A calm lake surrounded by dense forest and a cloudy sky.

Midland Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Midland vacation homes

Terrace/patio

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.
The price is CA $179
CA $439 total
includes taxes & fees
Jul 27 - Jul 28
The Little Lake House-Cozy 2Bdrm
Interior

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.
The price is CA $799
CA $1,288 total
includes taxes & fees
Aug 10 - Aug 11
Luxury Georgian Bay gem, heated pool! Hot tub, close to trails & lake
Property grounds

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, (21 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 $440 total
includes taxes & fees
Jul 20 - Jul 21
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage
Terrace/patio

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
The price is CA $1,392
CA $1,990 total
includes taxes & fees
Jul 27 - Jul 28
The Discovery Retreat: Heated Pool, Hot Tub, Firepit, BBQ, Sauna, Game Room
Interior

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 $797
CA $1,178 total
includes taxes & fees
Jul 26 - Jul 27
Stunning Muskoka Oak Bay Golf Course - Port Severn Townhouse sleeps 8 free wifi
Exterior

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, (4 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 $554
CA $863 total
includes taxes & fees
Jul 28 - Jul 29
A-Frame Escape in the Woods of Georgian Bay, Muskoka
Exterior

Full Cottage STEPS 2 BEACH Drive 2 Blue Mountain

Full Cottage STEPS 2 BEACH Drive 2 Blue Mountain
Wasaga Beach
9.6 out of 10, Exceptional, (10 reviews)
"Great location, clean will come again "
Canada
Robert R.
The price is CA $459
CA $837 total
includes taxes & fees
Jul 23 - Jul 24
Full Cottage STEPS 2 BEACH Drive 2 Blue Mountain
Outdoor pool

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 $406
CA $775 total
includes taxes & fees
Aug 19 - Aug 20
Lost in Hillsdale | 10 mins to Horseshoe Valley
Beach nearby

Entire Bungalow in Wasaga Beach ⛱️

Entire Bungalow in Wasaga Beach ⛱️
Wasaga Beach
9.6 out of 10, Exceptional, (7 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 $564
CA $985 total
includes taxes & fees
Jul 26 - Jul 27
Entire Bungalow in Wasaga Beach ⛱️
Exterior detail

Moonstone Cottage/ Ski Retreat

Moonstone Cottage/ Ski Retreat
Oro-Medonte
The price is CA $285
CA $479 total
includes taxes & fees
Aug 18 - Aug 19
Moonstone Cottage/ Ski Retreat
Pool

Wasaga Daze - Unit B

Wasaga Daze - Unit B
Wasaga Beach
Wasaga Daze - Unit B
Dining

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, (6 reviews)
"Nice location and clean, refreshing, and relaxing atmosphere. Very spacious, even with many people. Very responsive and helpful owner."
Canada
Jamie F.
The price is CA $450
CA $814 total
includes taxes & fees
Jul 20 - Jul 21
House in Wasaga only 18 min away from Blue Mountain! 5 min away from the beach!
Dining

Clearview Manor (Wasaga Beach)(Blue Mountain)

Clearview Manor (Wasaga Beach)(Blue Mountain)
New Lowell
8.0 out of 10, Very good, (2 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 $1,125
CA $1,775 total
includes taxes & fees
Jul 20 - Jul 21
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

8/10 Good
"Nice new hotel. Very clean. Not a bad continental breakfast. Walking distance to restaurants."
Cindi 2-night trip
Posted less than an hour ago
Hampton Inn Midland, On

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Midland Vacation Homes information

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