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WINDELL G.

Douglas, Chicago, IL

5.0 out of 5 stars
10 reviews
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Services

WINDELL can host

Cats
0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
Dogs over 1 year old
Non-neutered males accepted, spayed females only
No females in heat
Crate-trained dogs only
Takes only 1 client at a time

WINDELL can care for

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

Availability

As someone who works from home, I have the flexibility to provide consistent, attentive care throughout the day. My schedule allows me to check in on your pets regularly, ensuring they receive all the love, playtime, and attention they need while you're away. Whether it's a midday walk, a cuddle session, or simply providing some company, I can give your pets the care they deserve without interrupting their routine. I know how important it is for pets, especially cats, to feel secure and cared for in their own space. My work-from-home setup makes it easy for me to provide regular updates, playtime, and even grooming sessions, fitting seamlessly into both my day and your pet's needs. With a flexible schedule and a focus on routine, your pets will never feel neglected, and you can rest easy knowing they're in safe hands!

Available
Not available
SMTWTFS
Boarding Cancellation Policy:

About WINDELL G.

Communication

4 repeat pet parents
80% response rate
Usually responds in under an hour
50% bookings with photo updates

Skills

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

Safety, trust & environment

Your pets' safety and comfort are my top priorities. I provide a secure and loving environment where they can feel at ease, whether they’re enjoying a peaceful nap or having fun outdoors. With a park right across the street, I have easy access to wide-open spaces for walks, playtime, and plenty of fresh air — perfect for energetic dogs and curious cats alike. You can trust that your pets will be in a nurturing space, cared for with the attention and respect they deserve.

Home

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

Information WINDELL G. would like to know about your pet

To give your dog the best care possible, I always like to know a few key things ahead of time: Daily routine and feeding schedule Favorite toys, treats, or activities Any allergies, medical needs, or medications Social behavior (with other dogs, people, kids, etc.) Crate trained? Leash trained? Any quirks or habits I should be aware of (like if they’re nervous during storms or don’t like certain noises) The more I know, the more I can make sure your pup feels safe, comfortable, and loved!

A typical day

A typical day dog sitting is all about keeping your pup happy, healthy, and feeling right at home! We start the day with a nice morning walk—nothing like some fresh air and tail wags to kick things off. After breakfast and a little playtime, your dog can relax in a cozy, safe space while I work from home (perfect for pups who like company throughout the day). Midday, we take another walk or enjoy some time at the park right across the street for exercise . In the evening, there’s more play, dinner. I stick closely to your dog’s routine so they feel secure and loved the whole time they’re with me.

Location

Chicago, IL

WINDELL G.'s Neighborhood

Trusted Pet Care for Cats and Dogs

Pet care experience

Hi there! I’m the kind of person who stops to greet every dog on the sidewalk and can’t resist a purring cat. With years of hands-on experience caring for both dogs and cats, I’ve handled everything from high-energy pups to quiet, independent kitties. I understand that every pet has their own rhythm, quirks, and comfort zones — and I’m all about meeting them where they are. Whether your dog loves long walks or your cat just wants someone to chill with while you're gone, I’ve got it covered. Your peace of mind is important to me, and I’m happy to provide updates and photos while you're away. Let's give your pets the care they deserve!

Cat care experience

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Loving Cat Care You Can Trust

WINDELL also cares for cats. Learn about their cat-specific care experience.

Reviews

Ravi C.
Boarding • May 12, 2026
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Winnie loves his time with Windell! He sent updates and Winnie was always having the time of his life.

Madeline W.
Boarding • Jan 18, 2026
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Did a great job! I would recommend him to anyone.

Marquis W.
Boarding • Dec 28, 2025
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He treats my babygirl like she's one of the family...

Mario V.
Boarding • Dec 06, 2025
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Excellent care and service. Windell provided regular updates and pictures of our dog. You can really tell they bonded and he cares for our baby. 100% would rebook and recommend.

About WINDELL G.

Communication

4 repeat pet parents
80% response rate
Usually responds in under an hour
50% bookings with photo updates

Skills

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

Safety, trust & environment

Your pets' safety and comfort are my top priorities. I provide a secure and loving environment where they can feel at ease, whether they’re enjoying a peaceful nap or having fun outdoors. With a park right across the street, I have easy access to wide-open spaces for walks, playtime, and plenty of fresh air — perfect for energetic dogs and curious cats alike. You can trust that your pets will be in a nurturing space, cared for with the attention and respect they deserve.

Home

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

Information WINDELL G. would like to know about your pet

To give your dog the best care possible, I always like to know a few key things ahead of time: Daily routine and feeding schedule Favorite toys, treats, or activities Any allergies, medical needs, or medications Social behavior (with other dogs, people, kids, etc.) Crate trained? Leash trained? Any quirks or habits I should be aware of (like if they’re nervous during storms or don’t like certain noises) The more I know, the more I can make sure your pup feels safe, comfortable, and loved!

A typical day

A typical day dog sitting is all about keeping your pup happy, healthy, and feeling right at home! We start the day with a nice morning walk—nothing like some fresh air and tail wags to kick things off. After breakfast and a little playtime, your dog can relax in a cozy, safe space while I work from home (perfect for pups who like company throughout the day). Midday, we take another walk or enjoy some time at the park right across the street for exercise . In the evening, there’s more play, dinner. I stick closely to your dog’s routine so they feel secure and loved the whole time they’re 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
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Verified Enhanced Background Check

WINDELL G.

Douglas, Chicago, IL

5.0 out of 5 stars
10 reviews