Book Holiday Homes in Midland

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Featured Holiday Homes in Midland

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$552 per night from 4 May to 5 May
NZ$552
4 May - 5 May
includes taxes & fees
Stay at this holiday home in Tay. Enjoy a garden, laundry facilities and air conditioning. Popular attractions Waubaushene Beaches Provincial Park and Tay Township ...
Opens in a new windowUp to 40% SALE Near-Skiing-Mount Gorgeous Cottage
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 Vettä Nordic Spa and Horseshoe Adventure Park ...
Opens in a new windowHorseshoe Valley Suites - The Glade
A lovely two-bedroom condo in Carriage Hills sleeps 8 persons

A lovely two-bedroom condo in Carriage Hills sleeps 8 persons

Oro ON
Stay at this ski holiday home in Oro-Medonte. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Vettä Nordic Spa and Horseshoe Adventure Park ...
Opens in a new windowA lovely two-bedroom condo in Carriage Hills sleeps 8 persons
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A-Frame Escape in the Woods of Georgian Bay, Muskoka

A-Frame Escape in the Woods of Georgian Bay, Muskoka

Georgian Bay ON
The price is NZ$895 per night from 4 May to 5 May
NZ$895
4 May - 5 May
includes taxes & fees
Stay at this holiday home in Georgian Bay. Enjoy free Wi-Fi, patios and cable/satellite TV service. Popular attractions Kelleher Island and Vanomi Island are ...
Opens in a new windowA-Frame Escape in the Woods of Georgian Bay, Muskoka
Wasaga Beach/ Blue Mountain Ski Hills/ Christmas village/ Lake Front/

Wasaga Beach/ Blue Mountain Ski Hills/ Christmas village/ Lake Front/

Wasaga Beach ON
Stay at this holiday home in Wasaga Beach. Enjoy free Wi-Fi, private pools and a beach locale. Popular attractions Wasaga Beach Provincial Park and Wasaga Beach ...
Opens in a new windowWasaga Beach/ Blue Mountain Ski Hills/ Christmas village/ Lake Front/
Modern Waterfront Home on Georgian Bay w/ Hot Tub!

Modern Waterfront Home on Georgian Bay w/ Hot Tub!

Victoria Harbour ON
Stay at this family-friendly holiday home in Tay. Enjoy free Wi-Fi, breakfast (surcharge) and a garden. Popular attractions Wye Marsh Wildlife Centre and Martyrs' ...
Opens in a new windowModern Waterfront Home on Georgian Bay w/ Hot Tub!
Cozy Modern Cottage - Walking distance to 5 beach access points

Cozy Modern Cottage - Walking distance to 5 beach access points

Tiny ON
Stay at this holiday home in Tiny. Enjoy laundry facilities and air conditioning. Popular attractions Wahnekewaning Beach and Cawaja Beach are located ...
Opens in a new windowCozy Modern Cottage - Walking distance to 5 beach access points
VILLA UPPER & LOWER SPECIAL RATES SLEEPS 15, VERY CLOSE TO BEACH ACCESS,

VILLA UPPER & LOWER SPECIAL RATES SLEEPS 15, VERY CLOSE TO BEACH ACCESS,

Wasaga Beach ON
Stay at this ski holiday home in Wasaga Beach. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Wasaga Beach Provincial Park and Wasaga ...
Opens in a new windowVILLA UPPER & LOWER SPECIAL RATES SLEEPS 15, VERY CLOSE TO BEACH ACCESS,
Entire Bungalow in Wasaga Beach ⛱️

Entire Bungalow in Wasaga Beach ⛱️

Wasaga Beach ON
Stay at this golf holiday home in Wasaga Beach. Enjoy a garden, laundry facilities and patios. Popular attractions Wasaga Beach Provincial Park and Tower Island ...
Opens in a new windowEntire Bungalow in Wasaga Beach ⛱️
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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
158 Holiday Homes
Lowest Price
NZ$143
Highest Price
NZ$895
Popular accommodation
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage, Horseshoe Valley Suites - The Glade, A lovely two-bedroom condo in Carriage Hills sleeps 8 persons, A-Frame Escape in the Woods of Georgian Bay, Muskoka, Wasaga Beach/ Blue Mountain Ski Hills/ Christmas village/ Lake Front/ , Modern Waterfront Home on Georgian Bay w/ Hot Tub!, Cozy Modern Cottage - Walking distance to 5 beach access points, VILLA UPPER & LOWER SPECIAL RATES SLEEPS 15, VERY CLOSE TO BEACH ACCESS,, Entire Bungalow in Wasaga Beach ⛱️

Top trending hotels in Midland

Quality Inn & Conference Centre

Quality Inn & Conference Centre

2.5 out of 5
924 King Street Midland ON
Fully refundable
The price is NZ$145 per night from 10 May to 11 May
NZ$145
10 May - 11 May
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
Comfort Inn Midland

Comfort Inn Midland

2.5 out of 5
980 King St Midland ON
Fully refundable
The price is NZ$143 per night from 24 May to 25 May
NZ$143
24 May - 25 May
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
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$158 per night from 10 May to 11 May
NZ$158
10 May - 11 May
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
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$200 per night from 24 May to 25 May
NZ$200
24 May - 25 May
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
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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.