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Holiday rentals with outdoor seating in Midland

Find and book unique rentals with outdoor seating on Airbnb

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Popular amenities for outdoor seating rentals in Midland

House rentals with outdoor seating

Top guest favourite
Home in Georgian Bay
4.99 out of 5 average rating, 87 reviews

A-Frame in the Woods of GeorgianBay, Muskoka

RichelleRating, 5 stars3 days ago
We had such an amazing stay at the A frame! Everything looked ever better in person than in the photos:) The hosts were super responsive and accommodating!! Would definitely come back<3
Guest favourite
Home in Tiny
4.96 out of 5 average rating, 23 reviews

Luxury Cottage - The Lookout. Next to Balm Beach

NeilRating, 5 stars1 month ago
Great spot to rent...Beautiful space. Host were very friendly and had prompt communication. Perfect type of place to get away. Would have been better if the weather was nicer. I expect we will rent here again in the future.
Guest favourite
Home in Coldwater
4.98 out of 5 average rating, 110 reviews

Luxury Guest House with Private Hot Tub and Trails

FadilRating, 5 stars1 month ago
We had a lovely stay. The place was even nicer than we expected. This is the best air bnb we’ve ever had. It was really private and really clean, which was exactly what we were looking for. They provided so many little things which just added to the overall experience. Its the small things that go a long way. The place was really open concept and just really well furnished. Gave a fantastic vibe. The hot stub was clean, private and lovely. You wont be disappointed whatsoever here. Thank you for being a fantastic host Rebecca.
Guest favourite
Home in Midland
4.88 out of 5 average rating, 68 reviews

Close to Hospital and school 4 bedroom bungalow

MikeRating, 5 stars1 month ago
Our stay at this residence was truly exceptional. The property was impeccably clean and well-maintained, providing a comfortable and welcoming environment throughout our visit. The host was exceedingly courteous and readily available to address any inquiries or concerns, demonstrating a high level of hospitality. I would not hesitate to recommend this accommodation, and I am pleased to report that all of my companions were equally satisfied with their experience.
Superhost
Home in Orillia
4.82 out of 5 average rating, 259 reviews

Waterfront Cottage Over-the-Water view w fast Wifi

EmilyRating, 5 stars1 month ago
Chelsea’s place was absolutely beautiful ! Upon walking in the house, the view of the water is breathtaking and did not get old each morning while sipping our coffees. The home itself was very homey, and a great wide open space for gathering with friends. Chelsea was super helpful when booking, made recommendations and was super responsive during our stay with any questions we had. I would highly recommend a stay here - can’t get much closer to being “on the lake”!
Guest favourite
Home in Tiny
4.87 out of 5 average rating, 129 reviews

Beachy Blue Bay Cottage - licence #STRTT-2025-194

MelanieRating, 5 stars1 month ago
Great location, a quick walk to the beach. Plenty of supplies and outdoor activities in the shed for warm days, and variety of entertainment indoors in the game room. Nice neighbourhood, great for peaceful walks. Hosts had great communication and were very accommodating during our stay!
Top guest favourite
Home in Tiny
5 out of 5 average rating, 43 reviews

Tiny Beaches Getaway

ValterRating, 5 stars6 days ago
We had an absolutely wonderful stay at Vanya and Peter’s place! The cottage was spotless, stylishly decorated, and equipped with everything my family needed for a comfortable stay. We appreciated the thoughtful touches like fresh coffee and a guidebook of local spots. Most importantly, Vanya and Peter were amazing hosts: communicative, welcoming, and respectful of my privacy. I truly felt at home here, and I’d happily to come back and stay again!
Superhost
Home in Barrie
4.86 out of 5 average rating, 117 reviews

King Bed Farmhouse- w/ Fire-pit, 75" TV, Ping Pong

MegRating, 5 stars2 weeks ago
Thanks so much, Nikole! We appreciate your help with everything and how proactive you were with all communication. :)

Apartment rentals with outdoor seating

Top guest favourite
Flat in Horning's Mills
4.96 out of 5 average rating, 290 reviews

Beautiful Riverside Country Apartment

NataliaRating, 5 stars1 week ago
The gardens and creek were just lovely…the apartment was clean & pretty much had all I needed. In particular the bed was excellent- had a great sleep. Would stay here again, if needed. Wendy was easy to communicate with & prompt with her replies & very accommodating to my schedule. Thank you, Wendy!
Guest favourite
Flat in Orillia
4.97 out of 5 average rating, 141 reviews

Luxury 1 Bedroom Apt In The *HEART* Of Orilla

TracyRating, 5 stars6 days ago
We enjoyed location, cleanliness and great coffee.
Guest favourite
Flat in Wasaga Beach
4.95 out of 5 average rating, 437 reviews

The Upper Deck

MichelleRating, 5 stars3 weeks ago
Cathy was an exceptional host! The accommodations were so beautiful, so much love and hard work put in to making it a cozy place to stay. Bed was huge and comfy. Cinnamon buns were delicious. Hot tub was relaxing and private. We want to come back and try one of her other suites.
Top guest favourite
Flat in Bracebridge
4.98 out of 5 average rating, 366 reviews

The Muskoka River Chalet - The King's Den

BarbaraRating, 5 stars2 days ago
This was our fourth visit!! We have now stayed in all four rooms and we were in the King’s Den this time!! It felt like coming home as we were greeted with a hug from Taurean and Robert. We had a peaceful three night stay where we spent our time relaxing on the dock, in the hot tub and paddling the river in the paddle boat. Looking forward to our next visit. Glad to have found this little gem!!
Top guest favourite
Flat in Coldwater
4.96 out of 5 average rating, 104 reviews

Cozy getaway for two with hot tub!

ShelbyRating, 5 stars1 month ago
We absolutely loved our stay at Chantal and Sylvain’s place! From the moment we walked in, we were very impressed by this clean, cozy, and beautifully-furnished home-away-from-home. Our hosts thought of everything, and were friendly, responsive and helpful. Their place is complete with everything you could need for a comfortable stay, in addition to some additional thoughtful, special touches. We had fun playing some of the many available board games, and found it so peaceful to sit in their quiet backyard, surrounded by trees. We LOVED lounging in the beautiful hot tub. Next time we’re in Coldwater, we would definitely stay at Chantal and Sylvain’s place again! Highly recommend!
Top guest favourite
Flat in Innisfil
4.99 out of 5 average rating, 107 reviews

Modern Condo at Friday harbour/Pet Friendly

ChrystallinaRating, 5 stars1 week ago
We had a great stay! The place was spotless, the check-in process was super easy, and the location was perfect—just a short walk to the harbour. The host was very responsive and made sure everything went smoothly. We would definitely stay here again!
Guest favourite
Flat in Penetanguishene
4.86 out of 5 average rating, 125 reviews

Church Hill Haven Bed & Breakfast Guest Suite #2

LanceRating, 5 stars6 months ago
We loved our stay over the Holidays! It was a perfect place and had all amenities listed. We had everything we needed and it felt just like home. Will likely rebook when returning to Penetanguishene. Thank you, Carole!
Guest favourite
Flat in The Blue Mountains
4.93 out of 5 average rating, 132 reviews

Blue Mountain Studio Retreat

MoiraRating, 5 stars2 weeks ago
Natalie’s place is excellent! The studio was super clean and very nice. We felt right at home!! It had everything we needed and was close to all the local attractions. Natalie provided a guide ahead of our trip with information about the AirBnb, as well as local recommendations for food and things to do. She was extremely kind and responsive. Would definitely stay here again! Thanks Natalie!!

Apartment rentals with outdoor seating

Guest favourite
Apartment in The Blue Mountains
4.98 out of 5 average rating, 159 reviews

Lovely 3 Bedroom Condo with Stunning View and Pool

JohnRating, 5 stars4 weeks ago
Our one night stay at Sabine’s was tremendous. The home is well appointed with plenty of space and easy walking distance to the village. Located in a second floor end unit, it’s a place you immediately feel comfortable in. There is a view of the slopes from the main room picture windows and a small deck area with muskoka chairs. There’s a sizeable fridge to store your beverages to drink while soaking up the views. There are two bedrooms on the main floor, and good sized master in the loft with king bed and en suite. Sabine was very communicative and left detailed instructions. Remote check in was a breeze. There is parking available. I would definitely recommend, and would definitely come back.
Guest favourite
Apartment in Oro
4.89 out of 5 average rating, 246 reviews

Spacious 1-br w jacuzzi at Horseshoe Valley

NaoufalRating, 5 stars2 days ago
Le host était très réactif, l’endroit est propre. Je le recommande.
Guest favourite
Apartment in Oro
4.79 out of 5 average rating, 107 reviews

Cozy 1-Bedroom Romantic Retreat with full Kitchen

DestinyRating, 5 stars6 days ago
Loved our stay here!! Can't say enough positive things about our vacation here. Kitchen was fully stocked, clean bathroom and rooms, easy check in and check out and excellent cooling system as it was a hot few days. Amenities were great and welcoming for families, environment was peaceful and we also loved how the balcony backed onto trees and nature. Would 100% stay here again in the future. Thank you!
Guest favourite
Apartment in The Blue Mountains
4.93 out of 5 average rating, 293 reviews

Cozy Studio Mountainside stay in Blue Mountains

EmmaRating, 5 stars2 weeks ago
Absolutely Wonderful Stay! I had an amazing stay at John and Kristi’s condo! From the moment I arrived, everything was spotless, cozy, and thoughtfully equipped with everything one could possibly need for a comfortable stay. The attention to detail made it feel like a home away from home. The pool and hot tub area were a real bonus—clean, relaxing, and perfect after a day of exploring. I definitely made the most of it! The location was also ideal, just a pleasant 10-minute walk to the village, which made it easy to enjoy the local shops, restaurants, and atmosphere without needing to drive. John and Kristi were fantastic hosts—friendly, responsive, and clearly committed to creating a great guest experience. I would absolutely stay here again and highly recommend it to anyone visiting the area!
Guest favourite
Apartment in The Blue Mountains
4.91 out of 5 average rating, 129 reviews

Out of the Blue - Outdoor Pool / Shuttle to Blue

MandyRating, 5 stars3 weeks ago
We lived our visit to this condo! It was warm and cozy and exactly as advertised. My daughter loved the loft area and chilling out on the pull-out sofa. We even went for a swim - the pool facilities are lovely! Thanks for a great stay - we will be back!
Guest favourite
Apartment in Innisfil
4.93 out of 5 average rating, 212 reviews

Designer Condo with beautiful harbour view.

ThomasRating, 5 stars1 week ago
Très agréable comme séjour endroit tranquille avec plusieurs activités aux alentours
Top guest favourite
Apartment in Collingwood
4.99 out of 5 average rating, 144 reviews

K's Cozy Condo -Mins. to Beach, Trails, Shops, Ski

Said MiranRating, 5 stars2 days ago
⭐️⭐️⭐️⭐️⭐️ Absolutely Perfect Stay! Kadri’s Airbnb was everything I could’ve hoped for and more. The place was spotless, beautifully decorated, and exactly as described in the listing. It felt like a home away from home — warm, peaceful, and very well-maintained. Kadri was an exceptional host: responsive, respectful, and genuinely thoughtful. They made check-in smooth and were available for any questions without being intrusive. The small personal touches around the space — from fresh towels to local recommendations really made a difference. The neighborhood was quiet and safe, yet still conveniently close to everything I needed restaurants, transit, and shops. Whether you’re visiting for business or pleasure, I’d 100% recommend staying here. I’ll definitely be booking again if I’m ever back in the area! Thank you, Kadri, for the outstanding hospitality!
Guest favourite
Apartment in Innisfil
4.95 out of 5 average rating, 420 reviews

Lovely Open Concept Friday Harbor Resort Condo

DonnieRating, 5 stars1 week ago
If you’ve never been to Friday Harbour it’s an amazing weekend escape with beaches, pools, bars and restaurants and light shopping. We spent our 10th anniversary at Marks Condo in the Harbour and loved every minute of it. Mark’s condo in Friday Harbour really is a gem. It’s on the top floor of a quiet building just steps away from the main boardwalk, hiking trails, and everything else Friday Harbour has to offer. The building complex offers communal BBQs and fire pits that are available and easy to use. The condo itself is very clean, bright, with its own balcony and everything you could possibly need. Marks check-in instructions are very detailed and thorough and is great at communication should anything come up. It was an incredible weekend and we will 100% come back.

Quick stats about holiday rentals with outdoor seating in Midland

  • Total rentals

    120 properties

  • Nightly prices starting at

    ₹4,300 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

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Simcoe County
  5. Midland
  6. Rentals with outdoor seating