
Vacation rentals with outdoor seating in Midland
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Top-rated outdoor seating rentals in Midland
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Popular amenities for Midland outdoor seating rentals
House rentals with outdoor seating

Spacious Chalet close to Ski resort. Pet friendly!
Our stay at Tuan’s place was as expected! It was great having so many things to do all in one place. The hot tub and pool table were a huge hit for our group! Tuan and his family were very responsive, which made our check in and check out very easy. The only constructive feedback is the basement could be cleaned more thoroughly, and information on the shuttle bus would have been helpful. We ended up walking to the village for dinner on Saturday night, which was about a 20 minute walk. Overall, Happy Home was the perfect place to stay for our friend’s getaway weekend!

20 min from Blue Mountain -Relax & Enjoy Winter
Such a great place to stay after skiing at Blue Mountain! Definitely recommend.

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts
We had a wonderful stay in this beautiful house. We booked it for a small get-together with our friends. The house is spacious and beautifully decorated. Jerry made sure everything was set up to make our stay comfortable. Although the pool wasn’t open during our visit, it’s definitely something we’re looking forward to next time. We are glad we chose this place. Thanks again for hosting us!

kids paradise, extra storage, fenced, pet friendly
We loved staying here! There was SO much space, it felt very homey and cozy. The backyard was beautiful! This is an amazing home to stay in with tons and tons of room.

Highland House
Jason’s Highland House was the perfect home for a family weekend! It was very comfortable with lots of space and special little touches like coffee and condiments. The home is brand new with high end finishes. Jason was extremely responsive and did everything to make the family stay pleasurable.

Dreamy Place in Midland
Farhad is a nice host. Feels like home experience. ♥️

Skyhouse - Private Beach Access
The place we stayed at was great, and whenever there was a problem Irena found a quick solution that worked with both her and I. Great people great stay. 10/10

JJ’s Collingwood bar & games house.
Jer was a very good host, the place was beautiful, bunch of games to play, had a lot of fun. The surroundings are beautiful 10 min walk to park and beach. 10 minutes drive to blue mountain. The place was really good.
Apartment rentals with outdoor seating

Beautiful Riverside Country Apartment
Excellent place to stay for the night, very well priced, easy to find and was very clean and clutter free. Had easy access to internet and tv without issues. Wendy was very responsive and accommodating.

Cozy Apartment on 20-Acre Haven (no cleaning fee)
We had a lovely stay at Stu and Heather’s place. It was clean, the property is beautiful and the kitchen was so well stocked. We were in town for a show at Casino Rama and it was great to be off the beaten path but still close after a late night. Stu greeted us when we checked in and gave us a great recommendation for a local restaurant. We look forward to coming back should an opportunity arise.

Luxury 1 Bedroom Apt In The *HEART* Of Orilla
This home was such a gem! We loved Carley’s place as it was right by downtown and walkable to beautiful restaurants in the area. We absolutely enjoyed our stay and will come back and stay at Carley’s for sure!

Inn on Elm Bala
Thanks Brian and June, had an amazing time . very clean and cozy place, loved the book collection. Super clean appliances and fresh linen. Highly recommend especially if you are a star gazing enthusiast. Dark Sky preserve is near and made the location that much more wonderful.

The Muskoka River Chalet - The King's Den
Wonderful and relaxing place to stay for my boyfriend and I! The complimentary toiletries, wine, freshly baked bread, cookies, etc… we really appreciated the thought and effort into making us feel welcomed. The hot tub was AMAZING and the instructions were clear to use (we were first timers). The fireplaces made us feel so relaxed and cozy during this unfortunately cold April. We would definitely come back if we find ourselves in the area again :) Thank you for having us!!

Brookside Studio at Blue Mountain - King Bed
Everything was really good. There were lot of amenities in the place. If anyone is looking for neat and clean place to stay, i would recommend this place. Moreover, there is jacuzzi in there as well.

Blue Mountain Studio Retreat
Great stay right near the mountain! Natalie was a very helpful host, promptly answering any question and even providing a very detailed guest book. The place was just as described and perfect location for a Blue Mountain getaway. Great space for a couple and squeaky clean! Would stay again.

2 Bedroom + Sofa Bed (Sleeps Six)
We had a fantastic experience staying at Nicholas's house in Collingwood! From the moment we booked, communication was excellent. Nicholas was quick to respond to any questions we had, making the entire process seamless and stress-free. The house itself was immaculate and well-maintained, with clear instructions regarding the house rules that made settling in a breeze. We truly appreciated the attention to detail in ensuring everything was in order for our stay. One small suggestion would be to have some extra salt on hand for the stairs leading to the unit. While they were already salted, having a bit more available would be helpful for those snowy days. Overall, we had a wonderful time and are grateful to Nicholas for hosting us. We highly recommend this Airbnb to anyone looking for a cozy and welcoming place to stay in Collingwood. Thank you, Nicholas!
Condo rentals with outdoor seating

Lovely 3 Bedroom Condo with Stunning View and Pool
We have a wonderful time at Sabine's place, which was an ideal space in every way. It was beautiful, well laid out, and had everything we needed. Sabine was very responsive and accommodating. We would gladly go back when we are next at Blue Mountain.

2BR Getaway at Friday Harbour All Season Resort
Brilliant location for the harbour everything in walkable distance, clean and well stocked kitchen . Responsive host would recommend.

Close to Village, 2 Bedrooms , Rivergrass
We had a great girls weekend away at Bruce’s place! It was very cute and homey, well stocked and very comfortable. Great location too - the shuttle service was a bonus! Unfortunately we had to deal with a wide spread power outage while there but the place was equipped with emergency lights and we made the most out of it. Will definitely be back.

Beautiful Condo, 2 Bedrooms and a Den in a Resort!
Shahed's place at Friday Harbour is beautiful and well appointed. He gave very clear instructions for entry and parking, including photos. The condo was clean and had all the amenities needed, even extra charging cables for devices! The space was comfortable and uncluttered. Shahed was great at communicating and always responded quickly to any questions. Friday Harbour has activities and restaurants available on weekends in the winter and is a fun engaging place by the harbour in the spring, summer and early fall. We were there in the early part of the week in February so the harbourfront was quiet but still nice for a stroll. We spent time in both Barrie (20 minutes away) and Orillia (about 50 minutes away).

2 Bedroom, 2 Level Condo on Blue Mountain!
It was the best location in the village, and it was quiet and the sound of the stream was friendly. If you are skiing during the ski season, it would be very convenient because the bottom of the slope and the entrance to the building are in contact. The interior was clean and well-organized. Thanks, Richard.

Exceptional 2+1 ground floor condo @Friday Harbour
Apartment was even beyond our expectations. It was the most amazing place we have ever rented on New Year holidays. There were 6 people and the place was big and comfortable enough for everybody. Moreover, the apartment was extremely clean and had everything in it to live for short or long terms without any issues. The apartment is located in Friday Harbour which is the perfect place to live in. There are lots of shops, restaurants, a beautiful marina, pool , beach club nearby. We also went for skiing to Horseshoe resort, which took us approx 30 minutes to get there. Shai is a wonderful host, he was in touch during the entire period of our stay in his apartment. He left us a bottle of wine and chocolates as a present, it was so cute. Thank you so much for your attention and care. We will definitely rent your apartment again.

Friday Harbour Luxury Condo, Sleeps 4
My boyfriend and I stayed the weekend, it was a great location, Joe was very responsive and friendly! We had only 1 concern with the bbq that was not clean, but it has been handled with effectively. Overall space was very clean, it was easy to find kitchen supplies, and other items in the house! A great location with stores, restaurants at a walking distance, and other attractions within a 30 minute drive

Mountain Side One Bedroom
Connor was great to work with and highly responsive! He sent a very detailed listing of amenities in the area along with locally too like taxis, shuttle services, etc. The place was exactly as advertised. Would stay again!
Quick stats about vacation rentals with outdoor seating in Midland
Total rentals
120 properties
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Total number of reviews
4.1K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
20 properties have a pool
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- Blue Mountain Village
- Horseshoe Resort
- Mount St. Louis Moonstone
- Snow Valley Ski Resort
- Port Carling Golf & Country Club
- Osler Bluff Ski Club
- Georgian Bay Islands National Park
- Beaver Valley Ski Club
- Muskoka Lakes Golf and Country Club
- Devil's Glen Country Club
- Lake Joseph Golf Club
- Muskoka Bay Resort
- Alpine Ski Club
- South Muskoka Curling and Golf Club
- Toronto Ski Club
- Rocky Crest Golf Club
- The Georgian Peaks Club
- National Pines Golf Club
- Shanty Bay Golf Club
- Muskoka Highlands Golf Links
- Windermere Golf & Country Club
- The Georgian Bay Club
- Craigleith Ski Club
- Barrie Country Club