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.

1 of 1 pages1 / 1
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, 657 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
5.0 out of 5 average rating, 13 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
5.0 out of 5 average rating, 79 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!

Guest favourite
The exterior of the cozy cottage features a welcoming facade with a shaded porch. Two relaxed chairs sit on a paved patio surrounded by lush greenery and colorful flowers. A small fire pit is visible, inviting relaxation in a tranquil outdoor setting.
Tiny home in Petersburg
4.94 out of 5 average rating, 34 reviews

Sheridan Studio Cottage

Traveling solo or with a companion? The Cozy Cottage is a fully renovated new listing that is the perfect tranquil retreat for you! The open floor plan studio cottage is loaded with amenities, whether you are here for business, leisure, or a romantic getaway to historic Petersburg, and is located just one block from the downtown square. The cottage comes with a designated parking spot. No stairs are required to enter. A large, covered porch extends the entire length of the cottage.

Top Guest favourite
The building features a classic architectural style with large bay windows and ornate detailing. The ground floor includes glass storefronts, while the upper level showcases decorative molding and an inviting façade in a warm maroon color.
Loft in Virginia
4.95 out of 5 average rating, 210 reviews

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!

Top Guest favourite
The exterior of a charming single-story home is shown, featuring beige siding and dark blue accents. A double garage is visible on the right. An expansive lawn surrounds the home, adorned with mature trees, while the sky reflects a gradient of warm sunset colors.
Home in Springfield
4.98 out of 5 average rating, 63 reviews

The Archer Home

“The Archer Home” in Springfield, Illinois is a charming home located in the best area of town, known for its safety, tranquility, and pleasant surroundings. Situated directly next to the Sangamon Valley bike trail, this cozy retreat offers 3 bedrooms, 2 full bathrooms, a relaxing hot tub, and a convenient office space. The entire house is fully furnished and tastefully staged to ensure a delightful stay for all guests. Our home is within 20 minutes of virtually everything in Springfield!

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, 780 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.

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 Petersburg
4.96 out of 5 average rating, 129 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
5.0 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
The living area features a red leather sofa, positioned in front of a bright window. A spiral staircase leads to the loft, with a round dining table and four chairs in the background. A colorful art piece is displayed on the wall, enhancing the contemporary decor.
Home in Petersburg
4.96 out of 5 average rating, 55 reviews

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.

Top Guest favourite
Apartment in Springfield
4.94 out of 5 average rating, 404 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.

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, 228 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