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Holiday houses in Charleston

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Charleston

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

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Top Guest favourite
A modern kitchen features sleek cabinetry and a spacious island with a marble-like countertop. Stainless steel appliances include a refrigerator and an oven, while a ceiling fan provides air circulation. A dining area with a wooden table is visible in the background, complemented by rich red curtains.
Home in Mattoon
4.95 out of 5 average rating, 224 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

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, 37 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
The studio apartment features a cozy sleeping area with a spacious bed adorned with decorative pillows and a soft throw blanket. A blue velvet bench sits at the foot of the bed, and a textured area rug adds warmth. Natural light enters from a nearby window, illuminating the space.
Apartment in Mattoon
5 out of 5 average rating, 24 reviews

Historic US Grant Hotel Studio

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

Guest favourite
A spacious bedroom is presented with a wooden ceiling and neutral-toned walls. A large window offers natural light and views of the outdoors. The bed is adorned with a patterned quilt, complemented by a nightstand and a small clock on the wall.
Cabin in Charleston
5 out of 5 average rating, 8 reviews

Cozy Cabin (nestled in nature)

The 'Cozy Cabin' is a peaceful getaway nestled in a small cove on 48 acres. You will likely see deer, turkeys, & a variety of songbirds right from the window or porch. Soak in the peace while sitting on the deck, overlooking a beautiful ravine, with a cup of coffee or tea. Spend your evenings watching a stunning sunset then enjoy the bright beautiful stars with zero light pollution. If it rains, you will be treated to the relaxing sound of raindrops on a metal roof and pattering on the leaves.

Top 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, 614 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
Home in Charleston
4.98 out of 5 average rating, 66 reviews

Home w/ King Suite near EIU, Charleston & Mattoon

Welcome to the best AirBNB in Charleston! Kick back and relax in this Mid-Century Modern Farmhouse. Enjoy over 3200 SQ ft of living area, nearly an acre of land and multiple outdoor areas in this gem located in the heart of EIU in Charleston and close to several local attractions. This property features 6 bedrooms and 3 bathrooms, a sunroom, chef's kitchen, 2nd Story Master with King Suite a finished basement with a full bath and dedicated laundry room with a kid's playroom and living room!

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, 219 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
The kitchen features modern stainless steel appliances, including a refrigerator and stove, alongside a wooden countertop. Open shelving displays glassware and kitchen essentials, while a small cart provides additional workspace. Natural light filters in through large windows, illuminating the stylish decor.
Loft in Charleston
5 out of 5 average rating, 12 reviews

Cozy 2BR Loft in Downtown Charleston, IL

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.

Top Guest favourite
An outdoor patio area features a square fire table surrounded by four wooden chairs. Lush green grass stretches out beyond the patio, with trees and open fields visible in the background, creating a serene setting for relaxation.
Home in Sullivan
5 out of 5 average rating, 241 reviews

Wildlife | Fire Table | 3 Acres @ Lake Shelbyville

A completely renovated cottage, nestled in the country of Sullivan, just minutes from boating, camping, golf, theatre style shows, and more. If you are looking for peaceful nights, this place is for you! Surrounded by trees and nature where many days you will catch deer roaming the yard. Plenty of yard space for games, a fire table to converse around, and chairs on the porch to sit back, relax, and take in the tranquil sounds that surround you here at Lakewood Cottage.

Guest favourite
A large tree with a sign reading '9330 The Cabin' is visible in the foreground. A gravel driveway leads to the cabin, framed by lush, green trees that create a serene natural environment.
Cabin in Ashmore
4.89 out of 5 average rating, 265 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
The entrance features a white door framed by blue and white siding. A welcome sign is prominently displayed beside the door, complemented by a potted plant at the base of the steps. Sunlight brightens the area, highlighting the welcoming ambiance.
Apartment in Arthur
4.98 out of 5 average rating, 272 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
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
4.94 out of 5 average rating, 171 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 holiday rentals

Quick stats about holiday rentals in Charleston

  • Total holiday rentals

    Explore 20 holiday rentals in Charleston

  • Nightly prices starting at

    Charleston holiday rentals start at $46 AUD per night before taxes and fees

  • Verified guest reviews

    Over 420 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Charleston holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Charleston rentals

  • 4.9 Average rating

    Charleston stays are highly rated by guests—averaging 4.9 out of 5!

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