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Trailstead Stays

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Snowbird and long winter stays in Scottsdale

You want to sit out a northern winter somewhere warm, with room for family to visit.

Why a house beats a room for a long stay

A month somewhere is a different problem from a weekend. You need a kitchen you would genuinely cook in, laundry, parking, and space for the people who come and go over the course of the stay.

Both Scottsdale homes are set up for that: five bedrooms each, private outdoor space, and enough gathering room that visiting family does not need a hotel.

Timing and booking

The cool season is the busiest of the year here, and long stays are usually reserved months out. Extended-stay pricing, minimum stays and monthly discounts, where they exist, are set on each home's official booking page.

If you are coming from Canada or overseas, confirm your entry requirements and the length of stay you are permitted with the official government source for your situation, well before you book non-refundable travel.

Living here rather than visiting

Groceries, medical care, gyms and golf are all ordinary errands in this part of the metro, which is what makes a long stay comfortable. Sky Harbor makes visits from home easy to arrange.

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.