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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Midland holiday 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
9.2 out of 10, Wonderful, (10 reviews)
"Property was great. Super clean, very accurate description. Location is close to everything and good if you have others things you are doing in town or visiting people."
Canada
Danielle
The price is HK$664
HK$2,012 total
includes taxes & fees
27 Oct - 28 Oct
The Little Lake House-Cozy 2Bdrm
A rustic barn with a sloped roof and a wooden structure with a chimney.

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, (30 reviews)
"I recently rented a cottage for my family getaway, and I couldn't be happier with our choice! The cottage was absolutely huge, providing plenty of space for everyone to relax and enjoy our time together. One of the standout features was how clean everything was, especially the linens and towels, which were fresh and impeccably maintained. It made us feel right at home from the moment we arrived. Although the outside of the house is a bit creepy due to the vines that crawls all over the front...
Canada
Ellen
The price is HK$824
HK$2,463 total
includes taxes & fees
26 Oct - 27 Oct
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage
A modern apartment with a kitchen, dining area, and a balcony with railings.

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.
The price is HK$4,945
HK$7,215 total
includes taxes & fees
23 Oct - 24 Oct
Stunning Muskoka Oak Bay Golf Course - Port Severn Townhouse sleeps 8 free wifi
A cabin with a sloped roof, large windows, and a wooden deck.

4. 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, (9 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 HK$2,930
HK$4,610 total
includes taxes & fees
25 Oct - 26 Oct
A-Frame Escape in the Woods of Georgian Bay, Muskoka
A stone staircase leading up to a red building surrounded by trees.

5. Fiddlers Green at Evergreen Resort Wasaga Beach

Fiddlers Green at Evergreen Resort Wasaga Beach
Wasaga Beach
10.0 out of 10, Exceptional, (1 review)
"Jennifer provided exceptional customer service! What an incredible location and experience! We’ll be back!"
Canada
Patricia
Fiddlers Green at Evergreen Resort Wasaga 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 HK$1,758
HK$3,683 total
includes taxes & fees
25 Oct - 26 Oct
Lost in Hillsdale | 10 mins to Horseshoe Valley
A tranquil lake with a dock, boats, and a cabin.

7. Glamping Dome w/Hotel bed, Fridge AC/Heater, lock

Glamping Dome w/Hotel bed, Fridge AC/Heater, lock
Severn
The price is HK$965
HK$1,968 total
includes taxes & fees
25 Oct - 26 Oct
Glamping Dome w/Hotel bed, Fridge AC/Heater, lock
A stone staircase leading up to a red building surrounded by trees.

8. Garden House at Evergreen Resort in Wasaga Beach

Garden House at Evergreen Resort in Wasaga Beach
Wasaga Beach
4.0 out of 10, (1 review)
"I really wish this were higher. I was extremely excited about this weekend trip.We stayed at the Garden House Aug 7-9, 2026 and upon arrival:- garbage left in kitchen from previous guests- French fries stuck to bottom of stove (looked like it hadn't been cleaned in a while)- overall cottage was in need of repair. Baseboards busted off in some areas, blinds broken or missing over the windows, ceiling lights in the bedroom didn't work- mouse and ant traps in almost every corner (I get older places...
United States
Susie D.
The price is HK$802
HK$2,199 total
includes taxes & fees
27 Oct - 28 Oct
Garden House at Evergreen Resort in Wasaga Beach
Foyer

9. 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 HK$1,111
HK$2,460 total
includes taxes & fees
25 Oct - 26 Oct
Lovely & cozy private vacation home/Cottage 3 min. walk to Beach 2
A swimming pool with a surrounding deck, a covered seating area, and a view of the ocean.

10. Wasaga Daze - Unit B

Wasaga Daze - Unit B
Wasaga Beach
The price is HK$674
HK$1,872 total
includes taxes & fees
25 Oct - 26 Oct
Wasaga Daze - Unit B
A swimming pool with a surrounding deck, a covered seating area, and a view of the ocean.

11. Wasaga Daze - Unit A

Wasaga Daze - Unit A
Wasaga Beach
The price is HK$738
HK$2,214 total
includes taxes & fees
25 Oct - 26 Oct
Wasaga Daze - Unit A
A pool with lounge chairs and a view of the ocean.

12. Beachy Daze in Wasaga Beach

Beachy Daze in Wasaga Beach
Wasaga Beach
The price is HK$866
HK$2,604 total
includes taxes & fees
27 Oct - 28 Oct
Beachy Daze in Wasaga Beach
A blue house with a porch, a small deck, and a garden with chairs.

13. Wavy Daze in Wasaga Beach

Wavy Daze in Wasaga Beach
Wasaga Beach
The price is HK$823
HK$2,540 total
includes taxes & fees
23 Oct - 24 Oct
Wavy Daze in Wasaga Beach
A modern living room with a grey sofa, a coffee table, and a TV on a stand.

14. Entire Bungalow in Wasaga Beach ⛱️

Entire Bungalow in Wasaga Beach ⛱️
Wasaga Beach
9.4 out of 10, Exceptional, (12 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 HK$3,349
HK$5,764 total
includes taxes & fees
30 Oct - 31 Oct
Entire Bungalow in Wasaga Beach ⛱️
A spacious living room with leather sofas, a wooden coffee table, and a staircase leading to a loft.

15. Farm House Oasis: Pool, Horses, Hot Tub, sleeps 12

Farm House Oasis: Pool, Horses, Hot Tub, sleeps 12
Minesing
9.8 out of 10, Exceptional, (10 reviews)
"Very enjoyable stay! "
Canada
Stefan A.
The price is HK$2,790
HK$5,764 total
includes taxes & fees
4 Nov - 5 Nov
Farm House Oasis: Pool, Horses, Hot Tub, sleeps 12
A modern kitchen with a central island, stainless steel appliances, and a dining area with glass-top table and cushioned chairs.

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

Clearview Manor (Wasaga Beach)(Blue Mountain)
New Lowell
8.8 out of 10, Excellent, (3 reviews)
"This place was perfect for our golf weekend. We had 22 people and enjoyed every second of it. The property is beautiful, and with a large group we were looking for somewhere away from neighbors and this was perfect."
Canada
Stuart S.
The price is HK$6,976
HK$10,803 total
includes taxes & fees
26 Oct - 27 Oct
Clearview Manor (Wasaga Beach)(Blue Mountain)
A modern kitchen with granite countertops, a dining area with blue chairs, and a living space with a TV and hanging chair.

17. 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 HK$1,317
HK$2,989 total
includes taxes & fees
26 Oct - 27 Oct
House in Wasaga only 18 min away from Blue Mountain! 5 min away from the beach!
A modern kitchen with a marble countertop, a dining area with chairs, and a refrigerator.

18. 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 HK$2,474
HK$4,494 total
includes taxes & fees
28 Oct - 29 Oct
Luxury Riverfront Villa Walk to 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

Carriage Ridge Resort, an Ascend Collection Resort

Carriage Ridge Resort, an Ascend Collection Resort

8/10 Good
"-"
rosalie 1-night trip
Posted 3 hours ago
Carriage Ridge Resort, an Ascend Collection Resort

Find out more about Midland

Midland Vacation Homes information

Number of reviews
89
Accommodation
136 Vacation Homes
Lowest Price
HK$1,872
Highest Price
HK$10,803

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