Vacation rentals in Calhoun County

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Top-rated vacation rentals in Calhoun County

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Guest favorite

A spacious bedroom is visible through an open doorway, featuring a large bed framed by neutral-toned bedding and pillows. A wooden bench sits at the foot of the bed, while a minimalistic chair and small plant add a touch of decor. Natural light enters through a nearby window.

Cabin in Kampsville

4.95 out of 5 average rating, 44 reviews

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.

An airy living space features walls painted in soft blue, with a cozy seating area containing a warm-toned chair and a decorative blanket. A queen size bed is positioned alongside a desk and chair, with a small dining set visible in the background.

Loft in Moscow Mills

4.8 out of 5 average rating, 15 reviews

Studio Apartment 2nd Floor

Staycation destination or home base while seeing the St Louis area, either one is fine! We would love to host you. This apartment is a second floor living space above a detached garage at our home. Stove, microwave, coffee maker (small), medium dorm size refrigerator, toaster, crockpot, TV with WiFi, computer desk, queen size bed. Please note that no pets are allowed due to owner's allergies. The subdivision road does not get plowed in bad weather, so severe ice or snow may close the listing.

Top guest favorite

A cozy cabin is nestled among tall trees, featuring a welcoming front porch and a green door. The surrounding lawn is well-kept, with open fields visible in the distance, creating a peaceful and serene setting.

Guesthouse in Jerseyville

4.97 out of 5 average rating, 153 reviews

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.

Guest favorite

The interior of the cabin features exposed wooden beams and a high, vaulted ceiling that creates an open atmosphere. A loft area, accessed by log stairs, is visible, with comfortable seating and additional sleeping arrangements tucked under the upper level.

Cabin in Hardin

4.9 out of 5 average rating, 124 reviews

Private cabin between Mississippi/Illinois rivers

My place is close to St.Louis. You’ll love my place because of the location, the outdoors space, the ambiance, and the tranquility. My place is good for couples, solo adventurers, business travelers, or someone wanting some privacy and looking to escape the hustle and bustle of the big city. The cabin is secluded and very private and you won’t be able to see other homes. This is not a subdivision or a neighbor hood dwelling. You are in the boonies. Our guests especially love the star gazing.

Guest favorite

An aerial view of a home showcases a screened-in porch and a spacious outdoor area with a patio. Several seating arrangements, including a dining table with chairs and two lounge chairs, are positioned around a central fire pit. Landscaping elements create a welcoming environment.

Home in Grafton

5 out of 5 average rating, 10 reviews

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.

Guest favorite

A log home nestled in a wooded area, featuring a distinct blue roof and multiple gabled sections. The surrounding trees show autumn foliage, and the home is set against a gentle slope of greenery. A covered porch extends across the front, inviting relaxation.

Cabin in Elsberry

5 out of 5 average rating, 29 reviews

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.

Top guest favorite

A mobile home is set in a rural landscape, featuring a covered porch with stairs leading to the entry. The exterior is painted in light blue, surrounded by lush greenery and trees. Sunlight filters through the leaves, illuminating the spacious yard.

Home in Foley

5 out of 5 average rating, 20 reviews

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

Guest favorite

A panoramic view showcases the tranquil riverfront, bordered by lush greenery. The sunlit deck features a dining table surrounded by comfortable chairs, while a fire pit is positioned nearby. In the distance, boats glide along the water, enhancing the serene atmosphere.

Home in Grafton

4.95 out of 5 average rating, 167 reviews

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

Top guest favorite

The cabin exterior is displayed, featuring a large, covered porch with a swing and seating area. The structure is surrounded by lush green grass and trees, highlighting its rural setting. The roof is gabled, and the siding is a combination of white and green.

Cabin in Carrollton

4.92 out of 5 average rating, 138 reviews

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.)

Guest favorite

An aerial view captures a riverfront property surrounded by lush greenery. The home features a large deck overlooking the water, with trees lining the shoreline and open grassy areas nearby. A mix of residential structures is visible in the distance, enhancing the serene country setting.

Home in Hardin

4.98 out of 5 average rating, 41 reviews

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.

Superhost

A welcoming wooden sign stands at the forefront, displaying the name 'Hills & Hollers Lodge.' In the background, a single-story lodge is visible, surrounded by expansive green grass and a few trees under a clear sky. A parked vehicle is seen near the lodge.

Place to stay in Batchtown

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.

Guest favorite

A river cabin sits elevated on stilts, surrounded by lush greenery, with a spacious deck offering views of the Mississippi River. A concrete patio leads to the water's edge, where a wooden dock allows for easy access. The peaceful setting is enhanced by mature trees in the background.

Treehouse in Annada

4.93 out of 5 average rating, 68 reviews

“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!