Holiday rentals in Charleston

US Grant Hotel | Historic Downtown Stay

Step back in time in this cozy, stylish studio apartment inside the historic US Grant Hotel, in the heart of downtown Mattoon, IL. Located in a safe, walkable area, this apartment is surrounded by local cafes, boutiques, and small-town charm. Everything is within reach, from delicious local dining to scenic parks and historical landmarks. Whether you're here for a weekend getaway, a business trip, or just to explore the beauty of central Illinois, this apartment offers a one-of-a-kind experience

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

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.

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.

Skylight Loft in Downtown Charleston - Near EIU

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.

MAC’s Place - Unique designer’s home

Located in the heart of the Illinois countryside in Charleston, our home is situated halfway between O'Brien Field (EIU) and the historic downtown square. This gorgeous designer's home and owner's suite was built in 1968 and offers a truly unique getaway. Our spacious home includes a 2-story stone wall, oversized windows, spiral staircase, game hall, billiard room, 100% cedar walk-in closet, sunken tub/shower in master and decorative antique cast iron fireplace.

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.

Tiny with all the basics

One-Bedroom with Private Entrance Unwind in this compact one-bedroom upstairs duplex. Enjoy the comfort of a queen bed, a twin size futon for extra guest, and a fully equipped kitchen for all your cooking needs. "Perfect for a quick rest or an extended stay, this apartment is ideal for travelers looking to relax and recharge.

Pine Lodge

Your family will be close to everything when you stay at this centrally-located place, which is close to the 70 Interstate, off the 130 and 40 crossroads. Cumberland Street goes downtown Greenup where you will find restaurants, bars, library, museums, grocery store, parks, and laundry mat.