
Vacation rentals with a kayak in Midland
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Top-rated kayak rentals in Midland
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House rentals with a kayak

All season/Ski/Waterfront/Fish Modern Cottage
I have nothing but AMAZING things to say about our experience at this beautiful waterfront cottage. The pictures were beautiful but I was still blown away by the view and the overall home. Lily was an exceptional host, always super kind and responsive. My friends and I had the best time here and would absolutely recommend for anyone to book! :)

2min walk to the beach & 20 min drive to Blue Mnt
We only stayed there for one night but it was a really good experience. The house is too comfortable, it is very nice and very spacious. It has everything you need at your fingertips. The kayak and bikes are souvenirs that are in very good condition and can be put to great use if you wish. Helen is very attentive, timely and willing. She responds extremely quickly to your questions and gives you solutions for everything in a friendly and warm manner.

The Turquoise Cottage
Thank you so much Jennifer and Blaine for hosting us! We had a fantastic time. The cottage was adorable and the surroundings were beautiful. Jennifer and Blaine were very responsive and even helped us when we had some car trouble. We loved attending the Vetta Spa which was close by. Highly recommend staying at this cottage! 10/10

Swan Cove Waterfront Retreat
Evgenia's home was overall ABSOLUTELY STUNNING! From the beautiful water front views to the gorgeous amenities, my entire group was in awe of what was right in front of us. We had such an amazing stay, made even better memories and felt right at home during our stay. It was truly a great "home away from home" experience! We were so lucky to get the chance to feed the swans during our stay, we were shocked at the amount of wildlife that appeared thereafter. During our stay we were able to bring a boat & jet ski. We docked the jet ski at the property's dock and were able to launch the boat/jet ski at the Victoria Harbour in the area. Unfortunately we were unable to bring the boat to the home's dock due to low tide this year, but hopefully when we book again we can dock both at the house :) We would 100% recommend Evgenia's place for anyone looking for a quiet luxurious getaway with the most spectacular views!

Beautiful 6 BEDROOM Muskoka Cottage
Our stay here was fantastic. The house is big with plenty of rooms for a big group. It was clean and orderly. There is a beautiful dock with a canoe, kayak and life jackets. Our host Fred was very kind and accommodating. I would recommend this to anyone looking a cottage getaway.

Cozy Lakefront Cottage with Hot tub and Pool.
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 🌎.

Beach House-S/W Exposure! Hot Tub, Sandy Water!
We stayed at Dylan’s place for the weekend with 13 adults and 4 kids. There was enough rooms and beds for all of us with adequate bedding and space. The house was clean and well equipped for our weekend! Before the stay we had lots of questions and Dylan was very responsive and answered everything in a timely manner and with lots of details. He was always following up during the weekend as well. The dock is beautiful and amazing! It was a bit buggy but that’s expected near the waters. We used the kayaks and boat and had a wonderful time!

The Muskoka River Homestead
Great place and great host..they were quick to respond to queries..and the big yard on the side was a big plus which other properties generally do not have..will be booking again next year..
Cottage rentals with a kayak

CozyPeaceful LakeCottage HotTub Canada
I could not recommend this cottage more, and I will definitely be back. It was very easy to locate and there is plenty of parking on the driveway. Inside the cottage, we found an extremely well stocked kitchen, the beds were very comfortable, and everything was very clean. Outside of the cottage, we spent most of the time on the beautiful, new dock overlooking Sparrow Lake. There were plenty of water sport toys available for us to use, the water was shallow and perfect for swimming, and we enjoyed seeing all of the float planes coming and going to the lake. In the evening, we spent time on the upper back deck overlooking the lake, where there was the bbq and hot tub. We felt right at home and cozy; I just wish I could have stayed longer! I brought along my dog who was very pleased to find cookies and a toy provided by the host. Thank you so much for hosting us and we plan to return next year! :)

Nordic Spa- Sauna: Spring Getaway
Great cozy cottage with a private lake entrance. Miles was a great host. Hot tub & sauna were very enjoyable and overall the place was great.

Lakefront Cottage with Sauna and Steam Room
We loved this place. From start to finish it was fantastic. Great location. Open and spacious. Everything we needed was provided. The host was very responsive and gave good clear instructions. We had a fantastic time to wind down.

Waterfront @Muskoka Pines /kayaks/bbq/firepit
Very accommodative and responsive host. The place is at a great location. It is breathtaking and peaceful.

Baysong Cottage, Hot Tub and Sauna on Georgian Bay
We had a wonderful two-night stay at Kathy’s Cottage. The place is beautifully nestled in nature, offering a perfect escape from the hustle and bustle of urban life. The cottage is well-maintained and exudes a charming, antique feel that adds to its cozy ambiance. Kathy was incredibly supportive and easy to communicate with, which made our stay even more enjoyable. Thank you, Kathy, for helping make our family trip such a memorable experience. We would highly recommend this cottage to anyone looking for a peaceful and scenic getaway.

Tree Tops on Six Mile Lake
From beginning to end we had a great experience. The home had gorgeous views and fall colours, the home was comfortable, the bedrooms cozy and the beds, comfortable. The kitchen living dining open area made for a great communal atmosphere and we had great fireside chats. The weather was gorgeous so it allowed us to do yoga on the expansive deck. It was an all round wonderful stay and Agatha was very responsive to questions.

Gorgeous Muskoka Getaway on stunning private lake
Amy’s Airbnb was perfect for our Muskoka getaway, and she was an amazing host! We’d absolutely recommend this place and are already planning to go back!

Incredible retro on beach with incredible views
The place is amazing and very relaxing. Dave is very welcoming! Our overall stay was very Peaceful, there was zero disturbances, loud music around etc. Everything worked as it should! Thanks very much David!
Cabin rentals with a kayak

Reay Lake Tiny House
Great place if you want some peace and relax in the nature. Will definitely visit again.

Gorgeous Muskokan Cottage on Six Mile Lake
My friends and I stayed at this cottage over Thanksgiving weekend and had an amazing time! The cottage was clean and had all the amenities needed. The location was beautiful, with the canoe, kayak and pedal boat being an amazing way to explore the lake. Kristian was also a great host - responded fast, gave recommendations, and was very welcoming. We would definitely recommend this place!

Moon River Place Unit 4B
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.

Lake view Blue cabin by the bay
The place was relaxing and we felt like we’re home.

Beautiful Six Mile Lake Muskoka
Great place, super well kept and beautiful. It has all you need for an awesome cottage experience and the perfect getaway

SIMS Cozy Muskoka River Cabin
Very nice place!! Smaller than I thought it was going to be, but still big enough for the 4 of us! It was very clean, and had everything we needed! We thoroughly enjoyed our stay!!

Misty River Cabin Private Waterfront Pet-Friendly!
Our Misty River Cabin stay was absolutely dreamy. We stayed for a weekend with our dog and left feeling relaxed and refreshed after a beautiful time in nature. The cabin is extremely cozy and has all the cottage feel while still being very luxurious. Every aspect of the cabin from the comfy beds to fully equipped kitchen (and so much more) made it feel very bespoke and special. It rained almost the entire time, but we still enjoyed every moment as we could snuggle in the Muskoka room (with outdoor fire) and watch rain fall on the river as the birds sang, or enjoy movies on the cozy couch next to the fire. Our dog got to enjoy plenty of play on the little beach and shallow water too. It was wonderful to have a vacation the entire family could enjoy. We hope to come back soon!

Charming Muskoka cottage, amazing views!
We had a wonderful stay at Annmarie’s cottage. The house was fully stocked with anything you might possibly need for a weekend away. Communication was excellent - Annmarie’s clear and proactive instructions made it a breeze to find and access the cottage. Whether in the cottage, on the deck or on the dock, the view of the bay is spectacular. We would definitely stay again!
Quick stats about vacation rentals with a kayak in Midland
Total rentals
30 properties
Nightly prices starting at
G$12,549Â GYD before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
- Grand River Vacation rentals
- Brampton Vacation rentals
- Muskoka Lakes Vacation rentals
- Vaughan Vacation rentals
- Georgian Bay Vacation rentals
- Markham Vacation rentals
- Tobermory Vacation rentals
- Kitchener Vacation rentals
- Waterloo Vacation rentals
- Mississauga Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Rentals with lake access Midland
- Rentals with outdoor seating Midland
- Rentals with beach access Midland
- Cabin rentals Midland
- Cottage rentals Midland
- Rentals with pools Midland
- Rentals with a fireplace Midland
- Waterfront rentals Midland
- Rentals with a patio Midland
- Family-friendly rentals Midland
- Rentals with an EV charger Midland
- Beachfront rentals Midland
- Apartment rentals Midland
- Fitness-friendly rentals Midland
- Kid-friendly rentals Midland
- Rentals with a washer and dryer Midland
- Rentals with a fire pit Midland
- Rentals with a hot tub Midland
- Pet-friendly rentals Midland
- House rentals Midland
- Rentals with a kayak Simcoe County
- Rentals with a kayak Ontario
- Rentals with a kayak Canada
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- Apartments with a Hot Tub United States
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- Pet-Friendly Vacation Rentals United States
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- Luxury Dog-Friendly Cottages United Kingdom
- Blue Mountain Village
- Port Carling Golf & Country Club
- Osler Bluff Ski Club
- Horseshoe Resort
- Devil's Glen Country Club
- Georgian Bay Islands National Park
- Beaver Valley Ski Club
- Mount St. Louis Moonstone
- Snow Valley Ski Resort
- Lake Joseph Golf Club
- Muskoka Lakes Golf and Country Club
- The Club At Bond Head
- The Georgian Peaks Club
- Muskoka Bay Resort
- Alpine Ski Club
- Rocky Crest Golf Club
- National Pines Golf Club
- Barrie Country Club
- Windermere Golf & Country Club
- Craigleith Ski Club
- The Georgian Bay Club
- Muskoka Highlands Golf Links
- South Muskoka Curling and Golf Club
- Mansfield Ski Club