Holiday rentals in Greene County

The Charleston Suite

This 2700 square foot upstairs private suite overlooks the historic town square and offers 6 beds in 3 bedrooms (2 queens, 2 fulls, 2 twins) a large living room, full sized kitchen with oversized island, separate dining, one bathroom with a shower and a separate soaking tub, laundry area, and the best views of the city. We are 5 minutes from Walnut Hall wedding venue and from the KC Hall venue. We are just steps away from the county courthouse and local restaurants, coffee, and shopping.

Modern-Rustic Cabin on 2 Acres- Nature Inspired

Set on two peaceful wooded acres, the Hillview House is your retreat for rest and recharge. This cabin blends modern comfort with natural charm—from the handmade coffee table and live-edge shelving to the crisp white quartz countertops and brand-new finishes throughout. Every detail is designed to feel both elevated and grounded, like nature brought indoors. Whether you’re sipping coffee on the porch or curling up after a day of exploring, this space was made for slowing down.

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.)

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.

country living

enjoy out door living in the country. watch longhorn cattle from back yard, take hikes, ride bicycles, provided, watch stars at night while roasting s'mores over bonfire. make 1 breakfast with longhorn breakfast sausage. spend a peaceful weekend together away from the city. no phone (service is available if u still want technology), no wifi. decompress away from technology. please read all sections. Also, we live on the property in case you have questions

The Humble Hideaway

Escape the hustle and bustle in our charming backyard oasis, just a short walk from Main Street. This private home offers a cozy patio, and all the comforts of home including a fire pit and dining table. The home itself is bright and airy with hardwood floors, and a new central air conditioning. Curl up on the plush sofa and enjoy the flat screen smart TV in the main living area or prepare a meal in the fully equipped kitchen with brand new appliances.

Luxury loft

This luxury loft apartment is located in the center of historic Jerseyville. This charming 1888 building has all the comforts of home with large living spaces, two bath and bedrooms, and a well appointed kitchen. Shopping, entertainment, and restaurants are within blocks of the apartment.

Sunshine on Fifth

This house is conveniently located 3 blocks from the Carrollton square. Please note that this house does sit on the highway through town so there will be some traffic noise.

Shade Family Inn-Carrollton 2-bedroom Apt

Located 3.5 blocks from the Carrollton Square, the Shade Family Inn is the perfect place for your stay! Private parking/yard.