Holiday rentals with a kayak in Lake Simcoe

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Popular amenities for Lake Simcoe kayak rentals

Holiday House Rentals with a Kayak

Guest favourite
Home in Peterborough
4.97 out of 5 average rating, 30 reviews

Kawartha Lakes , Chemong lake front property

BreannaRating, 5 stars4 weeks ago
This was without a doubt the cleanest Airbnb I’ve ever been in! It was such a beautiful space. The view was unmatched and there was lots of room for all of us! We definitely plan on going back during summer months. May long weekend this year wasn’t warm and we would have loved to enjoy sitting out on that dock. Will definitely be returning!
Guest favourite
Home in Washago
4.89 out of 5 average rating, 54 reviews

Waterfront Muskoka guest suite near Casino Rama

SavannahRating, 5 stars2 days ago
Had a lovely stay! Lisa was so accommodating! Beautiful location.
Top Guest favourite
Home in Eagle Lake
5 out of 5 average rating, 60 reviews

HyggeHaus—sleek snuggly secluded ski-in/out cabin

IslaRating, 5 stars1 month 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 favourite
Home in Little Britain
5 out of 5 average rating, 11 reviews

Luxurious waterfront paradise on lake Scugog

RajeshwariRating, 5 stars4 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 favourite
Home in Elmvale
4.89 out of 5 average rating, 19 reviews

Cozy Lakefront Cottage with Hot tub and Pool.

KreenaRating, 5 stars9 months ago
We went to this cottage for a beautiful romantic weekend getaway and we were happy we got that. The owner of the cottage Necker was very kind and helpful, absolutely loved the place and there was plenty of water activities to do. It was easy to check in, communicate and plenty of peaceful vibes. Recommended 100%, please go visit this cottage it is very well worth it. P.S: we loved the character of the cottage with little artpieces and wall art from all over the globe 🌎.
Guest favourite
Home in Bracebridge
4.94 out of 5 average rating, 93 reviews

Muskoka River Cabin

YoufaRating, 5 stars3 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 favourite
Home in Port McNicoll
4.95 out of 5 average rating, 231 reviews

Spectacular Waterfront 3 Bedroom Home!

DavidRating, 5 stars3 days ago
Beautiful, spacious and very comfortable. One of the most amazing views I've ever had at a cottage. So many windows that can open to let the beautiful sunshine and breeze in. Fans, AC and heat allowed for perfect temperature control.
Guest favourite
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.

Cottages with a kayak

Guest favourite
Cottage in Haliburton
4.96 out of 5 average rating, 179 reviews

Highlands Lakefront | Dock | Screened Room | Sauna

MaddieRating, 5 stars1 day ago
Not only was the cottage & property absolutely breathtaking, Kimberly was great at responding to any questions I had leading up to our trip and gave us a great tip on navigating the drive up. She also provided a variety of basic condiments, spices, all the bath towels, and kitchen utensils you would need so we were really able to feel comfortable and make this place feel like home away from home for the weekend. They also provided clear, fool-proof instructions on starting up the sauna and indoor fireplace. Would 100% recommend to others & book again for myself! Thank you Kimberly!
Guest favourite
Cottage in Washago
4.96 out of 5 average rating, 128 reviews

Riverfront Cottage with HotTub

ErinRating, 5 stars4 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, 102 reviews

3 Bedroom Waterfront Cottage Kawartha Lakes

ShikhaRating, 5 stars3 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.
Guest favourite
Cottage in Brechin
4.94 out of 5 average rating, 162 reviews

Spacious waterfront cottage w/ spectacular sunsets

SuchetaRating, 5 stars2 weeks 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 favourite
Cottage in Innisfil
4.86 out of 5 average rating, 138 reviews

Spacious family cottage 45 mins from GTA!

JohnRating, 5 stars2 weeks ago
Very peaceful and beautiful place to stay. The house is a great size for a family looking to relax and unwind.
Top Guest favourite
Cottage in Severn Bridge
4.96 out of 5 average rating, 127 reviews

CARL in Muskoka: Waterfront Cottage with Hot Tub

Sarah LynnRating, 5 stars4 months ago
My friends and I stayed here for a winter weekend away and it was just what we needed/wanted in a little cottage. Great location for those coming from the GTA and nice and close for those in Simcoe. Once we got there we felt right at home! The hosts had cleared the walking paths and back deck of any recent snow fall which made it nice and easy to get inside and enjoy the grounds. They went above and beyond by having the wood burning stove going for us when we checked in which made CARL that much more cozy and welcoming. Communication and instructions were very clear and detailed from start to finish which made the whole rental process easy and enjoyable. My friends and I look forward to coming back to CARL in the future!
Top Guest favourite
Cottage in Kirkfield
4.98 out of 5 average rating, 101 reviews

Brookside on Balsam. Rest.Relax.Restore.

MarvinRating, 5 stars3 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!
Top Guest favourite
Cottage in Trent Lakes
4.98 out of 5 average rating, 117 reviews

Panoramic Lake Views Inside & Out, Cozy & Relaxing

JustinRating, 5 stars1 week ago
This cottage was amazing. The place was entirely as described and the prior reviews were spot on. Roxana was very helpful, gave tons of recommendations and was very kind and responsive. Kitchen was well stocked, the beds were super comfortable, the AC was perfect and I literally can’t think of a single critique. A really nice touch with the s’mores station that my kid basically ate all of. We will definitely be back!!

Cabin rentals with a kayak

Guest favourite
Cabin in Severn Bridge
4.89 out of 5 average rating, 36 reviews

Oak Cabin on Sparrow Lake

GiasaredRating, 5 stars3 days ago
very nice place to getaway and relax! Just what we needed to relax and enjoy with the family! the lake is beautiful, we really enjoyed the canoeing and kayaks. even the big yard and the view are awesome. only one thing, the sofa bed was not very comfy to sleep. but, everything else was perfect to enjoy. thanks Ash/Nic for being a good host and friendly ppl.
Top Guest favourite
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!
Guest favourite
Cabin in Huntsville
4.92 out of 5 average rating, 39 reviews

Waterfront A-frame Retreat with Sauna & Hot tub

JasonRating, 5 stars1 week ago
We had a great stay at Lisa's place. Our family spent a lot of time on the water exploring the lake in the available canoe and kayaks and really enjoyed the sauna and hot tub in the evenings. The outdoor space is setup perfectly for living outside on those sunny days and inside the cabin is cozy and has all the amenities you need if the weather isn't great.
Superhost
Cabin in Gravenhurst
4.8 out of 5 average rating, 147 reviews

Reay Lake Tiny House

BiratRating, 5 stars2 weeks ago
Great place if you want some peace and relax in the nature. Will definitely visit again.
Top Guest favourite
Cabin in Haliburton
5 out of 5 average rating, 63 reviews

LakeKabin: Lakefront, HotTub, Arcade, Kayaks&SUP

ThomasRating, 5 stars1 week ago
We had an amazing stay at this beautiful cottage! The place was spotless, cozy, and exactly as described. The kitchen was well-stocked, the beds were incredibly comfortable, and the view from the deck was stunning. We especially appreciated the little touches like the, family friendly games, fast Wi-Fi, and detailed welcome guide. Whether you’re looking to relax in the hot tub, kayak on the lake, or just unwind in a peaceful setting, this cottage has it all. The hosts were friendly, responsive, and made sure everything went smoothly. We can’t wait to come back!
Superhost
Cabin in Norland
4.86 out of 5 average rating, 255 reviews

Waterfront Cottage with Hot Tub

SarahRating, 5 stars1 week ago
It was another enjoyable stay. This is our second time staying at Micheal’s listing here in Norland. The scenery is beautiful and we enjoyed all the amenities. Thanks again for the relaxing getaway :)
Superhost
Cabin in Severn Bridge
4.69 out of 5 average rating, 150 reviews

Moon River Place Unit 4B

J-BradleyRating, 5 stars3 days ago
Would absolutely return! Cottage was ready when we arrived and looked exactly like the pics. Everything we needed was provided and it was spotless! The view was amazing…steps to a private dock. We were there to unwind and escape reality which is exactly what we did.
Guest favourite
Cabin in Little Hawk Lake
4.97 out of 5 average rating, 133 reviews

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

TravisRating, 5 stars4 days ago
Great rustic place to unwind and enjoy the outdoors. Reminded me of my childhood family cottage. It was private and had everything one needs in a semi offgrid location. Bill was prompt, accommodating and friendly. Bring more firewood than you'll think you'll need! Thanks again, Bill!

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