Midland Holiday Rentals

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Our top choices for Midland holiday rentals

The Little Lake House-Cozy 2Bdrm

The Little Lake House-Cozy 2Bdrm
Midland
8.0 out of 10, Very good, (3)
"Excellent!!"
Canada
Alana B.
The price is NZ$401
includes taxes & fees
8 Jan - 9 Jan 2026
The Little Lake House-Cozy 2Bdrm

Sunnyside Stay-3bdrm w/ Gym!

Sunnyside Stay-3bdrm w/ Gym!
Midland
9.6 out of 10, Exceptional, (7)
"Clean house. Great backyard for pets. Short drive to many things to do. Highly recommend for a family getaway."
United States
eric a.
The price is NZ$615
includes taxes & fees
26 Jan - 27 Jan 2026
Sunnyside Stay-3bdrm w/ Gym!

The King Studio Sauna Haven

The King Studio Sauna Haven
Shanty Bay
The price is NZ$279
includes taxes & fees
6 Jan - 7 Jan 2026
The King Studio Sauna Haven

The Music Shack - Outdoor Glamping Room

The Music Shack - Outdoor Glamping Room
Port McNicoll
10.0 out of 10, Exceptional, (1)
"The owner was very quick to rely to questions I had Very nice cottage washroom and grounds. We had a very good stay "
Canada
Barbara M.
The price is NZ$237
includes taxes & fees
31 Dec - 1 Jan 2026
The Music Shack - Outdoor Glamping Room

King Studio Suite – heated Pool, Sauna

King Studio Suite – heated Pool, Sauna
Shanty Bay
7.6 out of 10, Good, (4)
"The suite was very clean and quiet."
Canada
Margaret
The price is NZ$280
includes taxes & fees
4 Jan - 5 Jan 2026
King Studio Suite – heated Pool, Sauna

2100-Victoria-Cathy-NEW

2100-Victoria-Cathy-NEW
Shanty Bay
The price is NZ$351
includes taxes & fees
11 Jan - 12 Jan 2026
2100-Victoria-Cathy-NEW

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

Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage
Victoria Harbour
8.6 out of 10, Excellent, (13)
"This rental was very affordable with lots of beds. We enjoyed our stay and had plenty of room for a larger group."
United States
Chris L.
The price is NZ$489
includes taxes & fees
2 Jan - 3 Jan 2026
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage

Wildwood Hot Tub + Indoor/Outdoor Pool + Sauna + Game Room

Wildwood Hot Tub + Indoor/Outdoor Pool + Sauna + Game Room
Oro Medonte
10.0 out of 10, Exceptional, (3)
"This was the perfect place for an effortless vacation with our son and his family. It is one of the cleanest places we have stayed in. The two-suite set up gave us room to gather together and privacy when needed for the younger ones. Our hosts were quick to communicate and helpful with advice on where to go for a family friendly beach. Of course, the pool was a big hit and it is nice that it was so close.A nearby grocery had everything we needed.We all commented on how comfortable the beds were...
United States
susie g.
The price is NZ$560
includes taxes & fees
25 Jan - 26 Jan 2026
Wildwood Hot Tub + Indoor/Outdoor Pool + Sauna + Game Room

Country Retreat Horseshoe Valley

Country Retreat Horseshoe Valley
Shanty Bay
9.0 out of 10, Wonderful, (2)
"Great getaway in a quiet setting above Horseshoe Valley Resort. "
United States
David P.
The price is NZ$280
includes taxes & fees
4 Jan - 5 Jan 2026
Country Retreat Horseshoe Valley

Beachfront Apt-Patio/Huge Beach!

Beachfront Apt-Patio/Huge Beach!
Penetanguishene
10.0 out of 10, Exceptional, (1)
"Very nice, we had an excellent time"
Canada
Dylan D.
The price is NZ$518
includes taxes & fees
6 Jan - 7 Jan 2026
Beachfront Apt-Patio/Huge Beach!

Romantic Country Getaway

Romantic Country Getaway
Shanty Bay
8.8 out of 10, Excellent, (3)
"Room beautifully appointed. Property great and host very responsive. "
Canada
Jennifer
The price is NZ$327
includes taxes & fees
4 Jan - 5 Jan 2026
Romantic Country Getaway

Cozy 1-Bedroom Romantic Retreat with full Kitchen

Cozy 1-Bedroom Romantic Retreat with full Kitchen
2.0 star property
Oro-medonte
The price is NZ$372
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy 1-Bedroom Romantic Retreat with full Kitchen

Hillside Haven: Serene Studio Retreat for 4

Hillside Haven: Serene Studio Retreat for 4
Oro
The price is NZ$289
includes taxes & fees
9 Jan - 10 Jan 2026
Hillside Haven: Serene Studio Retreat for 4

Luxury 2BR King Condo – with Pool & Spa Access

Luxury 2BR King Condo – with Pool & Spa Access
Shanty Bay
8.8 out of 10, Excellent, (3)
"The rooms were spacious, bright and clean. The parking was close and the surrounding area was beautiful. "
Canada
Cecilia
The price is NZ$517
includes taxes & fees
4 Jan - 5 Jan 2026
Luxury 2BR King Condo – with Pool & Spa Access

Lovely 2bedroom cottage with access to a seasonal pool, firepit

Lovely 2bedroom cottage with access to a seasonal pool, firepit
Wasaga Beach
9.0 out of 10, Wonderful, (2)
"My husband and I came back to Wasaga Beach for our 34 th anniversary as we stayed there for our honeymoon. The guest house was much more comfortable than the lodge we stayed at our first trip! Any employees that we met or talked to on the phone were very nice, friendly and helpful. We will definately be returning!"
United States
sarah s.
The price is NZ$374
includes taxes & fees
5 Jan - 6 Jan 2026
Lovely 2bedroom cottage with access to a seasonal pool, firepit

2 Bdrm Waterfront Retreat - Huge Beach!

2 Bdrm Waterfront Retreat - Huge Beach!
Penetanguishene
10.0 out of 10, Exceptional, (1)
"We loved it! Ping pong table was a fun bonus."
Canada
Leslie T.
The price is NZ$530
includes taxes & fees
7 Jan - 8 Jan 2026
2 Bdrm Waterfront Retreat - Huge Beach!

Cozy king bed Suite/pullout couch. Pool on grounds

Cozy king bed Suite/pullout couch. Pool on grounds
Shanty Bay
The price is NZ$279
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy king bed Suite/pullout couch. Pool on grounds

Garden View Suite with Jacuzzi tub & Full Kitchen

Garden View Suite with Jacuzzi tub & Full Kitchen
Shanty Bay
10.0 out of 10, Exceptional, (1)
The price is NZ$343
includes taxes & fees
4 Jan - 5 Jan 2026
Garden View Suite with Jacuzzi tub & Full Kitchen

Jacuzzi Suite Relaxing Retreat

Jacuzzi Suite Relaxing Retreat
Shanty Bay
9.4 out of 10, Exceptional, (13)
"Perfect for a night getaway. Quiet, peaceful, clean, has everything you need. "
Canada
Amy
Jacuzzi Suite Relaxing Retreat

Modern Tiny Wood Cottage #4 Camping style Cottages 5 minutes to the beach!

Modern Tiny Wood Cottage #4 Camping style Cottages 5 minutes to the beach!
Wasaga Beach
10.0 out of 10, Exceptional, (1)
The price is NZ$296
includes taxes & fees
11 Jan - 12 Jan 2026
Modern Tiny Wood Cottage #4 Camping style Cottages 5 minutes to the beach!
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.
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Top Midland Hotel Reviews

Find out more about Midland

Everything you need to know about Midland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Midland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Midland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Midland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Midland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Midland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Midland holiday rentals we have selected for you start as low as NZ$273 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Midland rentals

At Expedia, we put the best Midland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Midland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Midland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Midland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Midland?

Yes, there are holiday rentals close to the most popular sights in Midland, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Midland is known for its waterfront and lakeside. Make sure you have time to check out the theatres and entertainment choices during your trip.

What are some of the best holiday rentals that Midland has to offer?

Horseshoe Valley Suites - The Glade: This holiday home rental outside Midland is located next to a golf course, and has an outdoor pool, 1 hot tub and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. Some other top choices in Midland are Luxury Georgian Bay gem, heated pool! Hot tub, close to trails & lake and Modern Home by Georgian Bay w/ hot tub. Pet friendly!!.

How many holiday rentals are there in Midland?

Expedia has 17 holiday rentals for your stay in Midland.

What’s there to see and do in Midland?

Cultural attractions include Ste-Marie among the Hurons and Midland Cultural Centre, whereas Little Lake Park and Georgian Bay are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Midland Golf and Country Club and Lake Huron.

What’s a holiday rental in Midland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Midland. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.