Midland Vacation Rentals

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Our top choices for Midland vacation 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.
$207 nightly
The price is $234
Jan 7 - Jan 8, 2026
Total with taxes and fees
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.
$317 nightly
The price is $359
Jan 28 - Jan 29, 2026
Total with taxes and fees
Sunnyside Stay-3bdrm w/ Gym!

The King Studio Sauna Haven

The King Studio Sauna Haven
Shanty Bay
$144 nightly
The price is $163
Jan 4 - Jan 5, 2026
Total with taxes and fees
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.
$122 nightly
The price is $138
Dec 31 - Jan 1, 2026
Total with taxes and fees
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
$144 nightly
The price is $163
Jan 4 - Jan 5, 2026
Total with taxes and fees
King Studio Suite – heated Pool, Sauna

2100-Victoria-Cathy-NEW

2100-Victoria-Cathy-NEW
Shanty Bay
$180 nightly
The price is $204
Jan 11 - Jan 12, 2026
Total with taxes and fees
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.
$252 nightly
The price is $284
Jan 2 - Jan 3, 2026
Total with taxes and fees
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.
$289 nightly
The price is $327
Jan 25 - Jan 26, 2026
Total with taxes and fees
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.
$144 nightly
The price is $163
Jan 4 - Jan 5, 2026
Total with taxes and fees
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.
$267 nightly
The price is $302
Jan 6 - Jan 7, 2026
Total with taxes and fees
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
$168 nightly
The price is $190
Jan 4 - Jan 5, 2026
Total with taxes and fees
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
$192 nightly
The price is $217
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cozy 1-Bedroom Romantic Retreat with full Kitchen

Hillside Haven: Serene Studio Retreat for 4

Hillside Haven: Serene Studio Retreat for 4
Oro
$149 nightly
The price is $168
Jan 11 - Jan 12, 2026
Total with taxes and fees
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
$266 nightly
The price is $300
Jan 4 - Jan 5, 2026
Total with taxes and fees
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.
$226 nightly
The price is $255
Jan 5 - Jan 6, 2026
Total with taxes and fees
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.
$273 nightly
The price is $309
Jan 7 - Jan 8, 2026
Total with taxes and fees
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
$144 nightly
The price is $163
Jan 4 - Jan 5, 2026
Total with taxes and fees
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)
$176 nightly
The price is $199
Jan 4 - Jan 5, 2026
Total with taxes and fees
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)
$152 nightly
The price is $172
Jan 11 - Jan 12, 2026
Total with taxes and fees
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Midland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Midland vacation 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 low season months. For more hustle and bustle, you may prefer to visit Midland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $158 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Midland rentals

At Expedia, we put the best Midland vacation 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 vacation.

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 vacation rentals in Midland?

Yes, we give you a choice of vacation rentals close to the most popular sights in Midland, or you can choose a more remote option if you'd like a relaxing place to stay. Discover why Midland is known for its waterfront and lakeside. Make sure you have time to check out the theaters and entertainment choices during your trip.

What's the top vacation rental that Midland has to offer?

Horseshoe Valley Suites - The Glade: You might like this vacation home rental near Midland. It is located next to a golf course and has an outdoor pool, a hot tub, and a barbecue grill 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 vacation rentals are there in Midland?

Expedia has 17 vacation 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 vacation rental in Midland like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Midland. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family trip.