House vacation rentals in Dufferin County

Little blue haven

Nestled in the peacful village of Alton, this home is the perfect base to explore all the area has to offer. Planning a wedding? you'll find several beautiful nearby wedding venues just minutes away. For relaxation and pampering, local spas provide indulgent treatments, while golf enthusiasts can enjoy nearby championship courses. Outdoor lovers will delight in hiking trails, mountian biking and winter skiing. Foodies can explore breweries, wineries, restaurants. Art lovers can visit galleries

Location · Family · Nearby

Primrose Park

Little cabin set up in Primrose Park, access to a heated pool shared with the campers (mid June til early September), hiking trails, ride your bicycle, firepit, children's park, volleyball court, basketball court and you can even participate in the activities planned for the campers. Amentities close by includes golfing, fishing, dining and shopping. In the winter there are groomed snowshoe or cross country skiing trails on the property. Snowmobile trail is across the road. Parking included.

Family · Value · Check-in

Orangeville 3BDRM House

This home can accommodate an escape from the city to relax/explore or offer a quiet place to work or recharge if on a business trip. This clean & cozy townhouse is perfect for the whole family. Enjoy a full kitchen stocked with coffee, sugar, honey & spices. The dining area sits 4 with some bonus additional seating at the nearby island. The living room has a large couch with 2 additional seating options that have a clear view of the television. There are 3 fantastic spacious bedrooms.

Family · Value · Amenities

JJ’s small town country retreat

Take a step back in time to this old farm house. Located on the corner of our little town called Badjeros. This house was built in the 1930s and it’s been in our family for over 80 years. Since then there has been numerous upgrades to the house as well as a large 1200 square foot open concept addition built onto the existing house. While out in the country, this house is central to many attractions in the area 1.5 hours south of Toronto/GTA. Blue Mountain/ Collingwood is 30 minutes north.

Family · Location · Hot tub

A Modern 3 Bedroom Home with Free Parking & Wifi

Welcome to our modern 1000sf single-story bungalow in the charming town of Orangeville. Thoughtfully designed for comfort and convenience, this bright and stylish space offers a peaceful retreat just minutes from the vibrant shops, restaurants, and cafes along historic Broadway. Whether you're here to explore the scenic trails at Island Lake Conservation Area, enjoy the local arts scene, or simply relax in a cozy, well-appointed home, this bungalow is the perfect base for your stay.

Location · Family · Air conditioning

8 Acre Retreat | 5 min to TPC Osprey + 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.

Location · Value · Walkability

House on the bank of river

This rural country home was built in 1960's. 7 acres of land with river passing through it, this private house is located just outside the town of Grand Valley. Two bedrooms with each having its own queen bed, this is perfect for a party of up to 4. Big kitchen with gas stove, fridge, microwave, you can do your own cooking. ✅ Wi-Fi ✅ TV Box with Netflix ✅ Full Kitchen The space Guest have access to main floor, entrance to basement and sunroom is prohibited to guests.

Value · Family · Nearby

Cozy Country Spring Getaway | HotTub + Fire Pit

Escape to the countryside this spring 🌸 Unwind in the hot tub or pool, enjoy cozy fires under the stars, and soak in the peaceful charm of Alton. Perfect for a relaxing getaway, girls weekend, or quiet work-from-home retreat. • Sleeps up to 8 guests comfortably • 3 cozy bedrooms (2 with private decks!) • 1.5 bathrooms • Fully equipped kitchen + BBQ patio for year-round grilling • Stylish living room with fireplace & smart TV • Fast Wi-Fi, workspace-friendly

Value · Location · Outdoor spaces

Serene Paradise - Farmhouse with Pond & Hottub

Escape to your own private kingdom just 3 minutes from the heart of Shelburne. This sprawling 80-acre estate is a sanctuary for those who want to disconnect without sacrificing comfort. Whether you’re here to hike our managed forest trails, watch the sunrise over the private pond, or spot local deer from the deck, this is "country living" perfected. Perfect for a nature’s escape: Birds watching, stargazing, Sunrise & sunset with windmills view!

Location · Air conditioning · Pets

Farmhouse w/ Hot Tub | Private Country Retreat

Entire private farmhouse with hot tub, perfect for a relaxing country escape near Shelburne. This spacious home features 4 bedrooms, 3 full washrooms, 2 living areas, and 2 fully equipped kitchens, ideal for families, multiple couples, or larger groups. Enjoy total privacy, scenic surroundings, free parking, Wi-Fi, and plenty of space to unwind. Relax in the hot tub under the stars and enjoy a peaceful stay away from the city.

Location · Air conditioning · Nearby

Elba Haus | 63-Acre Private Retreat + Hot Tub

Elba Haus is your 63-acre private retreat in Mono, Ontario — designed for unforgettable group stays. Soak in the hot tub, gather around the fire, and explore private forest trails. Minutes to wineries, breweries, cideries, dining, and golf at TPC Toronto at Osprey Valley. Perfect for wedding weekends, retreats, and family getaways near Cambium Farms, Adamo Estate, Caledon Valley Estate, Erin Estate and more.

Family · Location · Outdoor spaces

Brand New Entire Home in Southgate ( Dundalk)

Bring the whole family to this great home with lots of room for to create good memories. Dundalk is a great cute town to go for hiking , skiing , snowboarding, snowmobiling. Nice great trails are in town. 20 minutes to Shelburne, 40 minutes to Collingwood 45 minutes to Blue Mountain. Roughly about hour to Brampton. This is where Wind Mills and farming landscapes and newer Sub division.

Value · Family · Amenities