Holiday rentals in Chilo

Top Shelf Loft on Main St.

Have a top shelf experience at our Airbnb on Main Street, dating back to 1861. This 2nd floor apartment offers modern amenities & views of downtown Augusta from the balcony, including its mural & the river. Ideal for up to 4 guests, it includes a king bed, a queen Murphy bed in the open living area, and a full bathroom. A short walk to the Beehive, Augusta Pub, Carota's Pizzeria, Tabletop Traditions & the General Store. 2.2 mi-Soli Tree wedding venue, 0.5 mi-Distillery, 1.2 mi-Baker Bird Winery

The Cottage at Brianza Winery

Peaceful, country setting at Brianza Gardens and Winery. Lovely ranch 2 BR/1 B has all the comforts of home incl. W/D. Enjoy the scenic views and walking trails among the gardens and vineyards. Large GR/DR, eat/n/kit. The "Cottage" is adjacent to the "Bungalow", also listed on this site. The Bungalow is a 1BR, full kitchen apartment. If you need more space please book both properties. Sorry, no pets allowed or parties. Maximum occupancy is six people. $20 fee per person/per day over four people

Historic Tin Shop - 3BR Wedding & Family Retreat

Explore history at the restored John Buerger Tin Shop, a renovated 1800s building in downtown Augusta. Once a tinsmith’s shop, it features exposed brick and original charm with modern comforts. Steps from the Ohio River, shops, and restaurants. Perfect for anyone seeking a unique stay in one of Kentucky’s most scenic river towns. Features: 🛏️ 3 Bedrooms / 3 Bathrooms 🍽️ Kitchen 📺 Smart TVs 📶 Wi-Fi 🧺 Washer/dryer 🧱 Exposed brick 🌅 Outdoor seating 🏛️ National Register of Historic Places

Historic Lodging • Ohio River • Near Boating Dock

Stay at a peaceful riverside retreat where history, comfort, and relaxation come together. Nestled inside a restored historic building, this spacious one-bedroom apartment has soaring high ceilings, warm charm, and room to truly unwind. (Need more space; rent the entire top floor sleeps 10) With a large wooden deck overlooking the Ohio River perfect for coffee at sunrise or relaxing under the stars + watch boats passing. Near the Marina for boating and fishing, the Ferry, Georgetown&Ripley,OH

Jail Break Inn in Downtown Ripley

Welcome to Jail Break Inn, located in Ripley, Ohio! Experience history firsthand as you stay overnight in the converted old Ripley Jail. Immerse yourself in the authentic atmosphere with preserved architecture, iron bars, and brick walls. Our unique Airbnb offers modern comforts in converted jail cells. Explore Ripley's rich history, including the Ohio River, and the Underground Railroad. Book now for an unforgettable stay at Jail Break Inn, where the past meets comfort and intrigue!

Black Tie Affair - Eloquent Riverfront Experience

Welcome to A Black Tie Affair at Visions on the River - A Tiny Home community on the Riverside. This newly built home is #3 of 3 and set along the banks of the Ohio River, minutes away from the historic river town of New Richmond, OH and a 25-min drive to Downtown Cincy and Northern KY. This romantic space is perfect for anyone looking to retreat and reconnect with nature. With over 700 Five-Star happy guest reviews we are confident you will love it here! Take part in our adventure!

The Cottage at Asbury Meadow

Peaceful, relaxing private cottage that accommodates 4. (formerly the summer kitchen to the estate) Private bedroom with King Bed, living area offers single daybed and pullout trundle bed. Sitting on a quiet 10 acres next to the main house. No loud motorcycles or late night music. Short 12 min. drive to Augusta. For additional $16./person serving breakfast in main house, advance notice required when booking. Guests can shop in the "Silver Rabbit" gift shop for unique items.

KY’s #1 Wishlisted Stay-Treehouse and outdoor tubs

Escape to Kentucky’s 2026 most wishlisted Airbnb! A romantic treetop getaway with two outdoor tubs, twinkle lights, and a peaceful setting made for reconnecting. The treehouse features a large glass rolling garage door allowing stunning views of the sunset. The highlight is undoubtedly the double tubs overlooking the creek. ✔ Queen Bed ✔ Outdoor Deck with Seating ✔ Double Outdoor Bathtubs ✔ Outdoor Shower ✔ Composting Toilet ✔ Creek Access ✔ Indoor Cooking Station ✔ Hot Water

Bertha's Cabin: Rustic Ohio River Retreat

Experience the charm of Augusta, KY in this cozy 1800s log cabin, just steps from the Ohio River. Sleeps up to 6 with 1 queen, 1 full, and a sofa bed. Features a living room, upstairs kitchenette, and bathroom. Walk to local pubs, shops, and dining. Expect weekend live music and passing trains. Pet-friendly with modern touches and plenty of character. Note: all sleeping areas are upstairs with open stairs and steps—not ideal for young kids or those with mobility concerns.

☼ South Bank Station on the River w/Serene Views ☼

This Sweet Ohio River Getaway circa 1864, offers the charm and magic of bygone days, unmatched spectacular River Views, & rare privacy & quiet. Enjoy the best of all worlds with easy access to Main Street shops & restaurants as well as reliable fiber optic internet. Exclusively available for just one or two Guests, let the beauty & enchantment of Augusta & your graciously Southern Surroundings refresh & elevate your spirits!

Stonehurst: 3 bedroom country home

Forget your worries in this spacious and serene country space! Historic, relaxed feel with modern conveniences. Situated in the beautiful Ohio River Valley with access to many interesting little towns nearby. Enjoy sightseeing, small town shopping and unique restaurant eating during the day then relax in the evening by the campfire in this charming country setting. Small family gatherings, bridal and baby showers are welcome.

Quaint Cafe Loft with small town charm

Enjoy small town charm in a cozy, newly remodeled apartment that sits over top of a farm to table cafe. We've given thoughts to all the comforts of home, from the freshly roasted coffee (ask to see our roaster), to the fresh plants (take some cuttings home!) and comfortable outdoor cafe patio upstairs. Come downstairs for fresh baked cinnamon rolls or coffee or create yourself a dish in the fully equipped kitchen.