
Vacation rentals in Charleston
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Top-rated vacation rentals in Charleston
Guests agree: these stays are highly rated for location, cleanliness, and more.

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

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 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.

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.

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.

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.

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.

Sisters Cottage
A recently renovated Cottage, nestled in the heart of the small, quaint town of Arthur. Located next to the Arthur Park. Enjoy the clip clop of the horse & buggies going by as you relax and enjoy the back porch with table & seating. Plenty of back yard for playing games. A fire pit is located close to porch for roasting marshmallows at night. Arthur is a very innovative town with lots of shops to explore.

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.
Popular amenities for Charleston vacation rentals
Other great vacation rentals in Charleston

Country Home Near EIU & Lake Charleston!

The Winkleblack

Miss Honey’s Cottage

Country Living in Mattoon

The Little Homestead Haven

Countryside Guest House

The 800

Classic Cabin and Tiny Home in Toledo
When is the best time to visit Charleston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 477 | ﺩ.ﺇ 400 | ﺩ.ﺇ 448 | ﺩ.ﺇ 496 | ﺩ.ﺇ 290 | ﺩ.ﺇ 184 | ﺩ.ﺇ 187 | ﺩ.ﺇ 206 | ﺩ.ﺇ 327 | ﺩ.ﺇ 540 | ﺩ.ﺇ 551 | ﺩ.ﺇ 327 |
| Avg. temp | -4°C | -1°C | 5°C | 11°C | 17°C | 22°C | 23°C | 22°C | 18°C | 12°C | 5°C | -1°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Charleston?
Charleston has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Charleston?
Experience the best of Charleston with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Charleston?
Yes! Work meets play with ease at over 10 vacation rentals in Charleston featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Charleston have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Charleston. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Charleston have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Charleston. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Charleston have wifi?
Absolutely! We offer over 10 house rentals with wifi in Charleston. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Charleston have free parking?
Absolutely! We offer over 10 house rentals with free parking in Charleston. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Charleston?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Charleston

Total vacation rentals
Explore 20 vacation rentals in Charleston

Nightly prices starting at
Charleston vacation rentals start at ﺩ.ﺇ 73 per night before taxes and fees

Verified guest reviews
Over 400 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Charleston vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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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