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Trailstead Stays

Guide

A practical Scottsdale golf-and-pickleball group itinerary

Everyone wants to play, but nobody wants to organise the day.

The shape of a workable day

Early tee time or court booking, a midday break at the house while it is hottest, then a second, lighter session late in the afternoon.

Book courses and courts directly with the venue. We do not hold tee times and we do not have preferred-vendor arrangements.

Last reviewed 2026-09-05 · Maintained by Trailstead Stays content team

Related stays

Homes mentioned in this guide

Scottsdale, Arizona

The Sunkiss

Serve. Swim. Stay awhile.

5 bedrooms · beds · 3 baths · 4.93 (58)

A Scottsdale home shaped around outdoor time. Four king bedrooms and a bunk room, a private pool and hot tub, and a sport court set up for pickleball and basketball. It suits groups who want to play during the day and stay in for a long evening together.

  • Golf and pickleball groups
  • Family and multigenerational trips
  • Cooler-season desert escapes

Sleeps 16+. Final guest limits are confirmed on the official booking page.

Scottsdale, Arizona

The Scottsdale Social

Made to play. Built to gather.

5 bedrooms · 9 beds · 3 baths · 4.91 (68)

The larger of the two Scottsdale houses, built around shared time. Five bedrooms and nine beds, a private backyard with pool, hot tub and putting green, and more than fifteen games for the evenings nobody wants to go out.

  • Group celebrations and reunions
  • Golf trips
  • Holiday gatherings

Sleeps up to 18. Final guest limits are confirmed on the official booking page.