Vacation rentals in Pleasant Plains

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Top-rated vacation rentals in Pleasant Plains

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Top guest favorite
The cabin's exterior is viewed from a grassy area, showcasing a covered porch with steps leading up to the entrance. Two white doors are framed by light-colored walls, while a red wreath adds a touch of color. The natural surroundings feature trees in the background.
Cabin in Winchester
4.96 out of 5 average rating, 178 reviews

Container Home GREAT Countryside Views COZY Stay

Singing Hills Cabin is the ultimate getaway for fresh air and an unbeatable view of the countryside. Enjoy morning coffee as the sun rises from the large front porch. This newly renovated container home is perfect for small families looking for an outdoor escape or for couples seeking a romantic getaway. It is located on a 40 acre hobby farm, so do not be surprised if you see cows and other wildlife during your stay! The best deer hunting, river access, and restaurants are located minutes away.

Top guest favorite
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, 511 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 favorite
The bathroom features a clean and modern layout, including a bathtub with a shower curtain and a window providing natural light. A pedestal sink is paired with a mirror above, and towels are neatly arranged on a rack nearby. Neutral tile flooring adds a polished touch.
Bungalow in Springfield
4.94 out of 5 average rating, 251 reviews

Luxury Central Location Fenced Yard Bungalow

PERFECT FOR TRAVELING MEDICAL WORKERS! 7MINS DRIVE TO MEMORIAL/ST JOHN’S! This luxury all-brick house is fully furnished!Living room offers a comfortable leather couch, lift-top coffee table, and 65inch Roku TV. The home office is located upstairs with high-speed wifi and bluetooth Bose speaker for an ambient environment. Located near popular restaurants, grocery stores, shopping centers, hospitals, downtown nightlife/tourist activities, Washington Park, and access to highways in 3-8 minutes.

Guest favorite
A light-filled living room features a soft blue sectional sofa and a wooden coffee table over a plush area rug. A flat-screen TV is mounted on the wall opposite a decorative fireplace. Natural light enters through sheer curtains, illuminating the space.
Home in Springfield
4.97 out of 5 average rating, 118 reviews

Historic West Side Bungalow

Make some memories at this unique & family-friendly place. You will feel at home in this 3 bedroom/1 bath home. Two main level bedrooms offer king beds, loft offers queen bed & living space. Living room & bedrooms equipped with streaming tv. Xfinity stream & wi-fi is provided. Fully furnished home, well equipped kitchen for many cooking options. You can relax on the rooftop deck or get a little competitive in the LL game room. Onsite laundry. 3 off street parking spots. Conveniently located.

Top guest favorite
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, 362 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 $25 pet cleaning fee.

Superhost
A welcoming front porch is enclosed with large windows, allowing natural light to enter. An American flag is displayed prominently, while purple irises and green plants line the porch. Two blue pots add a touch of color to the grassy yard.
Home in Oak Ridge
4.87 out of 5 average rating, 112 reviews

The Perfect Spot

Enjoy a stylish experience at this centrally-located home in the heart of the medical district. I have designed this home specifically to be an Airbnb. It would be ideal for the visiting travel nurse or doctor or someone wanted to see the Lincoln sites. Within 1 mile of the home are two springfield hospitals, the state capital building, Lincoln’s Tomb, the presidential library and museum, grocery stores, coffee shops, restaurants and many other places of business.

Guest favorite
The living room features a mix of vibrant seating options, including a spacious red couch, floral-patterned armchairs, and a coffee table. Natural light enters through the large windows, with sheer curtains framing the view. A decorative fish hangs above a television console, complementing the  wood floor.
Apartment in Springfield
4.93 out of 5 average rating, 730 reviews

The Purple Awning House at Lincoln Park

Charming two bedroom apartment overlooking scenic Lincoln Park. The only person closer to Abe will be Mary. Whether you are traveling solo or as part of a group, the Purple Awning House's spacious bedrooms, comfortable couch and a large inflatable bed (if needed) ensures everyone will have a good night's rest. * Note that this is a main floor apartment with another apartment upstairs. They have separate entrances and there is no shared space or ventilation.

Guest favorite
A comfortable sleeping area featuring a queen-sized bed with a soft blanket, accompanied by a twin bed upon request. A cozy armchair sits nearby, and natural light filters through large windows, illuminating some indoor plants and decorative elements.
Apartment in Springfield
4.95 out of 5 average rating, 328 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 favorite
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
4.96 out of 5 average rating, 199 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.

Guest favorite
A rustic log cabin, set on a grassy area, features a covered porch with rocking chairs. Sunlight filters through the surrounding trees, illuminating the wood exterior and stone steps. A small white cat is seen resting on the porch, adding a charming touch to the serene setting.
Place to stay in Virginia
4.98 out of 5 average rating, 354 reviews

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!

Guest favorite
A spacious living room features a large gray sectional sofa, accented by dark blue pillows. A flat-screen television is mounted on the wall across from the seating area. A light wood console table sits beneath the TV, and an air conditioning unit is positioned by a window.
Apartment in Springfield
4.83 out of 5 average rating, 125 reviews

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

Guest favorite
The spacious bedroom features exposed brick walls and polished wooden flooring. A wooden bed with a decorative quilt is accompanied by an armchair and a small side table. Natural light enters through a window, enhancing the room's inviting ambiance. A wooden staircase leads to the upper level.
Guest suite in Petersburgh
4.93 out of 5 average rating, 102 reviews

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.

Popular amenities for Pleasant Plains vacation rentals