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 Bracebridge
4.91 out of 5 average rating, 213 reviewsThe Hudson - Riverside Cabin, Bracebridge
Oct 25 – Nov 1
Cottage in Baysville
4.95 out of 5 average rating, 172 reviewsD O C K | NEW Modern Muskoka Waterfront 2+1 bed
Oct 25 – Nov 1
Cottage in Waubaushene
4.84 out of 5 average rating, 121 reviewsWaterfront Paradise on the Georgian Bay
Mar 4 – 11
Cottage in Utterson
4.95 out of 5 average rating, 195 reviewsHot Tub w Lake Views + Private Beach + Water Toys
Sep 8 – 15
Cottage in Meaford
4.91 out of 5 average rating, 219 reviewsBirch Meadow Acres
Dec 27 – Jan 3
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
Jun 29 – Jul 6
Cottage in Bracebridge
4.93 out of 5 average rating, 200 reviews*HOT TUB/SAUNA* Private Cottage in Muskoka Forest
Oct 16 – 23
Pet-friendly cottage rentals
Cottage in Port Severn
4.97 out of 5 average rating, 111 reviewsParadise Getaway
Sep 16 – 23
Cottage in Bala
4.96 out of 5 average rating, 161 reviewsLakefront Cottage with Sauna and Steam Room
Nov 14 – 21
Cottage in Lafontaine
4.8 out of 5 average rating, 196 reviewsBeach house (with pool open May-Oct)
Oct 22 – 29
Cottage in Innisfil
4.83 out of 5 average rating, 241 reviewsCozy cottage nestled in the forest, near the beach
Aug 23 – 30
Cottage in Gravenhurst
4.83 out of 5 average rating, 115 reviewsWinter Escape Waterfront Cottage Hottub&Sauna!
Dec 10 – 17
Cottage in Tiny
4.86 out of 5 average rating, 219 reviewsGeorgian Bay Cottage -100 acres & Private Beach
Sep 12 – 19
Cottage in Port Carling
4.96 out of 5 average rating, 116 reviewsCider Haus on Brandy Lake
Dec 27 – Jan 3
Cottage in Port McNicoll
4.91 out of 5 average rating, 11 reviewsQuaint and Rustic Cottage
Sep 17 – 24
Private cottage rentals
Cottage in Bala
4.99 out of 5 average rating, 127 reviewsMoon Rock Cottage With Gorgeous Waterfront Views
Sep 15 – 22
Cottage in Tay
4.85 out of 5 average rating, 46 reviewsVictoria Harbour Cottages Queen Bed Chalet
Nov 2 – 9
Cottage in Port McNicoll
4.88 out of 5 average rating, 49 reviewsBlossoms Cozy Cottage....
Jun 8 – 15
Cottage in Penetanguishene
4.96 out of 5 average rating, 23 reviewsGeorgian Bay Escape
Dec 15 – 22
Cottage in Port McNicoll
4.94 out of 5 average rating, 18 reviewsSteps to beach - 1.5 hr from Toronto - great Wi-Fi
Feb 27 – Mar 6
Cottage in Victoria Harbour
5.0 out of 5 average rating, 19 reviewsHarbourside Hangout - a place to chill or explore
Jul 26 – Aug 2
Cottage in Tiny
4.98 out of 5 average rating, 41 reviewsEdmore Cottage at Tiny Beaches
Sep 19 – 26
Cottage in Tiny
5.0 out of 5 average rating, 24 reviewsThe Hideaway Balm Beach Cottage
Oct 5 – 12
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
$50 before taxes and fees
Destinations to explore
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