Holiday rentals with a kayak in Midland

Find and book unique kayak rentals on Airbnb

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Popular amenities for Midland kayak rentals

Holiday House Rentals with a Kayak

Guest favourite
Home in Wasaga Beach
4.88 out of 5 average rating, 117 reviews

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

María CamilaRating, 5 stars1 week 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.
Guest favourite
Home in Port McNicoll
5 out of 5 average rating, 8 reviews

Swan Cove Waterfront Retreat

MatthewRating, 5 stars4 months ago
We stayed here for a Family Day getaway recently. Very private and relaxing location with beautiful views of Georgian Bay. Evgenia was a wonderful host, very responsive and friendly and willing to go the extra mile to make our stay comfortable and memorable. I would definitely recommend staying here and look forward to returning.
Guest favourite
Home in Gravenhurst
4.83 out of 5 average rating, 323 reviews

Beautiful 6 BEDROOM Muskoka Cottage

LokeshRating, 5 stars1 month 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 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 Georgina
4.91 out of 5 average rating, 275 reviews

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

JennyRating, 5 stars1 week 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 favourite
Home in Bracebridge
4.92 out of 5 average rating, 213 reviews

The Muskoka River Homestead

SumitRating, 5 stars1 week 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..
Guest favourite
Home in Bracebridge
4.94 out of 5 average rating, 93 reviews

Muskoka River Cabin

YoufaRating, 5 stars4 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 Gravenhurst
5 out of 5 average rating, 12 reviews

Sweet 4 bedrm Muskoka Lakefront Cottage

AbbieRating, 5 stars5 months ago
This cottage was the perfect winter getaway with friends!! It’s cottage-y feel & look with lots of pine is gorgeous and you can tell this cottage is very loved. Even though it’s not brand new or modern, its charm & true cottage feel/decor has been very well taken care of. The kitchen is FULLY stocked with everything you could need. The 4 bedrooms are cute, cozy and quite spacious. The 2 bathrooms are clean and very functional. The back deck, BBQ, outdoor fire pit and lake view were also so great. I’m sure this cottage would also be spectacular in the warmer months. Such a wonderful stay !!!!!

Cottages with a kayak

Top Guest favourite
Cottage in Severn Bridge
5 out of 5 average rating, 151 reviews

CozyPeaceful LakeCottage HotTub Canada

LizhanRating, 5 stars2 days ago
Our family enjoyed a nice, quiet stay at Sarah’s place. The view is beautiful, living space is spacious and comfortable, with good wifi, and fishing at the dock is a great way to enjoy some relaxed time. Sarah is very responsive for questions, which we thoroughly appreciate.
Guest favourite
Cottage in Bracebridge
4.92 out of 5 average rating, 206 reviews

Charming cottage on Lake Muskoka

SugeethRating, 5 stars1 week ago
We had a wonderful time here on a short excursion out of the city! the cottage itself is magical with a beautiful view of the lake and a gorgeous back patio shaded by trees. Bryan and Pam were very helpful and had made sure to provide everything we needed and more
Guest favourite
Cottage in Bala
4.96 out of 5 average rating, 208 reviews

Lakefront Cottage with Sauna and Steam Room

SubathiraRating, 5 stars2 weeks 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.
Guest favourite
Cottage in Port Carling
4.95 out of 5 average rating, 172 reviews

Lake Muskoka Classic Cottage w/ Hot Tub

AnissaRating, 5 stars1 week ago
We had a group weekend getaway and loved our stay! The house is very spacious and beautifully decorated. The host Ashley was very responsive and friendly. Highly recommend to anyone who wants a beautiful escape to recharge!
Superhost
Cottage in MacTier
4.91 out of 5 average rating, 109 reviews

Baysong Cottage, Hot Tub and Sauna on Georgian Bay

MikeRating, 5 stars1 week ago
Great time, Great Fun, Great place to enjoy! We really enjoyed our stay with family here! All The Best!
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!
Superhost
Cottage in Port Severn
4.91 out of 5 average rating, 104 reviews

Tree Tops on Six Mile Lake

XiangRating, 5 stars7 months ago
Really clean and cozy cottage,private and quite too.
Top Guest favourite
Cottage in Port Carling
4.99 out of 5 average rating, 107 reviews

Gorgeous Muskoka Getaway on stunning private lake

DougRating, 5 starstoday
Amy is an outstanding host who goes above and beyond to ensure your stay is phenomenal. The cottage was a perfect getaway and had everything needed - including a beautiful view!

Cabin rentals with a kayak

Guest favourite
Cabin in Severn Bridge
4.89 out of 5 average rating, 38 reviews

Oak Cabin on Sparrow Lake

KimberlyRating, 5 stars6 days ago
The place had everything we needed—clean, peaceful, and filled with activities, especially fishing, which we really enjoyed. We were also so happy to spot river otters during our stay! Big thanks to Ash and Nicholas for being so accommodating with our inquiries. We just got home and are already wishing we could go back!
Superhost
Cabin in Gravenhurst
4.8 out of 5 average rating, 149 reviews

Reay Lake Tiny House

RachelRating, 5 stars2 weeks ago
We stayed at Laura's cabin on our honeymoon and it was amazing! We love the outdoors and if the weather has cooperated we would have taken the kayaks out onto the lake. If your looking for a quick quiet getaway close to Gravenhurst with all the amenities of cottage county, this is your place to stay! The cabin was clean, stocked with all your kitchen essentials you will need.
Guest favourite
Cabin in Elmvale
4.93 out of 5 average rating, 30 reviews

The Blue Cottage

MarkusRating, 5 starstoday
Jennifer was great. We all loved the space. Very cozy and beautiful view. Also enjoyed the kayaks and hanging at the dock. Wasaga Beach is nearby and we enjoyed spending time at the beach. There is an awesome cafe on site by the cottages which was fantastic. Overall a Greta experience. Highly recommend and would love to come back.
Guest favourite
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
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
Top Guest favourite
Cabin in Port Severn
4.97 out of 5 average rating, 34 reviews

Waterfront A-frame in Muskoka

LindaRating, 5 stars8 months ago
We stayed for 4 nights at this cottage in late September, just as the autumn leaves were setting in. It was rainy at night but we enjoyed cozy nights watching The Hobbit or playing board games by the roaring fireplace. During the days, we did multiple hikes around Hardy Lake, went to Bala (a very quaint town-we made jokes about being in a cheesy Hallmark movie), toured the cranberry bogs and trails with hot wine drinks and just enjoyed time at the cottage. There is something for everyone whether you’re a cook, book-lover or outdoors enthusiast. We brought our two dogs who loved hiking the trails, watching chipmunks, swimming near the shore , and lounging on the dock. They even got into the canoe. There was a friendly senior dog who wandered down to say hi a couple times. The highlight of it all- we got engaged there! :) :) :) Sarah and Chris, you must be so proud of this enchanting cottage where so many special life moments were created.
Guest favourite
Cabin in Bracebridge
5 out of 5 average rating, 36 reviews

SIMS Cozy Muskoka River Cabin

DakshitaRating, 5 stars5 days ago
We had an amazing stay at this Airbnb in Muskoka! The place was spotless, well-equipped, and perfect for our group getaway. The hosts were incredibly friendly and responsive — they replied to any questions within minutes, which made everything so smooth and stress-free. They went above and beyond by providing everything we could possibly need: fresh towels, shampoo, body wash, detergent, even bug spray and life jackets for kayaking. It was clear they really care about their guests' comfort and experience. We absolutely loved the place and enjoyed every moment of our staycation. Highly recommend to anyone looking for a relaxing and well-hosted getaway in Muskoka!
Top Guest favourite
Cabin in Muskoka Ontario
4.93 out of 5 average rating, 29 reviews

Charming Muskoka cottage, amazing views!

MeghanRating, 5 stars2 weeks 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 holiday rentals with a kayak in Midland

  • Total rentals

    30 properties

  • Nightly prices starting at

    $101 NZD 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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  2. Canada
  3. Ontario
  4. Simcoe County
  5. Midland
  6. Rentals with a kayak