I'm Annie

Annie's Chicago Crazy Cat Lady Sitting

5.00
92 Reviews
< 3 hrs Response Time
20 Repeat clients
Background-checked
Background-checked
100+ Meowtel reservations completed
100+ Meowtel reservations completed
Purrfect Planner
Purrfect Planner
Active in the last week
Active in the last week
Meowtel Sitter for 4+ years
Meowtel Sitter for 4+ 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 study UX Design at DePaul University. 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
92 reviews
5.0
Attention to Detail
5.0
Communication
5.0
Tidiness
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
Dathan

Dathan

February 7, 2025

Annie always asks great questions to ensure our cat has a great experience! Annie sends detailed and heartwarming updates that put us at ease while we're away. Meds and food administered in a timely fashion.

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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 3 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

  • With 20+ years of professional teaching experience, this pro offers a calm demeanor and is expert at administering medication. They provide gentle, personalized care for cats of all personalities. 🐱🐈

    Gentle care for every personality 🐾
    VIEW PROFILE
  • Beckett is a lifelong cat lover and devoted parent to their own cat, Quiche. With background experience in pet hotel care, they are expert at administering medication and meticulously prioritize safety and security during every visit. 🐾 Accepting new clients with holiday and weekend availability! 🐱

    Passionate and dependable pet care 🐾
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  • With 13 years of cat sitting experience, this sitter offers expert care for kitties with chronic conditions. They are highly skilled in medication administration, including pills and drops. Flexible and observant, they treat every feline like family 😺🐾.

    Expert medical care for kitties 😸
    VIEW PROFILE
  • With over 4+ years as a Sitter on Meowtel, Natalie loves getting to know each kitty's unique personality. She excels at winning over shy cats and providing detailed updates. Trusted expert for all. 😻✨

    Professional care for your cat 🐾
    VIEW PROFILE
  • Chicago cat lover Jollie brings seven happy, thriving cats experience to every visit. Accepting new clients with very fast replies, plus weekend, holiday, and overnight care. Handles pills, liquid meds, injections, eye/ear drops, and topical ointments. ⭐🐾

    Weekend, holiday, overnight care 🐱
    VIEW PROFILE
  • With over 17 years of experience, this pro offers expert care including injections and fluid management. A dedicated kitten foster parent, they provide calm, reliable visits for all feline needs. 🐈✨ Medical and behavioral expertise.

    Professional care for every cat 🐾
    VIEW PROFILE
  • With over 15 years of experience as a cat mom, Daniella is a pro at winning over shy and sassy kitties. Trust your cat to a Pet First Aid & CPR certified pro who is ready to provide top-notch care! 🐱🐾

    Expert care for your feline 😺
    VIEW PROFILE
  • Esther in Chicago offers 3 years of friend-to-friends cat sitting with loving check-ins, lots of pictures to reassure, and tidy visits. Background-checked and comfortable with topical ointments and oral pills. Often available for holidays, accepts new clients. ❤️🐱

    Warm check-ins, happy kitties 🐾
    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 $28.00. 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
92 reviews
5.00
From $32.00

Free Cancellation (48+ hrs)