Which homes can I compare for a group stay?

Compare The Tamarack in Lakeside and The Evergreen in Somers, Montana, or The Sunkiss and The Scottsdale Social in Scottsdale, Arizona. Each home has its own guest capacity and booking calendar.

Can we stay together for a wedding weekend?

The homes are places to stay together, not event venues. Plan celebrations at their own venues and see each home's house rules before booking.

What should we check before booking a reunion or friend trip?

Confirm your dates and total guest count on the home's booking page, and see each home's house rules before booking.

Can we book two homes for one trip?

Yes, you can plan a trip with two homes. Each requires a separate reservation and has its own calendar, guest limit and booking terms. Check each home individually.

Trailstead Stays

Group stays

Wedding weekends, family reunions and relaxed friend trips. Four whole homes in Montana and Scottsdale, with space to stay together—not party venues.

Find a home for your people

Choose a region and compare each home's existing guest capacity. See each home's house rules before booking.

Scottsdale, Arizona

The Sunkiss

Sleeping arrangements for 16

Five bedrooms with sleeping arrangements for 16. Final guest limits are confirmed on the booking calendar.

Groups & wedding weekendsBook direct: no OTA service fees + 5% off.Check dates & book directBook direct: no OTA service fees + 5% off.

Scottsdale, Arizona

The Scottsdale Social

Sleeping arrangements for up to 18

Five bedrooms and nine beds, with sleeping arrangements for up to 18. Final guest limits are confirmed on the booking calendar.

Groups & wedding weekendsBook direct: no OTA service fees + 5% off.Check dates & book directBook direct: no OTA service fees + 5% off.

Somers, Montana

The Evergreen

Sleeping arrangements for 14+

Six bedrooms with sleeping arrangements for 14+. Final guest limits are confirmed on the booking calendar.

Groups & wedding weekendsBook direct: no OTA service fees + 5% off.Check dates & book directBook direct: no OTA service fees + 5% off.

Lakeside, Montana

The Tamarack

Sleeping arrangements for 16+

Six bedrooms with sleeping arrangements for 16+. Final guest limits are confirmed on the booking calendar.

Groups & wedding weekendsBook direct: no OTA service fees + 5% off.Check dates & book directBook direct: no OTA service fees + 5% off.

Group stay questions

Which homes can I compare for a group stay?: Compare The Tamarack in Lakeside and The Evergreen in Somers, Montana, or The Sunkiss and The Scottsdale Social in Scottsdale, Arizona. Each home has its own guest capacity and booking calendar.
Can we stay together for a wedding weekend?: The homes are places to stay together, not event venues. Plan celebrations at their own venues and see each home's house rules before booking.
What should we check before booking a reunion or friend trip?: Confirm your dates and total guest count on the home's booking page, and see each home's house rules before booking.
Can we book two homes for one trip?: Yes, you can plan a trip with two homes. Each requires a separate reservation and has its own calendar, guest limit and booking terms. Check each home individually.