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.

Family · Location · Nearby

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!

Value · Location · Hospitality

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.

Family · Location · View

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.

Family · Value · Indoor spaces

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.

Family · Location · River

"Country Escape" Guest Suite

Beautiful and well-equipped 2-bedroom guest suite in a peaceful rural setting. The guest suite is situated in a quiet country neighborhood, offering tranquility and a connection to nature. The proximity to many trails is a great bonus for outdoor enthusiasts. The proximity to essential amenities, shopping, grocery store, pharmacy, hospital, and restaurants in Orangeville, is a practical advantage. The 12-minute drive to these facilities ensures that guests have easy access to necessities.

Family · Value · Breakfast

The Oake Room: Modern Suite

The Oake Room - your premier destination for modern, professional living. Ideal for those visiting Honda, Alliston Hospital, or attending events at Nottawasaga Conference Centre, our 1-bedroom lower level suite is a haven of style and convenience. Our clean, quiet suite is specially designed with open-concept living space to create a comfortable home base while away, equipped with modern amenities, ideal for work or relaxation.

Family · Location · Access

Peaceful Farm Retreat in Small Town Beeton

Looking for a quiet escape from the city? Welcome to your cozy private escape in the countryside, tucked away in the peaceful town of Beeton. This private room is part of a peaceful private guest suite, giving you an apartment-like experience. You'll have access to a cozy living area, and a fully equipped kitchen! Making it a great choice for both short and extended stays. * please dont use the weights, or dryer/washer*

Location · Hospitality · Cleanliness

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.

Family · Location · View

Elba Haus | 63-Acre Private Retreat + Hot Tub

Elba Haus is your 63-acre private retreat in Mono, Ontario — designed for unforgettable group stays. Soak in the hot tub, gather around the fire, and explore private forest trails. Minutes to wineries, breweries, cideries, dining, and golf at TPC Toronto at Osprey Valley. Perfect for wedding weekends, retreats, and family getaways near Cambium Farms, Adamo Estate, Caledon Valley Estate, Erin Estate and more.

Location · Family · View

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.

Location · Family · Amenities

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.

Location · Family · View