Annie's Chicago Crazy Cat Lady Sitting
Meowtel Insured
Background Checked
Rates start at: $31.00
Repeat clients: 15
Response time: 2 min

I'm Annie

A cat sitter in Chicago, IL


You aren't charged until Annie confirms your request. Cancel anytime up to 48 hours before the reservation begins for a 100% refund.

Over 50,000 happy kitties serviced on Meowtel

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 C...

Annie's Reviews

Attention to Detail

Annie is incredible! She gave my cats a fun-filled staycation while I was away, and kept my mind at ease with delightful updates and play-by-plays of their times together. I returned home to happy, content cats and the peace of mind that we have found our new sitter for the future!

Meowtel-verified reservation
April 10, 2024

Annie was amazing. Copious, detailed reports of every visit with lots of pictures. Lots of good playtime and treats, with attention to detail. She gave my elder stateskitty subQ fluids *and* successfully pilled her (something I've never been able to do). But what's really gotten me is the way my boy kitty has perked up after five days with Annie. It's been a rough couple of years for the whole family, and Dizzy has gotten pretty sullen. I came home to a noticably happier, more engaged, and more energetic kitty. It's like cat therapy. I'm extremely grateful.

Meowtel-verified reservation
March 5, 2024

I get so nervous about leaving my cat, especially now that she’s getting older and has some health issues. Annie was so reassuring, and sent detailed updates along with lots of photos, and she seemed genuinely excited to dote on my fur baby. it was such a relief to know my cat was in good hands. I highly recommend Annie to anyone.

Meowtel-verified reservation
January 15, 2024

Annie gave the most detailed updates. She took note of their favorite toys and consistently played with them with similar ones. I greatly appreciated the messages. She offered to take care of them in the future as well. Thank you, Annie!

Meowtel-verified reservation
August 18, 2023

Annie is the best! Our shy kitties absolutely love her, and she sends detailed updates with numerous amazing photos every visit.

Meowtel-verified reservation
August 18, 2023
Cat Parents
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Excellent rating
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Always Communicate & Pay Through Meowtel

Always Communicate & Pay Through Meowtel

Doing so will ensure you fully qualify for all of the benefits of the Meowtel Promise, including speedy support from a real human and insurance coverage.

Annie's Qualifications & Experience


  • Animal CPR Trained
  • Foster Parent
  • Shelter Volunteer


  • Car

Medication Experience

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

Each Visit Includes

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

Cancellation Policy

Customers may cancel within 24 hours of making their reservation and receive a 100% refund and the sitter will not receive any earnings. After the first 24 hours, the following cancellation rules apply:

Customers will receive a 100% refund to their Account Balance if they cancel anytime up to 48 hours before the start date of the reservation and the sitter will not receive any earnings.

Customers will receive a 50% refund and the sitter will earn 50% of their planned earnings if the customer cancels between 24-48 hours of the start of the reservation.

No refund will be issued within 24 hours of the reservation and the sitter will keep 100% of their planned earnings.

The Meowtel Promise & Satisfaction Guarantee

We are proud to provide each of our independently-contracted Meowtel cat sitters with the full benefits of our Meowtel Promise on eligible reservations. For reservations where each visit is at or above $20 and paid for through Meowtel, your cat(s) will automatically be covered under our insurance policy in the event that things don't go as planned.

If you are not fully satisfied with your sitter after the Meet & Greet or during the reservation, please call 1-844-636-9835 so we can help you re-book with a new sitter to ensure we can deliver on our purrfect hospitality promise.

Juneteenth is coming up soon (June 19th). Meowtel cat sitters are usually pretty busy, don't forget to book your sitter!

Frequently Asked Questions

will vary based on the pet sitter's experience and expertise, but the average price for a cat sitter is $32.00. Prices will also depend on how long your cat needs company for, whether that be a drop-in visit or overnight stay in your home. Meowtel sitters offer 20, 45, and 60-minute drop-in visits that allow for fully tailored care for your kitties. Your caregiver may also need to charge a little more if they have to travel far, so we'll match you with the best options which are close by.

Every Meowtel cat sitter has been thoroughly vetted, background-checked, and is insured through Meowtel on eligible reservations via our Meowtel Promise. To ensure total peace of mind while you're away, every Meowtel reservation comes with a free Meet & Greet so you (and your kitties!) can have full confidence in 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 for your kitties. This is why Meowtel was created, so tailored in-home care is brought to you.

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

Each Meowtel cat sitting visit will include the whole 9 yards: feeding, refreshing the water bowls, litter box scooping, tidying up, medications, updates with photos, lots of playtime, as well as any special requests you may have. We know every kitty is different and that's why we offer tailored, in-home services since cats don't do well outside their own homes. Plus, every reservation comes with a free Meet & Greet so you can meet your sitter before you leave to ensure it will be a purrfect fit.

Annie's Chicago Crazy Cat Lady Sitting
5.00 • 51 reviewsFrom $31.00