Vacation rentals in Charleston

4.94 out of 5 average rating, 515 reviews

A welcoming living area features a comfortable sofa and armchair, paired with a decorative area rug. A flat-screen TV is mounted near a stone fireplace, surrounded by natural light from the windows. Indoor plants add a touch of greenery to the space.

Cottage in Effingham

Centrally located, Peaceful Cabin by the Beach

The cabin sits in the trees along beautiful Lake Sara. The newly remodeled cabin offers a quiet place to relax and unwind. You can bring your kayaks, paddle boards or trailer your family boat along for some fun tubing and skiing on the lake. The dock allows for the boat to be left in the water till the end of your stay. The Marina, Pinky’s (waterfront restaurant), Rusty Reel (bar below Pinky’s ), Cardinal Golf Course, Lake Sara Campground and Lake Sara Beach are all a short walk from the cabin!

4.95 out of 5 average rating, 43 reviews

A warm glow is emitted from a fire pit, contrasting against the tranquil blue water of a pool at night. The white brick house is illuminated by exterior lights, creating a welcoming ambiance, while garden foliage adds a touch of nature.

Home in Shelbyville

909 & Vine Photo Worthy Home With Pool & Hot Tub

Imagine a luxurious location with versatile design capabilities that convert to your needs. Offering accommodations and VIP services that provide you with all the comforts of home, and then some. Experience a private outdoor space to relax poolside, soak in the hot tub, sit by a fire, or take a peaceful stroll through beautiful gardens and lush grounds. For those days where you want to just stay inside, we offer board games, an Xbox One game console, and 5 TV's with streaming capabilities.

4.9 out of 5 average rating, 115 reviews

Cottage in Decatur

Private Dock, Kayaks, Paddleboard - Relax & Play!

Enjoy the perfect blend of relaxation and adventure at the Lake Shore Cottage. Fish off the private dock, share stories around the fire-pit, or challenge your friends to a kayak race on the lake. Comfortable beds and picturesque water views, in a quiet, safe neighborhood. Whether you're here for work or play, this lakeside retreat is your ideal getaway. Just minutes from Scovill Zoo, Devon Amphitheater, Restaurants and shopping, Nelson Park and Splash Cove water park. Boat rental available.

4.94 out of 5 average rating, 16 reviews

A rustic cabin is observed by a serene pond, surrounded by lush greenery. The wooden structure features a porch, while a fishing dock extends into the water. Benches are situated nearby, providing a tranquil spot to enjoy the natural setting.

Cabin in Beecher City

Moccasin View peaceful paradise

Come experience the fun of MOCCASIN VIEW a beautiful place with nature, without the noise of busy life and at the same time PEACEFUL. A beautiful cabin tucked into the woods provides everything you need. A cozy living room overlooking the 1/2 acre pond, an inviting porch provides a relaxing view of woods and pond in front of your eyes … a walking trail, beach, swimming, fishing, firepit area, archery and much more!! An additional full cot provided. Call now and make your reservation.

4.97 out of 5 average rating, 113 reviews

A wooden deck extends over a serene pond, framed by greenery. Two black Adirondack chairs are positioned for relaxation, overlooking the water. The surrounding area is graced with a mix of trees and open space, under a bright blue sky dotted with clouds.

Home in Sullivan

Lake Shelbyville-Lakeside Villas

Lake Shelbyville is the perfect place to spend your next vacation, reunion, weekend away you name it! Our property offers amenities shared among the villas; fully stocked pond, half basketball court, fire pits, playground, & backs up to a local popular camping ground, just minutes from the lake and marina! Inside our villas are fully equipped kitchens, washer and dryer, free WiFi, smart TVs, fully stocked with starter amenities to get your vacation started without rushing to the store!

4.86 out of 5 average rating, 22 reviews

A cozy outdoor seating area is surrounded by trees and illuminated by strings of lights. Two chairs and a firepit are positioned on the ground covered with leaves, creating a peaceful atmosphere for relaxation.

Camper/RV in Watson

Kitten Kamp RV, Breakfast, Trails, private, New

Just show up and have all the camping fun with no setup in our new RV. 5-10 minutes from I 57/70 and Effingham, Hundreds of restaurants, wineries, biking trails. Beautiful new Keystone Passport Grand Touring 27' Camper setup for 4 season living with slide-out, outdoor kitchen, grill, automatic awning, bathroom with tub/shower, open layout kitchen, double bunks, queen master bedroom outside on 10 acres of woods and trails in a peaceful small town. Extremely clean. Firepit with chairs.

4.96 out of 5 average rating, 197 reviews

A large, uniquely designed mailbox structure stands prominently, supported by wooden beams. The mailbox features an open balcony area, inviting visitors for a closer look. Lush landscaping surrounds the base, while telephone poles and a building are visible in the background under a partly cloudy sky.

Home in Casey

Park View Place 4 Blocks From the World's Biggest

Park View Place 2 bedroom 1 bathroom 1 level with a small yard, multiple parking spaces in the front of the home with wheel chair access ramp to the front door. 4 blocks of The World's Largest Things just across from the Fairview Park that has 2 fishing ponds with Trout in them, a playground, a horse arena, camping area and ball fields. The neighborhood is very nice. We also offer a new 6 seater Golf Cart available for Rent to our 3 houses on a first come first serve basis.

5 out of 5 average rating, 212 reviews

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.

Cottage in Sullivan

Lakewood Cottage #1 @ 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.

4.89 out of 5 average rating, 217 reviews

The exterior of the cabin features an A-frame design with large glass doors leading to the deck. Two comfortable chairs surround a round stone table, creating a space for relaxation. Lush trees provide shade, enhancing the tranquil outdoor setting.

Cabin in Ashmore

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.

4.96 out of 5 average rating, 28 reviews

An open living space features a large white sofa with a dark throw blanket draped over one arm. A wooden dining table is set for six, and a light fixture hangs above. A balcony overlooks the area, with a patterned wall in soft blues and greens.

Home in Shelbyville

Our Dam House

Unbeatable location less than 1/2 mile from the 9th Street boat ramp, 9th Street Beach, and Forest Park. Also ideal for those attending events at the Chautauqua, or Sunken Gardens. Enjoy a king bed & master bath with jacuzzi tub, a loft with a queen bed and a balcony overlooking the lake, and another bedroom with a queen bed overlooking the spacious back yard where deer come to eat. Our cozy living room has a gas fireplace. The driveway can accommodate boat trailers.

4.94 out of 5 average rating, 157 reviews

Cabin in Mattoon

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.

4.94 out of 5 average rating, 17 reviews

Home in Shelbyville

The Hub- 4 min to lake ramp/boat parking/Hot Tub

Experience comfortable luxury the whole family can enjoy in our newly renovated, modern Georgian vacation rental home! Located in the heart of Shelbyville, IL The Hub is just minutes from shops and restaurants, Lake Shelbyville, Forest Park, and historic sites like the Tallman House and Chautauqua building. It's the perfect spot for your next getaway with something to offer for everyone!

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Popular amenities for Charleston vacation rentals

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Pool

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Air conditioning

Other great vacation rentals in Charleston

5 out of 5 average rating, 32 reviews

The cabin is set alongside a tranquil pond, surrounded by trees that reflect in the water. The exterior features a porch and is nestled within the forest, offering a serene view of the natural landscape.

Cabin in Strasburg

Rocky Springs Cabin: A Secluded Cabin On 40 Acres

4.8 out of 5 average rating, 20 reviews

An open kitchen features natural wood cabinetry and modern appliances, including a silver refrigerator and a black microwave. A comfortable bar counter with two dark wooden stools creates an inviting dining space, while a colorful wall display adds a touch of personality.

Farm stay in Marshall

Private Rustic 6 bedroom Barndominium

5 out of 5 average rating, 45 reviews

A wooden ramp leads down to the tranquil lakeside, with a red kayak resting at the water's edge. Lush green trees frame the scene under a clear blue sky, providing a serene backdrop for outdoor activities.

Home in Paris

Lake It or Leave It

4.89 out of 5 average rating, 28 reviews

A patio area features a stone surface with a dining table surrounded by four comfortable chairs. Adjacent greenery creates a serene outdoor setting. The entrance is marked by a welcoming door with sidelights framed by red curtains, offering a view of the yard.

Bungalow in Robinson

The Chestnut Nest

4.92 out of 5 average rating, 13 reviews

A stylish room features exposed brick walls, three full-length mirrors with black frames, and two elegant seating areas. A light-colored rug creates a soft contrast with the dark flooring. A kitchenette can be seen in the background, complemented by modern cabinetry.

Apartment in Greenup

Village Vacation

4.75 out of 5 average rating, 12 reviews

A child is seen standing on a rocky path beside a shallow creek, with gentle water flowing over smooth stones. Lush greenery surrounds the area, and a grassy slope rises in the background, creating a natural and peaceful setting.

Campsite in Dalton City

Camp at Serenity Fields Farm!

5 out of 5 average rating, 39 reviews

A well-furnished living area features a comfortable couch and ottoman, complemented by a wooden coffee table. A television is mounted on the wall, and natural light enters through the windows. Neutral-toned walls and wood flooring create a cozy atmosphere.

Cabin in Sullivan

Prairieview Cabin - with Hot Tub