
Holiday houses in Charleston Township
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Top-rated holiday rentals in Charleston Township
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Meraki Loft
A peaceful atmosphere in a quaint small town, Meraki Loft is a place for you to be still and hear your own voice. This loft is situated on the north side of the town square in Newton, IL in one of Jasper County's oldest buildings. Guests are invited to enjoy our relaxing atmosphere, go for walk on the nearby Eagle Trails, visit a neighboring gym, take a class at the Dance Hall Studio, receive a healing touch massage, or visit one of our many natural resources. Most of all, live in the moment.

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

Craftsman Bungalow Guest House
Welcome to the Craftsman Bungalow Guest House. This special place is close to everything, making it easy to plan your visit. It is a 1930's Sears Craftsman home located near downtown Greenup, about 1 mile from Rt 70. Greenup, known as the Village of the Porches between Interstate 70, IL RT 40 and IL RT 130, with over 1500 residents. Our Main Street (Cumberland St/Il Rt 121) is also part of the National Road, attractive old architecture, beautiful overhanging porches leading to our Covered Bridge

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.

Monticello Carriage House
This carriage house is located at the back of the property of a 117-year-old historic home 4 blocks from downtown shopping and dining. We're 15 minutes from Allerton Park & Retreat Center, 25 minutes to Champaign and 30 minutes from Decatur. You’ll enjoy the comfy bed, two dining/game spaces, TV area, a small kitchen with cooktop, small refrigerator, microwave, coffee pot and a full bathroom. It is great for a weekend get-away! Come to enjoy Monticello! Same-day bookings-6:30 check-in time

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

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!

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.

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.

3 Acres | Fire Table | Wildlife @ 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.

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.

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 Township holiday rentals
Other great holiday rentals in Charleston Township

Country Home Near EIU & Lake Charleston!

Peaceful Country Farm Stay

Evergreen Edge, 1 mile from town!

The Carriage House

MAC’s Place - Unique designer’s home

division st house

Executive Home Turned Quadplex

Spring Valley Farm
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