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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, 98 reviewsBrookside Cottage - Charming Rural Getaway Mulmur
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Guesthouse in Tiny
4.74 out of 5 average rating, 68 reviewsGeorgian Bay Cottage - Tiny Beaches
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Guesthouse in Wasaga Beach
4.44 out of 5 average rating, 9 reviewsCozy Studio
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Guesthouse in Creemore
Creemore/Mansfield 1BR Private Apartment
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Guesthouse in Tiny
4.39 out of 5 average rating, 61 reviewsFamily Beach Cottage
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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
4.85 out of 5 average rating, 102 reviews2 -Sun Angel Court Couples Cabin 2
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Guesthouse in Wasaga Beach
4.89 out of 5 average rating, 89 reviews5- Sun Angel Court (pretty cabin 5)
Guest house rentals with a patio
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Guesthouse in Barrie
5 out of 5 average rating, 49 reviewsCentrally Located 2 bedroom Hidden Gem
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Guesthouse in Mono
4.76 out of 5 average rating, 17 reviewsMono Countryside Home & Farm
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Guesthouse in Barrie
4.98 out of 5 average rating, 48 reviewsRustic luxury chalet with pool, near lake & beach
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Guesthouse in Georgina
4.72 out of 5 average rating, 53 reviewsFantastic Lake Simcoe Guest House for GTA get-away
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Guesthouse in Wasaga Beach
4.82 out of 5 average rating, 11 reviews2 Bedroom Semi-Detached Cottage (sunshine)
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Guesthouse in Caledon
4.85 out of 5 average rating, 40 reviewsCaledon rural apartment with hot tub and pool
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Guesthouse in Uxbridge
5 out of 5 average rating, 23 reviewsPrivate Guest House Retreat
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Guesthouse in CA
4.91 out of 5 average rating, 22 reviewsAdorable GH in beautiful Claremont/scenic view
Guest house rentals with a washer and dryer
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Guesthouse in Barrie
4.99 out of 5 average rating, 92 reviewsWarnica Coach House
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Guesthouse in Innisfil
5 out of 5 average rating, 14 reviewsSpacious and Relaxing Innisfil Cottage
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Guesthouse in Bond Head
4.97 out of 5 average rating, 29 reviewsPrivate Country Guesthouse
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Guesthouse in Barrie
4.87 out of 5 average rating, 79 reviews2BR cozy Apt close to dwtn, forests, hospital, hwy
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Guesthouse in Collingwood
5 out of 5 average rating, 13 reviewsBriar Cottage
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Guesthouse in Innisfil
4.89 out of 5 average rating, 63 reviewsThe Refuge Guesthouse - 1 bedroom w/fireplace
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Guesthouse in Newmarket
New place to staySpacious & Airy 2 Bdrm New Home
![](https://a0.muscache.com/im/pictures/hosting/Hosting-1069570855938913987/original/23161e2b-9335-4916-ae29-2d9bb0d1d272.jpeg?im_w=720)
Guesthouse in Georgina
5 out of 5 average rating, 7 reviewsBright & Modern Lower Level Apt in Keswick
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