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.
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
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
About the area
Waterloo
Waterloo is home to this cottage. Capitol Theater and Bellefontaine House are cultural highlights, and some of the area's activities can be experienced at Annbriar Golf Course and De Vinos Winery.
Belleville, IL (BLV-MidAmerica-St. Louis) - 50 min drive
Restaurants
Arby's - 3 min drive
Scooter's Coffee - 3 min drive
Circle K - 4 min walk
Sonic Drive-In - 4 min drive
Hopskeller Brewing Company - 3 min walk
Frequently asked questions
Is Speakeasy Cottage in downtown Waterloo pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Speakeasy Cottage in downtown Waterloo?
As of 16 Sept, 2026, prices found for a 1-night stay for 2 adults at Speakeasy Cottage in downtown Waterloo on 26 Jan, 2027 start from S$774, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
What time is check-in at Speakeasy Cottage in downtown Waterloo?
Check-in begins at 3:00 PM.
What time is check-out at Speakeasy Cottage in downtown Waterloo?
Checkout is at 11:00 AM.
Where is Speakeasy Cottage in downtown Waterloo located?
Situated in Waterloo, this cottage is steps away from Capitol Theater, Waterloo Town Square and Waterloo City Hall. Morrison-Talbott Library and Koenigsmark Park are also within 5 minutes.
About the host
Hosted by Sarah Tanner
Hi, I’m Sarah! When I’m not busy welcoming guests and creating memorable stays at our short-term rentals, I’m a mom to two little ones and a dental hygienist by trade.
Hospitality has always been something I love, I enjoy creating spaces that feel thoughtful, comfortable, and like a true home away from home. As a host, I pay attention to the little details that make a stay special, from a cozy place to relax after exploring town to the extra touches that make guests feel welcomed.
When I’m not hosting, you’ll usually find me chasing after my kids, spending time with my family, or working with my dental patients. I’m passionate about our community and love sharing all the hidden gems, local restaurants, and experiences that make downtown Waterloo such a special place to visit.
Thank you for choosing to stay with us, I can’t wait to host you!
Why they chose this property
What I love most about this space is the location! You’re right in the heart of downtown Waterloo, within walking distance of some of our favorite local restaurants, bars, coffee shops, breweries, and boutiques. It’s the perfect spot to park your car and explore the area on foot.
We’re also just a short drive from many popular wedding venues, making this a convenient and comfortable home base for wedding guests, bridal parties, and weekend getaways. Whether you’re here for a celebration, a night out, or simply exploring the area, you’ll love being close to everything while still having a cozy place to relax.
What makes this property unique
What makes The Barrel Off Main unique is the one-of-a-kind atmosphere you experience the moment you step inside. Every decorating and design decision was thoughtfully chosen to bring the speakeasy vibe to life. The space is color-drenched in a rich, dark green with a moody, vintage-inspired feel that creates an experience unlike any other stay in the area.
Throughout the property, you’ll find antique bar memorabilia, unique character-filled details, and design elements that transport you back to the charm of an old-school speakeasy. Guests can enjoy their own private bar area, complete with fun touches like a beer tap, and bring their own beverages to create the perfect evening in this memorable space.