Holiday houses in Pleasant Plains

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Top-rated holiday rentals in Pleasant Plains

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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, 664 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.

Top Guest favourite
Home in Pleasant Plains
5 out of 5 average rating, 14 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.

Top Guest favourite
A cozy sleeping area features a spacious bed with a textured white blanket, complemented by a knitted throw. Natural light filters through large windows, illuminating the rustic live edge shelving nearby. A green ladder leads to a loft area, adding a touch of charm.
Treehouse in Lewistown
5 out of 5 average rating, 80 reviews

Fern Oak Off-Grid Treehouse

Immerse yourself into nature in our secluded eco-friendly treehouse perched on a wooded hillside of our 110-acre privately owned farm. Perfect for individuals or couples seeking a peaceful glamping escape in a country setting, our pet-friendly 285 sq. ft. treehouse features modern and rustic furnishings with live edge shelving, cozy loft reading nook, outdoor shower, and over 540 sq. ft. deck for grilling, relaxing, and experiencing the woodland views. Reconnect and recharge for a better you!

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, 70 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)

Guest favourite
The exterior of the home showcases a single-story brick façade with a gabled roof. A covered front porch is accessible by three steps, featuring a wrought-iron door and two windows on each side. A well-maintained lawn extends out in front, with gravel bordering the foundation.
Home in Springfield
4.81 out of 5 average rating, 77 reviews

Park Place near Lake Springfield

From the owners of The Nest, we introduce Park Place. Completely remodeled 2BR 2BA unit located in a very quiet neighborhood in Franklin Park near Lake Springfield. Large spacious unit with vaulted ceilings, a gas fireplace and private deck and grill. The master bath has a custom tiled jacuzzi tub. You are steps from a large open park with a covered pavilion and playground. UIS ball fields are within walking distance . We offer a full kitchen, washer dryer units and a 2 car garage.

Guest favourite
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 Petersburgh
4.96 out of 5 average rating, 130 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.

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 out of 5 average rating, 31 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.

Top Guest favourite
A cozy dining area is highlighted by a wooden table surrounded by four chairs. Antique stained glass windows illuminate the space with soft colors. A small kitchen area is visible in the background, featuring modern appliances and bright cabinetry.
Cabin in Jacksonville
4.98 out of 5 average rating, 411 reviews

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.

Top Guest favourite
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 Petersburgh
4.95 out of 5 average rating, 107 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.

Top Guest favourite
Apartment in Springfield
4.94 out of 5 average rating, 409 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.

Guest favourite
Home in Springfield
4.95 out of 5 average rating, 44 reviews

The Hideout in Springfield, IL

The Hideout is a one of a kind stay! It's perfect for a romantic getaway or a place to stay and catch up with a couple friends! This historic, open concept 1,100 sqft studio building has party and 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 with shower.

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 Petersburgh
4.97 out of 5 average rating, 230 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.

Popular amenities for Pleasant Plains holiday rentals