Holiday rentals in Chestnut

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Top-rated holiday rentals in Chestnut

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Top guest favourite
Home in Sullivan
4.99 out of 5 average rating, 121 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 favourite
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 favourite
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, 766 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 favourite
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, 163 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 favourite
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, 154 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 favourite
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, 373 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 favourite
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, 322 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 favourite
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 favourite
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.
Flat 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.

Top guest favourite
A cozy den features a fireplace framed by exposed brick and a large mirror reflecting natural light. Elegant furnishings in neutral tones complement the space, along with indoor plants adding a touch of greenery. A glimpse of a staircase can be seen through an archway.
Home in East Peoria
4.99 out of 5 average rating, 113 reviews

Blackbird…On the Drive

SEE OUR SPRING DISCOUNTS Fully renovated home with breathtaking views of downtown lights and Peoria Lake - two full king ensuites, custom gourmet kitchen, cozy den w/ fireplace, lounge with walkout access to an amazing second story deck for cocktails, coffee or just relaxing and watching beautiful sunsets. The recently added third story is 600 sq ft suite, complete with king size bed, fireplace, walk-in closet and full bath with double walk-in shower. Pamper yourself

Guest favourite
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, 123 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.

Guest favourite
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, 107 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.

Popular amenities for Chestnut holiday rentals

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