Large Holiday Houses in Umbria

Tucked in the green heart of central Italy, Umbria is a landlocked region known for its medieval hill towns, deep forests, and winding valleys. It’s quieter than neighboring Tuscany, but no less rich in history or character. The towns of Assisi, Perugia, Spoleto, and Orvieto are packed with Roman ruins, Renaissance art, and intact historic centers. The local culture revolves around food and festivals—truffle fairs in Norcia, jazz in Perugia each July, and religious processions in Assisi. Olive groves, vineyards, and chestnut woods stretch across the countryside, with Lake Trasimeno offering a freshwater escape.

Umbria works especially well for family groups looking to spread out across multiple rooms or properties, groups of couples wanting a slower pace in an atmospheric setting, and multigenerational getaways. It’s also suited to retreats—whether creative, spiritual, or wellness-based—and remote work teams that want to meet in a private, quiet place with room to collaborate.

Stay here to experience Etruscan tombs in Perugia, climb the fortress walls in Spoleto, and see Giotto frescoes in Assisi without the crowds found in more trafficked regions. Hike the trails of Monti Sibillini National Park, take wine tours in Montefalco, or boat out to one of the islands on Lake Trasimeno. Many rentals here are former farmhouses or monasteries set on private land, with space for large groups to relax poolside, cook together, and enjoy wide views of rolling hills from stone terraces.