Vacation rentals in Pleasant Plains

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Top-rated vacation rentals in Pleasant Plains

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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, 454 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 street. The kitchen has most everything you need to cook meals. Plenty of towels, soap, shampoo, and extra pillows too. Also watch Netflix, Hulu, Prime, and Disney.

Guest favorite

A compact bathroom features a white toilet and a pedestal sink with a rectangular mirror above. Shelving displays neatly arranged toiletries and decorative items. Two small potted plants add a touch of greenery, and a towel rack holds a white towel. Warm wooden flooring completes the space.

Guest suite in Springfield

4.84 out of 5 average rating, 135 reviews

Modern Central location 1B1B Suite near Downtown

This historic home has the charm of the old house with the new Modern style set up. It is 3 mins drive from downtown Springfield. Within 5 mins drive to the medical district and the historical sites. This basement unit offers a full-sized memory foam mattress with a private bathroom. 55” TV. A dedicated work space, a romantic dining area. It has microwave, coffee machine,toaster and portable stove,front-load Samsung washer & dryer. (Washer & dryer are shared with main floor unit guests!)

Top guest favorite

A historical red brick courthouse is showcased with a symmetrical façade. Tall windows with arched tops are arranged in groups, and an American flag is displayed on the front. Green trees and a well-maintained lawn are visible in front of the building.

Loft in Virginia

4.94 out of 5 average rating, 161 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!

Guest favorite

A table is covered with a patterned tablecloth, featuring a stylish UV lamp. The lamp emits a blue light and is positioned next to a decorative plant, enhancing the table's setup in the inviting space.

Guest suite in Pittsfield

4.82 out of 5 average rating, 132 reviews

Florence Guest House--Loft Unit

Upper Loft Unit is the top floor of the guest house. With it's own entrance & deck area, No Interaction (if desired) from the lower unit is possible. Loft Supplies: Living room/kitchen area, private bathroom, large bedroom with 2 twins/1 full bed (Fitted Bed spreads). Deck with an amazing view of the area. Guests DO HAVE FULL USE of the large yard. Guest House Has: Parking area, two Illinois river lots, charcoal grill, screened in porch. ALL linens, towels, Bed sheets!!

Top guest favorite

Townhouse in Murrayville

4.98 out of 5 average rating, 305 reviews

Peace on the Prairie Too - Tiny House

Need a break from Politics? Peace on the Prairie accepts all guests for who they are rather than what some might wish them to be. Whether it’s a business trip, romantic time together with your significant other, a family vacation, a girl's time away, a secluded spot to work on your music, writing, art, star gazing, or a reconnection with nature, you'll find your inspiration and renewal in this natural rural setting of 23 acres of restored prairie, timber, and wetlands?

Top guest favorite

An antique cast iron soaking tub is situated on a wooden deck, enclosed by a yellow picket fence and decorative curtains. A wooden shelf is mounted on the fence, with natural elements visible in the background adding to the peaceful outdoor setting.

Cabin in Jacksonville

4.97 out of 5 average rating, 334 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.

Guest favorite

Apartment in Springfield

4.93 out of 5 average rating, 690 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.

Top guest favorite

An enclosed outdoor area features two wooden chairs positioned around a small fire pit, with gentle flames flickering. The space is illuminated by warm string lights strung along the wooden fence, creating a cozy atmosphere against the backdrop of a twilight sky.

Apartment in Springfield

4.95 out of 5 average rating, 284 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 functional kitchen space is shown, featuring white cabinetry and a gray countertop. A mobile island on wheels is positioned centrally with items on top. A stove and microwave are present, along with wooden accents on the walls, creating an organized and practical cooking environment.

Home in Petersburgh

4.96 out of 5 average rating, 184 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.

Top 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

4.99 out of 5 average rating, 323 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!

Top guest favorite

A dedicated fire pit area features a circular stone seating arrangement with four chairs, each adorned in vibrant red and black stripes. The grassy surroundings add a touch of nature, while the nearby trees provide shade and a feeling of seclusion.

Home in Beardstown

5 out of 5 average rating, 309 reviews

The Little White House by the River

Beardstown's original Airbnb location, our home is called the Little White House by the River, and offers a quiet place to stay that is literally a stone's throw (if you've got a decent arm) from the back waters of the Illinois and Sangamon Rivers. DUE TO MAJOR PLANNED RENOVATIONS, THIS LOCATION WILL NOT BE AVAILABLE AFTER SEPTEMBER 30. 2025.

Guest favorite

A small patio area is presented, featuring two comfortable rocking chairs with cushions facing a low table. The space is surrounded by greenery, with a planter box containing blooming flowers. A shed with a metal roof is visible in the background.

Home in Springfield

4.91 out of 5 average rating, 138 reviews

Cheerful Dollhouse

Take it easy at this unique, little getaway.Make it your home away from home. It is a very small, older home that is 500 square feet. It has a patio with fire pit in the backyard Firewood is provided .Relax in the private and peaceful rocking chairs. Home is close to downtown Springfield,highway,fairgrounds and Starbucks!

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Popular amenities for Pleasant Plains vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Pleasant Plains

Superhost

A gravel fire pit area is surrounded by a grassy lawn. Four chairs are placed around the fire pit, and a stack of firewood is positioned nearby for use. Lush greenery and trees provide a natural backdrop to the setting.

Home in Lewistown

4.76 out of 5 average rating, 51 reviews

Beach house wannabe

Ken & BeckyRating, 5 stars1 day ago

We traveled here from Nebraska for a dog trial. We could not have found a better place. It was quiet and beautiful, room for the dogs to stretch their legs and cool off in the pond. Super easy to work with when we had question. We will be back.

Top guest favorite

A warm entryway is highlighted by a vintage wooden door with intricate detailing. A small dark table and a decorative vase are positioned nearby. Natural light filters through the sheer curtain, illuminating a framed mirror on the wall, creating a welcoming first impression.

Home in Beardstown

4.98 out of 5 average rating, 247 reviews

My Little Bungalow on Monroe Street.

CraigRating, 5 stars1 week ago

This was our second time staying at Linda's house and the stay was wonderful. Well stocked, very clean, tidy, and comfortable. We felt right at home.

Guest favorite

The bathroom features wood-paneled walls and rustic finishes. Two neatly rolled white towels are placed on a wall-mounted rack above a wooden shelf with hooks. A standard toilet is positioned beside a mirror, reflecting the warm tones of the wooden interior.

Tiny home in Lewistown

4.9 out of 5 average rating, 30 reviews

Private, Grill, Covered Parking, DVD, Sunsets!

WillRating, 5 stars2 months ago

This worked perfectly for our trip!

Guest favorite

A relaxing hot tub is situated on a private patio, illuminated by soft blue lights. A neon sign decorates the wall nearby, contributing to a cozy ambiance. The brick exterior of the home provides a natural backdrop to this tranquil space.

Home in Springfield

4.94 out of 5 average rating, 122 reviews

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

BrianRating, 5 stars2 weeks ago

Wow perfect stay. I’ve been to many airbnbs and have to say this one was one of the top 3. Great job and perfect for this business trip. Lots of space. Thanks!!

Guest favorite

An open concept studio features a vibrant hand-painted mural on one wall, alongside a dining area with blue velvet chairs. A cozy sleeping area is visible, adorned with bright bedding. Recessed lighting highlights the decorative ceiling tiles and warm wooden flooring throughout the space.

Place to stay in Springfield

4.97 out of 5 average rating, 154 reviews

The Hideout Spfd-vanish in plain sight

GingerRating, 5 stars5 months ago

This was a neat and place. It is different from so many other places. It was fun to play all the games that were available on site. It would be really fun in the summer when you could enjoy the outside amenities. It is close to downtown and all the things to do in Springfield. We would definitely go back.

Top guest favorite