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, 469 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 tastefully decorated bedroom features a spacious bed layered with a quilt and decorative pillows. Flanking the bed are two nightstands with lamps. A comfortable armchair sits in the corner, complemented by an area rug and framed art on the walls.

Home in Springfield

4.94 out of 5 average rating, 247 reviews

Spacious Two Bedroom Apartment Near the Capitol.

The apartment is centrally located and allows easy access to everything Springfield has to offer. Two large bedrooms with queen beds and a large living room. The kitchen is fully stocked with all the essentials. We can easily accommodate six guests with a queen-sized air mattress. We also have a pack-n-play available for little guests. Wi-Fi, smart TV, off-street parking and a front porch with Edison lights & a porch swing. We are confident you will enjoy your stay. * NO PARTIES ALLOWED *

Top guest favorite

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

4.94 out of 5 average rating, 168 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 favorite

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, 700 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 $25 pet cleaning fee.

Superhost

A comfortable living area is highlighted by a dark leather sectional sofa and a cozy armchair. A decorative fireplace with a mantel serves as a focal point. Light filters through large windows, and a round coffee table is centered on a textured area rug.

Home in Springfield

4.9 out of 5 average rating, 159 reviews

The Market Street House - <15 min walk to Downtown

The Market Street House was built in 1860 by Lambert Merklin and his wife. Lamberts was a German baker and confectioner who operated a bakery just a few blocks away from here on Fifth Street. This 2-bedroom home has all the original charm with the convenience of modern amenities and an ideal downtown location. The Market Street House is within walking distance to the State Capitol Building and Lincoln sites. A stylish and comfortable experience at this centrally-located home.

Top guest favorite

A two-story tiny house is positioned at the end of a grassy path, surrounded by native grasses and trees. A rainbow flag gently waves in the breeze, and several trees display autumn foliage, adding color to the serene landscape.

Townhouse in Murrayville

4.98 out of 5 average rating, 308 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

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

4.94 out of 5 average rating, 289 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 favorite

A cozy living room features a light-colored plush sofa adorned with decorative pillows, positioned in front of a wooden coffee table. Soft string lights create a warm ambiance around a mirror and decorative plants in the background. Natural light filters through sheer curtains.

Home in Springfield

4.94 out of 5 average rating, 346 reviews

Central location. Quiet Cozy Welcoming Bungalow.

This is a fully-furnished, cozy home that will make you feel at home the moment you step through the door. You will enjoy our unique bar counter design with decorative lights to provide you with a relaxing, romantic atmosphere at home. It's located in the heart of Springfield, near popular restaurants, grocery stores, shopping centers, downtown nightlife/tourist activities, Washington Park, and access to highways in under 10 minutes.

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, 185 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

4.98 out of 5 average rating, 331 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

The exterior of the Little White House by the River is showcased with a wraparound porch featuring red rocking chairs. Lush green grass surrounds the house, while a decorative sign is positioned near a wooden fence, indicating the property's name.

Home in Beardstown

5 out of 5 average rating, 315 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.

Top guest favorite

A cozy studio space features a queen bed dressed in light yellow and white stripes, complemented by a comfortable chair nearby. Large windows with ornate curtains allow ample natural light, illuminating the exposed brick walls and wooden beams of the ceiling.

Loft in Petersburgh

4.95 out of 5 average rating, 419 reviews

The Loft on the Square in Petersburg

A beautifully renovated second story loft apartment located on the square in historic Petersburg. The space offers an abundance of natural light with large windows that overlook the historic 1896 Menard County Courthouse and town square. The loft features a mix of charming character and modern amenities.