Holiday rentals in Charleston Township

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

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.

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 6 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 2 bedrooms, ideal for larger groups, extended stays or guests who want room to spread out.

Asa Creek Cottage

This open concept cottage offers the perfect blend of nature and modern comfort for families and small group gatherings. Enjoy the creek side deck, and listen to the gentle sound of the little waterfall nearby. On cooler evenings, gather around the fire to warm up. The interior boasts a spacious design, close to The Little Theatre on the Square, walking trails, and Lake Shelbyville with boating, fishing and swimming. Relax with a modern kitchen, 3 bedrooms, 2 bathrooms and a rainfall shower.

Skylight Loft DT Charleston | EIU | No Clean Fee

Welcome to Lady Bird Loft, previously known as loft @ courthouse square. This cozy 2-bedroom loft-style apartment is nestled in the heart of downtown Charleston, IL. With a historic view of the courthouse and square, this bright and airy space offers the perfect blend of comfort, character and convenience. Whether you're enjoying a weekend getaway, a visit to EIU, or just exploring the local charm, you'll love being steps away from popular local restaurants, cafés and unique shops.

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.

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.

The Guest House by The Trestle

A quaint and cozy cabin using all reclaimed wood. It has been a pleasure creating our dream... The Guest House. It is located on our 15 acre farmette. The barn hosts big and mini horses (ask for rides), chickens, and occasionally some bunnies. It is not unusual to spot deer, fox, birds, and other wildlife in the outdoors. Please note: Our guest house does NOT INCLUDE WI-FI OR TELEVISION. We encourage guests to unplug, relax, and enjoy the peaceful surroundings.

Countryside Guest House

Escape to a peaceful countryside retreat tucked beside a quiet pond and surrounded by open skies and nature. Wake up to serene pond views, enjoy your morning coffee outside, and spend your evenings watching sunsets, fishing, or simply soaking in the peaceful atmosphere. Inside, you’ll find a bright open-concept living space, comfortable furnishings, a half kitchen, cozy bedroom, workspace, and stylish modern finishes throughout.

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.

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.

Simply Savvy

Charming 1 bed, 1 bath home with everything you need for a relaxing stay. Enjoy a full kitchen, in-house laundry, cozy living room, and a spacious bedroom with en-suite bath. The inviting front porch is perfect for morning coffee or evening sunsets. Located on a large lot near downtown with plenty of parking and fun nearby activities. Ideal for both weekend getaways and extended stays.