Cottage holiday rentals in Midland

Find and book unique cottages on Airbnb

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Popular amenities for Midland cottage rentals

Cottage rentals with a hot tub

Top Guest favourite
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 favourite
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.
Superhost
Cottage in Innisfil
4.88 out of 5 average rating, 179 reviews

Stunning Lakefront Cottage Hot Tub & Sauna

PetroRating, 5 stars1 week ago
Fantastic place and beautifull view. Kris was very accommodating and very helpful. The amenities made the stay worth every penny. would definitely stay again.
Guest favourite
Cottage in Port Carling
4.95 out of 5 average rating, 172 reviews

Lake Muskoka Classic Cottage w/ Hot Tub

AnissaRating, 5 stars5 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, 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!
Superhost
Cottage in Baysville
4.88 out of 5 average rating, 108 reviews

Muskoka Waterfront Cottage w/ Hot Tub, Wi-Fi & AC

DanielaRating, 5 stars1 week ago
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.
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!
Guest favourite
Cottage in Wasaga Beach
4.94 out of 5 average rating, 239 reviews

Charming riverside cottage, B&B license

RachelRating, 5 stars6 days ago
Very special house in stunning location. We felt very at home and would love to go back some day

Pet-friendly cottage rentals

Guest favourite
Cottage in Bracebridge
4.92 out of 5 average rating, 206 reviews

Charming cottage on Lake Muskoka

SugeethRating, 5 stars5 days 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 Port Carling
4.95 out of 5 average rating, 155 reviews

Cider Haus on Brandy Lake

TaylorRating, 5 stars1 week ago
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.
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 favourite
Cottage in Bracebridge
4.97 out of 5 average rating, 233 reviews

Century Home in Bracebridge Muskoka w/ EV charger!

LauraRating, 5 stars5 days ago
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.
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, 106 reviews

Gorgeous Muskoka Getaway on stunning private lake

CharlotteRating, 5 stars4 days 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!
Guest favourite
Cottage in Innisfil
4.83 out of 5 average rating, 225 reviews

3BR on Lake Simcoe | Gorgeous Views 1hr From City

KevanRating, 5 stars6 days ago
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

Top Guest favourite
Cottage in Waubaushene
5 out of 5 average rating, 23 reviews

Jewel of Georgian Bay , Luxury Waterfront Cottage

GraceRating, 5 stars1 month 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 Tiny
5 out of 5 average rating, 7 reviews

Lakeview Cottage

DavidRating, 5 stars10 months ago
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!
Superhost
Cottage in Penetanguishene
4.92 out of 5 average rating, 39 reviews

Georgian Bay Escape

WarrenRating, 5 stars8 months ago
Convenient and well laid out place to stay
Guest favourite
Cottage in Port Severn
5 out of 5 average rating, 35 reviews

Relax at Lakefront Follie’s Cove Cottage

MeghRating, 5 stars10 months ago
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!
Guest favourite
Cottage in Tiny
5 out of 5 average rating, 12 reviews

Cottage in Tiny

AnnellieRating, 5 stars10 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 favourite
Cottage in Victoria Harbour
4.96 out of 5 average rating, 56 reviews

Gorgeous Winfield Chalet Cottage

LeeRating, 5 stars1 month 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 .
Guest favourite
Cottage in Port McNicoll
4.91 out of 5 average rating, 78 reviews

Georgian Bay Waterfront Cottage HotTub King Bed

DarylRating, 5 stars10 months ago
We had a fabulous, relaxing stay at Derek and Sandra’s 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 don’t lie. This place is cozy, clean and captivating… right on the Bay! Hosts have done everything to help you have a five-star stay.
Superhost
Cottage in Port McNicoll
4.93 out of 5 average rating, 43 reviews

Steps to Beach / 1.5h from Toronto

MilaRating, 5 stars3 months ago
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

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  2. Canada
  3. Ontario
  4. Simcoe County
  5. Midland
  6. Cottage rentals