
Holiday rentals with outdoor seating in Midland
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Midland
Guests agree: these rentals 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.

Saltbox by the Bay | 4-Seasons | Bikes | Vetta Spa
*GUEST BIKES AVAILABLE* Welcome to Saltbox by the Bay, your 4-season escape. Perfect for couples, a small family/friends getaway or solo retreat. This vintage cottage has been reimagined with luxe amenities & cozy vibes. Play boardgames & classic albums, as you watch sunsets over the bay. Experience cottage country, year round. Walk or bike the Tay Shore Trail, visit Quayle's Brewery, pamper yourself at Vetta Nordic Spa, enjoy some glow-in-the dark bowling & explore charming nearby towns.

Ultimate Georgian Bay Vacation Getaway
Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

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 .

Woodland Muskoka Tiny House
Enjoy the sounds of nature when you stay in this unique tiny house. This 600 sq ft home is nestled amongst 10 acres of towering trees, granite rock and trails to explore. The tiny home will not feel so tiny once inside. With high ceilings, plenty of windows, and surprisingly spacious rooms - it is the perfect hideaway for those wanting to unplug in Muskoka. The three season, screened in porch invites you to enjoy your coffee (or wine!) in nature without being bothered by the mosquitos!

Georgian Bay Paradise
Enjoy a relaxing vacation away from the hustle & bustle in this delightful 3 bedroom waterfront cottage. Just 90 minutes north of Toronto, this newly-renovated, gorgeous retreat is right on Georgian Bay, one of the world's most sought after destinations. Revel in breathtaking views, amazing sunsets and the privacy of numerous cedars. You will love the sun, sand, rock and waves which will captivate you. Access your own deck, lawn, and beach as well as many fun winter activities.

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*

Newly Built Woodsy Retreat - Your Perfect Escape
Woodsy Loft, an ideal home base for not just the beach and stunning sunsets, but Blue Mtn, Scandinave Spa, C-wood, brand new casino, all close by. Many bars, restaurants, beach and other things to do, within 5 min. Great place to stay in, too. Packed with amenities like screened in patio, XL bathtub w/ towel warmer, King size bed, 'The Frame' TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.

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

Glass Dome - Sleep Under The Stars- Free Sundays
Discover this new, stunning 22ft Glass Geodesic Dome nestled in the heart of Uxbridge. Imagine waking up surrounded by 360-degree panoramic views of the natural landscape Please note... its FULL WEEKEND STAYS ONLY - BOOK FRIDAY AND SATURDAY-SUNDAY IS FREE. This allows guests to fully enjoy their Sunday without feeling rushed to check out at 11am. Enjoy all day Sunday with option of staying the evening. 8X12 BUNKIE NOW AVAIL. SLEEPS 4 ( 2 bunk beds)

Hosted by 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.
Popular amenities for outdoor seating rentals in Midland
House rentals with outdoor seating

The Artist’s House B&B | Blue Mountain Area

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

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

JJ’s small town country retreat

Luxury Guest House with Private Hot Tub and Trails

Ski, Swim, Soak, Boat & Golf

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

Sawdust city haus
Apartment rentals with outdoor seating

Spacious Apartment 5 Minute Walk to Innisfil Beach

Beautiful Riverside Country Apartment

Private 1 Bedroom Suite

The Upper Deck

Muskoka Get Away-Romance & Adventure Awaits !!!

Cozy getaway for two with hot tub!

Blue Mountain Studio Retreat

Aquarius bldg @ Friday Harbour 1st fl 2 bdr/2 bath
Apartment rentals with outdoor seating

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

Cozy 1-Bedroom Romantic Retreat with full Kitchen

Cozy Studio Mountainside stay in Blue Mountains

Cozy & Charming Retreat at Blue Mountain

Lovely Open Concept Friday Harbor Resort Condo

Resort Condo in Friday Harbour

Modern Condo *King Bed*Ski Hills*Spa*Lake*Beach

Lovely king size room with kitchenette
When is the best time to visit Midland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £86 | £78 | £87 | £98 | £117 | £135 | £129 | £152 | £134 | £105 | £108 | £120 |
| 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 |
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 £44 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
80 of Midland holiday rentals include wifi 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!
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- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Three Mile Lake
- Georgian Bay Islands National Park
- Scandinave Spa Blue Mountain
- Torrance Barrens Dark Sky Conservation Area
- Taboo Muskoka Resort & Golf
- Burl's Creek Event Grounds
- Kee To Bala
- Casino Rama Resort
- Wasaga Beach Area
- Menominee Lake
- Awenda Provincial Park
- Wye Marsh Wildlife Centre
- Bass Lake Provincial Park
- Mono Cliffs Provincial Park
- Innisfil Beach Park
- Killbear Provincial Park
- Centennial Beach
- Couchiching Beach Park




