Holiday houses in Illiopolis

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Top-rated holiday rentals in Illiopolis

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

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Top Guest favourite
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
5.0 out of 5 average rating, 110 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 favourite
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, 674 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 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
4.97 out of 5 average rating, 174 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!

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, 162 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!

Superhost
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, 364 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! 🐚

Guest favourite
Cottage in Decatur
4.89 out of 5 average rating, 151 reviews

Cozy Lakefront Retreat w/ Dock, Kayaks & Games

Welcome to Lake Shore Cottage, hosted by Beyond the Path Vacation Rentals, where your experience is our priority. Enjoy lakefront living: fish from the private dock, paddle kayaks, relax by the fire pit, and enjoy the peaceful waterfront views. Comfortable beds, fast Wi‑Fi, huge digital game board, smart TV, fully equipped kitchen, quiet safe neighborhood, minutes to Scovill Zoo, Devon Amphitheater, Nelson Park, Splash Cove, restaurants, shopping, and available boat rental.

Top Guest favourite
A spacious living area features a dark upholstery sofa with decorative pillows arranged on a circular area rug. A modern armchair sits next to a wicker basket. Artwork adorns the walls, and ambient lighting is provided by recessed ceiling lights.
Apartment in Lincoln
4.95 out of 5 average rating, 125 reviews

Art Institute: Downtown Lincoln

Stay in a beautifully restored 1915 Oddfellows building in the heart of historic downtown Lincoln, IL. This unique Airbnb offers a charming blend of history and modern comfort, two art galleries and original architectural details. Just steps away from local restaurants, shops, and attractions, it’s perfect for history lovers and travelers seeking a one-of-a-kind experience. Enjoy the charm of the past with today’s conveniences in this iconic Art Institute setting.

Top Guest favourite
Apartment in Springfield
4.94 out of 5 average rating, 417 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 favourite
Home in Decatur
4.82 out of 5 average rating, 149 reviews

Lakefront Haven in Decatur

Escape to the peaceful shores of Lake Decatur at this beautifully updated lakefront retreat. Enjoy fishing, boating, or relaxing from your private dock, then unwind around the stunning fireplace or take in sunset views from the spacious deck. The open-concept layout offers inviting gathering spaces and plenty of room for families and friends to connect, relax, and enjoy the perfect lake getaway just minutes from local dining, parks, and attractions.

Guest favourite
Home in Forsyth
5.0 out of 5 average rating, 8 reviews

The Lucy House – A Little More Space to Shine

Stay at the Lucy House—quiet, convenient, and welcoming. Three comfy bedrooms (king + 2 queens), full kitchen, dining for six, smart TV, Wi-Fi, washer/dryer. Clean, simple bath. Open (unfenced) yard; easy parking. Across from the Residence Inn and minutes to downtown Decatur. Great for work trips, family visits, or longer stays. Pet-friendly with approval.

Superhost
A charming home is captured from the front, featuring a blue exterior and a bright yellow garage door. Lush green grass surrounds the driveway, which is adorned with bricks. A small porch with steps leads to the entrance, framed by welcoming greenery.
Home in Decatur
4.88 out of 5 average rating, 211 reviews

Freshly remodeled lake area home

Enjoy your time at your home. Located across the street from Nelson Park, it is a short walk to the Devon Amphitheater, Splash Cove and mini golf around the corner. Plenty of restaurants or cook your own meals here. The docks to Lake Decatur and the Beach House restaurant are nearby also. Short drive to the hospitals.

Top Guest favourite
An open living area is visible, featuring a comfortable sofa and a television. A wooden dining table with chairs sits in the foreground. Natural light enters through the window, softly illuminating the space, while decorative plants and lamps add subtle details.
Hut in Warrensburg
4.99 out of 5 average rating, 99 reviews

Country Hut House

Quaint, updated one bedroom/one bathroom quonset hut house. Perfect for one person or a couple looking for a get-away in the country, but with shopping, restaurants and coffee shop nearby. One queen bed. Full kitchen stocked with plates, glassware and utensils. Laundry, WiFi, smart TV. Relax and enjoy!

Popular amenities for Illiopolis holiday rentals