I'm Annie

Annie's Chicago Crazy Cat Lady Sitting

5.00
95 Reviews
< 2 hrs Response Time
20 Repeat clients
Background-checked
Background-checked
100+ Meowtel reservations completed
100+ Meowtel reservations completed
Active in the last week
Active in the last week
Meowtel Sitter for 5+ years
Meowtel Sitter for 5+ years
Background Checked

Book With Confidence

Meowtel provides customer support 365 days a year to help cat parents feel informed and supported at every step - including before a reservation is made.

In-home cat sitting visits typically include:

Litter box cleaning
Feeding
Water refresh
A text update with at least 1 photo
Playtime and belly rubs

Annie is experienced with 5 types of medications

Topical Ointments Eye/Ear Drops Oral Medication / Pills Injections / Diabetic Management Subcutaneous Fluids

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Annie's Chicago Crazy Cat Lady Sitting

I'm Annie

Cat Sitting in Chicago, IL

Hi! I’m Annie, and I’m the biggest crazy cat lady you’ll ever meet! I love cats more than anything, and my life’s purpose is to help them and care for them. I have had kitties my entire life, and have been a cat sitter for 8 years. I currently care for my 5 year-old Woody, and I cared for my senior kitty Tinkerbell throughout her long life and her battle with kidney cancer. My furbabies are my world, and I want to make your fluffy furballs feel just as special. I will treat them with the utmost love and care, and will always try to make them as comfortable as possible while you are away... Hi! I’m Annie, and I’m the biggest crazy cat lady you’ll ever meet! I love cats more than anything, and my life’s purpose is to help them and care for them. I have had kitties my entire life, and have been a cat sitter for 8 years. I currently care for my 5 year-old Woody, and I cared for my senior kitty Tinkerbell throughout her long life and her battle with kidney cancer. My furbabies are my world, and I want to make your fluffy furballs feel just as special. I will treat them with the utmost love and care, and will always try to make them as comfortable as possible while you are away. I have volunteered at multiple cat shelters, am trained in animal CPR, and have fostered sick kittens. I also study cat behavior and care techniques. I have dealt with the kindest cats as well as the most fearful. Whatever personality your kitty may have, I will be there to love them. Outside of Meowtel and caring for kitties, I work for an animal rights organization as a marketing and technology strategist. I am currently located in Lakeview East, and I do own a car so I can travel to any neighborhood within 4-5 miles. I want to assure you that your furbabies are in the best of hands - let me tell you all about my plan to start a cat hotel/greenhouse while I try not to cry happy tears from meeting your kitty! :-)


Medication Experience:

Topical Ointments Eye/Ear Drops Oral Medication / Pills Injections / Diabetic Management Subcutaneous Fluids

Skills:

Animal CPR Trained Foster Parent Shelter Volunteer

5.00
95 reviews
5.0
Attention to Detail
5.0
Communication
5.0
Tidiness
Marilyn

Marilyn

This month

Annie has watched my cats many times, and every time I am more grateful than the last. Her updates are detailed and her photos are great! She gives my cats such fun times while I'm away that they don't get a chance to stress that I'm gone! Annie's the best!

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Meowtel-verified reservation with drop-in visits
Dathan

Dathan

July 18, 2025

As ALWAYS, Annie left detailed notes and pictures. We could tell our cat was having a great time with her. Annie administered the medicine as needed and kept our cat healthy and engaged.

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Meowtel-verified reservation with drop-in visits
Amanda

Amanda

December 30, 2024

My reservation was awesome, Annie took excellent care with my cat while I was away not only to feed and check up on her but also gave her TONS of quality play time and I could tell my cat had a blast with both visits- the pictures were such a treat and I appreciate so much the very fun and thorough updates, they were a huge comfort to read 😸🙏 thank you so much again from me and Mouse!

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Meowtel-verified reservation with drop-in visits
Roxanna

Roxanna

August 10, 2024

I felt instantly comfortable upon my meet & greet with Annie and knew she'd be the perfect kitty charmer for my shy kitty. Annie was very thoughtful and detail-oriented, ensuring to get all the information needed ahead of the visit as well as throughout to ensure everything went smoothly. She provided thorough updates to let me know how each visit went (with photos!), which made me even more confident my cat was having the best time with her. Will definitely be booking Annie again and highly recommend her to anyone looking for a sitter.

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Meowtel-verified reservation with drop-in visits
Sarah

Sarah

January 13, 2026

Annie is incredible and always my favorite cat sitter. She gives so much detail in her texts and so many pictures and I feel so much better knowing my babies are being so well looked after.

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Meowtel-verified reservation with twice per day visits
Laura

Laura

April 1, 2025

We were very nervous to leave our kitties while we went across the world to Japan! But Annie put us at ease from the meet and greet with her friendliness and clear 'cat-whisperer' abilities. Our two cats took to her immediately, and she sent us amazing updates of them playing and having a great time while we were gone. We think they miss her now that we're back! 😹We would absolutely recommend Annie and plan on booking with her again.

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Meowtel-verified reservation 1+ week long

Service Area & Availability

Drop in visits rates

$32.00 / 20min
$45.00 / 45min
$60.50 / 60min
Calendar updated 12 days ago

Annie's is 30%

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Overnight Availability
Annie's Holiday Surcharge Applies
Service Area Map

Communicate & Pay Through Meowtel

Using Meowtel's messaging and payment tools helps keep booking details in one place and gives you access to platform support if you need help.

4.8
Rating on
Google
4.9
Reviews.io

300,000+
Reservations Completed

Trust & Safety

Every reservation is backed by the Meowtel Promise, giving you and your cat world-class customer support every step of the way.

If it doesn't feel like the right fit at the Meet & Greet, or if you have any concerns during the reservation, please call 1-844-MEOWTEL (1-844-636-9835) so we can help you re-book with another sitter.

Curious cat peeking over the banner

Memorial Day is coming up soon (May 25th, 2026)

Cat sitters on Meowtel are usually pretty busy, don't forget to book your sitter!

Book ahead, cat sitters on Meowtel fill up fast for the holidays!

Featured Cat Sitters Near Chicago, IL

  • Lifelong cat lover with Yoo-ni and Fefe, Jenny in Wexford, PA offers photo and video updates, fresh food and water, litter-box cleaning, plus enrichment and affection. Medication skills include eye/ear drops, topical ointments, and oral pills. Very fast response, weekends & holidays, and welcomes new clients. 🐱

    Fast updates, loving care 🐱
    VIEW PROFILE
  • Chicago cat lover Amelia is Sitter on Meowtel for 5+ months, background-checked, and ready for new clients. Overnight care is available, plus holidays and weekends. experienced with giving medications like eye/ear drops and pills. Reviewers praise quiet patience with shy cats and daily photo updates 😻 🐱

    Timid-cat trust, meds handled 🐾
    VIEW PROFILE
  • Melinda in Chicago offers drop-in visits for feeding and litter cleaning, plus lots of love. Her rescue cat Milo helps her read every kitty’s pace. Oral pills are welcome. Weekend and holiday availability, and accepting new clients. 🐾

    Wand-toy play, pill care 🐱
    VIEW PROFILE
  • Chicago’s Dmitrii offers drop-in weekday care, weekend/holiday visits, and overnight sitting. Accepting new clients, with repeat regulars. Detailed photo updates and handles daily medication with care, including eye/ear drops. Lives in Ravenswood. 😺

    Thoughtful care, daily updates 🐾
    VIEW PROFILE
  • Matt C.
    (148)

    Matt in Chicago has nearly 20 years caring for kittens to seniors, and fits every cat’s personality. Sitter on Meowtel for 8+ years, accepts new clients. extensive experience administering a variety of medicines (insulin injections, pills, inhalers, eye/ear drops). Photo updates delight Moncha and Gracie 📸 😹

    Cat care with meds and gorgeous photos
    VIEW PROFILE
  • Alicia in Chicago knows every cat has their own vibe. With a family cat, Kona, and foster experience, they tailor visits for cuddly kitties or ones who prefer space. They get cat and home details, keep litter boxes fresh, and share picture updates after quick replies. 🐱

    Trusted Chicago cat care 🐾
    VIEW PROFILE
  • Tania in Lincoln Park, Chicago is a fur mom to 6 rescue cats and trained for bottle feeds, special-needs care, and medication routines. Visits include active play to adapt for shy, anxious cats. Background-checked, accepts new clients, and replies very fast. Holiday care is a favorite. 🐱🐈

    Quiet care, fast updates 🐱
    VIEW PROFILE
  • Steph (Uptown Chicago) offers calm, routine-first visits for shy cats, with detailed photo updates 📸. Background-checked and Speedy Sitter/Quick Response Time. Accepts new clients, with 23 repeat clients. Handles oral pills, drops, inhalers, and insulin, like Zuko’s asthma allergy meds. 🐱

    Uptown Chicago cat whisper care 🐱
    VIEW PROFILE

Frequently Asked Questions

Reservations officially begin at 12:00 AM in the sitter's time zone on the start date. Cat Parents may cancel within 24 hours of booking and receive a full refund, as long as the reservation has not yet started. After the first 24 hours, the following cancellation rules apply:


  • More than 48 hours before the reservation start date: Full refund. The sitter will not receive any earnings.
  • 24–48 hours before the reservation start date: 50% refund. The sitter will earn 50% of their planned earnings.
  • Within 24 hours of the reservation start date (or after it has begun): No refund. The sitter will earn 100% of their planned earnings.

All refunds are initially applied to the Cat Parent's Meowtel Account Balance for use toward a future reservation or tip. Funds may be returned to the original payment method at any time.

Meowtel is a marketplace that connects cat parents with independent sitters. For eligible reservations booked and paid for through Meowtel, the Meowtel Promise explains how we support cat parents if something unexpected comes up.

If it doesn't feel like a purrfect fit after a Meet & Greet or during a reservation, our support team is here to help at 1-844-Meowtel (1-844-636-9835). We'll take time to understand what happened and help you consider next steps, which could include help with a new reservation.

Chicago cat sitting rates will vary based on the sitter's experience and services, but the average price is $29.00. Prices depend on visit duration (20, 45, or 60 minutes) and whether you need drop-in visits or overnight stays.

Every cat sitter on Meowtel completes a background check. Ask your sitter about a free Meet & Greet so you (and your kitties!) can feel comfortable with your sitter before you leave.

Cats are territorial animals and don't do well in new environments. The presence of other cats, dogs, and even birds in kennels or animal hotels cause an immense amount of stress. This is why Meowtel was created, so tailored in-home care is brought to you.

We recommend booking daily visits to keep your cats in their routine and help minimize feline anxiety while you're away.

Each visit typically includes: feeding, refreshing water bowls, litter box scooping, tidying up, medications, updates with photos, lots of playtime, and any special requests. Ask your sitter about a free Meet & Greet!

5.00
95 reviews
5.00
From $32.00

Free Cancellation (48+ hrs)