I'm Annie

Annie's Chicago Crazy Cat Lady Sitting

5.00
112 Reviews
< 15 mins Response Time
23 Repeat clients
Background-checked
Background-checked
100+ Reservations Completed
100+ Reservations Completed
Purrfect Planner
Purrfect Planner
Speedy Response Time
Speedy Response Time
Active This Week
Active This Week
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. I have volunteered at multiple cat shelters, am trained in animal CPR, and have fostered sick kittens... 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! :-)

———

***Note for RETURNING clients only***: I no longer do key pickups after the first booking’s meet-and-greet, but I suggest a lockbox, hiding place, or I have a lockbox in Lakeview you can drop it off in at your convenience!


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
112 reviews
5.0
Attention to Detail
5.0
Communication
5.0
Tidiness
Kathryn

Kathryn

July 19, 2026

Annie did a fantastic job taking care of my cat Willow! She sent detailed descriptions and photos from her visits, and used creative activities like picture books and calming music to connect with my shy kitty!

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Meowtel-verified reservation with drop-in visits
Lauren

Lauren

This month

Annie is a great catsitter! My shy baby who doesn’t come out for anyone LOVED her and didn’t hide even though it was a shorter visit. My social kitty also got all the attention. I could tell they were so happy when I got back. I will definitely book Annie next time I’m out of town 😻

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Meowtel-verified reservation with drop-in visits
Olivia

Olivia

September 29, 2026

Annie was incredibly kind and took such good care of Willow! Annie gave very detailed updates with photos. she even read to my cat- which I know she loved!

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Meowtel-verified reservation with twice per day visits
Marilyn

Marilyn

April 30, 2026

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
Amber

Amber

September 20, 2026

Annie sends the best updates for our cats when we’re out of town. her messages make me laugh every time but also you can tell how much thought and care she puts into caring for our babies. 💜 so happy to have found her!

Read more
Meowtel-verified reservation with drop-in visits
Lyndsay

Lyndsay

This month

Annie is the best cat-sitter I think I've ever booked. She gave my cat so much love (and spa treatments), was very caring and attentive, and sent the best photos and funniest status updates. HIGHLY recommend her.

Read more
Meowtel-verified reservation with twice per day visits

Service Area & Availability

Drop in visits rates

$32.00 / 20min
$45.00 / 45min
$60.00 / 60min
Calendar updated 4 days ago

Annie's is 30%

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Overnight Availability
Annie's Holiday Surcharge Applies
Service Area Map

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4.8
Rating on
Google
4.9
Reviews.io

375,000+
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

Veterans Day is coming up soon (November 11th, 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!

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  • Jocelyn brings over five years of experience caring for cats around Chicagoland, with strong skills in oral meds, topical ointments, and inhalers. She’s usually available on weekends and holidays, accepts new clients, and keeps cat parents smiling with fast updates and lots of photos 😊

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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 $30.00. 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 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 Meet & Greet!

5.00
112 reviews
5.00 From $32.00