Holiday houses in Calhoun County

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Top-rated holiday rentals in Calhoun County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A spacious living area is highlighted by a modern fireplace and large windows letting in natural light. Comfortable seating is provided by a dark sectional couch and two patterned chairs. A coffee table sits atop a decorative area rug, enhancing the inviting space.
Apartment in Moscow Mills
5 out of 5 average rating, 66 reviews

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.

Top Guest favourite
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
4.96 out of 5 average rating, 178 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 favourite
Home in Grafton
4.94 out of 5 average rating, 16 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.

Superhost
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
4.94 out of 5 average rating, 180 reviews

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

Guest favourite
A furnished patio area features a round table surrounded by four wicker chairs. Nearby, a scenic view of trees and a pond is visible, adding a tranquil backdrop to the outdoor space.
Cabin in Kampsville
5 out of 5 average rating, 14 reviews

Exotic Animal Farm Stay in Illinois: Tour, Explore

Family Friendly | Feed the Animals | On-Site Trails & Gold Mine | Airstrip On-Site Feel like you're traveling abroad right here in the USA at 'The Cabin at Kamaroo Farms!' Authentically unique, this 1-bedroom + lofts, 1-bath vacation rental offers a true escape in the Kampsville countryside. Upon arrival, your chariot awaits — aka a private ATV ride. But the fun won't stop there — tour the grounds, dig for treasures, and prepare to fall in love with the resident exotic and farm animals!

Superhost
Cabin in Mozier
5 out of 5 average rating, 4 reviews

Nature Escape-170 Country Acres

Unwind at this one-of-a-kind cabin nestled on 170 private acres of rolling countryside. Perfect for families, couples, or small groups, this retreat blends rustic charm with modern comfort. Grill dinner on the deck, and gather around the firepit under a sky full of stars. Inside, you’ll find a cozy open layout with a fully equipped kitchen, inviting living spaces, and comfortable bedrooms with warm cabin décor. Large windows bring the outdoors in, offering views of the woods and water.

Guest favourite
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, 26 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 favourite
An outdoor seating area is arranged around a circular fire pit, featuring several chairs positioned on a sandy surface. The lodge's exterior, with its metal siding and welcoming porch, is visible in the background, surrounded by lush green grass and hills in the distance.
Cabin in Nebo
5 out of 5 average rating, 35 reviews

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!

Top Guest favourite
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, 146 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.)

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 favourite
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
4.88 out of 5 average rating, 75 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!

Guest favourite
Campervan/RV in Fieldon
4.91 out of 5 average rating, 11 reviews

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.

Popular amenities for Calhoun County holiday rentals