Vacation rentals with outdoor seating in Midland

Find and book unique outdoor seating rentals on Airbnb

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Popular amenities for Midland outdoor seating rentals

House rentals with outdoor seating

Superhost
Home in The Blue Mountains
4.82 out of 5 average rating, 51 reviews

Spacious Chalet close to Ski resort. Pet friendly!

SamanthaRating, 5 stars2 weeks ago
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!
Guest favorite
A cozy living area features warm wooden paneling and a rustic brick wall. A dark purple couch and a wooden coffee table create a welcoming setting. A wood stove is positioned near the entrance, adding a touch of warmth to the space.
Home in Wasaga Beach
4.89 out of 5 average rating, 109 reviews

20 min from Blue Mountain -Relax & Enjoy Winter

TawnyaRating, 5 stars1 month ago
Such a great place to stay after skiing at Blue Mountain! Definitely recommend.
Guest favorite
The entrance features double doors in a dark finish, adorned with elegant seasonal wreaths. Flanking the doors are decorative wall art pieces. A small bistro table with two chairs is positioned on a stone patio, complemented by potted snake plants and decorative pumpkins.
Home in Barrie
4.92 out of 5 average rating, 90 reviews

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

ShrutiRating, 5 stars1 week ago
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!
Superhost
A welcoming entrance features a covered porch with wooden beams, flanked by planters. Stone steps lead to a glass front door, which is complemented by large windows on either side. The well-maintained lawn adds to the overall inviting appearance.
Home in Bradford West Gwillimbury
4.8 out of 5 average rating, 5 reviews

kids paradise, extra storage, fenced, pet friendly

MattRating, 5 stars4 months ago
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.
Top guest favorite
A spacious outdoor dining area is covered by a timber-framed loggia. A large stone patio features a dining table surrounded by six chairs, while a decorative rug adds a touch of style. A well-maintained lawn and a wooden fence complete the inviting backyard setting.
Home in Innisfil
5 out of 5 average rating, 30 reviews

Highland House

Anne MarieRating, 5 stars6 days ago
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.
Guest favorite
A charming blue house surrounded by vibrant autumn foliage. Large windows provide ample natural light, and the entrance, flanked by potted plants, is welcoming. A well-maintained driveway leads to a garage on the right, with fallen leaves creating a colorful carpet across the ground.
Home in Midland
4.82 out of 5 average rating, 11 reviews

Dreamy Place in Midland

AjeeshRating, 5 stars6 months ago
Farhad is a nice host. Feels like home experience. ♥️
Superhost
A rustic cabin is nestled among lush greenery and trees. A set of stone steps leads to the entrance, framed by vibrant green foliage. The wooden structure features a porch and a window that allows natural light to brighten the interior.
Home in Township Of Tiny
4.8 out of 5 average rating, 5 reviews

Skyhouse - Private Beach Access

JosephRating, 5 stars9 months ago
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
Guest favorite
A vibrant bar and games room is featured, with a pool table occupying the center space. An air hockey table and foosball table are visible in the foreground. Colorful decor, including flags and artwork, adds to the lively atmosphere, while red lighting enhances the playful environment.
Home in Collingwood
4.9 out of 5 average rating, 192 reviews

JJ’s Collingwood bar & games house.

PrabhkaranRating, 5 stars6 days ago
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

Top guest favorite
A private wooden deck is shown with an umbrella-covered table and four chairs, surrounded by lush greenery. Windows on the building's façade allow natural light, while potted plants add a touch of color, enhancing the outdoor space for relaxation.
Apartment in Horning's Mills
4.95 out of 5 average rating, 286 reviews

Beautiful Riverside Country Apartment

JordanRating, 5 stars2 months ago
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.
Top guest favorite
Red Adirondack chairs are positioned on the lush green lawn, facing a two-story dark-colored house with a green roof. A shaded porch extends alongside the home, featuring a hammock and potted plants. The scene is inviting, surrounded by trees and open space.
Apartment in Orillia
4.95 out of 5 average rating, 22 reviews

Cozy Apartment on 20-Acre Haven (no cleaning fee)

HelenRating, 5 stars5 months ago
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.
Guest favorite
A covered front porch features two light-colored adirondack chairs positioned beside a small table. The brick exterior provides a warm backdrop, with a door displaying the unit number 66. A potted plant adds a touch of greenery to the welcoming entrance.
Apartment in Orillia
4.98 out of 5 average rating, 130 reviews

Luxury 1 Bedroom Apt In The *HEART* Of Orilla

TrishaRating, 5 stars1 week ago
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!
Guest favorite
A comfortable living area features a lazy boy reclining L-shaped couch arranged around a small table. A wooden accent wall adds warmth, while a television is mounted above it. Decorative elements, including artwork and a map, enhance the space's character.
Apartment in Bala
4.88 out of 5 average rating, 281 reviews

Inn on Elm Bala

OZRating, 5 stars3 months ago
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.
Top guest favorite
A shaded seating area features two armchairs and a small table, situated on a wooden platform by the water's edge. The calm river reflects the green surroundings and blue sky, creating a serene atmosphere for relaxation.
Apartment in Bracebridge
4.98 out of 5 average rating, 356 reviews

The Muskoka River Chalet - The King's Den

BronwynnRating, 5 stars2 weeks ago
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!!
Superhost
A cozy sleeping area features a spacious bed adorned with soft linens and decorative pillows. Bedside lamps provide gentle illumination, while framed artwork adds a touch of color to the wall. A dresser and mirror complement the room's design.
Apartment in The Blue Mountains
4.88 out of 5 average rating, 735 reviews

Brookside Studio at Blue Mountain - King Bed

HarshRating, 5 stars1 month ago
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.
Guest favorite
A cozy living area features a mounted flat-screen TV above a modern stone fireplace. A comfortable gray sofa is positioned near a round coffee table. Natural light enters through a sliding glass door, which leads to the outdoor space, enhancing the room's inviting ambiance.
Apartment in The Blue Mountains
4.94 out of 5 average rating, 122 reviews

Blue Mountain Studio Retreat

GillianRating, 5 stars4 weeks ago
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.
Superhost
An open concept family room features a stone fireplace as a central element, accompanied by two sofas and a coffee table. Natural light fills the space through large windows, leading to an outdoor deck. Light-colored curtains complement the neutral tones of the furnishings.
Apartment in The Blue Mountains
4.78 out of 5 average rating, 195 reviews

2 Bedroom + Sofa Bed (Sleeps Six)

John PaulRating, 5 stars1 month ago
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

Guest favorite
A spacious open-concept living area is highlighted, featuring a large dining table set for meals. The kitchen is equipped with modern appliances and black cabinetry. Natural light enters through multiple windows, enhancing the inviting atmosphere of the space.
Condo in The Blue Mountains
4.98 out of 5 average rating, 151 reviews

Lovely 3 Bedroom Condo with Stunning View and Pool

SusanRating, 5 stars1 month ago
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.
Superhost
A spacious outdoor patio features modern furnishings, including a large sectional sofa and a central coffee table. Ample seating is provided by numerous dining tables and chairs arranged under overhead lighting, with a backdrop of large glass doors leading to the interior space.
Condo in Innisfil
4.87 out of 5 average rating, 222 reviews

2BR Getaway at Friday Harbour All Season Resort

JohnRating, 5 stars2 weeks ago
Brilliant location for the harbour everything in walkable distance, clean and well stocked kitchen . Responsive host would recommend.
Guest favorite
A private patio area features two Muskoka chairs and a small table, providing a comfortable spot to relax outdoors. Lush greenery surrounds the patio, and sliding glass doors lead into the interior space, which is partially visible through the open entrance.
Condo in The Blue Mountains
4.89 out of 5 average rating, 161 reviews

Close to Village, 2 Bedrooms , Rivergrass

KirstinRating, 5 stars3 weeks ago
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.
Superhost
The living room features a comfortable sofa adorned with decorative pillows. A Smart TV is positioned on the wall opposite a glass dining table set for four. Natural light floods the space through large glass doors, offering views of the private patio.
Condo in Innisfil
4.91 out of 5 average rating, 139 reviews

Beautiful Condo, 2 Bedrooms and a Den in a Resort!

LoriRating, 5 stars1 month ago
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).
Guest favorite
A modern living area is featured, showcasing a grey sofa and two armchairs. A coffee table sits in front of the seating arrangement, and a wall-mounted television is positioned above a linear fireplace. Natural light streams through large windows, illuminating the space.
Condo in Blue Mountains
4.92 out of 5 average rating, 339 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

JamesRating, 5 stars2 days ago
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.
Guest favorite
A modern living area features a spacious sectional sofa complemented by decorative pillows and a large coffee table. Natural light floods in through expansive glass windows, revealing a view of the private patio. Minimalist decor includes a geometric wall design and a stylish light fixture.
Condo in Innisfil
4.93 out of 5 average rating, 109 reviews

Exceptional 2+1 ground floor condo @Friday Harbour

ZoyaRating, 5 stars3 months ago
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.
Guest favorite
A spacious balcony features two comfortable chairs with decorative pillows, facing a view of the surrounding buildings. A table holds a round planter filled with greenery, adding a touch of nature to the outdoor space. The area is bathed in natural light.
Condo in Innisfil
4.94 out of 5 average rating, 115 reviews

Friday Harbour Luxury Condo, Sleeps 4

SoniaRating, 5 stars7 months ago
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
Superhost
A cozy living area features a chaise lounge beside a dark sofa, with a smart TV mounted on the wall above a fireplace. Natural light fills the space through large windows, and a sliding door leads to a deck with outdoor seating.
Condo in The Blue Mountains
4.85 out of 5 average rating, 399 reviews

Mountain Side One Bedroom

JoshRating, 5 stars1 month ago
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

Destinations to explore

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