We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals and Apartments in Charleston, IL and nearby

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Change Dates
    Price
    per night
    |||
    |||
    $0
    $285 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Don't let other travellers get your favourite Charleston area holiday rental. You're so close to securing your perfect getaway. Book today.
    Applied filters:
    Nearby
    Clear All
    1 / 14
    Charleston
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices

    The following rentals are within 40 kilometres of Charleston, Illinois.

    1 / 11
    Humboldt
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    1 / 20
    Humboldt
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    1 / 8
    Humboldt
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 365189 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Three bedrooms and two bathrooms. Amazing luxury unit, like right out of architectural... View all property information
    Location Information
    Humboldt, Illinois
    1 / 6
    Humboldt
    3 Bedrooms, 2 Bathrooms, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 365771 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. -Top floor of beautiful 1500 square foot modern condo in Wicker Park -Great location! 2... View all property information
    Location Information
    Humboldt, Illinois
    1 / 21
    Humboldt
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 369848 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Homesuite This HomeSuite property comes fully furnished and has at least a 30 day... View all property information
    Location Information
    Humboldt, Illinois
    1 / 8
    Sullivan
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Waterfront
    • DVD Player
    • Parking
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    This newly built house (2012) in a peaceful and relaxing setting features a mostly wooded interior with a loft (master bedroom with queen size bed, master bathroom with tub/shower and 2 sinks/vanities, walk-in closet), cathedral ceiling, sliding glass doors leading on to a catwalk overlooking trees... View all property information
    Location Information
    Sullivan, Illinois 04664
    1 / 8
    5 of 5 stars (1) Excellent
    Sullivan
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Waterfront
    • DVD Player
    • Washer
    • Satellite TV
    • Parking
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Escape to a magical place of tranquility at The Lucky Stone Retreat. Wake up to the sounds of loons singing on Frenchman's Bay. Drink a cup of coffee on the deck while gazing at panoramic views of Cadillac Mountain. Eat blueberry pancakes in the breakfast nook before a game of tennis at the court... View all property information
    Location Information
    Sullivan, Illinois 04664
    5 of 5 stars Reviewed 11 September 2014
    Can't beat the view... cottege clean..open..with view of frenchmens..bay..bar harbor in distance..view from deck and windows terrific.. everything you need is there.. out a little...
    See all reviews
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing