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Cassandra B.

Kenwood, Chicago, IL

5.0 out of 5 stars
8 reviews
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Services

Cassandra can host

0 to 15 lbs
16 to 40 lbs
Dogs over 1 year old
Spayed and neutered dogs only
No females in heat
Crate-trained dogs only
Takes only 1 client at a time

Cassandra can care for

0 to 15 lbs
16 to 40 lbs
Dogs over 1 year old

Availability

I’m recently retired. My daily schedule is built around the needs of my boy, Chewy. He’s walked at minimum three (3) times a day; my friends and family know the routine.

Available
Not available
SMTWTFS
Boarding Cancellation Policy:

About Cassandra B.

Communication

2 repeat pet parents
93% response rate
Usually responds in under an hour
80% bookings with photo updates

Dog skills

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

Safety, trust & environment

I have a secure deck to allow fresh air and free movement with guaranteed security. I have a crate if needed, but think all dogs should have free movement daily.

Home

Lives in an apartment
Does not have a yard
Non-smoking household
Has 1 dog
No children present
Dogs not allowed on bed
Dogs allowed on furniture
Potty breaks every 4-8 hours

Information Cassandra B. would like to know about your pet

I want to know eating schedule and daily routine. Please share if separation anxiety is known. Being away from home is stressful. How can I help?

A typical day

I play hide and seek with Chewy. We bounce the ball inside play fetch. We also play a game of indoor Chase. If your boy or girl wants to have fun, hang with me.

Location

Chicago, IL

Cassandra B.'s Neighborhood

Pets

Best puppy-dog care.

Pet care experience

I’ve loved animals since I was a kid. My many years of pet ownership has trained me for this opportunity. My Chewy is both happy and healthy.

Reviews

Veronica M.
Boarding • mai 27, 2026
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Cassandra did a great job sending pictures and updates. I will definitely use her services again and recommend her to others.

Sreyas M.
Drop-In Visits • des. 25, 2025
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Really communicative and took great care in watching Kida!

Heather B.
Drop-In Visits • aug. 30, 2025
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Thanks again for over caring for the dogs and stray kitty! My return home to them was like returning from work. (Even tho it was days) They were happy but not overly excited to see me and I know that is nothing short of you giving them the opportunity for their routine to not be disturbed and visiting with them with love!

Heather B.
Drop-In Visits • aug. 29, 2025
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The dogs loved her, Cassandra sent many picture and video updates. I was on a cruise from 6 days and Cassandra let my dogs in the house at night and back out the house in the morning, as well as feed them! I have a dog run, so their normal routine was not disrupted. I will use her again! We used a lock box for access to our house and she messaged us to disarm/arm the home. (FYI)

About Cassandra B.

Communication

2 repeat pet parents
93% response rate
Usually responds in under an hour
80% bookings with photo updates

Dog skills

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

Safety, trust & environment

I have a secure deck to allow fresh air and free movement with guaranteed security. I have a crate if needed, but think all dogs should have free movement daily.

Home

Lives in an apartment
Does not have a yard
Non-smoking household
Has 1 dog
No children present
Dogs not allowed on bed
Dogs allowed on furniture
Potty breaks every 4-8 hours

Information Cassandra B. would like to know about your pet

I want to know eating schedule and daily routine. Please share if separation anxiety is known. Being away from home is stressful. How can I help?

A typical day

I play hide and seek with Chewy. We bounce the ball inside play fetch. We also play a game of indoor Chase. If your boy or girl wants to have fun, hang with me.

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

Cassandra B.

Kenwood, Chicago, IL

5.0 out of 5 stars
8 reviews