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Anna D.

Winnetka, IL

4.9 out of 5 stars
38 reviews
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Services

Anna can care for

Cats
0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
over 101 lbs

Availability

As mentioned above, I work from home/remotely from my laptop — as long as I have WiFi, I can easily spend the whole day with your pup.

Available
Not available
SMTWTFS
House Sitting Cancellation Policy:

About Anna D.

Communication

16 repeat pet parents
60% response rate
Usually responds in under 12 hours
100% bookings with photo updates
Sends updates with Rover Cards

Dog skills

16 years of experience
Oral medication administration
Injected medication administration
First aid/CPR
Senior dog experience
Special needs dog experience
Can provide daily exercise

Safety, trust & environment

I will gladly follow any guidelines and/or rules my clients request in order to ensure the best time for their dog’s time away from them.

Information Anna D. would like to know about your pet

I will inquire about any potentially needed information (whether with a new client, or with a returning client during a new stay) during our meet-and-greet! I like to provide an open line of communication with my clients if they have any inquiries for me before, during, or after my time with their pup.

A typical day

I am happy to accommodate your pet’s schedule in order to ensure the best care! Whether you have an active friend or a couch potato, a walk or activity session can be arranged. If long walks are requested during the stay, we can walk for at least an hour both in the morning and the evening, including a shorter walk for lunch and before we go to sleep.

Location

Winnetka, IL

Anna D.'s Neighborhood

Pets

Caring for your pets like my own!

Pet care experience

Hello! After taking over a dog walking business for a friend while she was pregnant in 2014, I realized I enjoy meeting new dogs and wanted that experience to become a part of my daily life. I started using Rover in 2016 and have since provided almost 10 years of care through the app in both IL and CO. I currently work from home and therefore am able to provide consistent company, attention, and active engagement for your friend. I have experience with a wide variety of care-taking tasks such as administering oral medications, eye/ear drops, and IM/IV/SubQ medications, (I used to work in the medical field and have worked with diabetic pets before.) I mostly enjoy being active with pets as I consider myself an athletic individual and I believe cuddle time is well-deserved after a long walk or an energetic play session. As a result, I am particularly interested in working with larger or younger dogs, although I love low-maintenance couch potatoes too! : ) I would consider myself an ideal sitter for someone who is not seeking to introduce their pets to unknown animals and would prefer their pet remain in an environment that is familiar to them unless otherwise requested. I only work with one client at a time. I would be honored to not only work around your dog’s specific needs, but to also keep you updated throughout the day about their well-being via prompt communication. From a video call from your pup to messaging via the app or SMS, I am happy to get in touch with you at least twice a day about my time spent with your furry friend. Although I currently do not have a dog of my own, I used to have a German Shorthair Pointer and currently have one cat who lives with my husband and I. I had a hedgehog in my high school/university years and have provided long-term care to a chinchilla as well. Additionally, I have cared for rats, fish, goats, geckos, and iguanas so I would feel comfortable working with them as well. If you have any questions, please do not hesitate to reach out and message me!

Cat care experience

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Caring for your pet like my own 🐱

Anna also cares for cats. Learn about their cat-specific care experience.

Reviews

Anna M.
Drop-In Visits • Apr 30, 2026
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Anna was great with my cat! She spent extra time with her to get more playtime in. She was very respectful of my place and did everything I asked. Will definitely have her back!

Jenny G.
House Sitting • Jan 02, 2026
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We cannot say enough good things about Ana! We hired her to house sit and pet sit during our vacation, and we were very nervous about leaving our five-month-old puppy for the first time. From day one, she made everything feel easy and completely worry-free. She kept us updated every morning and evening, sent lots of pictures, and clearly gave our puppy so much care and attention — plenty of walks, cuddles, and patient, expert handling of teething/nipping. It was also such a relief to have someone we trusted at the house to bring in packages and mail and let our cleaning crew in. We came home to a happy puppy and a house that was in the exact condition we left it (maybe even a bit cleaner!). Overall, an excellent experience — we’d hire her again in a heartbeat and recommend her highly.

Karen R.
Dog Walking • Nov 02, 2025
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Anna did a fantastic job walking our dog. She was on time, super professional and great with our dog. We highly recommend her.

Amanda H.
Drop-In Visits • Jun 24, 2025
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Anna took care of our cat, Jovie, for 10 days while we were away, and we couldn’t be happier with the experience. From the start, her communication was excellent-she reached out before we booked to come over for a meet and greet where she asked thoughtful questions and made sure she fully understood Jovie’s needs. During our time away, Anna kept us updated regularly through Rover and text, which gave us a real peace of mind. Jovie was unsure of Anna at first (she can be shy with new people), but Anna was so patient and caring. She took the time to build her trust, play with her, and make sure she felt safe and cared for. We were so grateful for the attention and effort Anna put in! We can’t recommend her enough!

About Anna D.

Communication

16 repeat pet parents
60% response rate
Usually responds in under 12 hours
100% bookings with photo updates
Sends updates with Rover Cards

Dog skills

16 years of experience
Oral medication administration
Injected medication administration
First aid/CPR
Senior dog experience
Special needs dog experience
Can provide daily exercise

Safety, trust & environment

I will gladly follow any guidelines and/or rules my clients request in order to ensure the best time for their dog’s time away from them.

Information Anna D. would like to know about your pet

I will inquire about any potentially needed information (whether with a new client, or with a returning client during a new stay) during our meet-and-greet! I like to provide an open line of communication with my clients if they have any inquiries for me before, during, or after my time with their pup.

A typical day

I am happy to accommodate your pet’s schedule in order to ensure the best care! Whether you have an active friend or a couch potato, a walk or activity session can be arranged. If long walks are requested during the stay, we can walk for at least an hour both in the morning and the evening, including a shorter walk for lunch and before we go to sleep.

Each sitter joining Rover needs to pass a background check. And by booking on Rover, you can get photo & message updates, 24/7 support, and reimbursement for eligible vet care.
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Verified Enhanced Background Check
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Verified Enhanced Background Check

Anna D.

Winnetka, IL

4.9 out of 5 stars
38 reviews