Speakeasy Cottage in downtown Waterloo

Step into The Barrel, a dark, moody, speakeasy-inspired retreat just one block off South Main. Walk to Waterloo’s best shops, dining, and local favorites. Perfect for couples, guys’ trips, weekend getaways, or anyone who loves unique, boutique-style stays.

New listing, same five-star hospitality! Check out reviews from our other property to see why guests love booking with us.

Want a little extra time to unwind Ask about early arrival or late checkout options.
The space
This two-bedroom, one-bath hideaway features rich green tones, curated décor, warm lighting, and vintage-inspired details that create an intimate, atmospheric escape. Thoughtfully designed to feel like a hidden gem just off South Main.

Guest access-
Guests will enjoy full access to the entire property and will receive a personalized door code prior to check-in for seamless entry.

Other things to note-
Sleeping Arrangements

• Bedroom 1: King bed
• Bedroom 2: Queen bed

Key Amenities

• Fully equipped kitchen with stainless appliances, cookware, Keurig, toaster, blender, and waffle iron
• Cozy living area with speakeasy-style ambiance
• Seating for 3 at the kitchen bar + 3 at the custom barrel table
• Bathroom with plush towels, towel warmer, and essentials
• Outdoor patio with dining table and chairs
• High-speed private WiFi
• 3 Smart TVs
• Private off-street parking

Traveling with a group We’ve got options! Our pink cottage is right next door perfect to book together while still giving everyone their own space. We also have a larger property just one block away that sleeps 8. Check out Rosé Off Main and The Loft on South Main under my profile.

Location Highlights
Waterloo is known as one of the safest towns in Illinois—with The Barrel located just one block from the police station for added peace of mind.

Walk to Waterloo favorites:
• Stubborn German Brewing Company
• Hopskeller Brewing Company
• Vintage Wine Bar
• RRR Bar

Close to parks, trails, boutique shops, and top attractions:
• 4 miles to Annbriar Golf Course
• 36 miles to Scott Air Force Base
• 27 miles to downtown St. Louis