Last-minute stays near Galena & the Driftless, IL
83 places with check-ins between 2026-10-27 and 2026-10-28, priced from $80 to $801 a night. These are live prices from the last sweep, not a curated list — they move, and some sell out.
- Hot tub and fire pit in rolling hills$421/night$1,684 totalAirbnb
- Main Street views with dedicated parking$138/night$414 totalAirbnb
- Renovated unit 5 minutes from downtown$109/night$437 totalAirbnb
- Main Street views with dedicated parking$146/night$292 totalAirbnb
- Hot tub and fire pit in rolling hills$513/night$2,053 totalAirbnb
- Main Street views with dedicated parking$148/night$296 totalAirbnb
- Hot tub and fire pit in rolling hills$528/night$1,584 totalAirbnb
- Sauna, hot tub, and a fire pit$439/night$1,318 totalAirbnb
- 16-foot ceilings and a jacuzzi tub$227/night$909 totalAirbnb
- Wood-burning fireplace and a secluded deck$175/night$525 totalAirbnb
- Hot tub and fire pit in rolling hills$479/night$1,916 totalAirbnb
- Historic home across from Five Flags Center$146/night$291 totalAirbnb
- Vaulted ceilings and valley views in Galena$410/night$1,639 totalAirbnb
- Fireplace and deck with wooded views$148/night$296 totalAirbnb
- Wooded hilltop cottage with a fireplace$261/night$1,043 totalAirbnb
- Historic apartment overlooking Main Street$182/night$364 totalAirbnb
- Historic apartment overlooking Main Street$184/night$367 totalAirbnb
- Historic charm near the Riverwalk$99/night$296 totalAirbnb
- Historic apartment overlooking Main Street$179/night$536 totalAirbnb
- Historic Millwork District with free parking$80/night$241 totalAirbnb
- Renovated unit 5 minutes from downtown$102/night$406 totalAirbnb
- Historic Fenelon Place near the elevator$187/night$561 totalAirbnb
- Historic charm near the Riverwalk$104/night$414 totalAirbnb
- Jetted tub, fireplace, and a private deck$112/night$335 totalAirbnb
- Renovated unit 5 minutes from downtown$112/night$335 totalAirbnb
- Hot tub and lake views near Galena$394/night$1,575 totalAirbnb
- Theater, golf sim, and hot tub$801/night$3,204 totalAirbnb
- Walk to the Millwork District$115/night$344 totalAirbnb
- Historic charm near the Riverwalk$115/night$346 totalAirbnb
- Jetted tub, fireplace, and a private deck$126/night$251 totalAirbnb
- Exquisite kitchen, one block from 4th St Elevator$126/night$251 totalAirbnb
- Updated king suite with free parking$93/night$279 totalAirbnb
- Exquisite kitchen, one block from 4th St Elevator$120/night$360 totalAirbnb
- Resort access with pools, spa, and trails$230/night$460 totalAirbnb
- Jetted tub, fireplace, and a private deck$130/night$260 totalAirbnb
- Exquisite kitchen, one block from 4th St Elevator$130/night$260 totalAirbnb
- Farmhouse townhome with a wood-burning fireplace$212/night$850 totalAirbnb
- Farmhouse style on Main Street, Galena$136/night$273 totalAirbnb
- Open-concept suite with a private patio$128/night$385 totalAirbnb
- Wood-burning fireplace with golf course views$227/night$681 totalAirbnb
See all 83 Galena & the Driftless, IL deals, filtered and sorted →
How these are picked
Every price here was recorded against that property's own recent history and against the market, so “cheap” means cheap for this place at this time — not a discount off a number someone made up. Nothing on this page is a paid placement.
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