A kayaker in a turquoise sea near a rocky cliff.

Holiday Homes in Midland

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 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 NZ$447
includes taxes & fees
1 Nov - 2 Nov
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, (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 NZ$655
includes taxes & fees
31 Oct - 1 Nov
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage
A cabin with a sloped roof, large windows, and a wooden deck.

3. 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, (11 reviews)
"Lovely host beautiful place"
Canada
PLY
The price is NZ$1,012
includes taxes & fees
3 Nov - 4 Nov
A-Frame Escape in the Woods of Georgian Bay, Muskoka
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 NZ$1,576
includes taxes & fees
30 Oct - 31 Oct
Stunning Muskoka Oak Bay Golf Course - Port Severn Townhouse sleeps 8 free wifi
A quaint building with a green exterior, a sign reading 'Weed It and Hop,' and a patio with outdoor seating.

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
The price is NZ$425
includes taxes & fees
30 Oct - 31 Oct
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
9.4 out of 10, Exceptional, (3 reviews)
"We were a group of 8 adults. We all had our own space which was amazing! We were super close to the Vetta Spa which was fantastic. We would book this home again"
Canada
Kelly Ann
The price is NZ$823
includes taxes & fees
11 Nov - 12 Nov
Lost in Hillsdale | 10 mins to Horseshoe Valley
A modern kitchen with a central island, built-in appliances, pendant lighting, and a ceiling fan.

7. Wasaga Retreat | Near Arena, Beach & Dining

Wasaga Retreat | Near Arena, Beach & Dining
Wasaga Beach
The price is NZ$634
includes taxes & fees
1 Nov - 2 Nov
Wasaga Retreat | Near Arena, Beach & Dining
A quaint building with a green exterior, a sign reading 'Weed It and Hop,' and a patio with outdoor seating.

8. Dockhouse at Evergreen Resort in Wasaga Beach

Dockhouse at Evergreen Resort in Wasaga Beach
Wasaga Beach
10.0 out of 10, Exceptional, (2 reviews)
"Very nice and clean property. Disappointed about the pool not being heated."
United States
Rita R.
The price is NZ$425
includes taxes & fees
30 Oct - 31 Oct
Dockhouse at Evergreen Resort in Wasaga Beach
A transparent dome structure with seating inside, surrounded by a natural forest setting.

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

Glamping Dome w/Hotel bed, Fridge AC/Heater, lock
Severn
The price is NZ$438
includes taxes & fees
30 Oct - 31 Oct
Glamping Dome w/Hotel bed, Fridge AC/Heater, lock
Beach 2

10. 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 NZ$548
includes taxes & fees
1 Nov - 2 Nov
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.

11. Wasaga Daze - Unit B

Wasaga Daze - Unit B
Wasaga Beach
The price is NZ$384
includes taxes & fees
30 Oct - 31 Oct
Wasaga Daze - Unit B
A swimming pool with a surrounding deck, a covered seating area, and a view of the ocean.

12. Wasaga Daze - Unit A

Wasaga Daze - Unit A
Wasaga Beach
The price is NZ$466
includes taxes & fees
30 Oct - 31 Oct
Wasaga Daze - Unit A
A pool with lounge chairs and a view of the ocean.

13. Beachy Daze in Wasaga Beach

Beachy Daze in Wasaga Beach
Wasaga Beach
Beachy Daze in Wasaga Beach
A stone pathway leading through a landscaped area with trees and rocks.

14. Lighthouse at Evergreen Resort in WB

Lighthouse at Evergreen Resort in WB
Wasaga Beach
Lighthouse at Evergreen Resort in WB
A beach with people walking along the shore, a clear sky, and buildings in the background.

15. 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.
Entire Bungalow in Wasaga Beach ⛱️
A spacious living room with leather sofas, a wooden coffee table, and a staircase leading to a loft.

16. 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 NZ$1,325
includes taxes & fees
16 Nov - 17 Nov
Farm House Oasis: Pool, Horses, Hot Tub, sleeps 12
A stone staircase leading up to a red building surrounded by trees.

17. 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 NZ$425
includes taxes & fees
30 Oct - 31 Oct
Garden House at Evergreen Resort in Wasaga Beach
A fire pit with chairs in a grassy area with a view of the ocean at sunset.

18. Shoreline Retreat-Beach front -Cottage 1

Shoreline Retreat-Beach front -Cottage 1
Wasaga Beach
The price is NZ$693
includes taxes & fees
21 Nov - 22 Nov
Shoreline Retreat-Beach front -Cottage 1
A modern kitchen with granite countertops, a dining area with blue chairs, and a living space with a TV and hanging chair.

19. 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 NZ$767
includes taxes & fees
11 Nov - 12 Nov
House in Wasaga only 18 min away from Blue Mountain! 5 min away from the beach!
A modern kitchen with a central island, stainless steel appliances, and a dining area with glass-top table and cushioned chairs.

20. 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 NZ$2,257
includes taxes & fees
9 Nov - 10 Nov
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

Super 8 by Wyndham Midland

Super 8 by Wyndham Midland

8/10 Good
"The room was clean and more spacious than I expected. The staff were very helpful even though they had some very difficult & disrespectful travellers staying there."
Elisabeth 4-night trip
Posted 1 day ago
Super 8 by Wyndham Midland

Find out more about Midland

Midland Holiday Homes information

Number of reviews
92
Accommodation
132 Holiday Homes
Lowest Price
NZ$384
Highest Price
NZ$2,257