Vacation rentals in Chestnut

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Top-rated vacation rentals in Chestnut

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Guest favorite

The A-frame cabin stands framed by several deciduous trees showcasing autumn foliage. A winding path leads to the entrance, and the sunlit scene features a clear blue sky, emphasizing the cabin's cozy and inviting charm.

Cabin in Pekin

4.92 out of 5 average rating, 134 reviews

The Owl’s Perch – Cozy Cabin with Game Room

Unwind and immerse yourself in the inviting charm of our cozy A-frame cabin, nestled on the outskirts of Pekin, Illinois. Whether you're a book lover seeking the perfect nook or a group of friends looking for a comfortable retreat, this recently updated cabin promises a delightful escape. As evening falls, you may even hear the soothing call of an owl from the surrounding woods, adding to the peaceful atmosphere. The cabin offers a warm ambiance with comfy furnishings and a charming fireplace🦉

Top guest favorite

The living room features a spacious sectional sofa in neutral tones, accompanied by a wooden coffee table. Natural light enters through the large windows, with light curtains framing the view. A ceiling fan is present, enhancing air circulation. Decorative art is displayed on the walls.

Home in Clinton

4.97 out of 5 average rating, 111 reviews

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.

Top guest favorite

A historic two-story home features a large front porch with white railings, surrounded by a well-maintained lawn and decorative flower planters. Tall trees provide shade, and a driveway leads to a two-car garage at the side.

Loft in Monticello

4.99 out of 5 average rating, 716 reviews

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

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, 497 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.

Guest favorite

An A-frame cabin is depicted with a welcoming front porch. Two potted plants sit beside the entrance, and a small seating area is positioned on the porch. Surrounding grassy areas are punctuated by vibrant autumn foliage, enhancing the serene outdoor setting.

Cabin in Heyworth

4.97 out of 5 average rating, 192 reviews

Hidden Grove | Hot Tub | Quiet Seclusion | Games

Come find your perfect balance at Hidden Grove, a serene retreat nestled on 2 private acres of natural beauty. Unwind in luxury with a hot tub soak under the stars, relax in the hammock with your favorite book, or enjoy fireside s'mores in the peaceful surroundings. Just 10 minutes south of Bloomington, IL. Experience the perfect blend of privacy and convenience—where the charm of local restaurants and entertainment is only a short drive away, and outdoor adventures are right at your doorstep.

Top guest favorite

A green sign reading 'Old Gillett Farm' is positioned at the entrance of a private drive. The road is flanked by a wooden fence, with lush grass and trees visible on either side. A clear blue sky enhances the serene rural setting.

Home in Elkhart

4.96 out of 5 average rating, 155 reviews

Relaxing Vineyard Cottage on a Peaceful Farm

Discover the charm of our beautifully restored cottage, once the caretaker's home on the historic farm in Elkhart, IL. Ideal for retreats, vacation rentals, or photoshoots, this getaway offers a unique blend of history and comfort. The cottage features three spacious bedrooms, two full baths, and a fully equipped kitchen with an on-site washer and dryer. Unwind on the inviting front porch, where you can soak in the serene views of this tranquil oasis. Book now for a one-of-a-kind destination!

Guest favorite

A modern kitchen features sleek white cabinetry and a gray subway tile backsplash. Stainless steel appliances are complemented by a large island with three wooden stools. Natural light fills the space, highlighting the open layout that connects to a cozy living area.

Home in Lincoln

4.94 out of 5 average rating, 141 reviews

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 favorite

A bright sleeping area features a white bedspread over a spacious bed, adorned with mustard-colored pillows and a soft throw. The walls are decorated with framed art and calming phrases. A potted plant adds a touch of greenery, enhancing the cozy environment.

Guest suite in Springfield

4.83 out of 5 average rating, 162 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 renovated red caboose, TP&W 527, is positioned on railroad tracks surrounded by grass. The structure features white wheels and an elevated cupola, with windows and a yellow emblem. Green trees provide a natural backdrop, and a cobblestone pathway leads to the entrance.

Train in Oreana

4.99 out of 5 average rating, 128 reviews

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!

Guest favorite

The home's exterior features a welcoming porch with red chairs, an American flag, and a landscaped front yard. The architectural design exhibits a combination of traditional elements with a pitched roof and wood siding. A concrete driveway leads to the front steps.

Home in Decatur

4.95 out of 5 average rating, 110 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.

Top 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, 726 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

The living area features a leather sofa and a green accent chair, positioned around a rustic coffee table. Natural light filters through large windows with blinds, illuminating the wooden floor. A festive tree adds a touch of holiday decor near the entrance, enhancing the space.

Loft in Lincoln

4.97 out of 5 average rating, 196 reviews

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.