Outpost

Outpost

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Browse and reserve both vacation rentals and all of the activities Jackson Hole has to offer, all from your desktop or mobile phone.

Born right here in Jackson Hole, Wyoming, Outpost is a team of locals who are passionate about life in Jackson Hole and sharing it with others. We offer vacation rentals for those visiting the area and property management services for local homeowners when they are out of town.

05/26/2026

Grizzly sightings become a lot more common around Jackson Hole this time of year. After months of hibernation, bears spend late spring and early summer roaming the valley in search of food, often near rivers, sage flats, and open meadows like this.⁠

A few wild facts:⁠
• Grizzlies can run up to 35 mph⁠
• Their sense of smell is strong enough to detect food from miles away⁠
• Male grizzlies can roam territories spanning hundreds of square miles across the Greater Yellowstone Ecosystem⁠

One of the many reminders that in Wyoming, wildlife always has the right of way. 🐻⁠

Photos from Outpost's post 05/22/2026

New to Outpost ✨ A coveted Teton Village location, just steps from the lifts at Jackson Hole Mountain Resort, puts Crystal Springs 404 in the center of it all. Ski access, summer trails, après spots, restaurants, shops, and the energy of the Village are all right outside your door.

Inside, the home balances comfort with design: vaulted ceilings, expansive windows, two fireplaces, a private patio with mountain views, and central A/C, a rare amenity in Jackson Hole.

Now booking summer and winter stays with Outpost!

05/19/2026

The real ones know the right hike and the right view can make any smushed sandwich taste like Michelin-star cuisine. 🥪⛰️

Luckily Grand Teton National Park is full of good views. Plan your Jackson Hole Vacation today.

Photos from Outpost's post 05/15/2026

Featured in Vogue as one of the best North American rentals for ski trips, but just as good come summer. ☀️🏔️⁠

Cottonwood 522 has become a bit of a Jackson Hole favorite thanks to its beautifully designed interiors, cozy fireplace, Aspens location, and easy access to everything from Grand Teton National Park to Jackson Hole Mountain Resort. Summer dates are already filling quickly, and winter availability won’t last long either.⁠

If this one’s been on your list, consider this your sign to lock it in before the calendar disappears.⁠

Find your Jackson Hole base with Outpost.⁠

Photos from Outpost's post 04/30/2026

If you thought May in Jackson was quiet, think again.

Old West Days is back for its 45th year, celebrating Jackson’s cowboy heritage, Western culture, and ranching roots with events all week long. It’s one of those traditions that really defines this place.

And to kick off summer, Million Dollar Music Fest takes over Town Square with a free concert headlined by Hudson Westbrook, with Avery Anna and Neal McCoy. It’s one of the most fun nights of the season.

We pulled together a few key events happening throughout the month to help you plan your time here. Save this for your trip, and if you’re thinking about visiting, now is a good time to book your stay.

Photos from Outpost's post 04/09/2026

We are beyond grateful that this year’s Best of Jackson Hole results brought some incredible news across The Outpost Group family, and we couldn’t let it pass without celebrating with the community that made it happen.

As a thank you, we’re offering FREE coffee and espresso drinks at Snake River Roasting Co. Cafe all day Wednesday, April 15. We’d love to welcome you in to celebrate and enjoy one on us.

We’re so proud of our entire team:
Snake River Roasting Co. — Gold, Best Coffee Shop
Provisions — Gold, Best Caterer | Clark Myers — Silver, Best Chef
Outpost — Gold, Best Property Management Company
O2 Cleaning — Gold, Best Cleaning Company

While Terrain didn’t take home the top spot for Best Landscaping Company this year, we’re heading into the season excited to create beautiful spaces and more committed than ever to earning that recognition in BOJH 2027. The best is still to come!

Want your business to be the top-listed Transport Service in Jackson?
Click here to claim your Sponsored Listing.

Telephone

Address


160 E Broadway
Jackson, WY
83001