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Craig S.

Star Sitter

West Town, Chicago, IL

5.0 out of 5 stars
4 reviews
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Services

Craig 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
Crate-trained dogs only
Takes only 1 client at a time

Craig can care for

0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
over 101 lbs
Dogs over 1 year old

Availability

I work remotely with a flexible schedule, so I can stop by your place during the day or stay over if you are on vacation.

Available
Not available
SMTWTFS
Boarding Cancellation Policy:

About Craig S.

Communication

2 repeat pet parents
100% response rate
Usually responds in around an hour
100% bookings with photo updates
Sends updates with Rover Cards

Skills

2 years of experience
Can provide daily exercise

Safety, trust & environment

I can cater to your preferences, if you live near the 606 I can take your dog on a walk there and possibly give them some time to let loose at the leash less dog park if that is something that works out.

Home

Lives in an apartment
Does not have a yard
Non-smoking household
Has 1 dog
No children present
Dogs allowed on bed
Dogs allowed on furniture
Potty breaks every 2-4 hours

Information Craig S. would like to know about your pet

Please let me know if there’s anything important I need to know about taking care of your pet ahead of time. I want to make sure your pet is safe and cared for.

A typical day

I can follow any guidelines you write about what your dog likes to do for fun. Typically, playing catch or tug of war are great options depending on the dog. My dog loves to go on walks and let loose at the leash-less dog park.

Location

Chicago, IL

Craig S.'s Neighborhood

Pets

Craig 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.

Work-From-Home Dog Dad 🐾

Pet care experience

I work from home, so your pup will get plenty of attention and supervision throughout the day! My dog, Waffles, is a sweet, social girl who loves dogs big and small—she’ll happily keep your pup entertained with playtime and cuddles. We’ll enjoy a mix of daily walks (about 17 minutes each) and a 25-minute dog park visit for exercise and fun. Dogs are welcome on the furniture, and I have several dog beds for lounging or quiet rest. When I step out briefly for the gym or errands, I safely crate each dog in separate rooms for comfort and security.

Reviews

Julia
Boarding • Jun 26, 2026
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Tucker had a great time with Craig and Waffles!! I received several pictures every day. I’d definitely have Tucker stay with them again!

Ian H.
Doggy Day Care • Mar 30, 2026
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Craig was very responsive to my request, and responses during the day care. He took great care of Levi, and he was gracious and understanding toward flexible pick up and drop off times.

Labaren B.
Doggy Day Care • Mar 16, 2026
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I had a great experience with Craig sitting for my dog the last couple of weeks. He took excellent care of my dog and made the whole process completely stress free. He also sent regular updates and photos, which gave me peace of mind knowing my dog was happy and well cared for. It’s clear Craig genuinely loves animals and treated my dog like his own. My dog came home happy, relaxed, and well taken care of. I would absolutely trust Craig again and highly recommend him to anyone looking for a reliable and caring dog sitter. 🐶

Meghan H.
Aug 07, 2025

Craig was amazing! He truly is an animal lover and took extra care of my lil fur babies. He was very diligent in sending pictures and updates while we were away. Would book again!

About Craig S.

Communication

2 repeat pet parents
100% response rate
Usually responds in around an hour
100% bookings with photo updates
Sends updates with Rover Cards

Skills

2 years of experience
Can provide daily exercise

Safety, trust & environment

I can cater to your preferences, if you live near the 606 I can take your dog on a walk there and possibly give them some time to let loose at the leash less dog park if that is something that works out.

Home

Lives in an apartment
Does not have a yard
Non-smoking household
Has 1 dog
No children present
Dogs allowed on bed
Dogs allowed on furniture
Potty breaks every 2-4 hours

Information Craig S. would like to know about your pet

Please let me know if there’s anything important I need to know about taking care of your pet ahead of time. I want to make sure your pet is safe and cared for.

A typical day

I can follow any guidelines you write about what your dog likes to do for fun. Typically, playing catch or tug of war are great options depending on the dog. My dog loves to go on walks and let loose at the leash-less dog park.

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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Craig S.

Star Sitter

West Town, Chicago, IL

5.0 out of 5 stars
4 reviews