What are you looking for?
Visiting Chicago and looking for a local teacher + caregiver? Reach out. Our staff comes to your hotel suite or Airbnb with games, activities, and crafts — and our concierge customer care team helps map out all the details with you to make sure plans are BL!SS.
Hotel Suites
From the Loop to Streeterville to Lincoln Park — we'll meet you at the front desk.
Airbnb & Rentals
Vacation rentals, brownstones, condos — anywhere you're staying in Chicagoland.
What our staff brings
Every BL!SS sitter is a vetted local teacher or caregiver who shows up prepared.
Games
Age-appropriate games to keep little ones engaged.
Crafts
Hands-on crafts and creative activities packed and ready.
Activities
Reading, music, movement — tailored to your kids.
We map out every detail with you
From arrival times and room access to dietary notes, nap routines and activity preferences — our concierge team coordinates with you (and your hotel, if helpful) so everything is set before your sitter arrives.
Simple, transparent rates
In-suite care with games, crafts, and activities.
Covers vetting, matching, and concierge coordination.
Book a trusted overnight sitter so you can rest easy.
Final pricing depends on number of children, hours, and any special requests. Our concierge will send a tailored quote.
Pricing questions, answered
A quick guide to our hotel sitter booking fee and overnight rates so you know exactly what to expect.