Vacation rentals in Dufferin County

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.

Mono Countryside Home & Farm

If you’re looking for a quiet place to get away, Mono Countryside Home and Farm is the place for you. This charming guest home in Mono, is set back from the road and surrounded by towering pines with lots of room to roam in the forest and nearby Mono Cliffs Provincial Park. This open concept guest home with stunning views includes a warm fireplace, full kitchen and high speed internet. Complimentary biscotti and fresh farm eggs + you can order Italian cuisine from your host at Connie's Kitchen.

The Green Lodge - Upper Level Raised Bungalow

Kick back and relax in this calm, stylish and extremely well equipped home from home. Fully self contained and private upper level Bungalow complete with 1 large off road parking space. This open plan delight is beautifully furnished with kitchen, island, dining and living space as one. Then to the rear, 2 separate bedrooms and bath room. A rear door leads to a sun filled 225 sq ft deck overlooking the tree backed rear garden, perfect for those long summer nights with friends and family.

Tamarack Trails Wilderness Cabin

Welcome to Tamarack Trails, your peaceful escape nestled in a quiet forest. This luxury cabin offers the perfect blend of comfort and nature, surrounded by 40 acres of unspoiled wilderness. Drift off to sleep in a cozy queen-sized bed and wake to the sound of song sparrows. Soak in a relaxing tub as you gaze out floor-to-ceiling windows. Enjoy breakfast on your private deck. Spend your days wandering private trails with stunning scenery or snowshoe through snow-draped white pines in winter.

The Trails Retreat (Private Cabin)

Beautifully renovated 2-story private hilltop cabin for romantic getaway, family stay or friends' retreat, experience a taste of the country together. Backed by forest and trails and set away from our family home, minutes to the Bruce Trail, Hockley Ski & Golf Resort, Mansfield Ski Club and charming Orangeville. Enjoy total guest privacy & spectacular sunrises. Guests are welcome to share our heated pool in season:) Add a playful Yoga/Functional Movement class or chef's dinner to your stay!

Pine River Bunkies: Owl’s Roost Off Grid Cabin

Follow the forest pathway to our 2 new 'glamping bunkies'. The Owl’s Roost features a large loft and treetop deck to surround you with the beauty of nature. Just 1 hr from Pearson and 45 min. to Georgian Bay, Mulmur straddles the Niagara Escarpment, a UNESCO World Biosphere. We are next to 400 acres of conservation land in the Pine River Valley including part of the Bruce Trail. Our site can accomodate families, friends or groups. Not a camper? Please consider our 'in house' listings.

Hockley Riverside Cottage • Loft and Bunkie

Needing an unforgettable escape? This cozy cottage is nestled in nature along the Nottawasaga river and has large panel doors that fully open for picture worthy views & peaceful sounds of the river. A new incredible outdoor fire-pit with hanging egg chairs. A cozy indoor wood burning fireplace along with a comfy pull out couch that has a projector above for the best movie nights. Heated floors if you aren't interested in maintaining a fire, fully equipped kitchen, Wi-fi, AC and washer/dryer.

1850 Settler's Cabin in Private Forest

Our beautiful 1850 settler's log cabin is simply furnished and does not have plumbing. Electricity is powered by a honda generator. Fresh drinking water is supplied. Bathroom is a clean, private outhouse and guests have access to our centralized guest shower facility on premises from 6-9 am/pm daily. As your Bed and Breakfast host we will personally greet you and check you in and always remain on property while offering you privacy. We are designed for a quiet, peaceful rustic getaway.

Cabin in Mono.

Escape to Maple Lane Log Cabin, a secluded 1880s retreat set on 7.6 private acres surrounded by mature maples and breathtaking perennial gardens. Inside, rustic charm meets cozy comfort with a wood-burning fireplace and warm, inviting spaces. Sip coffee on the deck, wander the grounds, and unwind to peaceful countryside sounds. Perfect for couples or solo getaways seeking quiet, nature, and a touch of history. At Maple Lane Log Cabin, serenity isn’t just a feeling — it’s an experience.

8 Acre Retreat | 5 min to Canadian Open Hot Tub!

Enjoy peaceful summer evenings on the patio ☀️ surrounded by nature on a private 8-acre property only 1 hr from Toronto. • 8 min from TPC Osprey 🏌️ • 2 spacious primary bedrooms w ensuites • Electric fireplace • Starlink Wi-Fi 🌟 • Smart TV • Private & nearby nature trails Start your mornings w coffee on the patio. Spend the day exploring trails or golfing nearby, then unwind at your calm, stylish retreat. Perfect for families, couples, & golfers looking to escape the city.

Hockley Haven

Kick back and relax in this calm, stylish space. Cozy 1 bedroom carriage house loft (appx 650 sq ft) above detached 3 bay garage in serene country setting on 5 acres of pine and cedar with a river running thru it. Pullout couch can accommodate 2 additional people. Walk across the road to Pollinator Garden & Island Lake Trails. 6 min drive to Hockley Valley Resort and Adamo Estate Winery, as well as beautiful downtown Orangeville boasting fabulous restaurants and quaint shops.

Casa Caledon-Secluded Suite Surrounded by Nature

Take it easy at this unique and tranquil getaway on 3 acres of land The suite is close to conservation areas Cheltenham Badlands, Fork of the Credit and Terra Cotta Bruce trail, golf courses, restaurants, bakeries, butchers, farm produce and city needs are close Each season is wonderful Spring/summer has lush forests, the pond and fire pit Fall walks with the beautiful colours Winter has a white blanket and access to winter sports