Book Holiday Homes in Midland

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Midland

Modern Home by Georgian Bay w/ hot tub. Pet friendly!!

Modern Home by Georgian Bay w/ hot tub. Pet friendly!!

Midland ON
Stay at this holiday home in Midland. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Sainte-Marie among the Hurons and Martyrs' Shrine ...
Opens in a new windowModern Home by Georgian Bay w/ hot tub. Pet friendly!!
Horseshoe Valley Suites - The Glade

Horseshoe Valley Suites - The Glade

4 out of 5
90 Highland Dr Oro-Medonte ON
Stay at this golf holiday home in Oro-Medonte. Enjoy free Wi-Fi, free parking and a sauna. Popular attractions Mount St. Louis Moonstone and Vettä Nordic Spa ...
Opens in a new windowHorseshoe Valley Suites - The Glade
Cozy beach bungalow with deck, BBQ, high-speed Wi-Fi & steps to the shoreline

Cozy beach bungalow with deck, BBQ, high-speed Wi-Fi & steps to the shoreline

Wasaga Beach ON
The price is NZ$353 per night from 18 Dec to 19 Dec
NZ$353
18 Dec - 19 Dec
includes taxes & fees
Stay at this holiday home in Wasaga Beach. Enjoy a garden, patios and an in-room coffee maker. Popular attractions Wasaga Sands Golf Course and Wasaga Beach ...
Opens in a new windowCozy beach bungalow with deck, BBQ, high-speed Wi-Fi & steps to the shoreline
Save an average of 15% on thousands of hotels when you're signed in
Beach1. com - Beach House # 4 - Beachfront Wasanga Beach

Beach1. com - Beach House # 4 - Beachfront Wasanga Beach

Wasaga Beach ON
Stay at this holiday home in Wasaga Beach. Enjoy a beach locale, laundry facilities and patios. Popular attractions Wasaga Sands Golf Course and Tower Island ...
Opens in a new windowBeach1. com - Beach House # 4 - Beachfront Wasanga Beach
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage

Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage

Victoria Harbour ON
The price is NZ$508 per night from 2 Jan to 3 Jan
NZ$508
2 Jan - 3 Jan 2026
includes taxes & fees
Stay at this holiday home in Tay. Enjoy laundry facilities and air conditioning. Popular attractions Waubaushene Beaches Provincial Park and Tay Township Public ...
Opens in a new windowUp to 40% SALE Near-Skiing-Mount Gorgeous Cottage
Casa Di Nonna

Casa Di Nonna

2 out of 5
112 Main St Wasaga Beach ON
Stay at this holiday home in Wasaga Beach. Enjoy free Wi-Fi and free parking. Popular attractions Skull Island Adventure Golf and Nancy Island Historic Site ...
Opens in a new windowCasa Di Nonna
Cozy Beachside Getaway – Steps from Balm Beach!

Cozy Beachside Getaway – Steps from Balm Beach!

Tiny ON
Stay at this holiday home in Tiny. Enjoy free Wi-Fi, breakfast (surcharge) and a garden. Popular attractions Balm Beach Go-Karts and Cawaja Beach are located ...
Opens in a new windowCozy Beachside Getaway – Steps from Balm Beach!
Wasaga Beach year round cottage! 3 minute walk to the longest fresh water Beach.

Wasaga Beach year round cottage! 3 minute walk to the longest fresh water Beach.

Wasaga Beach ON
Stay at this family-friendly holiday home in Wasaga Beach. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Tower Island and Wasaga Beach ...
Opens in a new windowWasaga Beach year round cottage! 3 minute walk to the longest fresh water Beach.
6-Bedroom Modern Escape in Horseshoe-Pool+Hot tub

6-Bedroom Modern Escape in Horseshoe-Pool+Hot tub

Coldwater ON
Stay at this golf holiday home in Oro-Medonte. Enjoy a garden, laundry facilities and an in-room coffee maker. Popular attractions Mount St. Louis Moonstone ...
Opens in a new window6-Bedroom Modern Escape in Horseshoe-Pool+Hot tub
Don't see what you're looking for?
See all available properties in Midland
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Midland Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Midland vacation homes are the perfect way for you to wing it.

Holiday houses in Midland let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Midland in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Midland adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Midland with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Midland vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Midland Holiday Homes essential information

Accommodation
165 Holiday Homes
Lowest Price
NZ$152
Highest Price
NZ$508
Popular accommodation
Modern Home by Georgian Bay w/ hot tub. Pet friendly!!, Horseshoe Valley Suites - The Glade, Cozy beach bungalow with deck, BBQ, high-speed Wi-Fi & steps to the shoreline, Beach1. com - Beach House # 4 - Beachfront Wasanga Beach, Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage, Casa Di Nonna, Cozy Beachside Getaway – Steps from Balm Beach!, Wasaga Beach year round cottage! 3 minute walk to the longest fresh water Beach., 6-Bedroom Modern Escape in Horseshoe-Pool+Hot tub

Top trending hotels in Midland

Hampton Inn Midland, On

Hampton Inn Midland, On

2.5 out of 5
877 King Street Midland ON
Fully refundableReserve now, pay when you stay
The price is NZ$176 per night from 28 Dec to 29 Dec
NZ$176
28 Dec - 29 Dec
includes taxes & fees
Stay at this hotel in Midland. Enjoy free breakfast, free parking and a 24-hour fitness centre. Our guests praise the breakfast and the helpful staff in their ...
Opens in a new windowHampton Inn Midland, On
Quality Inn & Conference Centre

Quality Inn & Conference Centre

2.5 out of 5
924 King Street Midland ON
Fully refundableReserve now, pay when you stay
The price is NZ$159 per night from 11 Jan to 12 Jan
NZ$159
11 Jan - 12 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Midland. Enjoy free breakfast, free parking and a fitness centre. Our guests praise the breakfast and the pool in their ...
Opens in a new windowQuality Inn & Conference Centre
Super 8 by Wyndham Midland

Super 8 by Wyndham Midland

2 out of 5
1144 Hugel Avenue Midland ON
Fully refundableReserve now, pay when you stay
The price is NZ$169 per night from 17 Dec to 18 Dec
NZ$169
17 Dec - 18 Dec
includes taxes & fees
Stay at this business-friendly motel in Midland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
Opens in a new windowSuper 8 by Wyndham Midland
Save an average of 15% on thousands of hotels when you're signed in
Comfort Inn Midland

Comfort Inn Midland

2.5 out of 5
980 King St Midland ON
Fully refundableReserve now, pay when you stay
The price is NZ$152 per night from 23 Dec to 24 Dec
NZ$152
23 Dec - 24 Dec
includes taxes & fees
Stay at this business-friendly hotel in Midland. Enjoy free breakfast, free parking and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
Opens in a new windowComfort Inn Midland
Don't see what you're looking for?
See all available properties in Midland
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.