Pet-friendly vacation rentals in Calhoun County

Country Getaway – 3BR/2BA Home

Escape to our peaceful 3BR/2BA home in Winfield, MO! Nestled in the countryside and centrally located to Troy, Old Monroe, Moscow Mills, Elsberry & more, it’s the perfect blend of comfort and charm. Enjoy a spacious layout, fully stocked kitchen, Wi-Fi, and a big yard to relax. Great for families, couples, or weekend getaways. 40 min to St. Louis and all surrounding attractions , nature, small-town fun & more! Come unwind and make yourself at home we’d love to host you! Events must be approved

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.

Relaxing Log Home Getaway

This log home is approximately 3800 sq ft. 3 bedrooms, 4 full baths. All the amenities are there for your stay. Full kitchen, washer/dryer. 1 bedroom w/ Queen bed, 1 bedroom w/ Double bed & 3rd bedroom w/2 bunk beds, sleeps 4, & a pull out sofa couch in upstairs family room. Cozy up to the 20ft height fireplace/chimney or sit by fire outside. Plenty of room if you are planning a special trip with family or friends. Need some peace and quiet time. This is the place to relax/enjoy.

70’s Park Side Cabin with Kayaks

Welcome to our renovated 1970’s park side cabin!  This cute cabin is located in Cuiver River State Park and is close by several wedding venues. The cabin is a three bedroom and two bath, which is great for family trips or just a weekend getaway. We highly suggest; hiking, biking, running, kayaking, fishing, and taking pictures in the park. Our park side cabin has a simi stocked kitchen to help ease your stay. We hope you enjoy all the improvements we have made in this unique cabin!

Grafton Getaway@Riverhouse (a waterfront property)

Our Riverhouse is one of six Grafton Getaway Guesthouses (Farm, Cabin, Lodge, Countryside, Cottage) and all have similar 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, two gas pits, traditional pit with free firewood *foosball, family games, and Kids Zone outbuilding *free 50 meg WiFi, free naps, rocking chairs, and frisbee golf

Sweet Water Lodge

An exclusive lodge set in a private location, Sweet Water Lodge is the perfect place for you to get off the grid. With a state of the art kitchen, 5 bedrooms, and 3 bathrooms, it is great for big groups, families, or even a couple looking for a romantic getaway. Our lodge is surrounded by beautiful scenery, with a pond just steps out the front door. So whether you want to hike, float on the pond, or just relax on the front porch, Sweet Water Lodge is the perfect place to get away!

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.

Riverfront Home in Calhoun County

Enjoy your relaxing experience nestled alongside the Illinois River in this private, riverfront property. You will be able to spend your time Eagle watching, fishing, or observing the barge traffic pass through the Joe Page Bridge. This space allows for the perfect country experience right on the back porch. The home is within walking distance of a public boat ramp and restaurant. For a short drive, you may find more restaurants, bars, grocery stores, and a gas station.

“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.

Groovy In-laws Suite

Welcome to the Groovy In-laws Suite! Discover a unique retreat in our spacious 2-bedroom, 2-bathroom basement apartment, complete with a versatile workout room or office. This charming suite features a private “walk-out” entrance located down (13 gradual steps) towards the side of the property, offering a laid back, secluded atmosphere. Nestled on 3 acres in a relaxed, wooded neighborhood off Hwy 61, you’ll enjoy the tranquility and beauty of nature.