
Holiday houses in Midland
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Top-rated holiday rentals in Midland
Guests agree: these stays are highly rated for location, cleanliness and more.

Close to Hospital and school 4 bedroom bungalow
Relax with the whole family or friends at this peaceful location with a private backyard facing a mature ravine. Rent Skiis/Snowboards at Mt.St. Louis and hit the slopes in the winter. Maybe bring your gear and try Ice Fishing in the Georgean Bay. Visit in the summer and enjoy a walk along the Aberdeen Boulevard, catch a tan at the sandy Balm Beach or at the Little Lake! Be sure to visit the 'Sainte-Marie among the Hurons' museum and immerse yourself into the lives of early European settlers.

The Haunted House Apt 302
As you pull into the driveway this 1885 Victorian towers above you, your mouth drops in awe of the size. Up the porch to enter a small front door, a dimly lit winding staircase creaks as you ascend to 3rd floor. Original architecture painted many times over oozes with history. 70 years ago the house was turned into apartments, unloved for many of those years, time has definately taken its tole, yet to the spirits within, their big old house still stands proud and distinguished in all its glory.

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.

Off-grid Glamping Dome Nestled in the Woods
Welcome to our private campsite in Utopia, ON. Our family’s glamping dome is your chance to experience a unique getaway surrounded by the sights & sounds of nature. Amenities include camping essentials & some glamping perks: king size bed, bbq, fireplace, Indoor incineration toilet, soap & water, outdoor shower (summer only), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation Area, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

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.

Hillside Studio • Midland • Small Town Escape
Welcome to the Hillside Studio — a bright and spacious 900 sq. ft. private guesthouse in the heart of Midland. Perched on a hillside, this modern one-bedroom retreat is designed for comfort and relaxation for 1–2 guests. Perfectly located for exploring Georgian Bay: • 10-minute walk to Downtown Midland and Little Lake Park • 10-minute drive to Midland Golf and Country Club/Brooklea • 20 minutes to Tiny Beaches/Awenda Provincial Park • 30 minutes to Vettä Nordic Spa/Quayle’s Brewery

Hidden Gem
Welcome to your cozy 1 bedroom basement apartment nestled in a quiet neighbourhood. Enjoy the convenience of being close to amenities, ski hills, bike trails and beautiful Georgian Bay beaches. Step outside to your cozy backyard patio, perfect for morning coffee or evening relaxation. Guests can hit the slopes, partake in local festivals, soak in the beaches or bike to explore the trails, this location caters to your adventurous spirit providing the warmth, comfort relaxation afterwards.

Perch by the Bay - Downtown Midland / Private Loft
Welcome to Perch By The Bay, a stylish retreat in downtown Midland. Park for free and walk to Midland Harbour, shops, restaurants, cafe's and waterfront trail. Enjoy festivals, theatre, artisan markets, and great dining nearby. Local sights, include Vetta Nordic Spa, Multicultural Centre, Horseshoe, Moonstone, Saint Marie, King's Wharf & Discovery Harbour. Traveling with others? Our sister Airbnb, Nest By The Bay, is a 2 bedroom private loft at the rear of this building.

Stunning Waterfront Cottage & Bunkie!
Beautiful 2-bedroom Cottage plus 1-bedroom Bunkie on Georgian Bay! Located in a quiet area with a private beach! In the summer the lake is perfect for swimming! Just bring water shoes as there can be rocks and zebra muscles. We have a two-person kayak, perfect for a day out on the water. In the evening, curl up by the outdoor fire pit, roast marshmallows and enjoy the amazing sunsets! It is the perfect place for a summer getaway! Please note this cottage is Pet Free.

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

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.

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.
Popular amenities for Midland holiday rentals
Other great holiday rentals in Midland

The Midland Nest | A Stylish Home Away From Home

MegaMindful Living AirBnB One

Cozy Cottage with Private Beach Access

3BR Townhome | Georgian Bay | Free Parking

Guest suite near the lake

Windfall Cottage On Little Lake

Home Grandview

Sunset Loft
When is the best time to visit Midland?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $178 AUD | $184 AUD | $159 AUD | $181 AUD | $182 AUD | $195 AUD | $211 AUD | $215 AUD | $210 AUD | $181 AUD | $179 AUD | $182 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Midland?
Midland has more than 110 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Midland?
Experience the best of Midland with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Midland?
Four-legged friends are welcome in Midland. Choose from more than 60 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Midland?
Yes! Work meets play with ease at over 90 vacation rentals in Midland featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Midland vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Midland, available on Airbnb. Make a splash and soak up the sun in style!
Do cottage rentals in Midland have air conditioning?
Absolutely! We offer over 30 cottage rentals with air conditioning in Midland. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Midland have a kitchen?
Absolutely! We offer over 30 cottage rentals with a kitchen in Midland. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Midland have wifi?
Absolutely! We offer over 50 house rentals with wifi in Midland. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Midland have free parking?
Absolutely! We offer over 20 apartment rentals with free parking in Midland. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Cottage Rentals in Midland?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 30 homes with air conditioning, over 30 homes with a kitchen, over 30 homes with free parking, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Midland

Total holiday rentals
Explore 160 holiday rentals in Midland

Nightly prices starting at
Midland holiday rentals start at $58 AUD per night before taxes and fees

Verified guest reviews
Over 8,260 verified reviews to help you choose

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

Pet-friendly accommodation
Find 60 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
160 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!
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- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Wasaga Beach Area
- Osler Bluff Ski Club
- Torrance Barrens Dark Sky Conservation Area
- 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
- Menominee Lake
- Casino Rama Resort
- 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





