Holiday rentals in Bollinger County

Crooked Creek Treehouses (Stony Branch Loft)

Reconnect with nature at this unforgettable escape. Enjoy various wildlife from treetop views or while strolling this 30 acre creek-side property. Stargaze by campfire or from the inviting hot tub. Enjoy small town charm in antique and craft shops & unique restaurants. Take a scenic drive to a local winery or covered bridge and mill. Each treehouse boasts a king bed, soaking tub, spacious shower, and electric fireplace. Slow down and recharge while surrounded by the peace and quiet of nature.

Private Getaway on 270 Acres w/ Lake: Swim & Canoe

Escape your worries and prepare for uninterrupted tranquility at this charming 1-bedroom, 1.5-bath plus loft vacation rental! Nestled on 270 private acres, this 125-year-old log cabin puts the area’s serene nature views and outdoor adventure right at your fingertips. Swim, fish, boat, or canoe on the property's 10-acre lake, or explore hiking trails in the Ozarks foothills. After the day’s fun, cozy up next to the fire pit and enjoy a nightcap on the porch with your favorite travel companions!

Spring Valley Ranch Rock House

This quaint farmhouse is located just off of MO Hwy 72 on a 62 acre farm nestled against the Castor River. Here you and your companion(s) can experience the quiet and relaxing life on a farm with plenty of adventure awaiting just around the bend. Sit and enjoy a sip of coffee or tea on the front porch while watching the cattle graze the pasture across the road next to a rustic white barn or venture about 3 miles to the largest privately owned lake in Madison County. Oh yes, enjoy your stay!

Cozy Country Cabin

Escape to a peaceful cabin on 5 wooded acres, tucked down a private lane with just one neighbor. Surrounded by nature, you may spot deer, turkeys, or even an eagle overhead. This cozy retreat offers true “middle of nowhere” serenity while still being conveniently located just 20–30 minutes from Perryville, Marble Hill, Fredericktown, and Jackson, with easy access to Hwy 72. Centrally situated for exploring the region, it’s the perfect rural getaway to relax, unwind, and reconnect with nature.

Premium Private Camping with Views and Swimming!

Our property is (s) of Fredericktown. No houses or roads are visible. TOTALLY private! It sits along a spring fed creek that you can float around in about 4 feet deep max. Refreshing and very clean except after rain. Teaming with little fish. In this area we provide a firepit, 2 beach chairs, tiki torches and some firewood. Car cannot cross so we can help. Areas to hike. Please only use glass in the grassy areas. Dig catholes for human waste or pack out. Expect to pack out your own trash.

Country Retreat

A cozy, two-bedroom farm cottage nestled beneath a wooded hillside. A kitchen, full bath, along with a washer/dryer ensure a cozy retreat. Glimpse deer feeding in the hayfield. Sip coffee as you watch the sun rise over the fields through the large front windows. Watch the hay being baled in the summer. Ride the gravel backroads and enjoy the rolling hills and farmland. Local eateries, campgrounds with river access and beautiful scenery are all within a short drive. Starlink NOW available.

Belmont Inn Bed & Breakfast- Whole House (4 BDRMS)

At Belmont B&B you will find a residence where Victorian splendor reigns while modern convenience prevails. The Belmont’s porches are ready for relaxation and laughter, or can provide a quiet meditative space to indulge in a good read or. The Belmont offers 4 splendid sleeping rooms, a beautiful front parlor, a modern kitchen, shared restroom accommodations, and a lovely dining room to enjoy your complimentary continental breakfast.

2 King,2 Twin,1 Futon House

Bring the whole family to this great place with lots of room for fun. This gorgeous house offers two king beds and two twin beds. House features AC, iron, coin, laundry, Wi-Fi, heating, hairdryer, games,fully stocked kitchen. Plus a cozy living room with the futon for additional space. Kick back and relax and enjoy everything Advance and our house has to offer. The house sits just minutes away from prime duck hunting area..

Lovely 2 bedroom apartment with luxury shower.

This special home away from home has 800 sq. ft. and is on 1st floor. Less than one mile from grocery, a few eateries and park. There is little traffic on our one-block street with an old graveyard across the street. We are just minutes away from a beautiful lake and rivers. Explore historic sites, visit antique shops and enjoy fishing, kayaking, hunting, visiting family or just relaxing.