Guesthouse vacation rentals in Simcoe County
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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
Guesthouse in Mansfield
4.99 out of 5 average rating, 97 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
Private room in King City
4.67 out of 5 average rating, 3 reviewsRuby Room
Guesthouse in Wasaga Beach
4.89 out of 5 average rating, 82 reviews6-Sun Angel Court Cabin 6
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
Guesthouse in Barrie
4.98 out of 5 average rating, 46 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 out of 5 average rating, 46 reviewsCentrally Located 2 bedroom Hidden Gem
Guesthouse in Caledon
4.83 out of 5 average rating, 36 reviewsCaledon rural apartment with hot tub and pool
Guesthouse in CA
4.91 out of 5 average rating, 22 reviewsAdorable GH in beautiful Claremont/scenic view
Guesthouse in Wasaga Beach
4.86 out of 5 average rating, 28 reviewsSandray -3 bedroom house, close to the beach
Guesthouse in Uxbridge
5 out of 5 average rating, 22 reviewsPrivate Guest House Retreat
Guest house rentals with a washer and dryer
Guesthouse in Innisfil
4.88 out of 5 average rating, 59 reviewsThe Refuge Guesthouse - 1 bedroom w/fireplace
Guesthouse in Barrie
4.99 out of 5 average rating, 84 reviewsWarnica Coach House
Guesthouse in Barrie
4.87 out of 5 average rating, 76 reviews2BR cozy Apt close to dwtn, forests, hospital, hwy
Guesthouse in Bond Head
4.97 out of 5 average rating, 29 reviewsPrivate Country Guesthouse
Guesthouse in Newmarket
4.81 out of 5 average rating, 86 reviewsStylish, Spacious, Clean & New. Perfect Location
Guesthouse in Innisfil
5 out of 5 average rating, 8 reviewsSpacious and Relaxing Innisfil Cottage
Guesthouse in Orillia
5 out of 5 average rating, 8 reviewsWoods Bay Cottage Severn
Guesthouse in Barrie
5 out of 5 average rating, 69 reviewsCozy Lakehouse with Views of the Water
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