of 5 average rating, 128 reviews

Riverfront Cottage with HotTub

ErinRating, 5 stars3 months ago
This was our second time staying at Jamie’s cottage and it was just as wonderful as the first time. It is such a beautiful location and the cottage is warm and cozy with the amazing fireplace. It was a perfect spot to watch all the snow fall gently out the big windows, looking out over the river. So peaceful! We ended up having to leave early and it made us all so sad, especially our kids, so we’ve already mentally made plans to go back next winter. Jamie was super communicative and we really just enjoyed our time so much.
Superhost
Cottage in Brechin
4.88 out of 5 average rating, 101 reviews

3 Bedroom Waterfront Cottage Kawartha Lakes

ShikhaRating, 5 stars2 weeks ago
Great location , clean cottage , backyard is really nice, with a perfect sunset view. We had a relaxing weekend and would definitely visit again. Special mention to Richard, he is responsive and provided all the required information.
Superhost
Cottage in Washago
4.88 out of 5 average rating, 128 reviews

Vintage Farmhouse Lakeview and Golfers Cottage

KyleRating, 5 stars3 weeks ago
Great host, very responsive/helpful. House and furniture were very clean. Perfect for a family getaway.
Guest favorite
Cottage in Brechin
4.94 out of 5 average rating, 162 reviews

Spacious waterfront cottage w/ spectacular sunsets

SuchetaRating, 5 stars1 week ago
Our group had an amazing stay at Dave’s cottage! Everything was perfectly arranged in the house, and we especially loved the variety of games available—they really added to the fun and made our time even more enjoyable. The view from the cottage was absolutely beautiful and made for such a relaxing and memorable getaway. One of the highlights of our trip was getting to see the Northern Lights right from the cottage—it really was an unforgettable experience! Dave was incredibly responsive and flexible throughout our stay, which made everything even smoother. Highly recommend this place and host!
Guest favorite
Cottage in Innisfil
4.86 out of 5 average rating, 138 reviews

Spacious family cottage 45 mins from GTA!

JohnRating, 5 stars1 week ago
Very peaceful and beautiful place to stay. The house is a great size for a family looking to relax and unwind.
Top guest favorite
Cottage in Innisfil
4.98 out of 5 average rating, 131 reviews

Charming waterfront cottage on Lake Simcoe

KaitlynRating, 5 stars1 week ago
The home was super clean and had all the amenities we needed, and more! Location was fantastic and the host was super responsive and proactive in her communication! We would love to come back soon!!
Top guest favorite
Cottage in Kirkfield
4.98 out of 5 average rating, 101 reviews

Brookside on Balsam. Rest.Relax.Restore.

MarvinRating, 5 stars2 weeks ago
We had an amazing stay at Penny’s beautiful home! The house is warm, cozy, and thoughtfully designed, making it easy to feel comfortable and relaxed. The kitchen was very well-stocked with everything we needed for cooking, which made preparing our own meals simple and convenient. Penny is a truly exceptional host—responsive, welcoming, and attentive to every detail. She went above and beyond to ensure we had a great experience! This was one of the best hosting experiences we’ve had, and we would gladly return in the future. Highly recommend to anyone considering a stay!

Cabin rentals with a kayak

Guest favorite
Cabin in Severn Bridge
4.91 out of 5 average rating, 33 reviews

Oak Cabin on Sparrow Lake

SteveRating, 5 stars3 months ago
Good value. We were looking for something humble and didn't want to break the bank. This is a very nice spot with that special something. We were snowed in our entire stay but the space was well set up for that, with TV's in each room with internet and apps. Really kind host. I would recommend this place and we would book again.
Top guest favorite
Cabin in Eagle Lake
4.95 out of 5 average rating, 111 reviews

Big Woody Cabin, Ross Lake, Haliburton Ontario

SerenaRating, 5 stars9 months ago
We loved our stay here! The house was spotless and had everything we could’ve needed and more. The dock and watercrafts were our favourite daytime spot, and the dining table was perfect for groups games in the evenings. We didn’t get to use the fire pits but there were two of them! We’ll definitely be back!
Superhost
Cabin in Gravenhurst
4.79 out of 5 average rating, 144 reviews

Reay Lake Tiny House

NevilleRating, 5 stars2 weeks ago
Laura was a responsive host. We had a great time at the cottage. The fireplace was a bonus for this spring’s cold and rainy weather. In fact, Laura brought us backup firewood to put our mind at ease. The wifi was stable as an added bonus. Thank you for having us, Laura!
Superhost
Cabin in Norland
4.86 out of 5 average rating, 254 reviews

Waterfront Cottage with Hot Tub

JulieRating, 5 stars3 weeks ago
A Perfect Getaway at a Beautiful Water View Cottage! Our group of girlfriends recently had the pleasure of staying at a lovely Airbnb cottage in Norland, and I can't recommend it enough! The location was great, with great views of the water that made every moment feel special. The cottage itself was very nice, providing a cozy and inviting atmosphere. It was well-equipped with everything we needed for a comfortable stay, and the hosts were attentive. We were disappointed that we couldn't fully enjoy the wonderful deck due to the weather. However, the hot tub was a fantastic highlight of our stay, and we made the most of it! Overall, our stay was great, and look forward to returning. If you’re looking for a peaceful retreat with beautiful scenery, this is the place to be!
Guest favorite
Cabin in Baysville
4.93 out of 5 average rating, 190 reviews

Muskoka Lakeside Cottage - Dock - Beach - Wi-Fi

RobRating, 5 stars1 week ago
Brendon’s place is truly a gem. Cozy cottage with a beautiful lakefront dock and beach. We didn’t get the best weather but can tell this place would be amazing with the sun shining during the summer months. Overall we still had a great time here and plan to return hopefully. If you are considering coming here, don’t hesitate. You won’t regret it.
Guest favorite
Cabin in Little Hawk Lake
4.97 out of 5 average rating, 131 reviews

Bill's Rustic Cabin; tour on pontoon boat to cabin

EmadRating, 5 stars1 week ago
This was the best way to experience the beauty of Ontario. The rusty cabin is clean and warm, with many old records and fascinating books when it gets dark, and well maintained kayaks for daytime. Bill is an amazing guy, holding some of the history and knowledge of the place in his heart and he is so willing to share it with the others. Book this place to get a sweet taste of Algonquin and Little Hawk lake.
Guest favorite
Cabin in Lake Saint Peter
4.94 out of 5 average rating, 103 reviews

West Pines Cabin #1

NehaRating, 5 stars7 months ago
We stayed at cabin #1 during October 11-13 weekend. We loved this place. Very clean, cute cabin, worth the price. Amy was very quick to respond. There are kayaks, canoes to use, firepit, bbq grill. We had awesome experience. I am looking forward to book it again. I highly recommend this place for with kids trip. There is beautiful playground by the beach.
Superhost
Cabin in Algonquin Highlands
4.91 out of 5 average rating, 126 reviews

Cottage / Lake House in Dorset| Raven Shores

ChristineRating, 5 stars7 months ago
I highly recommend the Lake House in Dorset/Raven Shores. This cottage was perfectly situated and close to scenic attractions and many trails. The property was picturesque morning, noon, and night. The perfect spot with easy access to the lake. Their customer service and attention to detail is second to none, exceeding my expectations every time. The hosts were readily available and responded quickly. The cottage was warm and Cozy "just like home." It was equipped with everything a family would need and more. We would stay again.

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