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Guesthouse vacation rentals in Simcoe County
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Simcoe County
Guests agree: these guesthouse rentals 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 Simcoe County guesthouse rentals
Family-friendly guest house rentals
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Guesthouse in Mansfield
4.99 out of 5 average rating, 96 reviewsBrookside Cottage - Charming Rural Getaway Mulmur
![](https://a0.muscache.com/im/pictures/eb249544-99d7-48e0-b0c1-f8d87788327e.jpg?im_w=720)
Guesthouse in Tiny
4.74 out of 5 average rating, 68 reviewsGeorgian Bay Cottage - Tiny Beaches
![](https://a0.muscache.com/im/pictures/50141345/016bbc82_original.jpg?im_w=720)
Guesthouse in Tiny
4.39 out of 5 average rating, 61 reviewsFamily Beach Cottage
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Guesthouse in Creemore
Creemore/Mansfield 1BR Private Apartment
![](https://a0.muscache.com/im/pictures/miso/Hosting-48082022/original/dec11483-59b1-49cc-ac99-c47ac76bbe05.jpeg?im_w=720)
Guesthouse in Wasaga Beach
4.44 out of 5 average rating, 9 reviewsCozy Studio
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Private room in King City
4.67 out of 5 average rating, 3 reviewsRuby Room
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Guesthouse in Wasaga Beach
4.89 out of 5 average rating, 82 reviews6-Sun Angel Court Cabin 6
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Guesthouse in Wasaga Beach
4.89 out of 5 average rating, 100 reviews2 -Sun Angel Court Couples Cabin 2
Guest house rentals with a patio
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Guesthouse in Shanty Bay
4.99 out of 5 average rating, 100 reviewsThe Guest House, Maplewood Hills
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Guesthouse in Barrie
4.98 out of 5 average rating, 45 reviewsRustic luxury chalet with pool, near lake & beach
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Guesthouse in Barrie
4.69 out of 5 average rating, 13 reviewsCharming Boathouse on Lake Simcoe
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Guesthouse in Georgina
4.71 out of 5 average rating, 51 reviewsFantastic Lake Simcoe Guest House for GTA get-away
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Guesthouse in Barrie
5 out of 5 average rating, 45 reviewsCentrally Located 2 bedroom Hidden Gem
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Guesthouse in Caledon
4.85 out of 5 average rating, 34 reviewsCaledon rural apartment with hot tub and pool
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Guesthouse in CA
4.91 out of 5 average rating, 22 reviewsAdorable GH in beautiful Claremont/scenic view
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Guesthouse in Mulmur
5 out of 5 average rating, 40 reviewsThe Mulmur Loft
Guest house rentals with a washer and dryer
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Guesthouse in Innisfil
4.88 out of 5 average rating, 59 reviewsThe Refuge Guesthouse - 1 bedroom w/fireplace
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Guesthouse in Barrie
4.87 out of 5 average rating, 76 reviews2BR cozy Apt close to dwtn, forests, hospital, hwy
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Guesthouse in Bond Head
4.96 out of 5 average rating, 28 reviewsPrivate Country Guesthouse
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Guesthouse in Newmarket
4.82 out of 5 average rating, 85 reviewsStylish, Spacious, Clean & New. Perfect Location
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Guesthouse in Innisfil
5 out of 5 average rating, 6 reviewsSpacious and Relaxing Innisfil Cottage
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Guesthouse in Georgina
5 out of 5 average rating, 7 reviewsBright & Modern Lower Level Apt in Keswick
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Guesthouse in Orillia
5 out of 5 average rating, 7 reviewsWoods Bay Cottage Severn
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Guesthouse in Collingwood
5 out of 5 average rating, 10 reviewsBriar Cottage
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