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Anna S.

Star Sitter

Near North Side, Chicago, IL

5.0 out of 5 stars
25 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

Outside of work hours, I spend the majority of my time with my dog, Banksy! We like to wake up early to explore the lakeshore and visit a few parks to say hello to pup friends and play fetch. After work, we typically look for a different area to explore. Between walks, we squeeze in lots of pats and belly rubs, and some training. * He's currently staying with my parents.

Available
Not available
SMTWTFS
House Sitting Cancellation Policy:

About Anna S.

Communication

7 repeat pet parents
96% response rate
Usually responds in under half an hour
100% bookings with photo updates
Sends updates with Rover Cards

Dog skills

4 years of experience

Safety, trust & environment

Your pup will have lots of human attention in my apartment! I have easy access to multiple parks, the lakeshore, and numerous dog-friendly establishments. I'm happy to accommodate your pup's routine, including specific feeding times, medication times, crate time, training and walks.

Information Anna S. would like to know about your pet

Happy to accommodate different sizes and personalities! I only ask that you communicate any routines and need-to-know habits and behaviors ahead of time. Very excited to meet your pet!

A typical day

It's really important to me to make sure pets are stimulated mentally and physically! We can play games, do some training, and take walks to explore the city.

Location

Chicago, IL

Anna S.'s Neighborhood

Pets

Anna S. has Star Sitter status

The Star Sitter program highlights responsive sitters who deliver highly rated care and have a history of listing accurate availability and preferences, making it easier for pet parents to find the best care for their pets.

Looking for the next adventure!

Pet care experience

I have been walking dogs since I was 12, working with dogs of all sizes and temperaments, and in small and large groups. Since bringing home my dog Banksy four years ago, I've dived deep into training (in puppy and adult stages) and learning about how to keep pups happy and healthy!

Reviews

Maggie R.
House Sitting • Jul 16, 2026
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Anna is one of my go to sitters for my cat and dog while I’m away. This time, she watched my dog for 10 days while I was gone and I truly could not thank her enough. She was incredibly communicative and took care of Sunny like she was her own. Thank you Anna for making it so easy to feel comfortable going away!

Maggie R.
House Sitting • Jun 28, 2026
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Anna is so so great with my cat & dog! She is incredibly reliable and keeps them comfortable & happy while I’m gone. I’m so grateful for her help. Highly recommend!!

Em G.
House Sitting • Jun 27, 2026
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Anna was reliable, communicative and very kind throughout her stay with my pup, Ava. Ava is blind and requires extra reassurance and cueing when she is out of her usual routines. Anna was attentive to of all the instructions and paid detailed attention to signs indicating how Ava was adjusting (her eating, drinking, walking patterns, temperament). We had an unexpected maintenance issue in our condo building and Anna jumped in, offering to check in on Ava and even leave work if needed. She went above and beyond!

Maggie R.
House Sitting • May 06, 2026
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Anna was amazing watching my cat Goose and dog Sunny! This was my first time leaving with them together with a Rover and I’m so grateful I had Anna. She was communicative, asked great prep questions, and clearly loved being with them. Highly recommend!

About Anna S.

Communication

7 repeat pet parents
96% response rate
Usually responds in under half an hour
100% bookings with photo updates
Sends updates with Rover Cards

Dog skills

4 years of experience

Safety, trust & environment

Your pup will have lots of human attention in my apartment! I have easy access to multiple parks, the lakeshore, and numerous dog-friendly establishments. I'm happy to accommodate your pup's routine, including specific feeding times, medication times, crate time, training and walks.

Information Anna S. would like to know about your pet

Happy to accommodate different sizes and personalities! I only ask that you communicate any routines and need-to-know habits and behaviors ahead of time. Very excited to meet your pet!

A typical day

It's really important to me to make sure pets are stimulated mentally and physically! We can play games, do some training, and take walks to explore the city.

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

Anna S.

Star Sitter

Near North Side, Chicago, IL

5.0 out of 5 stars
25 reviews