While a log cabin might be what first comes to mind when you think of Jackson Hole, there are properties here that have a more urban vibe—they’re within walking distance of the Town Square, restaurants, and shopping and feature clean, open design with luxurious details. Think more pied-a-terre than place-by-the-river. Still though, this is Wyoming, so even our most urban properties have windows that frame the surrounding mountains, and it’s always possible to see a moose walking down the street. At the Penthouse on Glenwood, pictured here, you could spot that moose from your wrap-around, fourth-floor deck.

Pied a Terre on Pearl is two blocks from the Town Square, the area’s central shopping and dining district, and one block from locals-favorite Persephone Bakery & Café. But, because this is urban living Wyoming-style, hiking, biking, and skiing are also nearby. Snow King Mountain was the first ski resort in the state when it opened in 1938. Today it has an extensive summer trail network, and, in winter, 400 acres of skiable terrain. It’s six blocks away and framed by a wall of windows in this two-bedroom condo’s combined kitchen/living/dining room.
Several of Jackson Hole’s best restaurants, including Snake River Grill, Trio, Café Genevieve, and The Kitchen, are within a 5-minute walk from Pied a Terre on Pearl, but this condo’s professional-grade kitchen has mountain views. Prep work and doing dishes is never as much fun as when done looking out at a ski resort.
Inside, Villa at May Park 2 has a contemporary urban vibe. Outside, it’s one mile from Jackson’s Town Square and even closer to Bridger-Teton National Forest trailheads. Closest of all though is May Park, which is immediately adjacent and visible from a cozy dining nook.
Villa at May Park 2 is a modern design—see the steel beams in the ceiling?—but also very much Jackson Hole. A huge moose painting on silk by Nancy Dunlop Cawdrey, whose work is in the permanent collection of the National Museum of Wildlife Art, and also at Tulsa, Oklahoma’s Gilcrease Museum and Prescott, Arizona’s Phippen Museum, hangs above the fireplace in the open kitchen/dining/living area. An antique ceremonial vest from a Plains Indian tribe is also on display here. From a large deck off the upstairs loft you’re above neighboring houses and have unobstructed views of the Tetons.
Penthouse on Glenwood might be the most interesting urban property in the country. It’s three blocks from Jackson’s Town Square; immediately across the street is a 13,500-square-foot vertical greenhouse, Vertical Harvest, that annually grows as much produce on its 1/10 acre footprint as is grown on 10 acres farmed by traditional methods; Snow King Mountain Resort is six blocks away; and from the professional-grade kitchen you can see two mountain ranges through floor-to-ceiling windows. If there’s one property that showcases all that is unique about Jackson Hole, this three-bedroom penthouse is it.
Diverse architecture, back allies, and a density of homes makes East Jackson the valley’s most urban-feeling residential neighborhood. Villa at May Park 1 keeps this feeling going inside with high ceilings, exposed steel beams, and concrete floors. You know you’re in Jackson Hole though by looking out any of the windows—there are mountains in all directions.
Well-planned landscaping makes this deck at Villa at May Park 1, which is in Jackson’s most desirous residential neighborhood, a private oasis. Enjoy your morning coffee while listening to the creek that runs through May Park, watching locals tend their plot in a community garden, run, or practice Tai Chi, all while you’re hidden behind a copse of aspen trees. And when you’re ready to tackle the day, it’s only a 20-minute walk to downtown Jackson.