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Holiday rentals in Charleston Township

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Top-rated holiday rentals in Charleston Township

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

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Top guest favourite
Home in Mattoon
4.95 out of 5 average rating, 257 reviews

Brickway Retreat

Newly Remodeled 2 Bed, 1.5 Bath home in quiet neighborhood. This modernized house features a large fully furnished kitchen that is open to the dining area. The large living room with 10 ft ceilings has a pull-out sofa. Big screen TVs equipped with Roku streaming service in the master bedroom and living room. Wi Fi throughout the house is included. Enjoy your mornings on the cozy front porch featuring cedar pillars and stamped concrete and enjoy your evenings on the back patio around the fire pit

Top guest favourite
Bungalow in Greenup
4.99 out of 5 average rating, 161 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

Guest favourite
The kitchen features modern blue and white cabinetry, stainless steel appliances, and grey speckled white quartz countertops. A large island with seating for four is accompanied by ample natural light from the nearby windows.
Home in Charleston
5 out of 5 average rating, 47 reviews

Comfortably Modern & Spacious

Have fun with the whole family or multiple families at this freshly updated stylish home located less than one block from Eastern Illinois’ sports venues. Stay here and walk to events. Near many restaurants. Large complete kitchen with island, living room, three bathrooms, a game room and office/study. Fenced in back yard for privacy. There is a place for everyone. The game room boasts board games, card games, foosball table including a large wall connect 4. Every bedroom has a 32” SMART TV.

Top guest favourite
A new hot tub sits on a stone patio, featuring a bubbling water surface and steps leading up for easy access. The surrounding area is enclosed by a white fence, providing privacy for relaxation.
Home in Sullivan
4.99 out of 5 average rating, 130 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
Home in Charleston
4.99 out of 5 average rating, 76 reviews

Home w/ King Suite near EIU, Charleston & Mattoon

Welcome to your Charleston getaway. This Mid-Century Modern Farmhouse offers over 3,000 sq ft of stylish, comfortable living space on nearly an acre in the heart of EIU and minutes from local attractions and features 7 bedrooms, 3 updated bathrooms, custom showers, soaking tub, bright sunroom, chef’s kitchen, and second-story king primary suite. The finished basement adds more space with a living room and 3 bedrooms, ideal for larger groups, extended stays or guests who want room to spread out.

Guest favourite
A spacious waterfront deck is shown, featuring four chairs arranged around a central fire pit. Lush trees frame the view of the calm pond, with gentle ripples reflecting the blue sky. The wood decking complements the natural surroundings, inviting relaxation and enjoyment.
Cabin in Arcola
4.97 out of 5 average rating, 108 reviews

Elk Ridge

Come and enjoy yourself at Elk Ridge, the first B&B of Wildlife Manor! Located within Aikman Wildlife Adventure, we are home to over 240 animals. This retreat offers the scenery of wildlife inside or outdoors. You have the chance to see zebras, bison, camels, and much more! Elk and water buffalo love to take a swim in the pond that Elk Ridge overlooks as well. Enjoy the natural scenery in the evening around a firepit on the waterfront deck. This will be an overnight adventure you won't forget!

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, 147 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!

Top guest favourite
Place to stay in Greenup
5 out of 5 average rating, 248 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.

Guest favourite
The living area features natural wood beams and a staircase leading to an upper level. A cozy sofa is paired with a navy ottoman and a textured throw. A large screen is mounted on the wall, overlooking a window with views of greenery outside.
Cabin in Ashmore
4.89 out of 5 average rating, 296 reviews

Sweet Dreams Cabin. Peaceful & Relaxing

Get some quality family time at this newly remodeled cabin near the beautiful Embarrass river. You are surrounded by beautiful woods and a small creek. Lush wildlife is all around you so you can be one with nature. The cabin has all the luxury's to allow for a long term stay as well. Beautiful Lake Charleston is not far away. The large circle drive offers plenty of parking for your boat and guest. The large deck on the rear gives a beautiful view to be enjoyed by all.

Top guest favourite
Flat in Arthur
4.98 out of 5 average rating, 305 reviews

The Hideaway - Charming apartment in Arthur IL

Enjoy exploring Illinois' largest Amish settlement while relaxing in this one-bedroom apartment one block from downtown Arthur, a village of 2200. Country charm abounds in this gem which sleeps three (full bed plus fold-out love seat). There is a private entrance, access to laundry facilities, and private parking off the street. We are 9 miles west of I-57 on Route 133 (take exit 203 at Arcola) and 40 miles from Champaign.

Top guest favourite
Cottage in Marshall
4.94 out of 5 average rating, 134 reviews

Mill Creek Farmhouse

Soon the boats will be cruising across Mill Creek Lake in search of catch of the day or enjoying some water-sports. While you are in the area make plans to stay at the Mill Creek Farmhouse. Enjoy an outdoor fire pit while having the entire house to yourself. In 15 minutes from the driveway you can have your boat launched and then come back to plenty of room for your family to enjoy their evening. Hope to see you soon!

Top guest favourite
Cabin in Mattoon
4.95 out of 5 average rating, 184 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.

Popular amenities for Charleston Township holiday rentals