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Cary B.

Star Sitter

Uptown, Chicago, IL

5.0 out of 5 stars
15 reviews
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Services

Cary can host

0 to 15 lbs
16 to 40 lbs
No females in heat
Takes only 1 client at a time

Cary can care for

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

Availability

I am currently working full-time, but I work from home on Mondays and Fridays, so I have ample time to spend going on walks and focusing on your dog’s needs even while working. On the weekends, I can dedicate my full time and attention to your pup.

Available
Not available
SMTWTFS
Boarding Cancellation Policy:

About Cary B.

Communication

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

Skills

15 years of experience
Oral medication administration
Senior dog experience
Can provide daily exercise

Safety, trust & environment

I currently do not have any pets at home. I live in a small apartment that allows one dog up to 40 pounds, so I can board a small/medium dog at my residence. I don’t have my own yard, but I am happy to provide multiple walks, visits to dog parks, and any other activity your dog needs. At a client’s home, I am much more flexible and can be attentive to any of a dog’s needs, including crating, playing, feeding, walking, and all other activities.

Home

Lives in an apartment
Does not have a yard
Non-smoking household
Has no pets
No children present
Dogs allowed on bed
Dogs allowed on furniture
Potty breaks every 0-2 hours

Information Cary B. would like to know about your pet

Please let me know if your dog has any special needs, medications, or behaviors. I want to provide the most engaging experience possible for your dog and the most reliable experience for you. I am easily able to adjust activity intensity based on your dog’s needs, age, and activity level.

A typical day

I can accommodate virtually every type of activity level that best suits your dog, both mentally and physically. Just let me know what your dog enjoys doing, and I will happily oblige! Walking, exploring, playing games: you name it, we’ll do it.

Location

Chicago, IL

Cary B.'s Neighborhood

Cary B. 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.

Friendly Neighborhood Dog-Sitter

Pet care experience

I have grown up with dogs my entire life, and I have been a go-to contact for dog-sitting for friends and family members alike. I have taken care of dogs of all shapes and sizes, so I am fully prepared to handle yours with the utmost patience and attentiveness. You can rest assured knowing that your pet is in good hands as I will put full effort into focusing on their well-being and happiness.

Reviews

tania e.
Boarding • Jul 14, 2026
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Cary was so sweet with Lola. I can tell she felt really safe while he was taking care of her. Looking forward to booking with Cary next time!

tania e.
Doggy Day Care • Jul 08, 2026
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Cary was very responsive, and it was clear he genuinely cares about the pets he looks after. Looking forward to many more bookings with Cary!

Elsa M.
Boarding • May 19, 2026
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Cary came packed with kindness, sincerity, and expirence with all types of dogs, including small elder dogs like mine is. He gave a great first impression that consistently held up during the 11 days he had my dog. Sending updates at least 2-3 times a day and making me feel very good about where my dog was (which for me isn't easy!) Highly recommend Cary if you're looking for a reliable, caring human to go above and beyond for taking care of your fur child. 👏🏼🐶💯

Alba C.
Drop-In Visits • May 10, 2026
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Cary is great! He communicated with me and is very reliable.

About Cary B.

Communication

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

Skills

15 years of experience
Oral medication administration
Senior dog experience
Can provide daily exercise

Safety, trust & environment

I currently do not have any pets at home. I live in a small apartment that allows one dog up to 40 pounds, so I can board a small/medium dog at my residence. I don’t have my own yard, but I am happy to provide multiple walks, visits to dog parks, and any other activity your dog needs. At a client’s home, I am much more flexible and can be attentive to any of a dog’s needs, including crating, playing, feeding, walking, and all other activities.

Home

Lives in an apartment
Does not have a yard
Non-smoking household
Has no pets
No children present
Dogs allowed on bed
Dogs allowed on furniture
Potty breaks every 0-2 hours

Information Cary B. would like to know about your pet

Please let me know if your dog has any special needs, medications, or behaviors. I want to provide the most engaging experience possible for your dog and the most reliable experience for you. I am easily able to adjust activity intensity based on your dog’s needs, age, and activity level.

A typical day

I can accommodate virtually every type of activity level that best suits your dog, both mentally and physically. Just let me know what your dog enjoys doing, and I will happily oblige! Walking, exploring, playing games: you name it, we’ll do it.

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

Cary B.

Star Sitter

Uptown, Chicago, IL

5.0 out of 5 stars
15 reviews