Holiday houses in Pleasant Plains

Tiny Home Cabin - No Cleaning Fee

You won’t forget the peaceful surroundings of this rustic destination. It maybe small at 375 sf, but it has all the features of most hotels with one queen bed and a full bed in the loft. Located near downtown Springfield, IL and many Abraham Lincoln attractions. Deer often walk around the property which is on a quiet dead-end residential street. The kitchen has most everything you need to cook meals. Plenty of towels, soap, shampoo, and extra pillows. Watch Netflix, Hulu, and Disney also.

More Than a Place to Stay, It’s An Experience!

Welcome to your one-of-a-kind, historic experience located in the countryside just 1 mile east of Springfield city limits. You will experience our finely furnished family home with modern technology & conveniences, originally the one-room North Round Prairie country school from 1875 to 1945. Deluxe features include nature trails, wildflowers, sitting areas, full garage access, and a working cattle farm provide a one-of-a-kind, quality experience. A 3rd bedroom suite upstairs was added in '22!

Hay Rake Country Acres-Peaceful Getaway-Sleeps 8

Forget your worries in this spacious, serene retreat. Set on 3 open acres in the countryside, our cozy 4BR, 2BA home sleeps 8 and is perfect for families, couples, or groups. Wake to sunrises, unwind by the fire pit, and enjoy stunning sunsets and starry skies. Inside, the open living room flows into a full kitchen and workspace. A washer and dryer are included, and every room offers space to breathe, relax, and feel at home. **We are happy to push 2 twin beds into 1 king with king bedding.

The Flat

A historic mid-1800’s building on the Petersburg Square! Guests will enjoy the entire apartment-loft which includes private Queen bedroom and private bath. The main living area features a full kitchen, dishwasher, 1/2 bath and washer & dryer. Accommodates up to six guests (airbeds, sofa bed pull out). Smoking of any kind (including cigarettes, cigars, vaping, or marijuana) is not permitted inside the space. Failure to follow this policy may result in additional cleaning fees.

Flower Farm Stay | Fresh-Cut Blooms | Sleeps 7

Stay at our peaceful 3BR, 2BA farmhouse on Good Seeds Flower Farm. The home sleeps 7 with two queen bedrooms and a bunk room, plus a full kitchen, workspace, laundry, fire pit, outdoor dining, and beautiful farm views. Wheelchair-friendly features include a ramp, wide doors, grab bars, an accessible shower and sink, and step-free entrances. Click "Show more" to learn how your stay supports employment for individuals with disabilities through the mission of Good Seeds.

Renovated 2BR | Pets, Parking & Workspace

Relax in a bright, fully renovated 2-bedroom apartment near downtown Springfield. The home sleeps up to 5 with two queen beds and a sofa bed—ideal for families, work trips, and longer stays. Enjoy a fully stocked kitchen, dedicated workspace, smart TVs, in-unit laundry, Wi-Fi, and free carport parking. Hardwood floors and an open living and dining area make it easy to settle in. Pets are welcome. Please note: this is an upstairs unit and guests must climb stairs to enter.

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 $35 pet cleaning fee.

Style on the Square

Welcome to your stylish 800-square-foot getaway in the heart of Petersburg! This contemporary Airbnb features a bright, open-concept living space, and an expanded kitchenette. ***The 2nd story loft, its stairs, and its beds are sized for children and are not suitable for adults*** Just steps away from local shops, cafes, and restaurants! Whether it’s a weekend escape or a longer stay, this modern retreat is your ideal home base to live your best life in Petersburg.

Sheridan House - Petersburg - Est. 1868

Located one block from historic Petersburg's town square, this charming home welcomes you back in time to experience a slower pace of life . Walk the streets that Abraham Lincoln surveyed in 1836 and visit the Menard County Courthouse to see legal documents signed by Lincoln. Visit Petersburg's beautifully restored Broadgauge restaurant and bar, have coffee, yummy pastries or lunch at the Talisman. Close to 1st and 3rd Wine Bar and Hand of Fate Brewing as well.

Full studio apartment by the best Springfield park

Historic home attic converted to a private 3rd floor apartment, featuring private kitchen and bathroom. Located just two blocks from what many would agree is the best park in Springfield, with a pond, a botanical garden, tennis courts, a playground, and nice roads to run, walk, bike, or skate on. We are also very close to downtown as well as other commercial areas. This space is on the 3rd floor with private access from outdoor stairs and keypad entry.

The Petersburg Place nestled near downtown

Please enjoy your stay at The Petersburg Place, a cozy 2-bedroom, 1 bathroom home nestled on a neighborhood hillside near downtown Petersburg, Illinois! The house has only three steps required to enter the single-level home, keyless entry, plenty of room to park several vehicles or a boat, a fenced backyard with a deck, full kitchen with cooking essentials, a 55" TV (Amazon Firestick), and Wi-Fi.

Virginia Lake Getaway/Fishing/Hot Tub/Hammock

Welcome to your charming log cabin located in Virginia, IL. This 1-bedroom, 1-bathroom cabin is designed to provide you with rustic comfort, making your stay truly exceptional. Nestled on a bluff overlooking the serene Virginia Lake, this 1850's log cabin combines historic charm with modern luxuries. Set on 80acres of timber and water for you to explore. Hike, kayak, fish or just relax and enjoy!