Holiday rentals in Pleasant Plains

Big Oak Hillside Retreat, Secluded Tiny Cabin

Escape to the country in this bright and cozy semi off-grid tiny cabin nestled on a secluded, wooded hillside on our 110-acre farm. This 2021 build features a modern farmhouse interior with rustic accents. Take a moment to unwind on the front porch in comfortable Amish crafted Adirondack chairs. Put a record on and sip a glass of local wine as you enjoy the sunset. Perfect for a couple or individual seeking to connect with nature, this rural pet-friendly retreat is the ideal tranquil getaway.

Modern Central location 1B1B Suite near Downtown

This historic home has the charm of the old house with the new Modern style set up. It is 3 mins drive from downtown Springfield. Within 5 mins drive to the medical district and the historical sites. This basement unit offers a full-sized memory foam mattress with a private bathroom. 55” TV. A dedicated work space, a romantic dining area. It has microwave, coffee machine,toaster and portable stove,front-load Samsung washer & dryer. (Washer & dryer are shared with main floor unit guests!)

Two Doors Down Loft, Virginia-Lincoln territory!

Located in VIRGINIA, IL-Our fantastic, urban vibed loft sits on the town square across from the town's historical courthouse. We are 30 minutes from Springfield, 15 minutes from Jacksonville and in the middle of Abe Lincoln territory and historical markers. The loft is also surrounded by lovely wineries and wildlife parks. Be sure to thoroughly read our listing to ensure that we'll meet all of your needs in exploring our unique area. Two Doors Down is a hidden gem listed at a super price!

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.

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.

updated apt blocks from downtown Apt 2

Enjoy a stylish experience at this centrally-located place. Newly renovated 1 br, 1 bathroom apt is close to downtown and blocks from the capitol. You can see the capitol out of the living room window. The unit features garage parking, coin operated washer and dryer, sunroom, back yard if you have a dog, and is 4/20 friendly. Come and stay with us at our comfortable, clean, modern apartment

The Hideout Spfd-vanish in plain sight

This place is one of a kind! a romantic getaway, a couple girls or guys spot, or a boudoir photos venue. This historic open concept 1,100 sqft studio building has party & black lights, speakers, 12’ shuffleboard table, an 11’ hand painted mural, a fully stocked kitchen, 2 queen beds and an over sized 9’ futon couch, two work stations, a built in jacuzzi tub and a private bathroom w/ shower.

The Little White House by the River

Beardstown's original Airbnb location, our home is called the Little White House by the River, and offers a quiet place to stay that is literally a stone's throw (if you've got a decent arm) from the back waters of the Illinois and Sangamon Rivers. DUE TO MAJOR PLANNED RENOVATIONS, THIS LOCATION WILL NOT BE AVAILABLE AFTER SEPTEMBER 30. 2025.