Vacation rentals in Chestnut

4.97 out of 5 average rating, 101 reviews

A laundry area is featured with a stacked washer and dryer, positioned against a light-colored wall. A wooden folding door provides privacy, while shelves above hold cleaning supplies. The space is functional and organized, suitable for household tasks.

Home in Clinton

Upper Deck

Newly renovated, beautiful 3 bedroom home. Conveniently located on the edge of town, minutes from Clinton Lake and Historical downtown Clinton. Close to multiple restaurants, shopping and other entertainment options. The home has a well stocked kitchen with a charming dining room. There is also a large back deck with furniture and a grill. Plenty of on-premise parking with room for up to four trailers and vehicles. This is a second story home so there are stairs to access the property.

4.99 out of 5 average rating, 690 reviews

The exterior of the carriage house features a charming design with a steeply pitched roof and two garage doors. The siding is painted in a light color, complemented by dark accents. Potted plants are placed near the entrance, adding greenery to the inviting space.

Loft in Monticello

Monticello Carriage House

This carriage house is located at the back of the property of a 117-year-old historic home 4 blocks from downtown shopping and dining. We're 15 minutes from Allerton Park & Retreat Center, 25 minutes to Champaign and 30 minutes from Decatur. You’ll enjoy the comfy bed, two dining/game spaces, TV area, a small kitchen with cooktop, small refrigerator, microwave, coffee pot and a full bathroom. It is great for a weekend get-away! Come to enjoy Monticello! Same-day bookings-6:30 check-in time

4.98 out of 5 average rating, 458 reviews

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

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.

4.95 out of 5 average rating, 133 reviews

A modern kitchen area features ample natural light filtered through sheer curtains. A small step stool is positioned near white cabinetry, which houses a coffee maker. To the right, a dining area and greenery can be seen, creating a welcoming environment.

Home in Lincoln

Renovated Retreat

This newly renovated 3BR/2BA home has all the amenities of home—a large and beautiful kitchen/dining area, ample seating in living area, master en-suite with king bed. All bedrooms have new memory foam mattresses. Completely fenced in back and side yard. Cleaned and sanitized with non-toxic cleaners and no perfumes or artificial scents for the allergy sensitive. We have meticulously renovated this property in 2020 with our guests in mind. We hope you will find it a calm and peaceful respite

Guest suite in Springfield

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.

4.84 out of 5 average rating, 137 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!)

4.97 out of 5 average rating, 697 reviews

The bathroom features rustic wood paneling, a pedestal sink with an ornate mirror above. A lantern-style light fixture adds warmth, while a clock and decorative items enhance the vintage ambiance. A basket is placed beside the white toilet, and a shower curtain is visible on the left.

Home in Champaign

The Depot B & B: A Peaceful Retreat

Just minutes from campus, downtown, and the airport, The Depot is a historic home attached to 5 wooded acres, a lake, and a "big sky" view across the prairie for watching sunsets and night skies. Originally a train depot constructed in 1857, it has been fully modernized for contemporary living. However, we have taken great effort to preserve its rustic charms that Abraham Lincoln would have known during his circuit riding days before the Civil War. These include graffiti from 1917.

5 out of 5 average rating, 113 reviews

Soft white bathrobes hang on the walls of the caboose, accented by original railroad lights. A sturdy door with a metal finish is visible, while a basket of firewood offers a rustic touch near the cozy bed covered with a textured blanket.

Train in Oreana

The Caboose on Mayberry

Welcome to our mid 1900s caboose TP&W 527 and step back in time. Unwind and relax as you settle into your retreat. Enjoy the view from the cupalo as you browse through one of the books on board, or sit at your dinette and enjoy a board game. Sit out back in one of the adirondack chairs around your own private fire pit and enjoy s'mores, or just a peaceful evening. The caboose has been completely renovated and many modern convienences added. You'll love this unique and romantic escape!

A full-size washer and dryer is positioned against the wall in a finished basement. The machine features a front-loading design, with clearly labeled settings and a transparent door. A laundry basket sits nearby, contributing to the functional layout of the space.

4.95 out of 5 average rating, 104 reviews

Cozy Cottage

Beautiful two bedroom one bath home. Finished basement. Full two car garage. Three car driveway. Gas oven with full size kitchen. Full size washer and dryer. Screened in back porch. Outdoor dining area. Queen bed and full size in bedrooms. Fold out sofa in basement. High speed WiFi with two smart TVs. Two blocks from Millikin University. 5 minutes to downtown Decatur. Quiet street across from elementary school. Come stay at our lovely little piece of Decatur.

4.93 out of 5 average rating, 694 reviews

A dramatic view of the Illinois State Capitol building is presented against a backdrop of swirling dark clouds. The silhouette of the dome is visible, with urban structures surrounding the base, under an ominous sky that casts a moody light over the scene.

Apartment in Springfield

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.

4.97 out of 5 average rating, 181 reviews

Loft in Lincoln

Lincoln’s Loft-Hawthorne Loft Downtown Lincoln, IL

Lincoln's Loft - Hawthorne suite is a beautifully renovated, 1600 sq ft, street level apartment in downtown Lincoln, IL that was completed in March of 2021. Lincoln's Loft - Hawthorne Suite is an experience in itself. Decorated to emulate the untouchables, Eliot Ness’ office where they worked to track and convict Al Capone. This historically renovated space is a prime location for entertaining your group downtown, quiet family getaway, or a friends weekend.

4.95 out of 5 average rating, 285 reviews

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

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.

4.99 out of 5 average rating, 146 reviews

The entryway features rich wooden paneling and a chandelier, contributing to a classic charm. A neutral rug covers the hardwood floor, and two patterned chairs are positioned next to the staircase. Natural light enters through a nearby window, enhancing the inviting atmosphere.

Apartment in Bloomington

New! Luxury Apartment! Centrally Located!

The whole group will enjoy easy access to everything from this centrally located place. Fully renovated entire first floor unit. A luxurious feel with a complete renovation all while leaving some elements of the classic original design of the home. Enjoy the spacious rooms and ceilings throughout. Fully stocked kitchen with all new appliances and amenities which includes a fully stocked coffee bar. Two bedrooms with each having king sized beds.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Chestnut vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Chestnut

5 out of 5 average rating, 9 reviews

A compact shower area is presented, featuring a minimalistic design with built-in shelves. A striped shower curtain offers privacy, while a small bottle is visible on one of the shelves. The white walls enhance the bright and clean appearance of the space.

Apartment in Decatur

The Meadow

RandiRating, 5 stars1 month ago

Perfect spot not far from Macon Speedway!

4.82 out of 5 average rating, 236 reviews

Beach Vibes Family & Pet Friendly Cottage

CadneyRating, 5 stars5 days ago

Cute place ! Very responsive and Thank you for the stay !

Superhost

A covered outdoor seating area is featured, furnished with a spacious beige sofa placed against a green accent wall. A well-maintained yard is visible, showcasing a garage, a grill, and a hammock under the trees, providing a serene and cozy outdoor space.

Home in Springfield

4.85 out of 5 average rating, 62 reviews

Elliott’s hideout

GabiRating, 5 stars1 month ago

Jacob was very helpful and understanding of our pets! Would recommend him to anyone wanting a nice place in Springfield! I grew up in Springfield this place was in a better neighborhood than most AirBnBs in Springfield!

4.99 out of 5 average rating, 80 reviews

A compact bathroom features a white sink with a faucet and a small mirror above. Towels are neatly arranged on a shelf beside a toilet. The wall is lined with light wood paneling, and the floor is covered with dark tiles.

Hut in Warrensburg

Country Hut House

DawnRating, 5 stars1 month ago

I really enjoyed my stay at the huthouse. This was an beautiful and peaceful space. It was a retreat for me after spending tiring days moving my Millikin student. Staci and Joe were very responsive and provided helpful information about the area. The space had everything I needed including laundry to wash those sweaty moving clothes. There was plenty of parking too. I hope to be back with my husband when we visit the area again.

Superhost

A wooden dock extends over the calm waters of Lake Decatur, featuring a smooth surface and surrounded by lush greenery. A gently sloping path leads to the dock, providing easy access for water activities. Nearby, shaded areas offer a tranquil spot for relaxation.

4.82 out of 5 average rating, 99 reviews

Lakefront Haven in Decatur

RaechelRating, 5 stars1 week ago

We were in the area for soccer and had our dogs with us, so didn't want to get a hotel room. Sean's place was right on the lake and had plenty of space for 3 adults, 1 teenager, an elementary aged kiddo, and 2 dogs. Beds were comfy and several areas to sit and enjoy each others company, both inside and out. Highly recommend working with Sean and taking advantage of this serene location.

Superhost

A large smart TV is positioned on a wooden console, paired with a decorative potted plant. The room features warm wooden flooring and a doorway leading to a bathroom area, where a shower curtain with a lion design is visible in the background.

4.74 out of 5 average rating, 94 reviews

Lincoln Manor "Workation" Cottage

BenyRating, 5 stars6 days ago

Definitely one of those places that makes you want to come back to it. You can tell the owner is well traveled, details just make you feel invited and at ease. There's a small trail that you can start walking just a few feet from the front door, a must do when staying here

4.92 out of 5 average rating, 72 reviews

Cottage in Weldon

Clinton Lake Vacation Rentals Charlie’s Lakeside

PangRating, 5 stars2 weeks ago

Beautiful lake home! Hosts were very responsive and friendly! Place described as exactly. Accurate photos! Everything went smooth. Totally recommend this beautiful place!

The entrance to the mini golf facility is visible, featuring a large awning and signage reading 'OverLook Adventure Mini Golf.' Adjacent to the entrance, benches are placed along a paved area, and parking spaces are marked, indicating accessibility.