Holiday rentals in Loretto

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.

Sunset Shores Lakehouse- Hot Tub, Wet Bar & Games

Welcome to Sunset Shores Lakehouse! Nestled in a tranquil bay on the shores of Lake Simcoe, this spacious family lake house is the perfect escape in all 4 seasons with many indoor and outdoor activities to enjoy! This peaceful waterfront retreat boasts 4 bedrooms + Wet Bar + Patio Oasis with lakeside Fire Pit + 6 person Hot Tub overlooking the lake and spectacular daily sunsets and sunrises you wont want to miss! Only 1 hour from Toronto and close to many Georgina attractions and adventures!

Spacious 4BR House | Golf • Spa • Private & Serene

Welcome to our Brand new and Beautifully Decorated 4BR and 3.5WR Colgan home - perfect for families and groups. ✓ Entire home to yourself – full privacy ✓ 4 spacious bedrooms + 3.5 washrooms ✓ Fully equipped kitchen for preparing meals ✓ Smart TV & High-Speed Wi-Fi ✓ High-quality Linens. Comfy Beds ✓ Open-concept layout with modern décor ✓ Safe neighbourhood. Easy access to highways ✓ Driving distance to Hockley Valley Ski Resort Book your stay with confidence and make unforgettable memories!

Hockley Riverside Cottage • Loft and Bunkie

Needing an unforgettable escape? This cozy cottage is nestled in nature along the Nottawasaga river and has large panel doors that fully open for picture worthy views & peaceful sounds of the river. A new incredible outdoor fire-pit with hanging egg chairs. A cozy indoor wood burning fireplace along with a comfy pull out couch that has a projector above for the best movie nights. Heated floors if you aren't interested in maintaining a fire, fully equipped kitchen, Wi-fi, AC and washer/dryer.

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!

Lakefront | Hot Tub, Private Dock & Sandy Beach

Luxury lakefront cottage on Lake Simcoe with a rare shallow sandy-bottom shoreline, private dock, and hot tub—perfect for swimming and family fun. Enjoy breathtaking sunsets, kayaking, paddleboarding, fishing, BBQs, and a fire pit. Ideal for family vacations, holiday getaways, and group retreats near Toronto, minutes from Hwy 404. Features 6 bedrooms, 4 bathrooms, a fully equipped kitchen, and an open-concept living area. Private, peaceful, and perfect for unforgettable memories year-round.

Character-filled farm guest house on 8 acres

Chickens and pigs and ducks, oh my! A unique experience on a hobby farm surrounded by nature. Built on the original stone foundation of an 1800's milk-house, exposed beam and stone walls are complimented by modern amenities. Cathedral ceiling and large windows add light and airiness. Experience hiking and snowshoe trails on 400 acres of wooded conservation at your doorstep. Cozy up in the evening with the warmth of a gas fireplace and enjoy a night in with your favourite streaming services.

The Loft

This memorable place is located on a beautiful Thoroughbred Horse Farm. We are 5 minutes to the Caledon Equestrian Horse Show Grounds in Palgrave. We are also only 35-40 minutes to Woodbine Race Track and the New Great Canadian Casino as well as Pearson Int'l Airport. Over 300 acres of hiking trails just down the road. We are also just a short drive (15 mins) to Hockley Valley resort and the beautiful Adamo Estate Winery.

High Crest Hideaway

Come and enjoy the peace and quiet of the countryside. Disengage and take time out to reset and recharge. Tour around small town Ontario and enjoy the beautiful views the Mulmur Hills provide. Biking, hiking, skiing and outdoor activities all within minutes of the cabin. Wake up to the sound of birds, spend the day as you wish and end it with a bonfire at the firepit. Rest and relaxation are on the agenda.

3 separate sleeping rooms on 23-acre horse farm

Self-contained lower unit on a 23-acre horse farm. Sleeps 6; fully equipped kitchen, laundry facilities, separate entrance, internet, TV streaming. One full bathroom, outdoor sitting area, parking for 2 vehicles. Owner on premises. 15 minutes east of Orangeville. 10 minutes to Palgrave. 15 minutes to Hockley Valley Resort and 30 minutes to Mansfield. Minimum 2 nights. Discount for the week.

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.

Pond View Gardens

Welcome to my peaceful, charming and central home in Tottenham. Only steps away from trails and a view of Tottenham Pond, I hope you will feel at home whether for the weekend or working during the week. Noteworthy Amenities: Shampoo/conditioner/body wash, a small selection of easy at home meals (ex. Coffee, tea, oatmeal, soup, lasagna, snacks), washer/dryer/laundry soap, WIFI