Jackson Hole
Spectacular views from this Jackson Hole vacation rental
Plentiful outdoor living space at Jackson Hole vacation rental
Jackson Hole vacation rental
Bright kitchen in Jackson Hole vacation rental
Jackson Hole vacation rental

Jackson Hole Vacation Rentals

Outpost Vacation Rentals

View The Collection

Teton Retreat

4
5
12

Shooting Star Lodge 7

4
3.5
10

Granite Creek Escape

8
6.5
24

Granite Ridge Chateau

5
6.5
12

Under the Tram

4
5
8

Mountain Top Lodge

4
3.5
10

Mountain View Escape

4
8

Shooting Star Cabin 13

5
5
14

ABOUT

Outpost

Outpost

Jackson Hole Vacation Rentals

Annie's rental homes offer a great mix of comfort, luxury, and convenience for your stay in Jackson Hole. Book a stay in a large chateau with views of the Teton Mountains or a cozy ski-in/ski-out home with a yard filled with fresh powder. Each property in the Outpost portfolio promises high-end finishes and luxurious amenities. Staying in a modern chalet or custom log cabin nestled in peaceful resort communities will enhance your stay in Jackson Hole.

Step into spacious great rooms featuring cathedral ceilings, where you can relax on plush sofas by a cozy wood-burning fireplace while floor-to-ceiling windows showcase stunning mountain views. The large primary suites are designed to be comfortable places for relaxation. They feature stone fireplaces, handcrafted log furniture, steam showers, soaking tubs, and heated floors. Families will feel welcome, as there are kid-friendly rooms with bean bag chairs, games, road rugs, and custom-built bunk beds, helping young ones feel at home.

In addition to their spacious layouts, each home in Annie’s collection comes equipped with premium amenities that bring an extra layer of indulgence to your stay. Fireplaces in bedroom suites, gourmet kitchens with high-end appliances, wet and dry bars, custom ski storage, heated mudrooms, and private hot tubs overlooking sweeping mountain and valley views meet every guest’s needs. Thoughtfully designed details elevate your experience, whether you’re enjoying a family vacation or a romantic retreat.

Some homes offer outdoor kitchens and private patios, perfect for immersing yourself in nature. Additional features like Sonos sound systems, media rooms, billiards tables, saunas, and heated garages elevate your stay. On-property hiking trails and exercise rooms cater to the active traveler.

Beyond the comforts of your luxury retreat, exploring the area is a memorable experience. Take a walk to Teton Village or visit the nearby town of Jackson. In Jackson, you can see Snow King Mountain, the National Elk Refuge, and the famous Town Square.

For outdoor enthusiasts, Yellowstone National Park is a less than 3-hour drive away, offering endless adventures and natural wonders. Whether you’re seeking the thrill of skiing or the serenity of nature, your stay with Outpost promises the perfect balance of relaxation and exploration. This collection of Jackson Hole lodging is conveniently reached via the Jackson Hole Airport.

Annie Jackson

Annie Jackson

Managing Director

Favorite Restaurants

King Sushi, Snake River Grill

Favorite Bar

Million Dollar Cowboy Bar

Favorite Coffee

Snake River Roasting Company

Favorite Places to Shop

Habits, Mountain Dandy

Favorite Hike

Table Mountain

Favorite Things to Do in Jackson Hole

Skiing, trail running, and summer days spent on the Snake River

About Annie Jackson

Annie Jackson, as the Managing Director of Outpost, leads a passionate, locally-based team focused on delivering unparalleled service and attention to guests and homeowners. Outpost focuses on employee well-being and professional growth. This creates a motivated team that is eager to go the extra mile in every interaction. Jackson Hole recognizes Outpost as its premier vacation rental company for its dedication to excellence and reliability.

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