
Holiday rentals with outdoor seating in Midland
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Midland

Total holiday rentals
Explore 80 holiday rentals in Midland

Nightly prices starting at
Midland holiday rentals start at $86 AUD per night before taxes and fees

Verified guest reviews
Over 4,290 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
80 of Midland holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Midland rentals

4.8 Average rating
Midland stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated Holiday Houses with Outdoor Seating in Midland
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

White Rolling Sands of Penetang by Theatre
Shores of Georgian Bay - enjoy a firepit in the backyard of a deep lot backing onto woods with trails. Local walking and cycling routes, vege and flower gardens from private sunny back deck. Fully licensed and located close to Kings' Wharf Theatre / Discovery Harbour. Experience the natural beauty of Tiny Beaches, Georgian Bay Islands N.P and Awenda P.P. nearby (Park pass available for use). Marinas, beaches, boat cruise of the islands, Ste Marie Among the Hurons and Wye Marsh (Midland) nearby.

Loft By The Bay
Welcome to our charming second storey apartment in downtown Midland, Ontario. This cozy space features a bedroom, office with futon, full kitchen, bathroom, laundry, and a bright open concept living area. Enjoy easy access to local shops, restaurants, and attractions. Explore the picturesque waterfront and nearby hiking trails. Retreat to this comfortable and inviting apartment after a day of work or play. Book your stay today for a convenient, comfortable, and memorable experience in Midland.

By The Bay spacious one bedroom
This unique place has a style all its own and only steps away from , beaches , water front dining and theater! With all the amenities of home you'll be comfortable to stay for the weekend or extended stays. Fully equipped kitchen with convection oven , dishwasher , microwave, keurig coffee maker and built in washer/ dryer . Spacious bathroom with an over sized walk in shower . And to end the day enjoy the full sized bed room and closet to unpack luggage with a queen size Endy foam mattress .

Saltbox by the Bay | Views, Bikes, Beaches & Vetta
*SUMMER AVAILS* *GUEST BIKES* Welcome to Saltbox by the Bay, a cozy vintage cottage with beautiful views & luxe amenities. Perfect as a couples getaway, small family/friends vacation or solo retreat. Ease into slow living, cook your favourite meals, play boardgames & albums, as you watch birds & sunsets over the bay. Walk or borrow our bikes for the Tay Shore Trail, visit nearby beaches & Quayle's Brewery, pamper yourself at Vetta Nordic Spa & explore charming towns around Georgian Bay.

Bunkie On The River
Welcome to our four season bunkie retreat on the river. Leave the world behind and seek comfort and peace at Riverside Ranch. Imagine starting your day reconnecting with nature amidst wooded walking trails. Along your walk you see geese swimming in the river, goats exploring the woods, and Highland cattle grazing in the pasture. Upon return, you open the door to the crackle & pop of a toasty wood burning sauna, followed by an icy cold plunge in the river. *No air-conditioning*

Chirping-Paradise Glamping Dome
Looking for a quick escape close to the city? Our glamping dome offers a serene retreat on 10 acres of trails, streams, and a peaceful pond. Perfect for birthdays, anniversaries, and family gatherings, it blends nature with a touch of luxury. In winter, enjoy the snowy outdoors and stay warm inside with the wood pellet stove. Thoughtfully designed for comfort and romance, with upscale amenities and fast Wi-Fi, it’s the ideal spot to create unforgettable memories.

Sunset Beach Cottage
Part log treehouse, part beach house and 100% of what you need to enjoy a peaceful getaway only 1.5 hours from Toronto! Walk up the private staircase and pause to enjoy the spectacular treetop and waterfront views from your own wraparound deck before entering your 900 sq. ft. oasis. Enjoy access to your own lawn, picnic table and beach* area and all that Georgian Bay and the area has to offer. *water levels fluctuate Insta: sunset_beach_cottage_canada

Modern Waterfront Home on Georgian Bay w/ Hot Tub!
Escape to a peaceful haven with this new and breathtaking modern waterfront cottage. Immerse yourself in the stunning views from the walkout deck with outdoor seating, a hot tub and a BBQ area. Quiet neighbourhood in Victoria Harbour on Georgian Bay. Short drive to charming town of Midland and nearby attractions such as the Tay Shore Trail and the Wye Marsh Wildlife Centre. This bright and beautifully finished home is less than a 2-hour drive from the GTA.

Chez Nous Midland
Small-town charm at its best! Our centrally located apartment is the perfect home base for your small-town adventures. We're minutes from the unique shops and restaurants in downtown Midland and the Midland Harbour. There is plenty to experience; attend a local festival, take in a tourism site, hop onto the Trans Canada Trail System with your bike or snowmobile, attend a show/concert at the Midland Cultural Centre, or snowshoe through the Wye Marsh.

A-Frame Hidden in the Forest Muskoka, Georgian Bay
Welcome to our A-frame /Triangle House, Wifi, Sauna, Kitchen, A/C, Free Parking, King Bed, FIFA friendly, Smart Tv, Peaceful, Social Media Favourite, Top Choice for city escape, and an ideal weekend getaway. Come heal, enjoy the light luxury in nature, and enjoy the slow living at this premium vacation experience. Rare architecture, designer cabin. Come and gather energy in this forest sanctuary.

Private 40 Acre Cottage with Hot Tub
Our two bedroom cabin + cubby (available in summers) by a scenic pond is a private getaway while close to the main road and many amenities. Private outdoor space includes hot tub, deck, fire pit, and walking trails. We have a barn with ping pong and foosball tables. We are 20 min to Barrie, 10 min to Midland, 20 min to Balm beach, Wasaga beach, Mt. St Louis and Horseshoe Valley resort.

Starry nights…
Do you like camping without the camping? If so, hang out here at the farm for a day or the weekend. Enjoy the stars, have a sauna (ice bath extra $75.00) outdoor shower and a campfire, see deer, or wild turkeys or listen to nothing for a while. Feed the donkeys and chickens or grab a Muskoka chair and a book. It is your time to relax and unwind !
Popular amenities for Midland outdoor seating rentals
Holiday House Rentals with Outdoor Seating

The Artist's House B&B: Relax, Explore Collingwood

King Bed, Pool, Gym, Ravine View, Your Getaway!

The Midland Nest | Cozy 2BR Walkout Suite

Luxury Guest House with Private Hot Tub and Trails

Woodland Muskoka Tiny House

Ski, Swim, Soak, Boat & Golf

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

Orillia TwnHse Oasis w King Bed
Apartment rentals with outdoor seating

Spacious Apartment 5 Minute Walk to Innisfil Beach

Beautiful Riverside Country Apartment

Private 1 Bedroom Suite

Muskoka Get Away-Romance & Adventure Awaits !!!

The Upper Deck

The Muskoka River Chalet - The King's Den

Cozy getaway for two with hot tub!

Brookside Studio at Blue Mountain - King Bed
Condo rentals with outdoor seating

Stunning 1BR w Pool ~ Free Parking & Self Check-In

Cozy 1-Bedroom Romantic Retreat with full Kitchen

Designer Condo with beautiful harbour view.

Cozy & Charming Retreat at Blue Mountain

Luxury Beach Spa w/ Private Sauna & Oasis Patio!

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

Lovely Open Concept Friday Harbor Resort Condo

Resort Condo in Friday Harbour
When is the best time to visit Midland?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $232 AUD | $242 AUD | $252 AUD | $192 AUD | $228 AUD | $262 AUD | $251 AUD | $297 AUD | $261 AUD | $205 AUD | $210 AUD | $233 AUD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
Destinations to explore
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- Rentals with a hot tub Midland
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- Pet-friendly rentals Midland
- Waterfront rentals Midland
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- Rentals with beach access Midland
- Beachfront rentals Midland
- Cottage rentals Midland
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- Rentals with a patio Midland
- Rentals with pools Midland
- Rentals with a fireplace Midland
- Rentals with a washing machine and dryer Midland
- Family-friendly rentals Midland
- Fitness-friendly rentals Midland
- Rentals with an EV charger Midland
- Rentals with a kayak Midland
- House rentals Midland
- Rentals with a fire pit Midland
- Rentals with outdoor seating Simcoe County
- Rentals with outdoor seating Ontario
- Rentals with outdoor seating Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Wasaga Beach Area
- Torrance Barrens Dark Sky Conservation Area
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Burl's Creek Event Grounds
- Georgian Bay Islands National Park
- Kee To Bala
- Casino Rama Resort
- Menominee Lake
- Taboo Muskoka Resort & Golf
- Wye Marsh Wildlife Centre
- Centennial Beach
- Mono Cliffs Provincial Park
- Bass Lake Provincial Park
- Three Mile Lake
- Couchiching Beach Park
- Sunset Point Park
- Sibbald Point Provincial Park





