Cottage vacation rentals in Midland

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Popular amenities for Midland cottage rentals

Cottage rentals with a hot tub

Guest favorite
Cottage in Baysville
4.95 out of 5 average rating, 257 reviews

D O C K | NEW Modern Muskoka Waterfront 2+1 bed

BrittaRating, 5 stars2 days ago
We really enjoyed our stay at Dock Cottage. It was modern elegance mixed with warm vintage touches. It had everything we needed to make our stay really comfortable and we loved the dock, hot tub and kayaking on the lake. It was quiet and peaceful and felt far away from everything yet we were an easy walk from Miss Nelle’s coffee shop and ice cream stand where we went each morning for a coffee (opens at 7am), Muskoka Brewing Company for a beer and a few other Baysville shops. The communication and instructions were really helpful and we received prompt replies if we had a question so it felt like we were really taken care of. We will definitely be back and recommend it to friends.
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! :)
Superhost
Cottage in Tiny
4.84 out of 5 average rating, 220 reviews

Georgian Bay Cottage - 100 Acres & Private Beach

SebastianRating, 5 stars32 months ago
We had a great time at Patrick’s cottage, the location is great, within walking distance from the beach, it’s exactly as described, very clean and comfortable. Highly recommended.
Top guest favorite
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
Cottage in Innisfil
4.9 out of 5 average rating, 215 reviews

Utopia Villa and Spa

CoreyRating, 5 stars2 days ago
Great fun place to rent out. Clean and bright! Never a dull moment. Always something to do. Close to town! Friendly just, always a text away and answers immediately. If you’re looking for a great time with friends this is the place.
Guest favorite
Cottage in Port Severn
4.94 out of 5 average rating, 138 reviews

Muskoka Cottage on warm lake - 4 BR/2 BR/Hottub

BenRating, 5 stars1 month ago
Had a wonderful stay at this beautiful Muskoka cabin. Great views of the lake and was really fun to go out on the canoe and kayaks. The cabin was cozy and nice with a great kitchen and awsome living room for hanging out and relaxing. Host was extremely responsive and nice. She provided helpful clear instructions and information. Would love to go back.
Guest favorite
Cottage in Port Carling
4.95 out of 5 average rating, 172 reviews

Lake Muskoka Classic Cottage w/ Hot Tub

AnissaRating, 5 stars2 days 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, 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.

Pet-friendly cottage rentals

Guest favorite
Cottage in Bracebridge
4.92 out of 5 average rating, 205 reviews

Charming cottage on Lake Muskoka

NupurRating, 5 stars1 week ago
We had a wonderful stay at the cottage! The space was exactly as described. Bryan was incredibly responsive, making check-in smooth and the stay hassle-free. The cottage is by the lake with perfect views from the patio. We especially appreciated the little touches like fresh towels, the wine bottle, and a well stocked kitchen. I would absolutely stay here again and highly recommend it to anyone visiting!
Guest favorite
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
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
Cottage in Washago
4.88 out of 5 average rating, 128 reviews

Vintage Farmhouse Lakeview and Golfers Cottage

KyleRating, 5 stars1 month ago
Great host, very responsive/helpful. House and furniture were very clean. Perfect for a family getaway.
Guest favorite
Cottage in Barrie
4.71 out of 5 average rating, 328 reviews

The Guesthouse on the North Shore Trail

KarenRating, 5 stars3 days ago
It was a separate accommodation from the main house, and simple - the mini arcade was a fun extra.
Superhost
Cottage in Georgina
4.88 out of 5 average rating, 143 reviews

Modern 4-bedroom Lakefront Cottage with Sauna

Hok YinRating, 5 stars2 weeks ago
My friends and I had a truly fabulous cottage experience here! The washrooms were clean and tidy, which made our stay extra comfortable. We also appreciated the entertainment options available. Even though the weather was a bit cool and the dock slightly tricky to manage, we had an amazing time using the kayaks for the first time! The host provided life jackets, which made our water adventures both safe and memorable. Another highlight was the sauna — such a relaxing and refreshing treat after a day of outdoor activities. It was our first time trying a sauna, and it was easy to use. We loved it! One more thing worth mentioning — one of my friends accidentally left her phone behind. The host and cleaning team acted quickly and efficiently, and the phone was returned the next day! Overall, we would absolutely choose this cottage again. The great location, cleanliness, well-prepared facilities, and the kind and thoughtful host made this a wonderful getaway. Highly recommended!
Superhost
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
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!

Private cottage rentals

Top guest favorite
Cottage in Waubaushene
5 out of 5 average rating, 22 reviews

Jewel of Georgian Bay , Luxury Waterfront Cottage

GraceRating, 5 stars4 weeks ago
We had a fantastic stay! The house was spacious, clean, and perfect for our group of 10 adults. The lakeside view was beautiful, and the large deck was a great spot to relax and enjoy the sunset. This place is perfect for anyone who enjoys fishing or boating. We’d love to come back when the weather is warmer! Bijan was a great host—very responsive, kind, and easy to communicate with. Everything went smoothly. Thank you for a wonderful and memorable getaway!
Superhost
Cottage in Waubaushene
4.81 out of 5 average rating, 32 reviews

Georgian Bay Getaway - Lakehouse

DaveRating, 5 stars7 months ago
Beautiful place with great sunset facing views. Lots of comfortable sleeping for a larger group, and modern amenities and kitchen for gathering. I would highly recommend this place for anyone looking to spend quality time in a private location.
Guest favorite
Cottage in Sebright
4.97 out of 5 average rating, 38 reviews

Tranquil Private Lakefront Cottage Haven

Sergio AndresRating, 5 stars2 weeks ago
Navid is very responsive, smooth check in and clear communication. Cottage was charming and comfortable.
Superhost
Cottage in Penetanguishene
4.82 out of 5 average rating, 51 reviews

Georgian Bay Waterfront Cottage with Sandy Beach

John EdisonRating, 5 stars8 months ago
Alexandra was the perfect host. Very responsive, considered and even accommodated to all the needs we had. she allowed us to have a beautiful gathering with some extra friends that came for a celebration of our engagement (not staying at night). It was a lovely place, full of small details that enriched our experience, highly recommend this place.
Guest favorite
Cottage in Tiny
5 out of 5 average rating, 12 reviews

Cottage in Tiny

AnnellieRating, 5 stars9 months ago
This is a gem find. It was so comfortable and situated 3 minute walk from a beautiful beach. The kitchen was very well equipped the fire pit, the BBQ the outdoor sitting areas were awesome. The beds were comfortable and we slept so well. There is a huge TV with so many channels and content to watch. So easy to settle into a movie after dinner. Very comfortable sitting area. We were 3 adults and we all had space to have some downtime and also to enjoy our company. We would swim and go for 5 km beach walks and drive to very cute small towns and discover the tasty bakeries and cool stores. Everyone we met was so lovely and very relaxed. We had a wonderful time and recommend this pace to everyone. Peaceful, fully equipped, comfortable and 3 minutes from a beautiful beach! What can be better. Thanks Miguel for your clear communications and your helpful suggestions. We had a blast!
Guest favorite
Cottage in Victoria Harbour
4.96 out of 5 average rating, 56 reviews

Gorgeous Winfield Chalet Cottage

LeeRating, 5 stars4 weeks ago
We loved our stay at Tony's place in Victoria Harbour . The place is as described and literally steps away from lake and Trans Canada Trail . Its 10 minutes away from all major amentias and restaurants . The place is well equipped. We have stayed in so many Airbnb's and this is one of the most well organized place we have ever been to.. The place comes with pretty much all the amenities that truly made it home away from home . We would definitely be back here in Summer .
Top guest favorite
Cottage in Tiny
4.99 out of 5 average rating, 85 reviews

✨Awenda Provincial Park Dream Cottage✨💫🏡🧿

ParsiaRating, 5 stars4 weeks ago
We had a wonderful stay and enjoyed our quality time
Guest favorite
Cottage in Victoria Harbour
4.88 out of 5 average rating, 40 reviews

Perfect summer getaway•water front•lots to do here

HarshilRating, 5 stars3 weeks ago
The house was clean and the game room was really fun with the pool and foosball tables. It accurately represented the photos. The surroundings were beautiful and restaurants, groceries, and trails were all within a 10 min drive. Aida is a kind and responsive host who makes sure your stay is as amazing as it can be.

Quick stats about cottage rentals in Midland

  • Total rentals

    40 properties

  • Nightly prices starting at

    G$10,457 GYD before taxes and fees

  • Total number of reviews

    1.8K 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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  5. Midland
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