Umbria, October and November

Autumn in Umbria, from a villa among the olives

Few places celebrate the harvest like Umbria. In the Montefalco hills the Sagrantino grapes are picked, the olive groves between Assisi and Spoleto are stripped by hand and the mills run late into the night, and the truffle season begins: black truffles in the woods of the Valnerina and prized white truffles in the upper Tiber valley and around Gubbio.

The houses below sit inside that landscape. An Umbrian farmhouse among ancient olive trees and lavender has a saltwater pool looking down the valley. An 11th century castle near Perugia, with its own restored church, overlooks vineyards and olive groves, and a medieval castle above Gubbio stands within 500 hectares of parkland, well placed for a morning in the woods with a truffle hunter.

At a glance

  • 26 private villas
  • From 3 to 18 bedrooms
  • Up to 28 guests in one villa
  • 26 with a private pool
  • 7 with a cook or staff
  • Availability and price on request, reply within one working day
Truffles with a hunter

Trained dogs lead the search through oak and hazel woods. A morning with a truffle hunter, followed by a simple lunch, is the season's great outing.

Sagrantino di Montefalco

Umbria's most celebrated red is made from a local grape grown around Montefalco, a hilltop town with views across the Spoleto valley.

Olive oil from Trevi

The slopes between Assisi and Spoleto are among Italy's finest olive country. Many mills welcome visitors while the new oil is pressed.

26 villas

Choose your villa

Add up to five villas to your list and send one request with your dates: we confirm availability and price with each owner.

Show all 26 villas

Positions are approximate: the exact address is shared once your stay is confirmed.

Good to know

Questions before you choose

When is truffle season in Umbria?

White truffles are found mainly in October and November, and black truffles from late autumn through the winter. Availability depends on the weather each year.

Can we still swim in October?

Early October can be warm, and outdoor pools usually stay open until the end of the month. Some houses also have heated indoor pools for cooler days.

How quickly do you reply to enquiries?

Within one working day. Include up to five villas in your request, and we will confirm availability and price with each owner before we write back.