Holiday rentals in Scott County

Florence Guest House

This 1,200 sq. ft. PRIVATE BOOK is a 175 year old building that Abe Lincoln stayed in. Central A/C, Forced air heat, Two decks (one overlooking the Illinois River), burn pit, outside grill, fully equipped kitchen, screened in porch, ample parking, access to the Illinois River/ boat ramp near, tie up on Our Private Lots! NOTE: RECENTLY HAD Guests' wanting to "JUST GET AWAY" for A Time!!! WE'RE HERE, IF YOU NEED YOUR PRIVATE TIME ALONE, AS WELL!!! ***NEW KEURIG; BRING YOUR K-CUPS!!!***

Winchester Guest Cottage

The Winchester Guest Cottage is a chance to experience the past while still enjoying the comforts of modern living. Guest will appreciate the living history of this mid 1800s home with much of its original architecture still intact. Enjoy the natural light from the tall windows while peering out through much of the original wavy glass. Most of the homes original wood work, doors and fireplace mantel are still there as they were in the 1800s. The floors were repurposed from WHS in the 1950s.

Beautiful Secluded Home With a breathtaking view

Long hidden driveway up to the ultimate private getaway. Beautiful house on six acres with panoramic views of the Illinois River valley, and plenty of space inside and out. Wake up to a breathtaking sunrise from the deck, and feel the serenity as the barges pass by. As evening comes to a close, enjoy a drink and some s’mores by the fire pit and take in the tranquility of this country setting. Seriously, do yourself a favor and spend some time at this quiet, peaceful, one of a kind property!

Home in Jacksonville, Illinois

Bring the whole family to this great place with lots of room for fun. One block from Annie Merner Chapel and Hamilton’s Banquet Hall. Just 2 blocks from Jacksonville Town Square and the Plaza. Also a short walk across campus to MAC (Midwest Athletic Club). Lots of room for family and friends, as well as your pet. We are in the heart of Jacksonville and a short walk or drive to all that Jacksonville has to offer. Walk to food, drinks and activities or just stay and enjoy the space.

Arrowhead Farmhouse, Spacious home, scenic views

Newly renovated in the modern farmhouse style, this 2000+ square ft. ranch home will accommodate multiple families or groups. Conveniently located along I-72 in between Pittsfield & Griggsville, Illinois; Arrowhead Farmhouse sits in farming country. It has all the comforts of home and offers privacy in a scenic setting. We offer keycode access for check-in and check-out, but live close to property and are available if you have any questions or need assistance during your stay.

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.

Bunkhouse Seventy-Four

Once used by seasonal farm labor in the 1930s, Bunkhouse Seventy-Four is a fully restored historic bunkhouse with all the modern amenities for a comfortable getaway. Perfect for couples, it features a full kitchen, bath, queen bed, a spacious porch, beautiful antique stained glass windows, a private outdoor soaking tub (Apr-Nov) on a 7 acre hobby farm. Also check out our listing, Audrey’s Abode, which is next door. Pets are welcome but we charge a $25 pet cleaning fee.

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.

The Bike Flat

Visit historic Winchester and explore what our quaint community has to offer! This stylish place to stay is perfect for a quiet getaway and can accommodate groups thanks to its ample space. You can bring the family or plan a getaway with friends. The flat is located above a newly opened bicycle and coffee shop that also offers craft beers and wine. We hope you will consider choosing our rural accommodations for a trendy and relaxing experience!