Girdwood

The best adventures are the ones you get to recover from well. That belief is the whole idea behind Casago Alaska Retreats — premium homes across Girdwood, Anchorage, and the surrounding Chugach region, looked after by a team that treats the end of your day as carefully as you planned the start of it. Where the trail ends, comfort begins.

Founder Tim Bottomley came to this the way many people come to Alaska: by visiting, and then not being able to stop thinking about it. After years of building and leading large-scale customer and partnership operations, he saw a chance to do something more personal — a hospitality company built on real local knowledge, honest homeowner relationships, and stays that feel cared for rather than processed.

On the ground in Alaska, that work belongs to General Manager Jammie Trotter. A Girdwood hospitality veteran, Jammie knows the valley the way only a local can: the roads in February, the trailheads worth the walk, the difference a well-prepared home makes after a long day out. She leads a team that lives and works in the communities we serve — which is why guests reach real people who know the area, not a call center in another time zone.

We keep our approach deliberately personal: responsive when you need us, attentive to detail, and genuinely invested in the places we operate in. What we enjoy most is watching a guest experience Alaska the way it’s meant to be experienced — a morning under the Chugach, a long summer evening in the midnight sun, fresh powder at Alyeska — and then come home to somewhere that feels looked after just for them.