Guesthouse vacation rentals in Simcoe County
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouses in Simcoe County
Guests agree: these guesthouses 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 guesthouses
Family-friendly guesthouses
Guesthouse in Mansfield
4.99 out of 5 average rating, 95 reviewsBrookside Cottage - Charming Rural Getaway Mulmur
Guesthouse in Tiny
4.74 out of 5 average rating, 68 reviewsGeorgian Bay Cottage - Tiny Beaches
Guesthouse in Tiny
4.39 out of 5 average rating, 61 reviewsFamily Beach Cottage
Guesthouse in Creemore
Creemore/Mansfield 1BR Private Apartment
Guesthouse in Wasaga Beach
4.44 out of 5 average rating, 9 reviewsCozy Studio
Guesthouse in King City
4.67 out of 5 average rating, 3 reviewsRuby Room
Guesthouse in Wasaga Beach
4.89 out of 5 average rating, 100 reviews2 -Sun Angel Court Couples Cabin 2
Guesthouse in Wasaga Beach
4.89 out of 5 average rating, 82 reviews6-Sun Angel Court Cabin 6
Guesthouses with a patio
Guesthouse in Shanty Bay
4.99 out of 5 average rating, 96 reviewsThe Guest House, Maplewood Hills
Guesthouse in Barrie
4.98 out of 5 average rating, 45 reviewsRustic luxury chalet with pool, near lake & beach
Guesthouse in Barrie
4.69 out of 5 average rating, 13 reviewsCharming Boathouse on Lake Simcoe
Guesthouse in Georgina
4.71 out of 5 average rating, 51 reviewsFantastic Lake Simcoe Guest House for GTA get-away
Guesthouse in Barrie
5.0 out of 5 average rating, 45 reviewsCentrally Located 2 bedroom Hidden Gem
Guesthouse in Caledon
4.85 out of 5 average rating, 34 reviewsCaledon rural apartment with hot tub and pool
Guesthouse in Wasaga Beach
4.85 out of 5 average rating, 27 reviewsSandray -3 bedroom house, close to the beach
Guesthouse in Mulmur
5.0 out of 5 average rating, 39 reviewsThe Mulmur Loft
Guesthouse rentals with a washer and dryer
Guesthouse in Innisfil
4.88 out of 5 average rating, 57 reviewsThe Refuge Guesthouse - 1 bedroom w/fireplace
Guesthouse in Bond Head
4.96 out of 5 average rating, 26 reviewsPrivate Country Guesthouse
Guesthouse in Barrie
4.87 out of 5 average rating, 75 reviews2BR cozy Apt close to dwtn, forests, hospital, hwy
Guesthouse in Newmarket
4.82 out of 5 average rating, 85 reviewsStylish, Spacious, Clean & New. Perfect Location
Guesthouse in Innisfil
5.0 out of 5 average rating, 5 reviewsSpacious and Relaxing Innisfil Cottage
Guesthouse in Georgina
5.0 out of 5 average rating, 5 reviewsBright & Modern Lower Level Apt in Keswick
Guesthouse in Orillia
5.0 out of 5 average rating, 6 reviewsWoods Bay Cottage Severn
Guesthouse in Collingwood
5.0 out of 5 average rating, 10 reviewsBriar Cottage
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