Vacation rentals with breakfast in Dufferin County

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.

Fab 2 Bedroom home 3 minutes to Caledon Ski Club!

Welcome to the beautiful village of Belfountain . This charming 2 bedroom fully detached home is located in the village which is nestled in the Caledon Hills. It’s fun, its funky and its classy. Both bedrooms have their own privacy from one another and offer premium bedding and accents. The extra large eat in kitchen offers all the amenities needed. Sliding glass doors from both the kitchen and master bedroom lead you to your private backyard and large deck . Fabulous location to golf/ski.

Private Hockley Valley Farmhouse

Hockley Farm is a private sanctuary alongside rushing rivers, forested valleys, and the Bruce Trail. You’ll feel the stress of the city roll off your shoulders as you pull into our laneway. Hockley Farm is perfect for small groups, couples and families. Should you wish to venture out, within 7 minutes of quaint pubs, micro-breweries, the Adamo Winery, Hockley Resort, top-tier restaurants/shops and lots of activities including spas, golf courses and mountain biking, skiing, hiking trails.

Cozy Country Style Home in the heart of Caledon

Whether travelling in the summer to enjoy activities around Caledon such as Island Lake, Forks of the Credit, Hockley Valley, golfing or enjoying the winter months skiing, snowshoeing or snowmobiling, this is the place to spend a luxurious and peaceful stay. This is a bungalow loft. The main floor + loft is available, the walkout basement has a separate entrance and is used by the owners. Our place is 45mins to Toronto Airport, 10 mins to Orangeville and 30mins to Brampton.

Tale of Two Cities Room at Woolen Mill Kitchen BnB

The Tale (of Two Cities) Room is our largest, brightest Queen bedroom with stunning river and garden views in our picturesque home, in the charming village of Erin, where comfort and warm hospitality awaits. Whether you are here for a wedding or special occasion, coming to a creative workshop at Woolen Mill Kitchen or exploring all that the Niagara Escarpment and this beautiful area has to offer we know you will find peace and tranquility here and great home-cooked food!

Mono Forest Stay & Event Space

⭐Welcome to our 4BR, 2.5 bath Detached house near Island Lake & Hockley Valley in Orangeville, featuring: ✔ Fully equipped huge kitchen for preparing meals ✔ Cozy family room with a Smart TV ✔ High-speed internet ✔ Comfortable bedrooms with fresh linens ✔ Event room with separate entrance ✔ Ping-pong, board games, treadmill, BBQ, deck, and forest views ✔ Ideal for families, groups, or wedding guests. Book your stay with confidence and make unforgettable memories!

Mono Mills Home next to the County Great Getaway

We are located in quiet hamlet of Mono Mills, which is 8 miles to Palgrave and 16 miles to Erin. Orangeville / Caledon area, Ontario, Mono Village. Just Off Airport Rd and Hwy9 area. Cute and Cozy. Sleeps 2-3 people. $1575++ per week, Monthly discounts. Non Smoking. Clean, comes with all linens, utensils, pots/pans, BBQ, Large TV, Cable and Internet. Weekly or Monthly Only. This property is a brand new self-contained In-law suite. airbnb.ca/h/monomills

Tailwinds - Gran Fondo

Tailwinds is close to great views, art and culture, restaurants and dining, the village centre, and parks. You’ll love staying here because of the location, peacefulness, scenery and wildlife. Our home is good for couples, solo adventurers and business travelers alike. Our many common areas even make it an ideal company meeting or retreat location. Escape the city to some peace and tranquility to plan your next business strategy.

Tailwinds - Spring Classic

Tailwinds is close to great views, art and culture, restaurants and dining, the village centre, and parks. You’ll love staying here because of the location, peacefulness, scenery and wildlife. Our home is good for couples, solo adventurers and business travelers alike. Our many common areas even make it an ideal company meeting or retreat location. Escape the city to some peace and tranquility to plan your next business strategy.

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.

McMillan Room @ Woolen Mill Kitchen BnB

Escape to our picturesque home on the banks of the Credit River in the charming village of Erin, where comfort and warm hospitality await. In addition to your room, you will have shared use of the bottom of our home with other guests and use of pool in the summer, outdoor fire-pit overlooking the river, or a hammock at the water’s edge. Room rates include a continental or cooked breakfast for up to two guests.

October Sunrise Farmhouse B&B

A charming country get-away on a beautiful historic farm yard in East Garafraxa. Naturalized setting, close to many trails and conservation areas. Our unique b&b has become a popular spot for many returning customers. We pride ourselves in supreme comfort & privacy in a cozy and beautifully appointed guest suite overlooking our gorgeous gardens and sweeping country views.