Dog Walking In Uptown Chicago

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Top rated Uptown dog walkers

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Sitter Profile Image: Sylvia S.
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Sylvia S.
from
$18
per walk
5 out of 5.0 stars
19 reviews
8 repeat clients
6 years of experience
Uptown, Chicago, IL, 60640

Sylvia is the best! She was so communicative and great with my dog during the meet and greet and the actual walk. Will use her walk whenever I can!!

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Will J.
Sitter Profile Image: Kacie F.
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Kacie F.
from
$20
per walk
5 out of 4.7 stars
12 reviews
7 repeat clients
6 years of experience
Edgewater, Chicago, IL, 60640

Kacie was AMAZING and I highly recommend her services. I had to make a last minute dog walking appointment and she was so accommodating! She made a point to connect with my dog right away and I was immediately comfortable leaving her in Kacie’s care. She gave detailed reports and my dog loved her. She will be my first choice for every booking going forward.

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Laura K.
Sitter Profile Image: Tim P.
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Tim P.
from
$20
per walk
5 out of 5.0 stars
89 reviews
42 repeat clients
20 years of experience
Uptown, Chicago, IL, 60640

Tim was an amazing dog walker. Will absolutely be working with him again. Extremely professional and communicative and the photos he took of my dog?! Frame-worthy! 5 stars!

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Kelsey E.
Sitter Profile Image: Kaira L.
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Kaira L.
Star Sitter
from
$25
per walk
5 out of 5.0 stars
210 reviews
52 repeat clients
4 years of experience
Uptown, Chicago, IL, 60640

Kaira is the cutest! When we got home on Halloween we saw that she left Lincoln the cutest little Halloween goody bag! The first Halloween treats he ever got! She takes such good care of our little buddy!

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Mairead H.
Sitter Profile Image: Mariah E.
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Mariah E.
Star Sitter
from
$19
per walk
5 out of 5.0 stars
96 reviews
31 repeat clients
5 years of experience
Uptown, Chicago, IL, 60613

Mariah is awesome! She is super accommodating and reliable. She is also very understanding of our diva of a Dachshund. She communicated with us very well and sent sent updates about our dogs behavior (as well as bathroom activities). Look forward to using her services again.

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Greg H.
Sitter Profile Image: Claire M.
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Claire M.
from
$17
per walk
5 out of 4.9 stars
22 reviews
10 repeat clients
5 years of experience
Uptown, Chicago, IL, 60640

Claire did a great job taking care of our dog. We had to leave town unexpectedly for a funeral. I was apprehensive to leave our house keys and dog in the care of someone I didn't know. All concern washed away after our meet and greet. Claire is a lovely person. She was very easy to correspond with and gave us plenty of updates while away.

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Jennifer F.
Sitter Profile Image: M. Artemis M.
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M. Artemis M.
Star Sitter
from
$20
per walk
5 out of 5.0 stars
50 reviews
11 repeat clients
10 years of experience
Chicago, IL, 60613

Mickey loves Artemis. He is always kind, professional and very good with my dog. He's also pretty quick to respond and very flexible with scheduling. I would definitely recommend him.

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Kay L.
Sitter Profile Image: Dylan T.
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Dylan T.
Star Sitter
from
$20
per walk
5 out of 5.0 stars
21 reviews
6 repeat clients
25 years of experience
Uptown, Chicago, IL, 60640

Dylan had been awesome with Ellie. He’s very patient and loving to her. Plus he’s been super flexible with our schedule. We are glad we found him and definitely recommend to anyone!

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Cheryl H.
Sitter Profile Image: Santos J.
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Santos J.
from
$15
per walk
5 out of 5.0 stars
2 reviews
4 repeat clients
5 years of experience
Uptown, Chicago, IL, 60640

Santos is an amazing and attentive dog walker. He takes very good care of my pup Gobi while out walking on the River trail. Gobi always looks happy and content while she is with Santos. Santos also looked after Gobi's broken toenail. He took great care to wrap the paw and clean it on return. We are very lucky to have been connected with Santos.

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DallasJames W.
Sitter Profile Image: William S.
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William S.
from
$20
per walk
5 out of 5.0 stars
7 reviews
2 repeat clients
3 years of experience
Uptown, Chicago, IL, 60613

William is great and so communicative!

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Will J.
Sitter Profile Image: Madison B.
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Madison B.
Star Sitter
from
$20
per walk
5 out of 5.0 stars
20 reviews
8 repeat clients
10 years of experience
Chicago, IL, 60613

Madison was very response and asked wonderful questions to ensure that our pup had the best care.

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Nick R.
Sitter Profile Image: Liam G.
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Liam G.
Star Sitter
from
$16
per walk
5 out of 5.0 stars
29 reviews
10 repeat clients
10 years of experience
Uptown, Chicago, IL, 60640

Liam was very communicative. Thank you for taking care of our pup! Would recommend.

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Stefan S.
Sitter Profile Image: Rachel H.
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Rachel H.
Star Sitter
from
$23
per walk
5 out of 5.0 stars
25 reviews
9 repeat clients
25 years of experience
Uptown, Chicago, IL, 60640

Rachel was great! We will absolutely be booking her again

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Alexandra R.
Sitter Profile Image: jena s.
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jena s.
Star Sitter
from
$20
per walk
5 out of 5.0 stars
11 reviews
11 repeat clients
6 years of experience
Uptown, chicago, IL, 60640

Amazing! She is so thorough and takes it upon herself to add in training. You can tell she’s very passionate smart and resourceful! I highly recommend. Adding in photos and details of the walk is an added benefit! Super grateful!

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Matthew R.
Sitter Profile Image: Haley G.
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Haley G.
from
$15
per walk
5 out of 5.0 stars
4 reviews
3 years of experience
Uptown, Chicago, IL, 60613

About: For as long as I can remember, I’ve loved taking care and supporting animals, especially dogs and cats. I’ve had mainly smaller dogs of my own growing up, but I also have experience taking care of larger and more senior dogs in my neighborhood/volunteering at a vet clinic in college. Among friends and family members, I am a reliable and caring pet sitter who will not only keep your fur baby entertained, but send you pictures of all the fun we have! I am currently working part time so I have plenty of time to take care of pets during the day and watch them at night! I will care for your precious fur baby by making sure they get some play time in, get the daily dose of good pets and ear scratches, and tucker them out with a good run/walk!

Sitter Profile Image: Darisbeth S.
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Darisbeth S.
from
$19
per walk
5 out of 5.0 stars
117 reviews
18 repeat clients
3 years of experience
Uptown, Chicago, IL, 60613

Darisbeth is absolutely wonderful!! Takes excellent care of my baby Milo on their walks. Always sends updates and photos along their walks and Milo always seems very happy! She is very communicative and overall has been a wonderful experience having her walk him

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Kenzie F.
Sitter Profile Image: Ethan D.
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Ethan D.
Star Sitter
from
$25
per walk
5 out of 4.9 stars
55 reviews
33 repeat clients
10 years of experience
Chicago, IL, 60613

No complaints

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Jack R.
Sitter Profile Image: Jamie K.
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Jamie K.
from
$20
per walk
18 years of experience
Uptown, Chicago, IL, 60640

About: I have a lot of experience watching dogs, walking them, playing with them, training them, and loving them. I’ve been trusted by so many in the past because I am genuinely an animal lover that loves being around pets. I work hybrid so have a lot of availability for the entire week. I have a cat t an apartment big enough for everyone to have their own space if needed. I have a baby gate in my house to separate dogs and my cat if necessary. Many different rooms for everyone to have their own space in

Sitter Profile Image: Kevin O.
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Kevin O.
from
$15
per walk
15 years of experience
Uptown, Chicago, IL, 60640

About: I’ve grown up in a family that always had a pet dog or two. I don’t have the space for one so I’m offering my walking and pet care services to micro-dose having a dog. I’ve loved being able to take them on long walks and get outside in the city. I enjoy letting them sniff and check their doggy social feed. I’m comfortable and have experience being around smaller dainty dogs all the way up to huge hairy huskies. I currently work from home and have a very flexible schedule so I am able to make most pet schedules work during the work week. My weekend is generally even more flexible. I currently have a cat who has FIV so house sitting or taking in an other pet currently is not an option. I have experience house sitting for many of my friends and will always leave the place the same if not better than I found it.

Sitter Profile Image: Keith C.
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Keith C.
from
$16
per walk
30 years of experience
Uptown, Chicago, IL, 60640

About: I've taken care of dogs and cats for over 30 years! My heart dog is named Nomad, a Great Pyrenees. I have a keen sense for animal behavior and animal body language, which makes me great for meeting new animals! I have a lot of experience with training puppies and adult dogs. I look at animal care as one of my great passions in life. Currently, I have a lot of time to spend with your pups and kittens! I can do walks and check ins anytime from 11:00 am - 8:00 pm! Overnight stays can be accommodated in advance! Currently I will unfortunately not be available for pet boarding at my home.. However this is something I would like to do in the future when I have a park near by! When it comes to pet care in my client's homes, I like to leave it better than I found it!

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Loving dog walkers in your neighborhood

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Sitter Profile Image: Sylvia S.
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Sitter Profile Image: Sylvia S.
Verified Background Check

Sylvia S.

Experienced and affable pet sitter
Uptown, Chicago, IL, 60640
0.1 mi. away
Drop-In Visits, Dog Walking
from
$18
per walk
5 out of 5.0 stars
19 reviews
8 repeat clients
Profile image

Sylvia is the best! She was so communicative and great with my dog during the meet and greet and the actual walk. Will use her walk whenever I can!!

Availability updated 31 days ago
Sitter Profile Image: Kacie F.
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Sitter Profile Image: Kacie F.
Verified Background Check

Kacie F.

A caring and patient animal lover
Edgewater, Chicago, IL, 60640
1.1 mi. away
Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 4.7 stars
12 reviews
7 repeat clients
Profile image

Kacie was AMAZING and I highly recommend her services. I had to make a last minute dog walking appointment and she was so accommodating! She made a point to connect with my dog right away and I was immediately comfortable leaving her in Kacie’s care. She gave detailed reports and my dog loved her. She will be my first choice for every booking going forward.

Availability updated 17 days ago
Sitter Profile Image: Tim P.
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Sitter Profile Image: Tim P.
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Tim P.
Rover 101

Furry Families in Chicago
Uptown, Chicago, IL, 60640
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
89 reviews
42 repeat clients
Profile image

Tim was an amazing dog walker. Will absolutely be working with him again. Extremely professional and communicative and the photos he took of my dog?! Frame-worthy! 5 stars!

Availability updated 7 days ago
Sitter Profile Image: Kaira L.
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Sitter Profile Image: Kaira L.
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Kaira L.
Rover 101
Star Sitter

Full-time cat/dog sitter available
Uptown, Chicago, IL, 60640
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
5 out of 5.0 stars
210 reviews
52 repeat clients
Profile image

Kaira is the cutest! When we got home on Halloween we saw that she left Lincoln the cutest little Halloween goody bag! The first Halloween treats he ever got! She takes such good care of our little buddy!

Availability updated today
Sitter Profile Image: Mariah E.
Verified Enhanced Background Check
Sitter Profile Image: Mariah E.
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Mariah E.
Star Sitter

Caring for your beloved companion
Uptown, Chicago, IL, 60613
0.5 mi. away
House Sitting, Dog Walking
from
$19
per walk
5 out of 5.0 stars
96 reviews
31 repeat clients
Profile image

Mariah is awesome! She is super accommodating and reliable. She is also very understanding of our diva of a Dachshund. She communicated with us very well and sent sent updates about our dogs behavior (as well as bathroom activities). Look forward to using her services again.

Availability updated 4 days ago
Sitter Profile Image: Claire M.
Verified Background Check
Sitter Profile Image: Claire M.
Verified Background Check

Claire M.
Rover 101

Experienced Animal Lover & Artist
Uptown, Chicago, IL, 60640
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per walk
5 out of 4.9 stars
22 reviews
10 repeat clients
Profile image

Claire did a great job taking care of our dog. We had to leave town unexpectedly for a funeral. I was apprehensive to leave our house keys and dog in the care of someone I didn't know. All concern washed away after our meet and greet. Claire is a lovely person. She was very easy to correspond with and gave us plenty of updates while away.

Availability updated yesterday
Sitter Profile Image: M. Artemis M.
Verified Enhanced Background Check
Sitter Profile Image: M. Artemis M.
Verified Enhanced Background Check

M. Artemis M.
Star Sitter

Local Trainer for Dogwalks
Chicago, IL, 60613
0.5 mi. away
Dog Walking
from
$20
per walk
5 out of 5.0 stars
50 reviews
11 repeat clients
Profile image

Mickey loves Artemis. He is always kind, professional and very good with my dog. He's also pretty quick to respond and very flexible with scheduling. I would definitely recommend him.

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Dylan T.
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Sitter Profile Image: Dylan T.
Verified Enhanced Background Check

Dylan T.
Star Sitter

Animal whisperer; walk lover!
Uptown, Chicago, IL, 60640
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
21 reviews
6 repeat clients
Profile image

Dylan had been awesome with Ellie. He’s very patient and loving to her. Plus he’s been super flexible with our schedule. We are glad we found him and definitely recommend to anyone!

Availability updated 85 days ago
Sitter Profile Image: Santos J.
Verified Enhanced Background Check
Sitter Profile Image: Santos J.
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Santos J.

Love energetic and playful dogs
Uptown, Chicago, IL, 60640
0.3 mi. away
House Sitting, Dog Walking
from
$15
per walk
5 out of 5.0 stars
2 reviews
4 repeat clients
Profile image

Santos is an amazing and attentive dog walker. He takes very good care of my pup Gobi while out walking on the River trail. Gobi always looks happy and content while she is with Santos. Santos also looked after Gobi's broken toenail. He took great care to wrap the paw and clean it on return. We are very lucky to have been connected with Santos.

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: William S.
Verified Enhanced Background Check
Sitter Profile Image: William S.
Verified Enhanced Background Check

William S.

Lifelong Animal Lover
Uptown, Chicago, IL, 60613
0.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
5 out of 5.0 stars
7 reviews
2 repeat clients
Profile image

William is great and so communicative!

Availability updated 9 days ago
Sitter Profile Image: Madison B.
Verified Enhanced Background Check
Sitter Profile Image: Madison B.
Verified Enhanced Background Check

Madison B.
Star Sitter

Every animal is my favorite animal!
Chicago, IL, 60613
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
20 reviews
8 repeat clients
Profile image

Madison was very response and asked wonderful questions to ensure that our pup had the best care.

Availability updated 13 days ago
Sitter Profile Image: Liam G.
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Sitter Profile Image: Liam G.
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Liam G.
Star Sitter

Experienced Pet Sitter
Uptown, Chicago, IL, 60640
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$16
per walk
5 out of 5.0 stars
29 reviews
10 repeat clients
Profile image

Liam was very communicative. Thank you for taking care of our pup! Would recommend.

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Rachel H.
Verified Enhanced Background Check
Sitter Profile Image: Rachel H.
Verified Enhanced Background Check

Rachel H.
Star Sitter

Trusted sitter for cats & dogs!
Uptown, Chicago, IL, 60640
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$23
per walk
5 out of 5.0 stars
25 reviews
9 repeat clients
Profile image

Rachel was great! We will absolutely be booking her again

Availability updated yesterday
Sitter Profile Image: jena s.
Verified Enhanced Background Check
Sitter Profile Image: jena s.
Verified Enhanced Background Check

jena s.
Star Sitter

Experienced handler and trainer
Uptown, chicago, IL, 60640
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
11 reviews
11 repeat clients
Profile image

Amazing! She is so thorough and takes it upon herself to add in training. You can tell she’s very passionate smart and resourceful! I highly recommend. Adding in photos and details of the walk is an added benefit! Super grateful!

Availability updated 26 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Haley G.
Verified Enhanced Background Check
Sitter Profile Image: Haley G.
Verified Enhanced Background Check

Haley G.

Caring and energetic pet lover!
Uptown, Chicago, IL, 60613
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per walk
5 out of 5.0 stars
4 reviews

Haley is one of the sweetest and caring people I know. I trust her to watch and care for my little dog Roxie anytime. She takes care of children daily for work with grace, and I know she would bring that same gentle kindness to pups across the city!

Availability updated today
Sitter Profile Image: Darisbeth S.
Verified Enhanced Background Check
Sitter Profile Image: Darisbeth S.
Verified Enhanced Background Check

Darisbeth S.

Can’t think of a better job!🐾💞
Uptown, Chicago, IL, 60613
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$19
per walk
5 out of 5.0 stars
117 reviews
18 repeat clients
Profile image

Darisbeth is absolutely wonderful!! Takes excellent care of my baby Milo on their walks. Always sends updates and photos along their walks and Milo always seems very happy! She is very communicative and overall has been a wonderful experience having her walk him

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Ethan D.
Verified Enhanced Background Check
Sitter Profile Image: Ethan D.
Verified Enhanced Background Check

Ethan D.
Star Sitter

Let’s go for a walk
Chicago, IL, 60613
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
5 out of 4.9 stars
55 reviews
33 repeat clients
Profile image

No complaints

Availability updated yesterday
Sitter Profile Image: Jamie K.
Verified Enhanced Background Check
Sitter Profile Image: Jamie K.
Verified Enhanced Background Check

Jamie K.

Dog Lover & Cat Mother
Uptown, Chicago, IL, 60640
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 reviews

I have known Jamie Kossuth for many years as we attended the same church and lived down the street from each other. Jamie is a very thoughtful, kind and mature girl who we have trusted to be responsible in the care of our golden retriever numerous times in the past. I have seen her display her love of dogs ( and animals) as she cared for her family’s dog and talked about “ Sadie”. I would highly recommend Jamie to be responsible , trustworthy and kind in the care of pets.

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kevin O.
Verified Enhanced Background Check
Sitter Profile Image: Kevin O.
Verified Enhanced Background Check

Kevin O.

Uptown pet lover available for care
Uptown, Chicago, IL, 60640
0.2 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per walk
2 reviews

Kevin is the best with pets! He has been taking care of dogs, cats, hamsters, birds, turtles, and fish practically all his life. He’s so caring and loving to them all. I highly recommend him!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Keith C.
Verified Enhanced Background Check
Sitter Profile Image: Keith C.
Verified Enhanced Background Check

Keith C.

You love your pets? I love them too
Uptown, Chicago, IL, 60640
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per walk
2 reviews

Keith’s love for animals is unmatched! You would be lucky to have him take care of your pets! He’s reliable, caring, and flexible. Book Keith!

Availability updated today
Confirmed availability for Labor Day Weekend

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