Vacation rentals with a kayak in Midland

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Popular amenities for Midland kayak rentals

House rentals with a kayak

Guest favorite
Home in Waubaushene
4.81 out of 5 average rating, 42 reviews

All season/Ski/Waterfront/Fish Modern Cottage

AmandaRating, 5 stars1 week ago
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! :)
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, 117 reviews

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

MarĂ­a CamilaRating, 5 stars3 days ago
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.
Superhost
A wooden deck features bright yellow and blue Adirondack chairs overlooking a serene waterfront. A picnic table is positioned nearby, with a gas barbecue and a firepit present. The sandy beach extends towards the calm water under clear skies, surrounded by lush greenery.
Home in Elmvale
4.84 out of 5 average rating, 31 reviews

The Turquoise Cottage

MadeleineRating, 5 stars4 months ago
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
Guest favorite
Home in Port McNicoll
5 out of 5 average rating, 7 reviews

Swan Cove Waterfront Retreat

Nicole De SousaRating, 5 stars9 months ago
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!
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 stars4 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 spacious outdoor area is highlighted by a circular stone fire pit surrounded by wooden seating. In the background, a two-story building features large windows and a welcoming porch, complemented by a bright red umbrella and lush green trees, creating a relaxed setting.
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 favorite
A circular patio is arranged with colorful Adirondack chairs in blue and red, surrounding a fire pit. In the background, a wooden dock extends into the lake, with additional seating visible. The sky above is dotted with fluffy clouds, creating a serene lakeside setting.
Home in Keswick
4.91 out of 5 average rating, 273 reviews

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

JennyRating, 5 stars2 days ago
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!
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
4.92 out of 5 average rating, 213 reviews

The Muskoka River Homestead

SumitRating, 5 stars2 days ago
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

Top guest favorite
Cottage in Severn Bridge
5 out of 5 average rating, 149 reviews

CozyPeaceful LakeCottage HotTub Canada

NinaRating, 5 stars1 day ago
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! :)
Top guest favorite
A bright, open space is revealed with large glass doors showcasing views of the lake. Minimalist furniture is arranged, including a light-colored sofa and a sleek dining table. Natural light floods in through the wood-beamed ceiling, enhancing the relaxed atmosphere.
Cottage in Brechin
4.98 out of 5 average rating, 125 reviews

Nordic Spa- Sauna: Spring Getaway

BurakRating, 5 stars2 weeks ago
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.
Guest favorite
A wooden deck offers a view of a serene lake framed by trees. The grassy area leads down to the water, where a few people can be seen enjoying the outdoors. The sky is clear, enhancing the peaceful atmosphere.
Cottage in Bala
4.96 out of 5 average rating, 208 reviews

Lakefront Cottage with Sauna and Steam Room

SubathiraRating, 5 stars1 week ago
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.
Superhost
A sunlit indoor dining area features a wooden table surrounded by several chairs. Large windows provide views of the lake and surrounding trees. A ceiling fan is mounted above the table, and a decorative sign is displayed on the wall.
Cottage in Gravenhurst
4.92 out of 5 average rating, 154 reviews

Waterfront @Muskoka Pines /kayaks/bbq/firepit

AmishaRating, 5 stars2 weeks ago
Very accommodative and responsive host. The place is at a great location. It is breathtaking and peaceful.
Superhost
A wooden pathway leads to the entrance of the cottage, flanked by natural rock formations and greenery. Sturdy stairs rise to the cottage adorned with multiple windows, allowing for ample natural light.
Cottage in MacTier
4.91 out of 5 average rating, 108 reviews

Baysong Cottage, Hot Tub and Sauna on Georgian Bay

SukhRating, 5 stars2 weeks ago
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.
Superhost
A small blue cottage is situated on the lakeshore, surrounded by lush green trees. The reflection of the cottage can be seen in the calm water. A wooden dock extends towards the water, featuring a ladder for access.
Cottage in Port Severn
4.91 out of 5 average rating, 103 reviews

Tree Tops on Six Mile Lake

DanyelleRating, 5 stars8 months ago
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.
Top guest favorite
A covered seating area overlooks a serene lake surrounded by lush trees. The space includes a glass-top table and two cozy couches adorned with red cushions. A fire pit is positioned nearby, enhancing the outdoor relaxation experience.
Cottage in Port Carling
4.99 out of 5 average rating, 106 reviews

Gorgeous Muskoka Getaway on stunning private lake

CharlotteRating, 5 stars1 day ago
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!
Superhost
A spacious deck overlooking the water features a glass-top dining table surrounded by multiple chairs. Comfortable loungers are positioned nearby, offering a place to relax. A grill is visible in the background, contributing to the outdoor dining experience with serene water views.
Cottage in Wasaga Beach
4.72 out of 5 average rating, 111 reviews

Incredible retro on beach with incredible views

KristineRating, 5 stars10 months ago
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

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
4.8 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.
Guest favorite
A wooden dock extends into a calm lake, surrounded by lush greenery. The water reflects a pastel sky during sunset, with hints of purple and pink. Trees line the shore, adding to the serene atmosphere of the location.
Cabin in Port Severn
4.83 out of 5 average rating, 6 reviews

Gorgeous Muskokan Cottage on Six Mile Lake

AdieRating, 5 stars8 months ago
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!
Superhost
A spacious outdoor area is highlighted by a stone fire pit, surrounded by two green adirondack chairs. In the background, a cottage with a sunroom and wooden deck is visible, set against a backdrop of lush trees and open grass.
Cabin in Severn Bridge
4.69 out of 5 average rating, 150 reviews

Moon River Place Unit 4B

J-BradleyRating, 5 stars4 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 favorite
A charming cottage exterior is showcased with a vibrant blue siding and a welcoming porch. A set of steps leads to the entrance, accompanied by colorful flower beds. The surrounding greenery adds a touch of nature to this serene setting.
Cabin in Waubaushene
4.88 out of 5 average rating, 8 reviews

Lake view Blue cabin by the bay

LaniRating, 5 stars9 months ago
The place was relaxing and we felt like we’re home.
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
4.89 out of 5 average rating, 18 reviews

Beautiful Six Mile Lake Muskoka

JaimeRating, 5 stars1 week ago
Great place, super well kept and beautiful. It has all you need for an awesome cottage experience and the perfect getaway
Guest favorite
Cabin in Bracebridge
5 out of 5 average rating, 35 reviews

SIMS Cozy Muskoka River Cabin

MattRating, 5 stars1 week ago
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!!
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, 31 reviews

Misty River Cabin Private Waterfront Pet-Friendly!

Jessica Rating, 5 stars3 weeks 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 wooden dock extends into calm waters, leading to a seating area with several red Adirondack chairs and an umbrella. A boat is moored alongside, surrounded by lush green trees that frame the serene lake view.
Cabin in Muskoka Ontario
4.93 out of 5 average rating, 28 reviews

Charming Muskoka cottage, amazing views!

MeghanRating, 5 stars1 week ago
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$12,549 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

  1. Airbnb
  2. Canada
  3. Ontario
  4. Simcoe County
  5. Midland
  6. Rentals with a kayak