
Cottage holiday rentals in Midland
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Top-rated cottage rentals in Midland
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Holiday rentals for every style
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Popular amenities for Midland cottage rentals
Cottage rentals with a hot tub

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.

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.

Stunning Lakefront Cottage Hot Tub & Sauna
Fantastic place and beautifull view. Kris was very accommodating and very helpful. The amenities made the stay worth every penny. would definitely stay again.

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
Great time, Great Fun, Great place to enjoy! We really enjoyed our stay with family here! All The Best!

Muskoka Waterfront Cottage w/ Hot Tub, Wi-Fi & AC
My friends and I had a wonderful weekend at this cottage. The lakefront property is beautiful, clean, and our favourite part was watching the gorgeous sunsets that could been seen from the terrace as well as from inside. Jesse was easy to reach and made sure that everything ran smoothly and that we were having a good stay.

CARL in Muskoka: Waterfront Cottage with Hot Tub
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!

Charming riverside cottage, B&B license
Very special house in stunning location. We felt very at home and would love to go back some day
Pet-friendly cottage rentals

Charming cottage on Lake Muskoka
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

Cider Haus on Brandy Lake
Beautiful, clean cottage on a beautiful lake! Loved the sauna and the deck down by the dock. Was the perfect size for the 6 of us. Kitchen was great, beds were super comfortable. Would come back for sure.

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.

Century Home in Bracebridge Muskoka w/ EV charger!
This beautiful home felt like home away from home. There is no attention to detail missed!! This was our first visit but we are already planning for our next. Would definitely recommend.

Tree Tops on Six Mile Lake
Really clean and cozy cottageļ¼private and quite too.

Gorgeous Muskoka Getaway on stunning private lake
Amyās Airbnb was perfect for our Muskoka getaway, and she was an amazing host! Weād absolutely recommend this place and are already planning to go back!

3BR on Lake Simcoe | Gorgeous Views 1hr From City
Well appointed cottage with an amazing view. My family had a great time here. We especially enjoyed relaxing evenings around the fire pit looking out over the lake.
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. Weād love to come back when the weather is warmer! Bijan was a great hostāvery responsive, kind, and easy to communicate with. Everything went smoothly. Thank you for a wonderful and memorable getaway!

Lakeview Cottage
We are so grateful for the absolutely perfect week we had at this beautiful, peaceful, well-appointed, comfortable cottage. The space was very clean, welcoming and bright, but cozy! We hope to return as soon as possible!

Georgian Bay Escape
Convenient and well laid out place to stay

Relax at Lakefront Follieās Cove Cottage
This cottage is perfection. Liane & James are just SO lovely. If you're reading this, don't look any further. Just book it. We couldn't have had a better week at Follie's Cove. The cottage was the perfect mix of modern and rustic. Clean, comfortable, and thoughtfully equipped. We felt at home instantly. The sunroom was the perfect chill spot for us and our two big dogs to get out of the sun/rain without feeling cooped up indoors. The beach was heaven for our dogs, and on a quiet end of the lake, so we saw few other people all week. The quintessential Muskoka experience! Liane and James were *beyond* wonderful. They set us up with a ton of breakfast food and desserts. Even offered to return the day after check-in to drop off more coffee. It truly felt like renting from friends. Highly recommend renting the pontoon boat from them and puttering around the lake. Wish I had more space to gush about the space and their incredible hospitality. We would book again in a heartbeat!

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 .

Georgian Bay Waterfront Cottage HotTub King Bed
We had a fabulous, relaxing stay at Derek and Sandraās gem on Georgian Bay. Felt at home from the start, and made good use of the fire pit, hot tub and proximity to biking and hiking trails. The photos donāt lie. This place is cozy, clean and captivating⦠right on the Bay! Hosts have done everything to help you have a five-star stay.

Steps to Beach / 1.5h from Toronto
We had an amazing a couple of days stay at Dzenana's cozy and well maintained home. I would, for sure, recommend it for any season.
Quick stats about cottage rentals in Midland
Total rentals
40 properties
Nightly prices starting at
$84Ā NZD 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
- Grand RiverĀ Holiday rentals
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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