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
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Midland vacation homes

A house with a blue door and a wooden deck.

1. The Little Lake House-Cozy 2Bdrm

The Little Lake House-Cozy 2Bdrm
Midland
9.0 out of 10, Wonderful, (8 reviews)
"Excellent!!"
Canada
Alana B.
The price is CA $109
CA $340 total
includes taxes & fees
Nov 1 - Nov 2
The Little Lake House-Cozy 2Bdrm
A wooden boardwalk through a natural area with dense vegetation and a clear sky.

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, (28 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
The price is CA $148
CA $439 total
includes taxes & fees
Oct 5 - Oct 6
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage
Foyer

3. Lovely & cozy private vacation home/Cottage 3 min. walk to Beach 2

Lovely & cozy private vacation home/Cottage 3 min. walk to Beach 2
Wasaga Beach
9.4 out of 10, Exceptional, (3 reviews)
"Good clean property and host was easy to reach"
Canada
Balsam G.
The price is CA $199
CA $440 total
includes taxes & fees
Oct 4 - Oct 5
Lovely & cozy private vacation home/Cottage 3 min. walk to Beach 2
A modern apartment with a kitchen, dining area, and a balcony with railings.

4. 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.
The price is CA $886
CA $1,293 total
includes taxes & fees
Oct 2 - Oct 3
Stunning Muskoka Oak Bay Golf Course - Port Severn Townhouse sleeps 8 free wifi
A modern kitchen with granite countertops, a dining area with blue chairs, and a living space with a TV and hanging chair.

5. House in Wasaga only 18 min away from Blue Mountain! 5 min away from the beach!

House in Wasaga only 18 min away from Blue Mountain! 5 min away from the beach!
Wasaga Beach
10.0 out of 10, Exceptional, (8 reviews)
"A wonderful property for a family vacation with everything you could need to relax and have fun. Loved the proximity to the beach, blue mountains and our favorite cidery. We hope to return next year!"
United States
Jazmine J.
The price is CA $200
CA $489 total
includes taxes & fees
Oct 4 - Oct 5
House in Wasaga only 18 min away from Blue Mountain! 5 min away from the beach!
A swimming pool with inflatable toys, surrounded by a stone wall and greenery.

6. 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.
The price is CA $315
CA $661 total
includes taxes & fees
Oct 6 - Oct 7
Lost in Hillsdale | 10 mins to Horseshoe Valley
A cabin with a sloped roof, large windows, and a wooden deck.

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, (8 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.
The price is CA $525
CA $823 total
includes taxes & fees
Oct 4 - Oct 5
A-Frame Escape in the Woods of Georgian Bay, Muskoka
A beach with people walking along the shore, a clear sky, and buildings in the background.

8. Entire Bungalow in Wasaga Beach ⛱️

Entire Bungalow in Wasaga Beach ⛱️
Wasaga Beach
9.4 out of 10, Exceptional, (11 reviews)
"We were a group of 11 friends who stayed here for a couple of days while we skied in Collingwood. The house was clean and exactly as described. Plenty of beds for our group. Communication with the host was really good and he allowed us to check in early. "
Canada
Caden T.
The price is CA $600
CA $1,033 total
includes taxes & fees
Oct 2 - Oct 3
Entire Bungalow in Wasaga Beach ⛱️
A modern kitchen with a marble countertop, a dining area with chairs, and a refrigerator.

9. Luxury Riverfront Villa Walk to Beach

Luxury Riverfront Villa Walk to Beach
Wasaga Beach
9.8 out of 10, Exceptional, (11 reviews)
"Amazing property, very close to the beach and walking distance to other amenities. Really enjoyed staying here!"
Canada
Aman D.
The price is CA $399
CA $750 total
includes taxes & fees
Oct 7 - Oct 8
Luxury Riverfront Villa Walk to Beach
A modern kitchen with a central island, stainless steel appliances, and a dining area with glass-top table and cushioned chairs.

10. Clearview Manor (Wasaga Beach)(Blue Mountain)

Clearview Manor (Wasaga Beach)(Blue Mountain)
New Lowell
8.8 out of 10, Excellent, (3 reviews)
"It’s a nice property and has plenty of room for everyone however for what they charged, I would book somewhere else. This place was renovated by someone who has no clue what they are doing, as you can see in the pictures (and it’s everywhere in the house) I also didn’t like how it says it sleeps 30 but they charge you extra after 10 or so people. This should be clear in big writing. Almost 900 in extra charges for the 21 guests we had. "
Canada
Chris Z.
The price is CA $1,250
CA $1,936 total
includes taxes & fees
Oct 5 - Oct 6
Clearview Manor (Wasaga Beach)(Blue Mountain)
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
"Staff complained about being too busy and not having enough staff"
Sandra 3-night trip
Posted 10 hours ago
Hampton Inn Midland, On

Find out more about Midland

Midland Vacation Homes information

Number of reviews
80
Accommodation
135 Vacation Homes
Lowest Price
CA $340
Highest Price
CA $1,936

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