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Holiday houses in Toledo

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Top-rated holiday rentals in Toledo

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

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The cottage exterior features a dark wood facade complemented by a metal roof. A welcoming porch area includes rocking chairs, illuminated softly by a warm light. A gravel pathway leads to the entrance, surrounded by an expansive grassy lawn and trees in the background.
Home in Toledo
4.8 out of 5 average rating, 5 reviews

Family Friendly Cottage in the Countryside

White Pine cottage is a cozy rental in Toledo, IL. Tastefully decorated, and sparkling clean, you'll find it to be the perfect spot for your next work trip or weekend getaway. On the main level is kitchen/living area that is furnished with the basics for cooking and eating. There is also a full bathroom and a bedroom with a queen sized bed. Upstairs is a loft area with two twin mattresses on the floor. The two porches outside and a firepit provide ample space for connecting with loved ones.

Top Guest favourite
Bungalow in Greenup
4.99 out of 5 average rating, 170 reviews

Craftsman Bungalow Guest House

Welcome to the Craftsman Bungalow Guest House. This special place is close to everything, making it easy to plan your visit. It is a 1930's Sears Craftsman home located near downtown Greenup, about 1 mile from Rt 70. Greenup, known as the Village of the Porches between Interstate 70, IL RT 40 and IL RT 130, with over 1500 residents. Our Main Street (Cumberland St/Il Rt 121) is also part of the National Road, attractive old architecture, beautiful overhanging porches leading to our Covered Bridge

Top Guest favourite
Home in Jewett
5 out of 5 average rating, 10 reviews

Spring Valley Farm

Beautiful custom built country home. 14 different kinds of native wood. All brand new appliances in a large kitchen. Electric fireplace for a warm & relaxing experience. Outdoor patio Friendly & safe country community. Great Wi-Fi Only 30 min. from Effingham, Charleston, Mattoon or Casey. Moonshine 20 min. away. Greenup, Montrose and Newton lake 15 min. Hunters and fishermen welcome plenty of room inside and outside. Nurses & medical long term hosting. Wine trails. E.P.C at Effingham

Guest favourite
A cozy sleeping area features a spacious bed with multiple pillows in neutral tones. Wall sconces provide gentle lighting on either side. A decorative sign with the word 'welcome' is displayed above the headboard, adding a personal touch to the inviting space.
Apartment in Teutopolis
4.95 out of 5 average rating, 657 reviews

The Shoe Inn, a modern apt in downtown Teutopolis

Welcome to The Shoe Inn! You'll be at the center of town within walking distance to all the places you need to be: banquet halls, five bars, restaurants, Wessel's grocery store, ice cream shop, church, hardware store, and community parks. Smart lock, contactless entry is available for a convenient & safe stay. Enjoy the full size washer & dryer (no detergent provided) , fireplace, kitchenette (no stove), free parking, Samsung 50" smart TV w/ 100's of cable channels, Alexa device, & free WiFi

Top Guest favourite
The exterior of the Candy Kitchen is illuminated by vibrant neon signs, highlighting its historical architecture. A prominent Coca-Cola sign is displayed above the entrance. A clearly marked door and large windows can be seen, inviting guests to explore the vintage charm within.
Place to stay in Greenup
5 out of 5 average rating, 259 reviews

The Candy Kitchen

Take a step back in time as you enter this authentic 1930's Soda Fountain located in downtown Greenup Village of the Porches situated on the Historic National Road. The Loomis Family immigrated from Greece and operated the Soda Fountain and Confectionary until the 1960's. It has since been transformed into a spacious and comfortable living area with the original Soda Fountain still intact, beautiful tin ceiling, and also includes a large kitchen, a separate shower room & powder room.

Top Guest favourite
Farm stay in Lerna
5 out of 5 average rating, 10 reviews

The Farmington Church

Welcome to the Farmington Church. Located near the Lincoln Log Cabin State Historic Site, where Abraham Lincoln's Father and Step-Mother lived, and Abe frequently visited before his presidency. The Farmington Church has been converted to a quaint and relaxing flat. The interior offers spacious layout and design with every a home offers. The outside offers country living at its finest with plenty of parking and easy highway access. Centrally located to many state parks/historic sites.

Top Guest favourite
A charming lake house is set among lush trees, featuring a large shaded area with a fabric canopy. Red shutters adorn the windows, while a gravel path leads to the entrance. Colorful floats are arranged in front of the house, enhancing the outdoor space.
Cottage in Effingham
4.97 out of 5 average rating, 303 reviews

Lakefront Cottage • Dock, Kayaks, Fire Pit & Beach

Welcome! Imagine waking up ten steps from the water, kayak paddles already calling your name. The Lake House on Lake Sara puts you right at the edge of the lake — with four kayaks, a crackling fire pit, and a sunlit enclosed porch to come home to. The Lake House is located just a short walk to the Beach, Pinky’s , The Rusty Reel Bar (below Pinky’s) and The Marina. The beach offers a beautiful playground, pavilions, exercise equipment, pickleball courts and a frisbee golf course!

Top Guest favourite
Farm stay in Shelbyville Township
5 out of 5 average rating, 75 reviews

The Bin at No Bad Days farm

The Bin at No Bad Days farm is a newly constructed grain bin. As you walk in checkout the beautiful craftsmanship on the ceiling! There is a loft upstairs where you will find a king size bed. There is also an oversized chair that converts to a small bed as well. Main floor has a sofa sleeper for two. There is a kitchenette and full bath. We know you will enjoy the rustic look of this unique property. We are 5 minutes from Lithia Springs Marina and we have room to park a boat!

Top Guest favourite
An open interior showcases a spiral staircase leading to a loft area. A wooden table with seating for four is located in the foreground, complemented by a small kitchen featuring appliances and exposed brick. Natural light enters through the windows, enhancing the warm tones of the space.
Home in Teutopolis
4.96 out of 5 average rating, 248 reviews

Wooden Shoe Factory, Historic, w/ Bar & Breakfast

Historic 1880 Wooden Shoe Factory by Wooden Shoe Maker Gerhard Deymann. A great getaway Tiny House from the past with a Bar & Books. Please take some & leave some :-) Fully furnished. Tons of charm. It has a loft, luggage lift, exposed brick/beams, fireplace, bikes, antiques, front sitting area, swing, grill, back patio, yard, private parking, appliances, vaulted ceilings. 6 minutes to I57, I70, Effingham, & dozens of restaurants. 1 block to 7 Teutopolis Bars, & diners.

Guest favourite
A white, single-story cottage is set amidst greenery, with a shaded porch featuring a wooden bench. Large windows allow natural light in, while landscaped areas with shrubs enhance the outdoor space. The surrounding trees create a peaceful, natural environment.
Tiny home in Arcola
4.87 out of 5 average rating, 79 reviews

The Little Homestead Haven

Welcome to the Little Homestead Haven! Whether you are looking for an anniversary getaway or if you are traveling through the area and looking for a relaxing spot to rest, you will thoroughly enjoy your stay here. Relax and take a soak in the hot tub, while the soothing jets work the tension out of your muscles. It is located less than 2 miles east of Arcola and just off Interstate 57 on Rt. 133, 30 minutes to Champaign airport and right outside of Amish country.

Top Guest favourite
The exterior of Paradise Cottage features vibrant red wood paneling, with a stone path leading to a welcoming front door. Large windows allow natural light and views of the surrounding trees, enhancing the cottage's connection to its lakeside environment.
Cabin in Mattoon
4.95 out of 5 average rating, 187 reviews

Cottage on Lake Paradise,

Welcome to Paradise Cottage nestled on Lake Paradise! Cozy and warm with wood finishes throughout. Includes three-tiered deck/patio, with the lowest level sitting over the water. Perfect for fishing (this lake hosts an annual fishing tournament), canoeing/kayaking, or just relaxing. Great for bird watching, with great blue herons, egrets, ducks, bald eagles, plovers, cormorants, woodpeckers and other species seen daily.

Top Guest favourite
A spacious outdoor area features a covered porch with seating options, including a swing and chairs. Lush green grass expanses surround the property, complemented by trees in the background. The building's steel exterior reflects the natural light under a partly cloudy sky.
Loft in Charleston
4.99 out of 5 average rating, 109 reviews

On Harmony Lane...Cozy Loft apt in the Country

Our loft is the perfect place to rejuvenate in a country setting. From cozy bed sheets, TVs, and Wi Fi inside, to a firepit, grill, and hammock chairs outdoors, we make your stay comfortable. We are minutes from Eastern Illinois University. So enjoy...go antiquing, visit a winery, or delve into Lincoln's history. Visit a nearby Amish town. Go kayaking, fishing or enjoy a hiking on a nearby trail or one of ours.

Popular amenities for Toledo holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Cumberland County
  5. Toledo