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 cottage rentals in Midland
Cottage rentals with a hot tub
Cottage in Innisfil
4.91 out of 5 average rating, 128 reviewsStunning Lakefront Cottage Hot Tub & Sauna
30 Nov – 7 Dec
Cottage in Baysville
4.95 out of 5 average rating, 172 reviewsD O C K | NEW Modern Muskoka Waterfront 2+1 bed
28 Nov – 5 Dec
Cottage in Bracebridge
4.91 out of 5 average rating, 213 reviewsThe Hudson - Riverside Cabin, Bracebridge
25 Oct – 1 Nov
Cottage in Waubaushene
4.84 out of 5 average rating, 121 reviewsWaterfront Paradise on the Georgian Bay
13–20 Sep
Cottage in Utterson
4.95 out of 5 average rating, 195 reviewsHot Tub w Lake Views + Private Beach + Water Toys
21–28 Oct
Cottage in Meaford
4.91 out of 5 average rating, 219 reviewsBirch Meadow Acres
28 Dec – 4 Jan
Cottage in Gravenhurst
4.93 out of 5 average rating, 108 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
29 Sep – 6 Oct
Pet-friendly cottage rentals
Cottage in Port Severn
4.97 out of 5 average rating, 111 reviewsParadise Getaway
19–26 Sep
Cottage in Bala
4.96 out of 5 average rating, 161 reviewsLakefront Cottage with Sauna and Steam Room
29 Sep – 6 Oct
Cottage in Port Carling
4.96 out of 5 average rating, 116 reviewsCider Haus on Brandy Lake
13–20 Dec
Cottage in Lafontaine
4.8 out of 5 average rating, 196 reviewsBeach house (with pool open May-Oct)
17–24 Apr
Cottage in Gravenhurst
4.83 out of 5 average rating, 115 reviewsWinter Escape Waterfront Cottage Hottub&Sauna!
7–14 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 Tiny
4.97 out of 5 average rating, 74 reviewsUltimate Georgian Bay Vacation Getaway
16–23 Oct
Private cottage rentals
Cottage in Tay
4.85 out of 5 average rating, 46 reviewsVictoria Harbour Cottages Queen Bed Chalet
25 Jan – 1 Feb
Cottage in Penetanguishene
4.96 out of 5 average rating, 23 reviewsGeorgian Bay Escape
11–18 Mar
Cottage in Port McNicoll
4.94 out of 5 average rating, 18 reviewsSteps to beach - 1.5 hr from Toronto - great Wi-Fi
5–12 Sep
Cottage in Penetanguishene
4.89 out of 5 average rating, 18 reviewsCottage Retreat: HotTub, PingPong, Pool, Fireplace
23–30 Dec
Cottage in Victoria Harbour
5.0 out of 5 average rating, 19 reviewsHarbourside Hangout - a place to chill or explore
21–28 Aug
Cottage in Tiny
4.98 out of 5 average rating, 41 reviewsEdmore Cottage at Tiny Beaches
19–26 Sep
Cottage in Tiny
5.0 out of 5 average rating, 24 reviewsThe Hideaway Balm Beach Cottage
25 Sep – 2 Oct
Cottage in Port McNicoll
4.96 out of 5 average rating, 28 reviewsBayview Waterfront Cottage
29 May – 5 Jun
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
$67 SGD 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
- Cottage rentals Ontario
- Monthly Rentals Midland
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- Rentals with a hot tub Midland
- Family-friendly rentals Midland
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