Top Country Houses in Dufferin County in 2026

A snowy forest with dense evergreen trees and a distant mountain range.

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Our top choices for Dufferin County country houses

1. Boho Beaver

Grey Highlands

Kathy

AED 583 total

includes taxes & fees

15 Sep - 16 Sep

2. Beautiful Villa on Hill

Caledon East

"Everything went smoothly with booking my stay at this rental property. It started to go downhill when the host reached out to me to ask me if I was keeping a party after clearly stating that I wasn’t when I arrive to the property I use the kitchen and the smoke detector went off. The host called me and asked me why the alarm went off and I told him and everything was fine the next morning he called my phone several times after I left his property and I left the place spotless. He threatened to...

Anonymous traveler

AED 2,813 total

includes taxes & fees

3 Sep - 4 Sep

3. NEW LISTING: Large Creemore farmhouse on 50 acres with Tennis and Pool

Honeywood

4. Cozy Collingwood Farmhouse, With Sauna

Collingwood

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Top Dufferin County Hotel Reviews

Blue Mountain Resort Inn

8/10 Good

"Staff was super helpful"

Monte Carlo Inn Barrie Suites

8/10 Good

"Excellent stay for us. Bed was comfortable and the room was very clean. It smelled great too! Having the EV charger was a great bonus too (extra charge; level 2) The complimentary continental breakfast was decent - had oatmeal for something hot, bread, bagels and English muffins to toast. Pastries, muffins, cereal and fruit plus juice, coffee and tea!"