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
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Midland vacation rentals

Terrace/patio

1. The Little Lake House-Cozy 2Bdrm

The Little Lake House-Cozy 2Bdrm
Midland
8.4 out of 10, Very Good, (5 reviews)
"Excellent!!"
Canada
Alana B.
$224 nightly
The price is $253
Sep 16 - Sep 17
Total with taxes and fees
The Little Lake House-Cozy 2Bdrm
Property grounds

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

Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage
Victoria Harbour
8.4 out of 10, Very Good, (27 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
$282 nightly
The price is $318
Sep 9 - Sep 10
Total with taxes and fees
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage
Interior

3. 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.
$750 nightly
The price is $847
Sep 20 - Sep 21
Total with taxes and fees
Stunning Muskoka Oak Bay Golf Course - Port Severn Townhouse sleeps 8 free wifi
Exterior

4. Waterfront Cottage with Hot Tub

Waterfront Cottage with Hot Tub
Severn
9.0 out of 10, Wonderful, (29 reviews)
"Beautiful, water- side property perfect for families with kids of all ages. "
Canada
Adrianna K.
$369 nightly
The price is $417
Sep 8 - Sep 9
Total with taxes and fees
Waterfront Cottage with Hot Tub
Living area

5. 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, (33 reviews)
"We had a wonderful time. Great place to stay and hope to come back again next year!Jason"
United States
Jason M.
$492 nightly
The price is $556
Oct 1 - Oct 2
Total with taxes and fees
A cozy family retreat surrounded by trees, Nature, comfort and family memories.
Exterior

6. 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, (6 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.
$525 nightly
The price is $593
Sep 7 - Sep 8
Total with taxes and fees
A-Frame Escape in the Woods of Georgian Bay, Muskoka
Exterior

7. Hillside Haven: Serene Studio Retreat for 4

Hillside Haven: Serene Studio Retreat for 4
Oro-Medonte
9.2 out of 10, Wonderful, (5 reviews)
"Terrific stay at Hillside Haven, all of the check in, parking and checkout details were communicated clearly. The unit is well maintained and the location is great being right next to the hills and the spa. "
Canada
Natasha S.
$144 nightly
The price is $147
Sep 3 - Sep 4
Total with taxes and fees
Hillside Haven: Serene Studio Retreat for 4
Pool

8. 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.
$449 nightly
The price is $508
Sep 14 - Sep 15
Total with taxes and fees
Lost in Hillsdale | 10 mins to Horseshoe Valley
Interior

9. 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
$217 nightly
The price is $245
Sep 2 - Sep 3
Total with taxes and fees
Modern Tiny Wood Cottage #2 Camping style Cottages 5 minutes to the beach!
Exterior detail

10. Moonstone Cottage/ Ski Retreat

Moonstone Cottage/ Ski Retreat
Oro-Medonte
8.0 out of 10, Very Good, (1 review)
$305 nightly
The price is $344
Sep 23 - Sep 24
Total with taxes and fees
Moonstone Cottage/ Ski Retreat
Outdoor dining

11. Traditional Tiny Wood Cottage #22 Camping style Cottages 5 minutes to the beach!

Traditional Tiny Wood Cottage #22 Camping style Cottages 5 minutes to the beach!
Wasaga Beach
$148 nightly
The price is $167
Sep 2 - Sep 3
Total with taxes and fees
Traditional Tiny Wood Cottage #22 Camping style Cottages 5 minutes to the beach!
Dining

12. 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
$161 nightly
The price is $182
Sep 2 - Sep 3
Total with taxes and fees
Jacuzzi Suite Relaxing Retreat
Beach

13. BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 5

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 5
Wasaga Beach
9.6 out of 10, Exceptional, (40 reviews)
"Great little beach front cottage perfect for a family vacation! We had a great time with the kids and theyre asking to go back already!"
Canada
Hubert
$328 nightly
The price is $380
Sep 2 - Sep 3
Total with taxes and fees
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 5
Pool

14. Cozy king bed Suite/pullout couch. Pool on grounds

Cozy king bed Suite/pullout couch. Pool on grounds
Shanty Bay
$138 nightly
The price is $156
Sep 2 - Sep 3
Total with taxes and fees
Cozy king bed Suite/pullout couch. Pool on grounds
Interior

15. Luxury Suite, Full Kitchen, Heated Pool

Luxury Suite, Full Kitchen, Heated Pool
Shanty Bay
7.6 out of 10, Good, (14 reviews)
"This is a very modern and well-maintainted condo unit! My family really loved this place Hygiene - Very clean - kitchen area are very spacious - full size fridge - Kitchen island counters are huge and extremely practical"
Canada
CHANG SUNG
$156 nightly
The price is $177
Sep 2 - Sep 3
Total with taxes and fees
Luxury Suite, Full Kitchen, Heated Pool
Room

16. Modern Two-Bedroom Suite - 25 min to Blue Mountain, 3 min walk to Beach

Modern Two-Bedroom Suite - 25 min to Blue Mountain, 3 min walk to Beach
Wasaga Beach
$243 nightly
The price is $275
Sep 2 - Sep 3
Total with taxes and fees
Modern Two-Bedroom Suite - 25 min to Blue Mountain, 3 min walk to Beach
Living area

17. Carriage Country Club Home Away From Home

Carriage Country Club Home Away From Home
Oro
$297 nightly
The price is $336
Sep 2 - Sep 3
Total with taxes and fees
Carriage Country Club Home Away From Home
Exterior

18. Lux Studio in Horseshoe Valley

Lux Studio in Horseshoe Valley
Oro
8.0 out of 10, Very Good, (2 reviews)
"Quiet location Pool was close by Community bbq Trails nearby Nice little apartment"
Canada
Sam
$155 nightly
The price is $168
Sep 8 - Sep 9
Total with taxes and fees
Lux Studio in Horseshoe Valley
Pool

19. Lower Level LuxSuite - 1min Walk from Heated Pool!

Lower Level LuxSuite - 1min Walk from Heated Pool!
Shanty Bay
8.6 out of 10, Excellent, (4 reviews)
"Instruction came ahead of time. Place was clean and towels soap provided. Close to golf and vetta spa which is the reason we went"
United States
Joel H.
$264 nightly
The price is $298
Sep 2 - Sep 3
Total with taxes and fees
Lower Level LuxSuite - 1min Walk from Heated Pool!
Beach

20. 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, (19 reviews)
"Amazing cottage and host. We had a great family time! Thank you."
Canada
Aayush
$370 nightly
The price is $429
Sep 6 - Sep 7
Total with taxes and fees
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 1
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

Hampton Inn Midland, On

Hampton Inn Midland, On

10/10 Excellent
"pool water on the cold side everything else was perfect"
Louise A 1-night trip
Posted less than an hour ago
Hampton Inn Midland, On

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 $171 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 Retreat Heated Pool, Hot Tub, Sauna + Trails Near the 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 15 vacation rentals for your stay in Midland.

What’s there to see and do in Midland?

Little Lake Park and Georgian Bay are a couple of scenic spots to enjoy the outdoors, whereas Huronia Museum is one of the cultural attractions. 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.