Stay Galena

Stay Galena is here to provide you with the ultimate vacation rental experience. All of our homes are custom built, managed, maintained and operated by us

05/28/2026

Our hosts Molly and Jon just returned from Greece. The Parthenon, Mykonos, the whole experience.

Turns out they've always had a soft spot for places with deep history, undeniable charm, and restaurants that make you want to linger for hours.

Which is probably why they fell in love with Galena in the first place.

Historic architecture dating to the 1820s. A Main Street that looks like time forgot to rush through. And a steakhouse (Log Cabin) that's been feeding people since 1937, with Greek-inspired dishes, no less.

Different continent. Same energy.

Come experience Galena's version of it all. Book your stay at StayGalena.com

05/25/2026

This Memorial Day weekend, we're grateful for the freedom to gather with the people who matter most.

StayGalena.com

05/23/2026

Summer plans are calling - is your group ready? 😎

Galena getaways hit different when you've got the whole crew together. Great conversation, good wine, and a space big enough for everyone to spread out.

Book your summer stay at StayGalena.com before the dates are gone. 📅

05/20/2026

Thursday at 3 pm. Friday at 5 pm. Saturday at 8 am.

This is what happens when you leave your troubles behind.

Longwood and Blackhawk. Two hours from your desk. A world away from everything else.

StayGalena.com

05/17/2026

This is why you book the whole house.

Everyone you want. No one you don't. A kitchen worth cooking in. A table where everyone fits.

Blackhawk. Galena, Illinois. Sleeps 14.

StayGalena.com

05/14/2026

Saturday mornings at Blackhawk.

Coffee's brewing. Someone's making a plan for the day. Someone else is voting for no plan at all.

This is the part that doesn't make it into the itinerary—the slow mornings where nobody's rushing anywhere.

Blackhawk sleeps 14. Built for groups who want space to gather and time to waste.

StayGalena.com

05/13/2026

This is what 7 PM looks like here.

Dinner's done. Someone suggests moving outside. The deck fills up. Nobody's checking phones. Just watching the sun drop behind the hills while the light does this.

Longwood. Eagle Ridge Golf Course. Sleeps 14.

Spring and summer weekends at StayGalena.com

05/10/2026

Every mom deserves a morning where someone else does the cooking, the kids are happy, and she gets to just sit and enjoy it. This is what we built Longwood and Blackhawk for - mornings like this. Happy Mother's Day to all the moms who make every gathering feel like home. 🤍
- Molly .com

05/05/2026

Tea time. Tee time. We time.

Longwood sits on Eagle Ridge Golf Course. Mornings on the deck, early tee time on the links. Enjoy the kind of mornings where nobody checks the clock.

Sleeps 14. Made for the groups who want the golf and the view and the space to just be together.

Spring and summer at StayGalena.com

06/09/2018

Galena's historic downtown. Wonderful shops, exquisite dining and wine tasting. Time for a stroll down Main Street!

Address

51 Longwood Drive
Galena, IL
52003

Telephone

+18152974401

Website

http://staygalena.com/

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