A kayaker in a turquoise sea near a rocky cliff.

Midland Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Midland vacation rentals

Terrace/patio

1. The Little Lake House-Cozy 2Bdrm

The Little Lake House-Cozy 2Bdrm
Midland
8.0 out of 10, Very Good, (4 reviews)
"Excellent!!"
Canada
Alana B.
$234 nightly
The price is $265
Aug 31 - Sep 1
Total with taxes and fees
The Little Lake House-Cozy 2Bdrm
Interior

2. Luxury Georgian Bay gem, heated pool! Hot tub, close to trails & lake

Luxury Georgian Bay gem, heated pool! Hot tub, close to trails & lake
Midland
10.0 out of 10, Exceptional, (1 review)
"We wished we could have stayed longer!!Grandchildren, loved the pool. Lots of room for entertaining. Close to walking trails and the Bay."
Canada
Cheryl K.
$854 nightly
The price is $965
Aug 10 - Aug 11
Total with taxes and fees
Luxury Georgian Bay gem, heated pool! Hot tub, close to trails & lake
Terrace/patio

3. The Discovery Retreat: Heated Pool, Hot Tub, Firepit, BBQ, Sauna, Game Room

The Discovery Retreat: Heated Pool, Hot Tub, Firepit, BBQ, Sauna, Game Room
Penetanguishene
"Travelled with a large group including kids and adults.Lots of activities to keep busy, swimming, games room, hot tub catering to all our guests.The rooms (upstairs) got a bit warm as not all rooms have AC, just a fan.Close to the lake area parks.Place was clean, all our toiletry and towel needs met.The games rooms doubles as a dining room so can feel a bit tight for a big group.Everything we need in the kitchen.Instructions were all simple and clear.Pool and slide was the highlight! Would come...
United States
sarah k.
$888 nightly
The price is $1,004
Sep 7 - Sep 8
Total with taxes and fees
The Discovery Retreat: Heated Pool, Hot Tub, Firepit, BBQ, Sauna, Game Room
Property grounds

4. 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, (23 reviews)
"The place has everything you need for comfortable stay with clean big rooms and supplies. It is an Old Place with spacious and ample rooms. Doors needs some greasing and it would also help to have some light in the yard for evening. Overall experience was great."
Canada
Akhila
$294 nightly
The price is $332
Aug 20 - Aug 21
Total with taxes and fees
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage
Exterior

5. Waterfront Cottage with Hot Tub

Waterfront Cottage with Hot Tub
Severn
9.0 out of 10, Wonderful, (26 reviews)
"Beautiful, water- side property perfect for families with kids of all ages. "
Canada
Adrianna K.
$566 nightly
The price is $639
Aug 9 - Aug 10
Total with taxes and fees
Waterfront Cottage with Hot Tub
Interior

6. Stunning Muskoka Oak Bay Golf Course - Port Severn Townhouse sleeps 8 free wifi

Stunning Muskoka Oak Bay Golf Course - Port Severn Townhouse sleeps 8 free wifi
Port Severn
10.0 out of 10, Exceptional, (1 review)
"Amazing house in a awesome location ! Couldn't have asked for better :)Jennifer was a great host and provided us with everything we needed ... and more !!!"
Canada
Dominique T.
$744 nightly
The price is $840
Aug 20 - Aug 21
Total with taxes and fees
Stunning Muskoka Oak Bay Golf Course - Port Severn Townhouse sleeps 8 free wifi
Exterior

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

A-Frame Escape in the Woods of Georgian Bay, Muskoka
Georgian Bay
10.0 out of 10, Exceptional, (5 reviews)
"Loved this place! Beds were comfortable, it had everything we needed, nice and private, everything was so clean and we loved the sauna! Would absolutely stay here again. "
Canada
Kimberly S.
$468 nightly
The price is $529
Aug 12 - Aug 13
Total with taxes and fees
A-Frame Escape in the Woods of Georgian Bay, Muskoka
Interior

8. Beach Escape - Walk to the Waves

Beach Escape - Walk to the Waves
Wasaga Beach
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and close to the beach "
Canada
todd
$543 nightly
The price is $633
Aug 15 - Aug 16
Total with taxes and fees
Beach Escape - Walk to the Waves
Outdoor pool

9. Lost in Hillsdale | 10 mins to Horseshoe Valley

Lost in Hillsdale | 10 mins to Horseshoe Valley
Hillsdale
9.0 out of 10, Wonderful, (2 reviews)
"Excellent accoms, as pictured, close to the slopes, would re-book & reco"
Canada
Elvira K.
$457 nightly
The price is $516
Sep 7 - Sep 8
Total with taxes and fees
Lost in Hillsdale | 10 mins to Horseshoe Valley
Outdoor spa tub

10. A cozy family retreat surrounded by trees, Nature, comfort and family memories.

A cozy family retreat surrounded by trees, Nature, comfort and family memories.
Oro-medonte
9.0 out of 10, Wonderful, (32 reviews)
"We had a wonderful time. Great place to stay and hope to come back again next year!Jason"
United States
Jason M.
$493 nightly
The price is $557
Sep 1 - Sep 2
Total with taxes and fees
A cozy family retreat surrounded by trees, Nature, comfort and family memories.
Interior

11. Modern Tiny Wood Cottage #2 Camping style Cottages 5 minutes to the beach!

Modern Tiny Wood Cottage #2 Camping style Cottages 5 minutes to the beach!
Wasaga Beach
10.0 out of 10, Exceptional, (2 reviews)
"The cabin was amazing. Location was great and the host was so friendly. I strongly recommend to others looking for a calm getaway!"
United States
Georgia
$215 nightly
The price is $243
Aug 9 - Aug 10
Total with taxes and fees
Modern Tiny Wood Cottage #2 Camping style Cottages 5 minutes to the beach!
Smart TV

12. BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE UNIT # 12

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE UNIT # 12
Wasaga Beach
9.6 out of 10, Exceptional, (43 reviews)
"The place was exactly what we needed for a night away! Great location and the place was very clean!"
Canada
Taya S.
$407 nightly
The price is $473
Aug 13 - Aug 14
Total with taxes and fees
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE UNIT # 12
Pool

13. Cozy Getaway with Resort Perks

Cozy Getaway with Resort Perks
Shanty Bay
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful stay! Elijah was a pleasure to work with, always answering my questions. The space is well equipped for cooking in and we were pleased with the cleanliness of the accomodations."
Canada
Denise C.
$404 nightly
The price is $442
Aug 9 - Aug 10
Total with taxes and fees
Cozy Getaway with Resort Perks
Dining

14. Jacuzzi Suite Relaxing Retreat

Jacuzzi Suite Relaxing Retreat
Shanty Bay
9.4 out of 10, Exceptional, (26 reviews)
"The host was very accommodating and the place was very nice and exactly as described! Check in was easy and nicely laid out. "
Canada
Amanda
$175 nightly
The price is $198
Aug 31 - Sep 1
Total with taxes and fees
Jacuzzi Suite Relaxing Retreat
On the beach

15. BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 1

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 1
Wasaga Beach
9.6 out of 10, Exceptional, (18 reviews)
"Amazing cottage and host. We had a great family time! Thank you."
Canada
Aayush
$367 nightly
The price is $426
Sep 6 - Sep 7
Total with taxes and fees
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 1
Exterior detail

16. Moonstone Cottage/ Ski Retreat

Moonstone Cottage/ Ski Retreat
Oro-Medonte
$285 nightly
The price is $322
Sep 1 - Sep 2
Total with taxes and fees
Moonstone Cottage/ Ski Retreat
Dining

17. Double Waterside Beach Oasis

Double Waterside Beach Oasis
Wasaga Beach
9.6 out of 10, Exceptional, (4 reviews)
"Great host Ashley! Easy to deal with, extremely accommodating and quick to respond. Great location, very clean unit and great taste in interior decor!"
United States
Claire B.
$776 nightly
The price is $904
Aug 8 - Aug 9
Total with taxes and fees
Double Waterside Beach Oasis
Pool

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

Wildwood Hot Tub + Indoor/Outdoor Pool + Sauna + Game Room
Oro Medonte
9.6 out of 10, Exceptional, (7 reviews)
"It was a beautiful place. The beds were very comfortable. It had everything we needed as well. "
United States
Allison G.
$326 nightly
The price is $368
Sep 7 - Sep 8
Total with taxes and fees
Wildwood Hot Tub + Indoor/Outdoor Pool + Sauna + Game Room
Indoor pool, outdoor pool

19. 4-Bed Country Club Haven with Pool, BBQs, and More

4-Bed Country Club Haven with Pool, BBQs, and More
Oro
9.0 out of 10, Wonderful, (8 reviews)
"We stayed for 4 nights with our 3 children and had a great experience! Close to the ski hills and grocery store. Kids enjoyed the pool and games room. The room itself had everything we needed."
United States
Melissa
$415 nightly
The price is $469
Aug 10 - Aug 11
Total with taxes and fees
4-Bed Country Club Haven with Pool, BBQs, and More
A heated pool

20. Cozy 1-Bedroom Romantic Retreat with full Kitchen

Cozy 1-Bedroom Romantic Retreat with full Kitchen
Oro-Medonte
10.0 out of 10, Exceptional, (1 review)
"What a wonderful place to stay! The hose was so welcoming from the first communication and throughout the trip. The property was exactly as described but maybe even nicer in person than the pictures. The condo was super spacious with loads of room in the main room plus the bedroom. And the bathroom! Wow! Definitely spa-like with a seperate tub and shower. Treasure is comfortable to hang out on. Instructions inside for pool and wifi were clear. The bed was super comfy! And the black out curtains...
United States
Rayissa N.
$189 nightly
The price is $192
Aug 10 - Aug 11
Total with taxes and fees
Cozy 1-Bedroom Romantic Retreat with full Kitchen
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

Kings Inn Midland

Kings Inn Midland

10/10 Excellent
"Clean good and cheap"
Geraald 1-night trip
Posted 1 hour ago
Kings Inn Midland

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 $170 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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Midland?

Yes, we give you a choice of vacation rentals in Midland close to Midland Cultural Centre, or you can choose a secluded option if you're looking for extra privacy while you relax. 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?

Luxury Georgian Bay gem, heated pool! Hot tub, close to trails & lake: Visitors give good reviews to this Midland vacation home rental, which is located by the ocean and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Midland?

Expedia has 16 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 Huronia Museum, whereas Little Lake Park and Georgian Bay are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Lake Huron and Bamboo Spa.

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.