Vacation rentals with a kayak in Midland

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Popular amenities for Midland kayak rentals

House rentals with a kayak

Superhost
A circle of bright red Adirondack chairs surrounds a stone firepit, inviting relaxation outdoors. In the background, a well-maintained black cottage is framed by trees and lush greenery, with a small shed visible to the left.
Home in Washago
4.95 out of 5 average rating, 56 reviews

Breathtaking RiverFrontOasis with a HOT Sauna

DebbieRating, 5 stars4 months ago
We rented Amanda's place for 2 nights in the winter and it surpassed our expectations! Amanda was a great communicator. The older cottage has been extensively renovated, it was clean, comfortable and cozy. We loved the wood stove and the heating system worked well. The kitchen is first-rate, and very well-equipped, it even had decent knives! We cook a lot and we very much enjoyed making meals there. We loved watching the ever-changing weather on the river from the picture window in the living room, and even saw a beautiful sunrise. The star of our stay was the sauna—we have a wood-burning sauna at home and at our cottage—and we were very impressed with its size, the modern design, the huge picture window and the style of stove. It got up to temperature even in -17 degree weather. We hiked and snowshoed in the Alexander Hope Smith Nature Reserve which was a walk from the cottage. The town of Washago was a 11 minute drive, with a great grocery store. Would definitely stay there again!
Guest favorite
A cozy living area features warm wooden paneling and a rustic brick wall. A dark purple couch and a wooden coffee table create a welcoming setting. A wood stove is positioned near the entrance, adding a touch of warmth to the space.
Home in Wasaga Beach
4.88 out of 5 average rating, 113 reviews

2min walk to the beach & 20 min drive to Blue Mnt

TammyRating, 5 stars1 week ago
Lovely place, friendly but unobtrusive host! Great for family!
Guest favorite
The cottage is nestled within a lush green yard, showcasing a spacious deck with red umbrellas and several outdoor seating areas. White loungers are positioned along the water's edge, and a wooden dock leads into the gently rippling lake.
Home in Kirkfield
4.93 out of 5 average rating, 30 reviews

The Hickey Hide-Away

VivianRating, 5 stars9 months ago
Brett was an awesome host. Was always super responsive and helpful. His cottage was such a relaxing time for my family and I. The backyard was very private and great for my dog to run around in. We enjoyed fishing, canoeing, and using the fire pit!
Superhost
A wooden walkway leading to the water is shown, constructed with sturdy planks and railings. The path is surrounded by trees and natural terrain, with glimpses of kayaks and canoes visible near the water's edge. Sunlight filters through the foliage, illuminating the scene.
Home in Coldwater
4.68 out of 5 average rating, 82 reviews

Muskoka Cottage on the Severn River

SumeyRating, 5 stars9 months ago
great place great location on the water. hope to be back in a couple of years. boat launch is 5mins away, great for fishing off the dock
Guest favorite
The lakeside cottage is framed by lush greenery, featuring a spacious deck extending over the water. A private dock is visible, equipped with seating and a canoe, surrounded by tranquil lake scenery and trees. The structure showcases large windows, allowing natural light indoors.
Home in Gravenhurst
4.83 out of 5 average rating, 323 reviews

Beautiful 6 BEDROOM Muskoka Cottage

LokeshRating, 5 stars2 weeks ago
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.
Guest favorite
A wooden dock extends over calm waters, leading towards a serene horizon. Two red and three dark-colored Muskoka chairs are arranged at the dock's edge, providing an inviting space to relax and take in the expansive lake views under a softly lit sky.
Home in Georgina
4.91 out of 5 average rating, 272 reviews

Beach House-S/W Exposure! Hot Tub, Sandy Water!

ElizabethRating, 5 stars2 weeks ago
Wonderful stay! Our host Dylan was very quick to respond and extremely accommodating. The home fit our large group comfortably. The home was spotless, beds were very comfortable and we appreciated all the little extras (lots of towels, warm blankets, coffees, teas, little treats) Hot tub was very relaxing and clean. Lots to do, we all enjoyed ourselves and we’re already planning our return stay!! 😊
Top guest favorite
The entrance features a covered porch with two chairs and vibrant hanging planters, leading to a white door. A stone pathway runs along the front, bordered by colorful flowers and greenery. A picnic area is visible in the background, highlighting the outdoor space.
Home in Bracebridge
4.91 out of 5 average rating, 211 reviews

The Muskoka River Homestead

MelissaRating, 5 stars2 months ago
We stayed at Dave and Linette's home while we were in the area for a women's hockey tournament and it was the perfect spot for our team! it was so clean and spacious. Dave and Linette snow-blowed a path to the fire pit so that we could enjoy a beverage outside together. The view is amazing and parking was ample. We would love to stay here again. Dave and Linette communicated often and clearly and were so kind. Thank you L & D!
Superhost
An open-concept living area features a stone accent wall and large windows that provide views of Georgian Bay. Comfortable seating arrangements include dark leather sofas and a wooden coffee table. Natural light floods the space, enhancing the warm atmosphere.
Home in Thornbury
4.67 out of 5 average rating, 6 reviews

Serene Waterfront Escape On Private Lane

NancyRating, 5 stars10 months ago
Just had a fabulous 3 days at an incredible setting right on the water. I found this home to be very private, comfortable, easy to look after. The place was pretty clean very enjoyable, host were very responsive 💯 would book this place again on a minute I will recommend this home highly! Everything was easy. If you like to golf, The Lora Bay Golf Club is literally 5 min away! Great get away for a group that like to travel to ⛳️ Thank you!

Cottage rentals with a kayak

Guest favorite
A serene view of a lakefront property surrounded by trees. The water reflects the trees and the cabin, while a private dock is visible, providing access to the lake. Clear skies and gentle sunlight enhance the tranquil setting.
Cottage in Bracebridge
4.92 out of 5 average rating, 200 reviews

Charming cottage on Lake Muskoka

DanielleRating, 5 stars6 days ago
Bryan and Pam's cottage is hands down a whopping 10/10. It exceeded my expectations and then some. It truly has everything you need plus more. This place is a true gem! I'm upset I had to leave and it's now booked solid! Book this place, if you can, you will be amazed!
Guest favorite
A serene waterfront area features a wooden dock surrounded by trees and greenery. Red Adirondack chairs are arranged on a small platform, providing a comfortable space for relaxation. Sunlight filters through the treetops, creating a warm, inviting ambiance by the calm water.
Cottage in Bracebridge
4.93 out of 5 average rating, 210 reviews

Beautiful Year Round Cottage on the Muskoka River

RohitRating, 5 stars8 months ago
It was a perfect weekend getaway, the house is aesthetically pleasing. The house gives vintage, modern and chic vibe. Specially the kayaking, it was really great and all the equipments were well organized and enough for 7-8 people. To sum it all, it’s the perfect airbnb to enjoy with friends and family!! P.s slight drawback on the tap water, the tank capacity was less to accommodate 8 people. But it was manageable!!
Superhost
A spacious wooden dock extends over the calm water, featuring comfortable seating options. A large red umbrella provides shade for a dining table, while multiple Adirondack chairs line the edge. A distinctive swing chair adds a unique touch, with scenic views of the surrounding nature.
Cottage in Gravenhurst
4.86 out of 5 average rating, 185 reviews

Stunning 3BR Waterfront Lake Cottage Hottub&Sauna

KamyarRating, 5 stars1 month ago
Amazing host, the dock is separate from the house, a 10 second walk, the hot tub and sauna are in the backyard. Water is very heavy and smells a lot, place is older and has bugs, but overall it was a great stay if you’re not picky. The hosts allowed us an early check in and late check out. Just because of their service I give them a 10/10
Guest favorite
The exterior of a cottage is shown, surrounded by lush greenery and blooming flowers. A stone pathway leads to the entrance, with a wooden deck overlooking the lake. The tranquil water and open sky are visible in the background, accented by a large tree providing shade.
Cottage in Orillia
4.94 out of 5 average rating, 117 reviews

Spacious Cottage Escape with Lakeside Hot Tub

JoleneRating, 5 stars1 week ago
We had a wonderful weekend at this Bnb. We loved the hot tub and view. Everything was clean and comfortable and we had everything we needed. 😊
Superhost
A serene lakeside view features a grassy area framed by tall trees. Several blue chairs are set up facing the water, providing a space for relaxation. The calm lake reflects the clear sky, enhancing the tranquil atmosphere.
Cottage in Gravenhurst
4.86 out of 5 average rating, 140 reviews

Muskoka Dream Cottage

DavidRating, 5 stars4 days ago
This place was perfect for hosting our group of 10. Large living room space, clean bathrooms, plenty of bedrooms including a separate bunkie room for those wanting some peace and quiet, beautiful view of the lake, large kitchen for prepping food. I would definitely recommend this spot.
Guest favorite
A two-story private residence is nestled among lush greenery, showcasing a charming green exterior. The large windows allow natural light to fill the space, while a wrap-around balcony offers outdoor seating. The entrance is elevated, accessed by a set of steps leading from the rocky landscape.
Cottage in Port Carling
4.95 out of 5 average rating, 169 reviews

Lake Muskoka Classic Cottage w/ Hot Tub

MoniqueRating, 5 stars1 week ago
What a dream of a trip to Muskoka! Eight of my friends and I stayed at this lovely cottage and had the most amazing time. The cottage itself is absolutely gorgeous and felt so welcoming, providing the perfect backdrop for our long-overdue get-together. Our host Ashley, was an absolute gem – always quick to respond and incredibly accommodating. We were so touched when they offered us an extra night because of some minor issues that were completely out of their hands. It just shows how much they care about their guests' experience. We're already dreaming of our next visit; this cottage is definitely the place we'll return to!
Guest favorite
A spacious wooden deck features a dining table surrounded by chairs, with a vibrant tablecloth. In the background, a serene lake view is framed by trees, and a dock is visible, inviting outdoor activities. The calm water reflects a partly cloudy sky.
Cottage in Innisfil
4.86 out of 5 average rating, 137 reviews

Spacious family cottage 45 mins from GTA!

AndrianRating, 5 stars1 week ago
Looks better than the pictures!! Beautiful cozy place!!
Top guest favorite
The living area features large windows that offer views of the expansive lawn. A wooden coffee table is centered between a floral-patterned couch and a comfortable armchair. Light wood flooring complements the cozy atmosphere of the room.
Cottage in Georgina
4.99 out of 5 average rating, 161 reviews

Granny's Cottage

ChristineRating, 5 stars1 day ago
We loved this place and wish we could come back (but it’s far from our home). Chris left us some delicious sweets and detailed map of great place to eat and places to go for nature walks. My handicapped Mom felt very comfortable and we all enjoyed the lake view and how peaceful the area is. My brother even saw a mink by the docks. And the host set up a bird feeder so Mom could watch the blackbirds and blue jays. I highly recommend this place. Upper floor w slanted ceiling would be difficult but not impossible for tall people. If it’s a hot day, I suggest turning on the air conditioner early, to cool down the upper floor bedrooms.

Cabin rentals with a kayak

Superhost
A spacious wooden deck is surrounded by trees, providing a private outdoor area. Patio furniture, including lounge chairs and tables, is arranged for guest use. A flag can be seen in the distance, and the view of the lake is partially visible through the greenery.
Cabin in Kirkfield
4.8 out of 5 average rating, 44 reviews

Beautiful 3 Bedroom Cabin with a Sauna & Canoes

JennRating, 5 stars1 week ago
This cottage was our dream place for our small friend group’s getaway. The back patio and waterfront make the perfect setting. The interior is clean and spacious with full kitchen, living room and 3 bedrooms. Thank you for a perfect trip!
Superhost
The cabin exterior is framed by tall trees, showcasing a blue wooden facade with yellow accents around the entrance. A wooden deck extends from the front, with grassy surroundings that create a natural and tranquil setting.
Cabin in Gravenhurst
4.79 out of 5 average rating, 142 reviews

Reay Lake Tiny House

GlebRating, 5 stars3 weeks ago
Wonderful cottage. Nice and cozy. The foosball table and canoes were loads of fun. Highly recommend
Guest favorite
A screened-in porch is visible, featuring a view of the water and surrounding trees. The brick flooring adds warmth to the space, while comfortable seating is arranged against the walls. Sunlight filters through the screens, creating a serene atmosphere.
Cabin in Baysville
4.93 out of 5 average rating, 189 reviews

Muskoka Lakeside Cottage - Dock - Beach - Wi-Fi

RobRating, 5 stars4 days 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.
Superhost
A cozy screened-in porch features large windows that provide views of the tranquil lake and surrounding trees. Wooden flooring complements the rustic feel, while two comfortable chairs invite relaxation. A small table stands between the chairs, enhancing the space's functionality.
Cabin in Port Severn
4.88 out of 5 average rating, 16 reviews

Beautiful Six Mile Lake Muskoka

TylerRating, 5 stars2 weeks ago
This cottage is exactly what you hope for. It is cozy and beautifully decorated. The bedrooms and bathrooms are spacious and the property is beautiful. We used the canoe to explore the lake and ended up visiting the provincial park just to the north. The kitchen is well stocked with everything you need for cooking and even baking. The BBQ was very clean and a breeze to use. The wifi is very fast! The only thing that would have made our visit perfect would have been the inclusion of some wood to use in the fireplace, as we were visiting in the middle of a cold snap.
Guest favorite
Cabin in Port Carling
4.75 out of 5 average rating, 16 reviews

Cabin-Mirror Lake (Famous Lake Muskoka)

LoriRating, 5 stars8 months ago
Beautiful place so peaceful. Hosts were there if needed but we managed with no issues. Only thing was low water so no fishing so would love to go back in the summer! Ty so much for allowing us to stay!
Superhost
A single-story cabin features a wooden deck with two chairs, inviting relaxation outdoors. Large windows offer a view of the surrounding greenery. The exterior is paneled in gray, complemented by a stone foundation and steps leading to the deck.
Cabin in Severn
4.8 out of 5 average rating, 15 reviews

Cabin 2, a cozy two bedroom Muskoka cabin

KarensaRating, 5 stars24 months ago
Definitely will be booking again. Very relaxing!
Top guest favorite
A modern, open kitchen and living area features wood-paneled ceilings and subtle lighting. A spacious sofa is positioned near a flat-screen TV, while stainless steel appliances and a wooden countertop complete the kitchen space. A door leads to additional areas of the cabin.
Cabin in Bracebridge
4.97 out of 5 average rating, 30 reviews

Misty River Cabin Private Waterfront Pet-Friendly!

Jessica Rating, 5 stars1 week ago
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!
Top guest favorite
A red cabin is surrounded by green trees and grass, featuring a spacious deck with multiple chairs. A fire pit made of stones is placed on the lawn, providing a cozy outdoor gathering spot. Natural light bathes the area under a clear blue sky.
Cabin in Uxbridge
5 out of 5 average rating, 13 reviews

Cabin by the Lake

AmandaRating, 5 stars9 months ago
thank you Richard for the wonderful vacation!! the place was exactly as described and Richard gave us great direction since Google maps doesn't do the best job. the property was huge, plenty of amenities. the peddle boat was missing plugs so we grabbed some from in town and left them for the next guest.

Quick stats about vacation rentals with a kayak in Midland

  • Total rentals

    30 properties

  • Nightly prices starting at

    $60 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

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  3. Ontario
  4. Simcoe County
  5. Midland
  6. Rentals with a kayak