Alquileres vacacionales para familias en Caledon

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.

HotTub & Pool Getaway - Headwaters Retreat

Escape to our rustic-modern Queen Suite, perfect for your getaway. Relax in the private hot tub right outside your door, unwind by the fireplace & enjoy Netflix & Amazon TV. This cozy retreat features a private entrance, ensuite bathroom, and a second bedroom with twin beds. Steps from scenic hiking trails, minutes from the town center, your stay is ideal for outdoor adventures, wine tours, weddings, work trips or just quiet escape away. Book now for your ultimate getaway in comfort and nature!

Country Cabin Escape | King Bed | Pet Friendly

Tucked away on our peaceful family farm, this private retreat offers tranquility and comfort—while not secluded in the woods, it provides a true countryside experience. ✨ Full kitchen 🔥 Wood fire pit 🔥Propane BBQ 📶 WiFi + 40” Smart TV 🚿 Cozy 3-piece bathroom 🧺 Laundry access 🌲 Scenic walking trails Located near our farmhouse, Country Suite, and Event Barn, the cabin remains fully private with blinds for added comfort. We look forward to welcoming you for a restful and memorable stay!

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!

Cosy Updated Lakefront Cottage

Enjoy 150 feet of lakefront just outside the city limits. This fully remodeled cottage has fun for all to enjoy. There are kayaks, a canoe and a paddle boat for those that live on the water. We also have floaties if you just want to lounge and relax by the water. In the winter months you can also bring your ice skates and enjoy skating on the lake and then coming inside for a hot drink by the propane fireplace. The 800 square feet of deck overlooks the water for all your needs.

Beautiful Studio Cottage • Urban Retreat Guelph

Experience an independent, private, sparkling clean studio close to downtown Guelph with full amenities. Located in a gorgeous tree-filled 200 ft backyard, this cozy urban cottage has a comfortable double bed with new mattress, gas fireplace, fully stocked kitchen, separate shower, 2-piece washroom, sleeping loft, and private back patio. Located in the heart of the Junction Village intentional community, guests can connect with others, or have a private retreat experience.

Charming Cozy Stay | Breakfast & Near Breweries

Settle into a clean, cozy, self-contained apartment with a private entrance in a charming century home. Start your morning with farm-fresh eggs and ready-to-bake croissants. The fully equipped kitchen includes essentials like oil and spices for easy home-cooked meals. Relax in your private courtyard or unwind by the electric fireplace. Just a 2-minute walk to great breweries and a coffee shop, and a 15-minute walk (or 4-minute drive) to downtown.

3BR on Lake Simcoe | Gorgeous Views 1hr From City

Escape the city and unwind at our charming three-bedroom bungalow on Lake Simcoe, just one hour north of Toronto. With 129 feet of private lakefront, you’ll wake up to breathtaking sunrises and stunning water views, making it the perfect all-season getaway. 🌅 Unmatched Lakefront Views 🏖️ Private & Peaceful 🏊 Shallow, Swimmable Waters 🏞️ Spacious Outdoor Area 🎣 Cozy Year-Round Escape 🚗 Easy Access – Just a one-hour drive from Toronto

Waterpark Acres

Waterpark Acres offers a unique country experience to relax with spectacular views from the balcony. You have complete privacy in this separate building. No other rooms are rented out while you are here. See farm animals ( horses, llama's, dogs, sheep, pheasants and other birds. Also some out of the ordinary animals including kangaroos, lemurs, kinkajou's, parrots etc. ) Please note : WEDDING EVENTS are not hosted on this property