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Trailstead Stays
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Book direct on our Guesty booking portal: no Airbnb or VRBO service fees + 5% off.
The Sunkiss — family sitting around a modern fire pit on an outdoor patio at dusk

Trailstead Stays

Corporate Retreat and Team Offsite Houses in Scottsdale and Montana

A private house can give an overnight team one place to regroup, share meals and unwind. Match the sleeping layout to your team and confirm work requirements with the host before committing.

Book The Sunkiss(opens the The Sunkiss booking page in a new tab)Book direct on our Guesty booking portal: no Airbnb or VRBO service fees + 5% off.Book The Scottsdale Social(opens the The Scottsdale Social booking page in a new tab)Book direct on our Guesty booking portal: no Airbnb or VRBO service fees + 5% off.Book The Evergreen(opens the The Evergreen booking page in a new tab)Book direct on our Guesty booking portal: no Airbnb or VRBO service fees + 5% off.Book The Tamarack(opens the The Tamarack booking page in a new tab)Book direct on our Guesty booking portal: no Airbnb or VRBO service fees + 5% off.

Why a private house

Shared living space keeps informal conversations and meals together rather than spread across hotel rooms. It is still residential lodging, not a conference facility: confirm whether your intended use fits the home's rules and reserve a separate venue for larger meetings.

  • Assign beds based on colleagues' privacy needs, not maximum occupancy alone.
  • Confirm Wi-Fi connection details, workspace, outlets and video-call requirements directly with each home.
  • Arrange meeting equipment and outside venues independently; none are promised with the stay.

Sample Scottsdale agenda

A suggested plan, not an included package.

  • Arrival evening: settle in and share a team dinner.
  • Morning: focused work at a separately arranged meeting space.
  • Afternoon: an optional golf outing or a small-group town visit, arranged independently.
  • Evening: regroup for dinner and relaxed games within the house rules.

Sample Flathead Valley agenda

Keep outdoor plans seasonal and conditions permitting.

  • Arrival evening: introductions and a shared meal.
  • Morning: a planning session at a separately arranged meeting venue.
  • Afternoon: a town outing or suitable outdoor activity, with a weather backup.
  • Evening: dinner and downtime at the home; leave the next morning flexible for departures.

Choose your group home

Review the individual sleeping layout and house rules, then continue to that home's official booking calendar.

Questions before you book

Is Wi-Fi guaranteed for video meetings?
No performance guarantee is made here. Confirm current connection details and the workspace setup with the home's host before booking a work-focused stay.
Does sleeps 18 mean 18 separate beds?
No. The Scottsdale Social has 5 bedrooms and 9 beds for up to 18 guests. The Sunkiss has 5 bedrooms and 8 beds for up to 16. Review all sleeping layouts and colleagues' room-sharing preferences.
Can we hold an event at the house?
These are residential homes for overnight stays, not event venues. See each home's house rules before booking and arrange celebrations or larger meetings at a separate venue.