House holiday rentals in Caledon

Hockley Valley - Jazzy Pines - 4 BR with Pool

Welcome to your private retreat in the heart of Hockley Valley! Nestled on 9 acres of rolling countryside, this unique two-story home offers breathtaking views, direct access to nature trails, and a perfect blend of rustic charm and modern comfort. The great room boasts floor-to-ceiling cathedral windows, flooding the space with natural light and offering panoramic views of the surrounding landscape. Step outside to your own oasis: a newly renovated pool, expansive deck, and landscaped grounds.

Place You Want To Stay at With Tons of Options ! !

Brand New, Modern & Open Concept Basement Unit With 9 ft Ceilings & Brand New LG Appliances, Located at Bathurst & King Street In Richmond Hill. Beautifully Decorated & Fully Furnished For Your convenience, Making it a Comfortable Stay - Min walk to Community Park With Playground For The Kids - Min Drive From Lake Wilcox & Bond Lake + Many Other Trails - Tons of Different Variety Of Restaurants - Grocery Stores - Multiple Gyms Close By - Coffee Shops - Public Transportation and Much More

Cozy newly renovated one bedroom apt

Bring the entire family to this wonderful location with plenty of space for relaxation. The Toronto Pearson International Airport is only 22 minutes away, and major highways are nearby. A family-friendly setting, side entrance, convenient location, and walking distance to SilverCity Cinemas, Metro Supermarket, TD Bank, CIBC Bank, and a number of restaurants (including MOntanas BBQ & Bar, Hakkalious, Brar's, and others), as well as a number of clothing stores, and many more establishments.

"Cottage Home On The River" 1 Bedroom

Welcome to Speed Island Trail! Nestled on 1 Acre property in a forested area that backs onto the Speed River. Enjoy Beautiful views all season long with large floor to ceiling windows and wildlife right outside your door. It is just like being out at the cottage. This beautiful one bedroom house is beautifully decorated, has a large kitchen and a breakfast bar. Enjoy the large sunroom and deck where you can sit back and relax. Added bonus the Chickadees eat right off your hand!

Stunning Luxury Estate - Your Memorable Retreat

Welcome to our awesome 4,000 Square Feet Estate in Caledon Countryside – Perfect for Large Groups ✓ Our 1-acre property ✓ 6 fully furnished bedrooms (and 5 washrooms!) ✓ A gourmet chef's kitchen + large butler/prep kitchenette ✓ 400 sq. foot balcony off the master bedroom ✓ Huge outdoor natural oasis in which to relax ✓ Safe neighbourhood and complete privacy ✓ High-quality linens ✓ A huge well-maintained backyard We welcome you to our Massive Estate in Caledon.

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

Caledon Place - Summer Booking Up Fast !

Renovated in 2024. Caledon Place sleeps 8+ for an extended family vacation retreat! Complete with modern decor, 4 bedrooms, a fully stocked kitchen, Xbox One and PS5 video game station for kids and adults, 500 square foot deck for summer lounging, available ethernet port, Wi-Fi throughout and a Tesla Universal EV charger avail for any type of EVs. The unit is the upstairs living space in a single detached home.

Charming Log Home - 25 private acres in Caledon

Our home sits on the rolling hills of Caledon East surrounded by a serine ambiance of pure peace and quiet. Just 45 minutes from the GTA where you can make memories w/family and friends. Take a walk though the trails, enjoy sitting by the pond, or enjoy skating or snow shoeing during the winter months. We welcome all our guest(s) to take a deep breath, inhale peace and exhale happiness.

The Coastal Cottage

Escape to our modern bohemian beachfront cottage for a serene and stylish getaway. Whether you're seeking a romantic retreat or a peaceful solo adventure, our little slice of paradise is the perfect backdrop for creating lasting memories. Book your stay today and start counting down the days until you wake up to the sound of crashing waves and breathtaking sunrises. t4yh7