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Vacation rentals in Chestnut

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Top-rated vacation rentals in Chestnut

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Sullivan
4.99 out of 5 average rating, 119 reviews

Game Room | Hot Tub | Fire Pit @ Lake Shelbyville

Sitting just one mile outside city limits & 2 minutes to Lake Shelbyville, is this beautifully appointed home waiting for guests to enjoy all of its amenities; pool table, fire pit, grilling area, corn hole set, and hot tub. Inside, nothing was held back when it came to decorating this home for a truly relaxing experience. All the amenities of home are here just waiting for you to arrive, relax, and enjoy. We are sure you will rest easy in this boutique style home located at Lake Shelbyville.

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
4.98 out of 5 average rating, 124 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
The exterior of a charming historic home is displayed, featuring a welcoming porch, a gravel driveway, and well-maintained landscaping. Large trees provide shade, and an American flag is gently waving. A spacious garage is located adjacent to the house.
Farm stay in Springfield
5 out of 5 average rating, 102 reviews

More Than a Place to Stay, It’s An Experience!

Welcome to your one-of-a-kind, historic experience located in the countryside just 1 mile east of Springfield city limits. You will experience our finely furnished family home with modern technology & conveniences, originally the one-room North Round Prairie country school from 1875 to 1945. Deluxe features include nature trails, wildflowers, sitting areas, full garage access, and a working cattle farm provide a one-of-a-kind, quality experience. A 3rd bedroom suite upstairs was added in '22!

Top 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, 211 reviews

Cozy Private Wooded Getaway | Hot Tub | Fire Pit

Welcome to Hidden Grove, hosted by Beyond the Path Vacation Rentals. Check out our excellent online reviews! Escape to this serene luxury retreat on 2 private wooded acres just 10 minutes south of Bloomington, IL, where you can soak in the hot tub under the stars, sway in the hammock with a good book, share fireside s’mores, then head out for nearby hiking, outdoor adventures, and charming local restaurants and entertainment. Whatever you choose will make for the perfect, rejuvenating getaway!

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, 152 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

Top guest favorite
The exterior of Campus Cottage features a charming blue façade with wood shingle accents. A welcoming entrance is framed by two vibrant flower pots. The well-maintained landscaping complements the quaint design, while large windows allow natural light to illuminate the interior.
Home in Normal
4.97 out of 5 average rating, 368 reviews

CampusCottage EV Plug WALK to ISU-IWU-Bromenn

Discover Campus Cottage, a charming, 600 sqft retreat ideally located near ISU, shopping, local bars, restaurants, Uptown Normal, Bromen Hospital, and just under a mile from the train station. Enjoy the privacy of having the entire home to yourself, complete with a fenced backyard, off-street parking, and electric car charging 14-50 plug @ 50amp) . We look forward to welcoming you! Pet-friendly for an additional fee. Check out Vibing Victorian, Black Beauty, Spotlight Studio& MonroeManor

Guest favorite
The exterior of a charming cottage features a white facade with yellow awnings above the windows. A small porch is adorned with blue chairs and a yellow bicycle, complemented by a neatly manicured lawn and vibrant lavender flowers along the front edge.
Home in Decatur
4.83 out of 5 average rating, 320 reviews

Beach Vibes in the City | Family & Pet-Friendly

Soak up summer vacation vibes all year long at our breezy beach-themed cottage! 🌴 Fully fenced backyard is perfect for kids & fur babies to safely play. 3 minutes to Millikin University & Fairview Park 8 minutes to Memorial Hospital 15 minutes to Caterpillar & ADM Gas, groceries, and Walgreens are just around the corner. Check out family-owned local faves - Diamond's Family Restaurant & Krekel's Kustard Kick off your shoes and relax—you’ve found your home away from the shore! 🐚

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, 142 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 exterior of Grimsley’s Flower Store is showcased, featuring large windows displaying floral arrangements. A bright green sign hangs above the entrance, illuminating the space below. Soft lighting within creates a welcoming atmosphere as flowers are visible through the glass.
Apartment in Clinton
4.91 out of 5 average rating, 105 reviews

Spacious 3-bedroom above historic flower shop

Stay the night at this conveniently located apartment on Mr Lincoln Square in Clinton, IL above historic Grimsley’s Flower Store. Enjoy easy access to dining, shopping, and activities. Get ideal parking for Clinton’s famous Apple and Pork Festival. Outdoor fun is a short drive away at Clinton Lake or Weldon Springs Park. Friends and family can visit in the spacious living room. Multiple tvs, activities, and a dining area for six helps keep the whole family entertained.

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, 210 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.

Guest favorite
A figure is seated on a wooden step in front of a modern octagon-shaped home, showcasing its black exterior and unique architectural design. The surrounding trees create a serene backdrop, while the evening lighting enhances the inviting atmosphere of the property.
Home in Lincoln
4.97 out of 5 average rating, 105 reviews

Wednesday’s Lair

Welcome to our viral Airbnb, celebrated for its stunning modern black exterior and sleek interior! Located in Lincoln, Illinois, this one-of-a-kind octagon home offers a tranquil and peaceful retreat. Embracing the iconic octagon design of the 1800s, it features no square rooms, creating a harmonious and unique flow. Perfect for relaxing or exploring local attractions, this modern masterpiece guarantees an unforgettable stay with unforgettable memories.

Guest favorite
A spacious living area features a unique circular fireplace as the focal point, surrounded by soft couches and accent chairs. Large windows provide abundant natural light and views of the lake. Wooden floors enhance the inviting atmosphere of this communal space.
Home in Decatur
4.81 out of 5 average rating, 134 reviews

Lakefront Haven in Decatur

This stunning lakefront property offers unparalleled views and a tranquil living experience. With a private dock and easy access to Lake Decatur, it's perfect for water enthusiasts who love fishing, boating or simply relaxing by the water. The backyard boasts a large deck and perfect for entertaining or spending quality time with family and friends. The interior has an open floor plan with lots of space to gather with an impressive fireplace.

Popular amenities for Chestnut vacation rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Logan County
  5. Chestnut