Skyline Setting

High above Fulton Market, this pair of apartments on the same floor combine concrete ceilings and loft-style living rooms with wraparound terrace views that stretch across the Chicago skyline. It's a great pick for groups who want shared moments and their own space in equal measure. A Sonos system, chef's kitchen, and some great communal amenities – pool, spa, golf simulator, and SoulCycle – mean there's little reason to rush out. Though when you do, Michelin-starred restaurants and rooftop bars are a four-minute walk from the front door.

Home truths:
* Your host operates several homes here, so the exact view, layout and furnishings might differ slightly from the photos. However, the overall quality should remain the same.
* This home combines two separate apartments on the same floor, so your group can spread out across both while staying connected. It works especially well for groups who want shared social time but private sleeping arrangements.
* If you're travelling with little ones, your host can provide a cot on request – worth flagging ahead of your stay.
* You'll have access to the on-site pool, spa, gym, golf simulator, yoga deck, catering kitchen and social lounges, and library and business centre here. They're shared with the building's other residents, and some amenities may not be available year-round and may be subject to additional fees.