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Spectacular Estate Pristine 100 Acres Private Lake

Unveil the beauty of our stunning home, where modern elegance graces a private 100-acre estate. Ideally located, you're just minutes from local attractions and essentials—including Westside Market Village (7 mins), Caledon Village Plaza (9 mins) and Orangeville Square (11 mins). Enjoy nature with Island Lake Conservation Area (12 mins) and Upper Credit Conservation Area just a 5-minute walk away. With parks, trails, shops, and dining all nearby, convenience meets tranquility in every direction.

Reid's Ridge Loft Upper Flat

The loft accommodation Is on the second level of our beautiful enchanted Cape Cod home. It has a We are surrounded by lush spaces, and Beautiful English gardens. Our Blue Lagoon is amazing with a variety of gorgeous Koi fish, for fish gazing. This is a gorgeous place to swim and paddle boat! We are minutes from Shelburne on a paved road and drive. The Pinnacle, a 360 degree hike is minutes away to take y Please be our guest for one of your best stays yet!main loft area and a master bead tri

Rustic Cabin on Private Pond

Our Rustic Beach House is simply furnished and set on you very own private pond with a private beach. It has electricity, does not have plumbing. Fresh drinking water is supplied. Bathroom is a clean, private outhouse and you have access to our guest shower facility on premises from 6-9 am/pm daily. As your Bed and Breakfast host we will personally greet you and check you in and always remain on property while offering you privacy. We are designed for a quiet, peaceful rustic getaway.

Sheriff Family Cottage

Escape to our 4-bedroom cottage in Amaranth, Ontario, set on 10 acres of secluded bliss. Accommodating up to 12 guests, it's perfect for families or a tranquil getaway with friends. The backyard features a pond, BBQ, swing and ample space for outdoor activities. Enjoy the serenity of nature while being just a short drive from local attractions. Unwind under the stars by the fire pit or relax on the deck. This private retreat offers a perfect blend of modern comfort and rustic charm.

Spacious Basement Guest Suite

Welcome to Orangeville and to my lovely basement suite! Conveniently located walking distance to Island Lake Conservation Area (1 km) and downtown Orangeville (2 km) shopping, dining, business. Tons of hiking & outdoor adventures close by: Hockley Valley is 10 minutes away, Mono Cliffs Provincial Park, Monora Park...all just 5-10 minutes away. Headwaters Hospital is a 5-minute walk (perfect for doctors & pharmacists doing rotations), and the Ontario Fire Academy is a 5-minute drive.

The Manager's Cabin, RockHill Park

Experience this amazing historical RockHill Park, just a short 1 hour drive north of Toronto. Feel like you are away at a secluded destination in nature once you are tucked in our 122 acre property. The "Manager's Cabin" has hydro, which offers beautiful modern lighting, Kuerig coffee machine, and a good size small fridge. Have fun with all the outdoor activities enjoying the natural clear spring fed water, beach, and the amazing section of Bruce Trail adjacent to our property.

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

Welcome to my spacious riverfront retreat, perfect for up to 10 guests! This 5-bedroom, 3-bathroom home features 4 queen beds, 1 king bed, and a bathtub. Enjoy outdoor dining on the beautiful deck with a firetable, BBQ grill, and over 1000 ft of river frontage on 72 acres. Inside, you'll find a Smart TV, thermostat, washer/dryer, and ample parking with 6+ spots. Garbage bins are located in the garage for your convenience. Relax and unwind in this serene and well-equipped getaway

Walk to Downtown Orangeville | Free Parking & Game

Welcome to your perfect Orangeville getaway! This stylish 3-bedroom, 3-bath home is literally steps away from Downtown Orangeville’s best cafés, restaurants, shops, and local attractions. Family-friendly and designed for comfort, enjoy free parking, Smart TV, board games, a cozy coffee station and a fun popcorn machine for movie nights. Whether you’re here to relax, explore, or spend time with loved ones, this home offers the perfect mix of convenience, comfort, and location.

Country Oasis - 5 private acres with hot tub

Escape to the country and unwind. Just 1.5 hours from the city, this luxurious chalet sleeps up to 12 and offers a hiking loop, a 1-acre swimming pond, volleyball, ping pong, a trampoline. (Or work with ease thanks to high-speed wifi.) With ski clubs, Bruce Trail hiking, cycling, and snowmobile routes right outside the door, boredom is not an option. Venture up to Collingwood, hop down to Hockley Valley, or just soak up the tranquility from the hot tub.

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.

Stunning Family Retreat, 1hr from TO, Sleeps 15

Nestled in Mono, this serene 5-star retreat estate is a guest favourite, just under an hour from Toronto, and accommodates 15. It is only 10 minutes from Hockley Valley Ski Resort and features private access to Island Lake for snowshoeing and skating. Enjoy Beautiful Summer days by the pool in a setting where luxury blends with comfort, creating the perfect backdrop for relaxation and feeling right at home.

Fabulous Family Retreat, 1hr from TO, Sleeps 8

Just 10 minutes to Hockley Valley Ski Resort. Located in the heart of Ontario's Headwaters region, this stunning estate home boasts 4 bedrooms and 4 bathrooms. Walk out the front door to a private path to the Island Lake Conservation which offers snowshoeing, trail walks or skating on the lake. Enjoy a luxurious stay with a home built for welcoming guests and making everyone feel at home.