Cottage holiday rentals in Midland
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Top-rated cottage rentals in Midland
Guests agree: These cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Midland cottage rentals
Cottage rentals with a hot tub
Cottage in Innisfil
4.91 out of 5 average rating, 128 reviewsStunning Lakefront Cottage Hot Tub & Sauna
6–13 Nov
Cottage in Bracebridge
4.91 out of 5 average rating, 213 reviewsThe Hudson - Riverside Cabin, Bracebridge
25 Oct – 1 Nov
Cottage in Baysville
4.95 out of 5 average rating, 172 reviewsD O C K | NEW Modern Muskoka Waterfront 2+1 bed
5–12 Sep
Cottage in Waubaushene
4.84 out of 5 average rating, 121 reviewsWaterfront Paradise on the Georgian Bay
14–21 Apr
Cottage in Meaford
4.91 out of 5 average rating, 219 reviewsBirch Meadow Acres
5–12 Jul
Cottage in Utterson
4.95 out of 5 average rating, 194 reviewsHot Tub w Lake Views + Private Beach + Water Toys
8–15 Sep
Cottage in Gravenhurst
4.93 out of 5 average rating, 107 reviewsHOT TUB!The Good Times on Morrison Lake
16–23 Oct
Cottage in Waubaushene
4.85 out of 5 average rating, 132 reviewsGeorgian Bay-Trail/Run/Bike/Hike/HotTub/Sauna/Swim
6–13 Jul
Pet-friendly cottage rentals
Cottage in Innisfil
4.83 out of 5 average rating, 241 reviewsCozy cottage nestled in the forest, near the beach
11–18 May
Cottage in Bala
4.96 out of 5 average rating, 161 reviewsLakefront Cottage with Sauna and Steam Room
8–15 Nov
Cottage in Lafontaine
4.8 out of 5 average rating, 196 reviewsBeach house (with pool open May-Oct)
21–28 Dec
Cottage in Gravenhurst
4.83 out of 5 average rating, 115 reviewsWinter Escape Waterfront Cottage Hottub&Sauna!
10–17 Dec
Cottage in Tiny
4.86 out of 5 average rating, 219 reviewsGeorgian Bay Cottage -100 acres & Private Beach
12–19 Sep
Cottage in Port McNicoll
4.91 out of 5 average rating, 11 reviewsQuaint and Rustic Cottage
17–24 Sep
Cottage in Waubaushene
5.0 out of 5 average rating, 30 reviewsGeorgian Bay Trail/hot tub/fireplace/hike/bike/ski
15–22 Jan
Cottage in Tiny
4.97 out of 5 average rating, 72 reviewsUltimate Georgian Bay Vacation Getaway
17–24 Feb
Private cottage rentals
Cottage in Bala
4.99 out of 5 average rating, 127 reviewsMoon Rock Cottage With Gorgeous Waterfront Views
23–30 Oct
Cottage in Penetanguishene
4.96 out of 5 average rating, 23 reviewsGeorgian Bay Escape
28 Nov – 5 Dec
Cottage in Tay
4.85 out of 5 average rating, 46 reviewsVictoria Harbour Cottages Queen Bed Chalet
11–18 Oct
Cottage in Port McNicoll
4.88 out of 5 average rating, 49 reviewsBlossoms Cozy Cottage....
3–10 Dec
Cottage in Penetanguishene
4.89 out of 5 average rating, 18 reviewsCottage Retreat: HotTub, PingPong, Pool, Fireplace
13–20 Aug
Cottage in Victoria Harbour
5.0 out of 5 average rating, 19 reviewsHarbourside Hangout - a place to chill or explore
26 Jul – 2 Aug
Cottage in Port McNicoll
4.94 out of 5 average rating, 18 reviewsSteps to beach - 1.5 hr from Toronto - great Wi-Fi
28 Sep – 5 Oct
Cottage in Tiny
4.98 out of 5 average rating, 41 reviewsEdmore Cottage at Tiny Beaches
19–26 Sep
Quick stats about cottage rentals in Midland
Total rentals
50 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
1.7K reviews
Nightly prices starting at
$84 NZD before taxes and fees
Destinations to explore
- Brampton Holiday rentals
- Muskoka Lakes Holiday rentals
- Kitchener Holiday rentals
- Waterloo Holiday rentals
- Oakville Holiday rentals
- Barrie Holiday rentals
- Tobermory Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Guelph Holiday rentals
- Markham Holiday rentals
- London Holiday rentals
- Mississauga Holiday rentals
- Cottage rentals Canada
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- Beachfront rentals Midland
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- Rentals with a hot tub Midland
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- Monthly Rentals Midland
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