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Trailstead Stays
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Trailstead Stays videos

Short videos of the four homes and the trips they suit. Each one links to the home it shows; dates, guest limits and house rules are confirmed on each home's booking page.

Scottsdale

Scottsdale With a Group: Old Town, Camelback, Desert Golf, Cave Creek, Sedona

Where a group spends a Scottsdale weekend: Old Town, Camelback's Echo Canyon trail, desert golf around Pinnacle Peak, Cave Creek and a Sedona day trip.

See The Scottsdale SocialSee The Sunkiss

Scottsdale Vacation Home with a Private Pickleball Court | The Sunkiss

The Sunkiss has its own on-site pickleball court, a private pool with optional pool heat, a hot tub, putting green and yard games, and sleeps up to 16.

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Plan the cooler-season details at The Scottsdale Social

Cooler-season planning at The Scottsdale Social: the hot tub for desert evenings, and asking about optional pool heating and its terms before booking.

Licensed AI narration.

See The Scottsdale Social

Putting green at The Scottsdale Social

Warm up on The Scottsdale Social's putting green before a round, then come back for a friendly rematch.

Licensed AI narration.

See The Scottsdale Social

Desert Day to Scottsdale Night | The Sunkiss

From Arizona sunshine to an evening at home: The Sunkiss is a private Scottsdale base with a pool, hot tub, games and outdoor space for the whole group.

The home and amenities shown are the actual property. Sky and lighting are digitally enhanced.

See The Sunkiss

Scottsdale Desert Sky | The Scottsdale Social

From desert light to a private backyard resort: The Scottsdale Social's pool, hot tub and permanent snookball court make the house part of the trip.

The home and amenities shown are the actual property. Sky and lighting are digitally enhanced.

See The Scottsdale Social

Flathead Valley

Where to Stay on Flathead Lake for a Group of 10 | Somers + Lakeside, Montana

Where to base a group of 10 on Flathead Lake: The Evergreen in Somers and The Tamarack in Lakeside each sleep up to 10, with a private hot tub and sauna at both.

See The EvergreenSee The Tamarack

Start with the sleeping spaces at The Evergreen

A look at The Evergreen's bedroom layouts before you check the current house details and booking limits for your group.

Licensed AI narration.

See The Evergreen

Explore The Tamarack before your next Montana trip

Explore The Tamarack's layout and flexible sleeping arrangements before choosing your Montana home base; the booking's guest limit always applies.

Documentary-enhanced property photography. Licensed AI narration.

See The Tamarack

Kids playroom and climbing wall at The Tamarack | Lakeside, Montana

An indoor backup plan for a Flathead Valley family trip: The Tamarack's kids' playroom and climbing wall.

Licensed AI narration.

See The Tamarack

Winter at The Tamarack | Lakeside, Montana

A Montana winter stay at The Tamarack: snow outside, space for the group, and a private hot tub and sauna back at the house.

Seasonal visualization created from the actual property; snow and seasonal conditions are digitally enhanced.

See The Tamarack

Spring at The Evergreen | Flathead Valley Stay

Spring brings longer days back to the Flathead Valley; The Evergreen is a six-bedroom base with a private hot tub, sauna, game room and speakeasy.

Seasonal visualization created from the actual property; foliage and seasonal conditions are digitally enhanced.

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The Tamarack Lakeside Montana group stay with hot tub and sauna

Bring the gear and keep arrival simple: The Tamarack is a practical Lakeside base with room for shared time, a hot tub and sauna.

See The Tamarack

The Evergreen Montana group stay near Flathead Lake

Some trips need room to slow down: The Evergreen is a comfortable Montana base with a covered deck, hot tub and room to linger.

See The Evergreen