Holiday rentals in Calhoun County

Quiet 2BR Retreat on 7 Acres | Sleeps 6, Fast WiFi

Perfect for families, couples, or work trips, this private 2-bedroom apartment offers a peaceful retreat on 7 acres —just a short drive from Wentzville or Troy. Enjoy a spacious layout, fast WiFi, and a quiet setting ideal for relaxing or getting work done. The private driveway, entrance, and patio make this in-law suite a space of its own. The location in a quiet neighborhood just off Hwy 61 provides privacy and convenience. ⭐ Rated 5.0 by guests for cleanliness, comfort, and communication.

Riverfront Cabin • Deck Views + 5 Acres

Welcome to The Riverhouse – a cozy cottage retreat perched on 5 private acres overlooking the Illinois River. Unwind on the wide back deck with sweeping views of the water, or enjoy a quiet morning coffee surrounded by nature. Inside, the home is thoughtfully styled with decor inspired by the river’s charm—think fishing, boating, and the laid-back rhythm of life on the water. Perfect for a weekend escape, a peaceful solo stay, or reconnecting with friends and family just steps from the river.

Cozy cabin on farm near Jerseyville and Grafton IL

No cleaning fees! Relax in this cozy cabin on a 30 acre farm w/beautiful views & peaceful surroundings. Near shopping, wineries, nightlife, hunting & fishing. Abundant wildlife & farm animals-horses, cows, chickens, goats, sheep, geese. Two bedrooms (one in a spacious loft) with a queen sofa sleeper in the living room. Full kitchen w/dish washer. Fireplace & cathedral ceilings in living room. Full bath w/shower. Covered front porch. Screen porch off living area w/outdoor seating. Fire pit.

Flynn Inn

River View – Walkable to Downtown Grafton-Bike Trail located across the Street- This updated 2-bedroom, 2-bath home offers detailed finishes and a relaxing river view. With two private bedrooms, a pull-out sofa, and space for 6 guests, it’s ideal for families or friends. Enjoy the oversized soaking tub, two expansive patios, and a large screened-in porch. Just a short walk to downtown Grafton’s shops, restaurants, and riverfront, this home provides the perfect mix of comfort and convenience.

Grafton Getaway@Riverhouse (a waterfront property)

Our Riverhouse is one of eight Grafton Getaway Guesthouses and all have amenities guests love: *bicycles for guest use, BBQ grill, classic record player, 3 Smart Tv's *hammocks and swings and a putting green *complimentary coffee, tea, and hot chocolate *fire -electric, gas pit, traditional pit with free firewood *foosball, family games, and Kids Zone outbuilding *free 50 meg WiFi, free naps, rocking chairs, and frisbee golf *Walkable to restaurants-Drifters/Southern Coastal/Fountain Hill

Cozy Cajun Rentals

This mobile home is in a peaceful, rural area with residential properties and natural surroundings. Foley is a small town in Lincoln County, offering a more laid-back lifestyle. The area is surrounded by farmland and wooded areas, providing opportunities for outdoor activities. Nearby amenities include parks and small shops in the town of Winfield and Elsberry, about 10 to 20 minutes away. While larger retail and dining options are Troy, O'Fallon & St. Peters Mo. are 20 to 30 minutes

Graham Farm Cabin

Enjoy the country life in rural Greene Co in our cabin located on our farm. A great getaway spot! Features 2 bedrooms, 2 bathrooms, kitchen, dining, living room, laundry, porch and fire pit. Look out over the field for a beautiful sunrise. On a clear night, the stars are amazing! Enjoy nature and take a walk along our creek. Spend some time in our little town at our local shops and restaurants.... We live in the country between Carrollton and Jerseyville. (There is no WiFi.)

The Watkin's Place at McCully

This cabin is a perfect place for a weekend or weeklong retreat. It is truly a place to get away from it all. Enjoy the peaceful sounds of nature under the shade of the catalpa trees. Eat dinner under the stars. The Watkins Place is private & secluded with access to the hiking trails at the McCully Heritage Project. Amenities: Full kitchen; Dishes; Kitchen Utensils; Cook Ware; DVD player/TV; Charcoal Grill; Campfire pit; Picnic table; Towels & Linens; board games & puzzles.

Hills and Hollers Lodge (Rental of Entire Lodge)

Hills and Hollers is an 8-Bedroom Lodge that was originally built to house whitetail deer and duck hunters. Surrounded by the Mississippi River and the Illinois River, Hills and Hollers Lodge is located in the heart of America's most beautiful farmland. Wildlife, orchards, fishing are all around Calhoun County and you'll be smack-dab in the middle of it. Mary and Marty are great hosts that will make you feel welcome and "at home" with a country feel at a budget price.

“Exclusive” River Cabin on Stilts (3 bedroom)

Your Perfect Riverfront Getaway Awaits! Nestled in a laid-back river cabin community, this charming cabin offers stunning views of the mighty Mississippi River. Whether you're into fishing or simply soaking up nature, the abundant wildlife and serene setting make it the ideal place to unwind. This cabin, elevated on stilts to protect from seasonal flooding, features three spacious bedrooms, one bath, and recent updates. Don’t miss out – book your escape today!

Dave’s River House

On the bay of the Mississippi River and only 2 miles from public hunting (Rip Rap), you’ll enjoy fishing off the dock, relaxing on the deck, making memories by the fire, a fully stocked kitchen to prepare and cook your meals, and WiFi to watch movies. This cozy little home has given our family many wonderful memories and we hope you’ll love it here. My father, Dave was an avid hunter and fisherman and would have loved this place so we named it in his honor.

Glamping | Hot-Tub | Cold Plunge

Welcome to Beatrice a 1969 Vintage Globe Star at The Last Resort- our 6 acre glamp-ground. We are 10 minutes from Pere Marquette State Park and 12 minutes from Grafton, Illinois. Enjoy the inflatable hot tub or watch a movie on the projector under the stars! Relax in nature. Frequent visits from our resident Bald Eagle, Norman. Ducks, frogs and many varieties of birds. Take time to sit still. Close to the action but relaxing at The Last Resort.