Holiday Homes in Midland

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Featured Holiday Homes in Midland

4 Bedroom Lakefront Townhouse Cottage

8.8 out of 10, Excellent, (3)
"Awesome natural surroundings. Cottage vibes and a lot of space for activities. Not giving 5 stars only because of power outage in the town which not really was anyone’s fault but we ended up wasting 4 hours of our trip with no water or electricity. "
4 Bedroom Lakefront Townhouse Cottage

Horseshoe Valley Suites - The Glade

4.0 star property
9.6 out of 10, Exceptional, (5)
"Great place to stay"
Horseshoe Valley Suites - The Glade

Heart of Wasaga Beach•Waterfront•BBQ•Patio•KingBed

8.0 out of 10, Very good, (1)
"This property is beautiful, very clean, well maintained and had a wonderful view and location. We really enjoyed our stay. Only thing that was a bit disappointing is the amenities; the listing states capacity of 12 ppl but the place is not equipped for that many. There were only 8 of us and we couldn’t find linens for the pull up sofa, also the kitchen had very few glasses for beverages, and no wine glasses or coffee mugs…etc. Nevertheless we did enjoy our stay and would recommend the place but...
Heart of Wasaga Beach•Waterfront•BBQ•Patio•KingBed

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

The price is AU$520
includes taxes & fees
21 Jan - 22 Jan
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage

Luxury Georgian Bay gem, heated pool! Hot tub, close to trails & lake

10.0 out of 10, Exceptional, (1)
"We wished we could have stayed longer!!Grandchildren, loved the pool. Lots of room for entertaining. Close to walking trails and the Bay."
Luxury Georgian Bay gem, heated pool! Hot tub, close to trails & lake

Cozy home with all the amenities you need, just 1min walk from a beautiful beach

10.0 out of 10, Exceptional, (18)
"The necessities, that you could need, for you stay, bedding, utensils, plates, cooking implements, and the basic necessities were readily available. The location was as advertised, and the beach was great. The whole Family. had an enjoyable stay"
Cozy home with all the amenities you need, just 1min walk from a beautiful beach

HOT TUB-Natural paradise, timber frame, sauna, close to Casino and ski hill.

10.0 out of 10, Exceptional, (78)
"Fires, saunas, hot tub, eating, board games, puzzles and relaxation. We love our weekend getaway at the cabin in the woods! Thanks so much, Pat! "
HOT TUB-Natural paradise, timber frame, sauna, close to Casino and ski hill.

A lovely two-bedroom condo in Carriage Hills sleeps 8 persons

9.0 out of 10, Wonderful, (7)
"We had a great stay and enjoyed our time in Horseshoe Valley.The unit was spacious and overall very pleasant.A couple of suggestions to make things even better:- there was no toaster and we like our toast in the morning!-also no ice cube trays so we couldn't make our drinks cold the way we like them- we also had to wrestle a little with a couple of drawers in the kitchen that were difficult to open and close - and not all the lamps seemed to be workingHaving said that, the place suited our needs...
A lovely two-bedroom condo in Carriage Hills sleeps 8 persons

5 Beds Luxury Retreat at Wasaga Beach

9.6 out of 10, Exceptional, (4)
"House was big and roomy but not enough furniture, needed bed side tables more chairs advertised as sleeps 10 but only seated 7. Maybe a 4 seat breakfast table in the kitchen. Thankfully we brought our own forks knives and spoons because it would be hard to have Christmas dinner with only 5 forks. Other than the small stuff it was very enjoyable to have the family all together.."
The price is AU$518
includes taxes & fees
3 Feb - 4 Feb
5 Beds Luxury Retreat at Wasaga Beach

6-Bedroom Modern Escape in Horseshoe-Pool+Hot tub

6-Bedroom Modern Escape in Horseshoe-Pool+Hot tub

Large Corner Townhome @Carriage!

10.0 out of 10, Exceptional, (2)
"I will definitely reserve again with Jason. Spacious and clean one bedroom condo with connecting studio condo. I’m hoping that the queen mattresses will be replaced before my next visit. They were hard as rock."
The price is AU$390
includes taxes & fees
22 Jan - 23 Jan
Large Corner Townhome @Carriage!

Cottage tiny heaven.

8.8 out of 10, Excellent, (13)
"TITLE: "Betrayal of Trust: A Family's Heartbreaking Encounter at Cottage of Tiny Beaches" ● WHY THE TITLE: This title emphasizes the sense of betrayal and disappointment my family experienced during our stay, highlighting the trust that was broken due to the subpar treatment and unmet expectations. ⚓️ With profound sadness and disillusionment, I share our family's distressing experience at the Cottage of Tiny Beaches in Georges Bay, Ontario. As a proud member of the esteemed Neri family, with...
Cottage tiny heaven.

Georgian Bay Cottage- Hot Tub/Sauna/Trail/Run/Bike/Swim//Marina!

9.4 out of 10, Exceptional, (9)
"Clean, spacious, lovely backyard with hot tub, sauna, firepit. Thanks! "
Georgian Bay Cottage- Hot Tub/Sauna/Trail/Run/Bike/Swim//Marina!

Beautiful Muskoka lake front. Close to Mt. St. Louie Moonstone and Honey Harbour

9.2 out of 10, Wonderful, (23)
"We had a wonderful time at this house/cottage! We love the huge kitchen and were able to eat and play games! And it’s so nice having everything on the main level. The hot tub is so nice and was clean and hot! Thank you for the great stay! This was our second time staying here. "
Beautiful Muskoka lake front. Close to Mt. St. Louie Moonstone and Honey Harbour

Beach1. com - Beach House # 4 - Beachfront Wasanga Beach

8.0 out of 10, Very good, (1)
"Shared some quality family time December 29th - January 1st. Accommodations were very comfortable, kitchen was well stocked with dishes and cutlery. Beds were very comfortable. Aaron was most helpful with any of our concerns or questions. Would rent again for sure."
Beach1. com - Beach House # 4 - Beachfront Wasanga Beach

Beach1,com - Riverfront Resort - #36

7.0 out of 10, Good, (2)
"Check in was seamless the place was exactly as described. Lots of room and two bbq grill which was heavenly. Overall great weekend!!!"
Beach1,com - Riverfront Resort - #36

Retreat to heaven on earth. An unforgettable luxury estate in paradise

8.0 out of 10, Very good, (8)
"It has been 13 years since we spent dedicated time together away from our hustle-bustle lives! My mom is 95 and absolutely loved the pool as did one of my sisters and my (only) brother! My other two sisters have limited mobility using walkers, one requiring extra-special care. This wonderful space was perfect for them... main floor bedrooms/bath and the huge kitchen/gathering area were ideal. Perhaps the owners would consider adding railings here and there to assist better use of the outdoor...
Retreat to heaven on earth. An unforgettable luxury estate in paradise

Private Wasaga Retreat Just 1.5min Walk To Beach!

9.6 out of 10, Exceptional, (4)
"Properties are great for large group of 20 family or friends if you not so peaky & looking for large space to hang out or family reunion. A little bit out dated, lets say classic but overall condition is good. clean & nice & almost has everything that you need. We brought our party plates that you need & our sheets, pillow & blanket if needed. Back yard is the perfect for gathering & barbecue, also we were loud but neighbors were so patient with us! Bedroom & beds are good. 77 has more sitting...
Private Wasaga Retreat Just 1.5min Walk To Beach!

Clearview Manor (Wasaga Beach)(Blue Mountain)

10.0 out of 10, Exceptional, (1)
"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."
The price is AU$2,256
includes taxes & fees
21 Jan - 22 Jan
Clearview Manor (Wasaga Beach)(Blue Mountain)

Modern Waterfront Home on Georgian Bay w/ Hot Tub!

9.6 out of 10, Exceptional, (12)
"Very clean modern 4 season home water front property Well maintained and clean Thanks Richard "
Modern Waterfront Home on Georgian Bay w/ Hot Tub!
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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Other property types in Midland

Luxury Georgian Bay gem, heated pool! Hot tub, close to trails & lake

10.0 out of 10, Exceptional, (1)
"We wished we could have stayed longer!!Grandchildren, loved the pool. Lots of room for entertaining. Close to walking trails and the Bay."
Luxury Georgian Bay gem, heated pool! Hot tub, close to trails & lake

The yellow cottage - rustic renovated at the core of Wasaga beach

8.4 out of 10, Very good, (15)
"Very nice Cottage"
The yellow cottage - rustic renovated at the core of Wasaga beach

Cottage tiny heaven.

8.8 out of 10, Excellent, (13)
"TITLE: "Betrayal of Trust: A Family's Heartbreaking Encounter at Cottage of Tiny Beaches" ● WHY THE TITLE: This title emphasizes the sense of betrayal and disappointment my family experienced during our stay, highlighting the trust that was broken due to the subpar treatment and unmet expectations. ⚓️ With profound sadness and disillusionment, I share our family's distressing experience at the Cottage of Tiny Beaches in Georges Bay, Ontario. As a proud member of the esteemed Neri family, with...
Cottage tiny heaven.
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.