Vacation rentals in Pleasant Plains

Project Southtown...a work in progress!

Groups of 9+ ask about a 1 day minimum. We have character! This hip old loft has seen skating's best, including TONY HAWK TWICE! Thanks to Scheels, we have a NEW batting cage and golf simulator. Bring the whole team, save a ton of money, and be the envy of the tournament. More practice and better rest will put you in the winners circle! By booking the links below, you can sleep up to 25+ adults! Https://Airbnb.com/h/Skateboard1 Https://Airbnb.com/h/Skateboard2 One block off US Route 66!

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!

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.

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!

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.

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.

Art Institute: Downtown Lincoln

Stay in a beautifully restored 1915 Oddfellows building in the heart of historic downtown Lincoln, IL. This unique Airbnb offers a charming blend of history and modern comfort, two art galleries and original architectural details. Just steps away from local restaurants, shops, and attractions, it’s perfect for history lovers and travelers seeking a one-of-a-kind experience. Enjoy the charm of the past with today’s conveniences in this iconic Art Institute setting.

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!

Lodging on Main ~ Beckman Suite

This large suite is perfect for families or couples traveling together. There are 2 private bedrooms, one with a king bed, the other with a full bed with a twin loft. It has a full bathroom with a shower and tub. It also has an open concept kitchen and living room. The kitchen has a cook top, microwave, refrigerator, and dishwasher. The living room is super comfy with a 65" TV!

The Big Green House by the Capitol

The Big Green House is a Victorian home, built in 1890 that sits in the shadow of the state capitol. Enjoy the beautiful stained glass windows, high ceilings, period wood details and the central location of this classic turn of the century home. *** Please note that there is a studio apartment in the front of the house. Please be considerate of other guests. ***

Holly & Matt Suite @ Three Pines Petersburg

You are going to love the Holly and Matt suite. This unique, octagon-shaped, two story suite is set behind an 1875 Italianate mansion perched high atop one of Petersburg's many hills. There is a mini fridge, microwave, and coffee/tea station and serene views from your second story screened in porch. This suite is perfect for a 2 night visit up to an extended stay.