Cottage vacation 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.
Vacation 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 Waubaushene
4.84 out of 5 average rating, 122 reviewsWaterfront Paradise on the Georgian Bay
Sep. 24 – Oct. 1
Cottage in Baysville
4.95 out of 5 average rating, 172 reviewsD O C K | NEW Modern Muskoka Waterfront 2+1 bed
Jan. 4 – 11
Cottage in Gravenhurst
4.93 out of 5 average rating, 108 reviewsHOT TUB!The Good Times on Morrison Lake
Oct. 16 – 23
Cottage in Waubaushene
4.85 out of 5 average rating, 132 reviewsGeorgian Bay-Trail/Run/Bike/Hike/HotTub/Sauna/Swim
Aug. 22 – 29
Cottage in Bracebridge
4.93 out of 5 average rating, 200 reviews*HOT TUB/SAUNA* Private Cottage in Muskoka Forest
Sep. 25 – Oct. 2
Cottage in Gravenhurst
4.97 out of 5 average rating, 149 reviewsMuskoka Oasis: Hot Tub, Sauna & Nature Retreat
Jun. 30 – Jul. 7
Cottage in Innisfil
4.99 out of 5 average rating, 121 reviewsCharming waterfront cottage on Lake Simcoe
Apr. 17 – 24
Cottage in Washago
4.97 out of 5 average rating, 144 reviewsMistywood Cottage
Dec. 16 – 23
Pet-friendly cottage rentals
Cottage in Tiny
4.94 out of 5 average rating, 118 reviewsCozy 4 Season Family Cottage
Sep. 5 – 12
Cottage in Bala
4.96 out of 5 average rating, 161 reviewsLakefront Cottage with Sauna and Steam Room
Apr. 17 – 24
Cottage in Port Carling
4.96 out of 5 average rating, 116 reviewsCider Haus on Brandy Lake
Nov. 19 – 26
Cottage in Lafontaine
4.8 out of 5 average rating, 196 reviewsBeach house (with pool open May-Oct)
Jan. 14 – 21
Cottage in Gravenhurst
4.83 out of 5 average rating, 115 reviewsWinter Escape Waterfront Cottage Hottub&Sauna!
Oct. 9 – 16
Cottage in Tiny
4.86 out of 5 average rating, 219 reviewsGeorgian Bay Cottage -100 acres & Private Beach
Sep. 12 – 19
Cottage in Port McNicoll
4.91 out of 5 average rating, 11 reviewsQuaint and Rustic Cottage
Jun. 12 – 19
Cottage in Tiny
4.97 out of 5 average rating, 74 reviewsUltimate Georgian Bay Vacation Getaway
Feb. 17 – 24
Private cottage rentals
Cottage in Tay
4.85 out of 5 average rating, 46 reviewsVictoria Harbour Cottages Queen Bed Chalet
Jun. 19 – 26
Cottage in Penetanguishene
4.9 out of 5 average rating, 21 reviewsCottage Retreat: HotTub, PingPong, Pool, Fireplace
Aug. 16 – 23
Cottage in Port McNicoll
4.88 out of 5 average rating, 49 reviewsBlossoms Cozy Cottage....
Sep. 2 – 9
Cottage in Victoria Harbour
5.0 out of 5 average rating, 19 reviewsHarbourside Hangout - a place to chill or explore
Aug. 2 – 9
Cottage in Port McNicoll
4.94 out of 5 average rating, 18 reviewsSteps to beach - 1.5 hr from Toronto - great Wi-Fi
Dec. 11 – 18
Cottage in Victoria Harbour
4.93 out of 5 average rating, 46 reviewsForest Oasis in Tay w/Large Jacuzzi Hottub
May 9 – 16
Cottage in Tiny
5.0 out of 5 average rating, 24 reviewsThe Hideaway Balm Beach Cottage
Sep. 27 – Oct. 4
Cottage in Port McNicoll
4.96 out of 5 average rating, 28 reviewsBayview Waterfront Cottage
Sep. 27 – Oct. 4
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
$68 CAD before taxes and fees
Destinations to explore
- Brampton Vacation rentals
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