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Cassandra & Christopher S.

Logan Square, Chicago, IL

5.0 out of 5 stars
14 reviews
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Services

Cassandra & Christopher can host

0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
Dogs over 1 year old
Spayed and neutered dogs only
No females in heat
Takes only 1 client at a time

Cassandra & Christopher can care for

0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
Dogs over 1 year old

Availability

My husband and I live in Logan Square and love getting out to walk around the neighborhood, and having a companion walker is lovely. If we need to leave, we may gate the dog in a specific area of the house with water and whatever creature comforts they need, depending on whether or not they express separation anxiety.

Available
Not available
SMTWTFS
Boarding Cancellation Policy:

About Cassandra & Christopher S.

Communication

1 repeat pet parent
92% response rate
Usually responds in under an hour
100% bookings with photo updates

Skills

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

Safety, trust & environment

We will ensure your dog is fed, let out for potty breaks, walked, and given medication if required. They will never be given people food or treats that you don't provide or that you haven't approved. Dogs are allowed on furniture, including the bed, but can be crated if that is your preference. They will have full reign of the house. All dogs are unique in their needs and personalities, and we will make sure we understand the best way to provide them with loving care.

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 2-4 hours

Information Cassandra & Christopher S. would like to know about your pet

Are they anxious with new people or in new spaces? Are there specific ways we can help manage that? What kind of energy do they generally have? How do they get along with other dogs? Who is your primary vet? How are they on leash? Will they be okay climbing 16 stairs to get into the apartment? As much information as we can gather will help us all feel good about the arrangement.

A typical day

Your dog will enjoy fun walks on our tree-lined street, an easy place to get in some good smelling and general exercise. We are around the corner from Palmer Square Park, so adventures there are also great!

Location

Chicago, IL

Cassandra & Christopher S.'s Neighborhood

Reliable, attentive dog care.

Pet care experience

I grew up with dogs and had my own for nearly 15 years, so I know those sweet creatures are family. We love dogs of all ages and understand and appreciate the special considerations that come with caring for an older dog. Younger pups and those with spunk will enjoy good walks and playtime. I have been the go-to dog sitter for friends and family for years. Small dogs, big dogs, high-energy dogs, cuddly dogs, dogs who prefer space, I have pretty much seen it all and am good at intuiting their needs. I mostly work from home, so I can offer the attention and love they need to feel comfortable in our space, and I will be sure to send photo and video updates so you can rest assured your sweetie is in good hands! Side note: We live on the second floor, so there are 16 stairs at the front of the building to get to our apartment. Although most dogs we've cared for haven't had any issues, some dogs may find them precarious. There are also wider, wooden stairs in the back that are not slick and are an easy option. You can find pictures of both in my photos.

Reviews

Aya O.
Boarding • Aug 17, 2026
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Ruby loves staying with Topher and Cassie! They care for her like she’s their own dog 💕 I’m grateful to have folks I can trust completely to care for our pup while we travel.

Abraham G.
Boarding • Jun 16, 2026
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Cassandra & Topher had Shiloh for 10 nights and sent plenty of updates and photos! Shiloh is usually anxious the first few days of boarding but looked immediately comfortable with them and had us at ease while we were away. Would definitely book with them again! Thank you!

Saro L.
Boarding • May 25, 2026
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Cassie and Topher were wonderful with our dog and plan on hiring them in the future!!

Aya O.
Boarding • Apr 03, 2026
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Cassie and Topher were wonderful dog parents for Ruby while we were out of town. We received daily updates/photos, and I could tell how much they cared for her. We would gladly have Ruby stay with them again.

About Cassandra & Christopher S.

Communication

1 repeat pet parent
92% response rate
Usually responds in under an hour
100% bookings with photo updates

Skills

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

Safety, trust & environment

We will ensure your dog is fed, let out for potty breaks, walked, and given medication if required. They will never be given people food or treats that you don't provide or that you haven't approved. Dogs are allowed on furniture, including the bed, but can be crated if that is your preference. They will have full reign of the house. All dogs are unique in their needs and personalities, and we will make sure we understand the best way to provide them with loving care.

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 2-4 hours

Information Cassandra & Christopher S. would like to know about your pet

Are they anxious with new people or in new spaces? Are there specific ways we can help manage that? What kind of energy do they generally have? How do they get along with other dogs? Who is your primary vet? How are they on leash? Will they be okay climbing 16 stairs to get into the apartment? As much information as we can gather will help us all feel good about the arrangement.

A typical day

Your dog will enjoy fun walks on our tree-lined street, an easy place to get in some good smelling and general exercise. We are around the corner from Palmer Square Park, so adventures there are also great!

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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Cassandra & Christopher S.

Logan Square, Chicago, IL

5.0 out of 5 stars
14 reviews