776 places in Midland

Guest favorite
Guest suite in Midland
The Magic by Georgian Bay
2 beds
Apr 27 – May 2
5.0 out of 5 average rating, 17 reviews
Guest favorite
Cottage in Penetanguishene
Cottage Retreat: HotTub, PingPong, Pool, Fireplace
3 queen beds
May 5 – 10
5.0 out of 5 average rating, 14 reviews
Guest favorite
Home in Midland
Our vacation home. Fully equipped. Pool. Fire Pit.
3 beds
May 31 – Jun 5
4.75 out of 5 average rating, 32 reviews
Guest favorite
Cottage in Penetanguishene
Georgian Bay Escape
2 beds
May 12 – 17
4.95 out of 5 average rating, 22 reviews
Cottage in Waubaushene
The Blue Cotty by Sand Beach, Pool, Hot Tub & more
7 beds
May 4 – 9
4.81 out of 5 average rating, 86 reviews
Guest favorite
Cottage in Penetanguishene
Modern 5 Bedroom Farmhouse with Pool
7 beds
Apr 22 – 27
5.0 out of 5 average rating, 13 reviews
Cottage in Tiny
Cozy beach house on Georgian Bay
2 beds
Apr 21 – 26
4.86 out of 5 average rating, 93 reviews
Guest favorite
Cottage in Tiny
Ultimate Georgian Bay Vacation Getaway
Apr 21 – 26
4.97 out of 5 average rating, 71 reviews
Home in Midland
Weekly Midland Vacation Rental with Pool
Lake and bay views
Jun 1 – 8
4.5 out of 5 average rating, 8 reviews
Guest favorite
Condo in Oro
Spacious King Studio - Pool, Hottub, Kitchenette
2 beds
Apr 28 – May 3
5.0 out of 5 average rating, 7 reviews
Cottage in Tiny
Family friendly place with pool and jacuzzi
3 beds
Apr 25 – 30
4.78 out of 5 average rating, 45 reviews
Guest favorite
Townhouse in Shanty Bay
Stylish Town For 5, Ravine Backyard, Resort Pool
1 king bed
May 12 – 17
5.0 out of 5 average rating, 28 reviews
Guest favorite
Home in Shanty Bay
Beautiful Town For 5, Ravine View, Resort Pool
1 king bed
Apr 27 – May 2
5.0 out of 5 average rating, 27 reviews
Guest favorite
Cottage in Victoria Harbour
Gorgeous Winfield Chalet Cottage
5 beds
Apr 21 – 26
4.97 out of 5 average rating, 38 reviews
Cottage in Port McNicoll
Kids Paradise on Georgian Bay, Pool and Trampoline
8 beds
Apr 20 – 25
4.86 out of 5 average rating, 42 reviews
Guest favorite
Home in Tiny
Adorable 3-bedroom Cottage with Pool & Hot tub
5 beds
Apr 20 – 25
4.93 out of 5 average rating, 28 reviews
Guest favorite
Cottage in Tiny
Georgian Bay Beach Club 9 Beachfront Paradise
3 beds
Apr 25 – 30
4.97 out of 5 average rating, 35 reviews
Home in Port McNicoll
Little kids paradise
8 beds
Aug 7 – 14
New place to stay