
House holiday rentals in Dufferin County
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Top-rated house rentals in Dufferin County
Guests agree: these houses are highly rated for location, cleanliness and more.

Fifa Country Family Getaway with Pool and Trails
This charming restored stone farm house with stained glass windows that look out over the well landscaped property with stone walls, heated pool & mature fruit and maple trees. Perfect for a family vacation on nearly 100 acres of private flora, fauna and pristine streams or simply enjoy local cultural offerings . Also an ideal location for special events. A 9-hole golf course and The Bruce Trail, Split Rock Narrows, Dufferin County Forest are among other famed nature reserves just minutes away.

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

Mono Springs - Dream Country Escape w pool/hot tub
Welcome to Mono Springs! Our straight-out-of-a-storybook family retreat, located in the heart of Mono. Lovingly renovated with all new furnishings, this dream country escape with rustic finishes sits on 10 acres of gorgeous landscape and fields with pre-made trails ready to explore giving wholesome Cottage-Vibes. Plenty of space for everyone with lots of quiet sitting areas, both inside and outside, private hot tub and heated pool. Ideal setting for family get togethers and nature enthusiasts

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.

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.

Nordic Style Retreat on 8 Acres w/ Hot Tub
🏆 Named a Guest Favorite! 🏆 Enjoy crisp fall 🍂 evenings on the patio, cozy blankets included ☕️ Unwind on a peaceful 8-acre property just 1 hour from Toronto. • 8 mins from TOC Osprey 🏌️ • Cozy living area with electric fireplace • 2 primary bedrooms with ensuites • Starlink Wi-Fi 🌟 • Smart TV Start your morning on the patio, stroll private & nearby trails, A perfect escape for families, nature lovers, golfers, and anyone seeking a calm, stylish retreat outside the city.

Primrose Park
Little cabin set up in Primrose Park, access to a heated pool shared with the campers in the summer, 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.

Mono Forest Stay
⭐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 ✔ Ping-pong, board games, treadmill, BBQ, deck, and forest views ✔ Ideal for families, groups, or wedding guests. ✔ Private backyard and peaceful vibe. Book your stay with confidence and make unforgettable memories!

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.

Cozy Country Spring Getaway | HotTub + Fire Pit
Escape to the countryside this spring 🌸 Unwind in the hot tub, 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

Central OVille,3 bed Victorian, walk to Lake, pets
This 3 bedroom (4 beds), 1,500 sqft unit with new Gas Fireplace and central A/C sleeps 6 adults comfortably. Bedroom 1 has a queen-sized bed, another a double bed while Bedroom 3 contains two separate single beds. There is large and beautiful private deck and fenced back yard that contains a full-sized BBQ The unit contains: Washer and dryer (within the unit), hard-wood floors, and free high-speed unlimited internet and HD Cable.

Sunnylea Acres
A renovated farmhouse on 23 acres in the rolling hills of Mulmur, Ontario. Brand new. Close to ski hills, access to the Bruce Trail and 10 minutes from the town of sweet Creemore. One hour and twenty minutes from Toronto. Pool coming June 2021. Follow us @sunnyleaacres Check out our Airbnb sister property Mate’s Grove.
Popular amenities for house rentals in Dufferin County
House rentals with a pool

House Near Osprey Valley Golf

Luxury Hockley Estate Spa

Private cottage heated pool/HotTub/Games 20 Acre

Spectacular Estate Pristine 100 Acres Private Lake

Country Escape with Pool & Hot Tub Near Creemore

House with a pool In Caledon

Mono Hills - Your Perfect Country Getaway!

The Hockley Hill House -4 BR w/Escarpment views
Weekly house rentals

The Old Millinery House

Spacious Stay for Families

Serene Paradise - Farmhouse with Pond & Hottub

Hockley Valley Cozy Cottage with Waterfront Access

The Perfect Family Retreat (Brand New Entire Home)

5BR Riverfront Retreat w/ Firetable, BBQ, and Deck

Sophisticated Mulmur 3 bedroom near ski hills

Peace and Quiet at our Vacation home
Private house rentals

Spacious Cozy 4BR Home w/Patio deck—Near Hospital!

Foxden Farm special rates for January and February

one bedroom+leaving room with sofa bed sleep 4 P.

Charming and Peaceful Retreat with Hot Tub

Brand New clean and peaceful

Looking for long term rental

Chic and modern - Stunning space

Casa Azul Retreat - Private Getaway in Caledon
Destinations to explore
- Rentals with outdoor seating Dufferin County
- Rentals with a washing machine and dryer Dufferin County
- Private suite rentals Dufferin County
- Rentals with a fireplace Dufferin County
- Rentals with a hot tub Dufferin County
- Rentals with pools Dufferin County
- Family-friendly rentals Dufferin County
- Flat rentals Dufferin County
- Rentals with a patio Dufferin County
- Rentals with an EV charger Dufferin County
- Rentals with lake access Dufferin County
- Farm stay rentals Dufferin County
- Rentals with a firepit Dufferin County
- Pet-friendly rentals Dufferin County
- House rentals Ontario
- House rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Blue Mountain Village
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Distillery District
- Harbourfront Centre
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Exhibition Place
- Trinity Bellwoods Park
- Snow Valley Ski Resort
- Financial District
- Mount St. Louis Moonstone
- Wilfrid Laurier University
- Massey Hall
- Downsview Park
- Casa Loma
- Dufferin Grove Park




