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Holiday houses in Pleasant Plains

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Pleasant Plains

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
An inviting interior features a rustic design with wooden accents and a cozy double bed covered in a patterned blanket. A wooden staircase leads to additional sleeping space. A flat-screen TV is mounted on the wall, and details of nature-themed decor can be seen throughout.
Tiny home in Springfield
4.98 out of 5 average rating, 674 reviews

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.

ValueLocationQuiet

Top Guest favourite
Home in Pleasant Plains
5.0 out of 5 average rating, 18 reviews

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.

LocationValueHospitality

Top Guest favourite
A close-up of a potted plant showcases lush green leaves, adding a touch of nature to the outdoor space. In the background, a cozy seating area with cushioned chairs is visible, along with a light-colored patio wall illuminated by soft lighting.
Home in Springfield
4.97 out of 5 average rating, 74 reviews

Springfield Stunner

Enjoy relaxing at this peaceful and centrally-located place. We have a coffee and tea bar to wake up to in the morning. Bathroom boasts heated toilet seat, dual shower heads with unlimited hot water! When you're ready to explore, we are a short drive away from many destinations! (Route 66 Drive-In Movie Theatre, Scheel's Sporting Goods, Lincoln House, Lincoln Museum, Lincoln Presidential Library, Knight's Action Park, Bunn Golf Course, Springfield Capital, Washington Park Botanical Garden)

ValueFamilyIndoor spaces

Top Guest favourite
The interior of the cabin features exposed wooden beams and reclaimed logs, creating a rustic aesthetic. A comfortable sofa is positioned in front of a brick fireplace, which is flanked by a dresser. A small dining table and chairs occupy one corner, with a cozy area rug enhancing the warmth of the space.
Cabin in Jacksonville
4.97 out of 5 average rating, 787 reviews

Audrey's Abode

Audrey’s Abode is just the place you have been looking for to relax and reconnect with family, friends, nature and a simpler time. Located on a 7 acre hobby farm just south of Jacksonville, Illinois (30 minutes west of Springfield), Audrey’s Abode is a fully restored historic log cabin with all the modern amenities for a comfortable getaway. Need additional space? Check out our other listing next door - Bunkhouse Seventy-Four. Pets are welcome but we charge a $35 pet cleaning fee.

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Superhost
The main living area features exposed red brick walls and large windows that allow natural light. A television is positioned on a stand across from a pair of sofas. A vintage bicycle decoratively hangs on the wall, and a telescope stands nearby, enhancing the space.
Loft in Petersburg
4.96 out of 5 average rating, 134 reviews

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.

LocationFamilyPets

Guest favourite
A welcoming farmhouse exterior is presented with white siding and a dark roof. A covered porch features two rocking chairs. Lush green grass surrounds the home, complemented by neatly arranged flower beds and a light concrete pathway leading to the entrance.
Home in Pleasant Plains
5.0 out of 5 average rating, 33 reviews

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.

ValueLocationAccuracy

Guest favourite
Apartment in Springfield
4.89 out of 5 average rating, 138 reviews

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.

ValueFamilyKitchen

Superhost
The historic Victorian home features a charming facade with decorative trim and a second-floor balcony. Lush green lawns surround the property, complemented by blooming flowers in the foreground. Shade is provided by mature trees, enhancing the inviting outdoor space.
Home in Petersburg
4.94 out of 5 average rating, 109 reviews

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.

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Top Guest favourite
Apartment in Springfield
4.94 out of 5 average rating, 418 reviews

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.

LocationValueWi-Fi

Guest favourite
A collage of four images showcases the property’s inviting features. The theater room displays plush seating, while the cozy bedroom highlights soft textures and warm colors. The outdoor area reveals a spacious seating arrangement surrounding a fire pit, and the living room is arranged with a comfortable sectional.
Home in Springfield
4.92 out of 5 average rating, 199 reviews

Abe's Hideaway - HOT TUB, Arcade, Theatre, FUN!

Our property is not just a place to stay; it's an experience in itself! Enjoy our hot tub, arcade, & theater room, PLUS unique "hideaways" that let kids (& kids at heart) play hide & seek in a whole new way. Nestled in a tranquil subdivision near Lake Springfield, our spacious haven offers a gateway to the city's vibrant attractions and beyond. With convenient access to I-72 and I-55, you're just moments away from all that Springfield has to offer.

FamilyValueAccess

Guest favourite
Home in Springfield
4.89 out of 5 average rating, 38 reviews

Convenient, clean and comfortable!

This space sleeps 4-5 with a queen bed, large sectional couch, and double bed (doorless room with a rod hung in doorway, linens can be hung for privacy) 5 min drive to the airport, Amtrak station, downtown, state fair grounds, Memorial Hospital, and more! My home does have two steps to get into each entry. The yard is fully fenced with 5 foot chain link. For pet rentals I provide doggy bags, bowls, and toys!

ValueFamilySleep quality

Top Guest favourite
A cozy bedroom features a spacious bed covered with a neutral-colored blanket. Natural light enters through two windows, illuminating the light grey walls and hardwood flooring. A plant sits atop a wooden dresser, while a patterned area rug adds softness to the floor.
Home in Petersburg
4.97 out of 5 average rating, 234 reviews

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.

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Popular amenities for Pleasant Plains holiday rentals