
Cottage vacation rentals in Midland
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Top-rated cottage rentals in Midland
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Popular amenities for Midland cottage rentals
Cottage rentals with a hot tub

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

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! :)

Georgian Bay Cottage - 100 Acres & Private Beach
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.

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.

Utopia Villa and Spa
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.

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

Lake Muskoka Classic Cottage w/ Hot Tub
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!

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.
Pet-friendly cottage rentals

Charming cottage on Lake Muskoka
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!

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.

Vintage Farmhouse Lakeview and Golfers Cottage
Great host, very responsive/helpful. House and furniture were very clean. Perfect for a family getaway.

The Guesthouse on the North Shore Trail
It was a separate accommodation from the main house, and simple - the mini arcade was a fun extra.

Modern 4-bedroom Lakefront Cottage with Sauna
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!

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!
Private cottage rentals

Jewel of Georgian Bay , Luxury Waterfront Cottage
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!

Georgian Bay Getaway - Lakehouse
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.

Tranquil Private Lakefront Cottage Haven
Navid is very responsive, smooth check in and clear communication. Cottage was charming and comfortable.

Georgian Bay Waterfront Cottage with Sandy Beach
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.

Cottage in Tiny
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!

Gorgeous Winfield Chalet Cottage
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 .

✨Awenda Provincial Park Dream Cottage✨💫🏡🧿
We had a wonderful stay and enjoyed our quality time

Perfect summer getaway•water front•lots to do here
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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- 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