Outpost Jackson Hole

Vacation Rentals in Jackson Hole

Mariah Flores

Best Personalized Experiences in Wyoming

Our innovative and welcoming team helps guests craft the best, personalized experiences for their Old West getaways. It’s truly no wonder that locals and tourists alike voted us gold in Best Property Management Company of JH in 2019, 2020, 2021, and 2022.  Let’s take a peek at some of Outpost’s exceptional personalized experiences and insider travel tips that make us the go-to for Jackson Hole, Wyoming vacations! 

A tour group in Wyoming

Treat yourself

Stay Outfitted with outdoor rentals, baby gear, florals, liquor, and so much more. All items are conveniently delivered pre-arrival. This personalized service is available exclusively to our guests and homeowners. Provisions, a sister company to Outpost, combines convenience and comfort all in one place. Guests have the option to book private chef dinners ($1000 minimum with advance notice), giving you a stress-free, relaxing and memorable food experience in the comfort of your rental. 

Delicious dining

Jackson Hole, Wyoming, is home to some exceptional restaurants. Be sure to make reservations! We don’t make them for you, but here are our recommendations for local dining: 

Activities abound in the valley! 

Again, we highly recommend you make reservations in advance. You and yours will undoubtedly have the best recreational experiences in all of Wyoming if you follow our insider’s list below: 

No reservations needed here

*For the outdoor enthusiast searching for something more off-the-beaten-path, this is a great hike in the Gros Ventre Mountains. Be sure to take a high clearance SUV as the road is rugged. Trust us, the views of the Tetons are well worth it! 

 

Jackson Hole Mountain Resort 

Guests love the newly expanded bike park, filled with trails for all experience levels. After a ride around the bike park, ride the tram or catch a gondola to Piste Mountain Bistro.  

Seeking some mindfulness? Enjoy yoga on the deck and salute the sun with expansive views over the Teton Valley! 

Get excited for spectacular views and adventures. You’ll make cherished memories for years to come. 

Shop Local: Support Local Business in Jackson Hole, WY

Can we let you in on a little secret? Believe it or not, there’s more to Jackson Hole than skiing. (Shocker, we know!) With a number of superb local businesses that cater to any and all shopping needs, no trip to Jackson Hole is complete without a local shopping spree. You heard it from us, it’s time to treat yourself! 

Begin your Jackson Hole shopping journey in historic Town Square and work your way up to the charming Teton Village. With our guided suggestions under your belt, that prickling itch to do some shopping will be scratched. Follow Outpost, and you’ll be shopping like a local in no time! 

Open sign at a local Jackson Hole shop

For The Best Local Souvenirs by Town: 

Town of Jackson

We love stopping by MADE for their artisanal handmade pieces, then heading over to their carefully curated Mountain Dandy on Pearl St., where shop collections boast a vintage masculine aesthetic. These two town favorites will add character to your Jackson Hole souvenir game. 

Teton Village

The G Store is your one-stop-shop for magnets, chains, keyrings, and more. Make sure to pick up an eclectic Provisions donut while you’re in there! 

Wilson

The talented team behind MADE and Mountain Dandy extends their community reach with M in Wilson. Grab a few eccentric stationery sets, custom totes, and tasteful home goods. 

For Outdoor Apparel: 

Get ready to take a shopping (and walking) tour of Jackson while visiting our favorite outfitters for outdoor apparel and gear. JD Highcountry and Skinny Skis have your skiing, hiking, and other recreational needs covered! No spree in town is complete without a stop at Stio, Jackson’s very own outdoor clothing line. When a local spots that pine logo, you’ll be sure to receive a nod of credibility.

For New and Vintage Western Gear: 

We have a soft spot for boutiques filled with quality western gear! Unearth timeless pieces at Womenfolk, a sophisticated consignment store, and JW Bennett, the go-to place for wearable works of art—and hats. Be sure to take a stroll through the infamous Pendleton for a classic flannel or memorable blanket to bring home the colors and textures of the West. 

For Your Boutique Needs

In search of something less western? Some boutiques we’ve fallen for include Altitude, Rodeo, and Roam. You’ll also find various shops, like Terra, sprinkled throughout downtown Jackson, Wilson, and Teton Village that are sure to fill your bag with fashion-forward items.

For Good Reads: 

Valley Bookstore is teeming with books about the area and from local authors, as well as a wide range of classics and new releases. Peel back the crisp cover of your new read after brunch at Cafe Genevieve right across the road! If you find yourself in Wilson, browse through Wilson Book Gallery while grabbing a coffee from Persephone Wesbank just next door. 

It can be difficult heading home after an enjoyable vacation, but this is your opportunity to take a piece of your Jackson Hole adventure back with you – you’ll leave these exceptional stores with bags (and hearts) full of unique goodies. Experience the last of the Old West your way – your mountain getaway awaits. Now, remember, this is our little secret (which we encourage you to readily share)!