Dog Walking Kenwood

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Over 108
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Kenwood, Find top rated dog walking

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: artiss m.
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artiss m.
from
$15
per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Chicago, IL, 60615

Artiss has walked my pup multiple times, and he has always been happy to see her! She has done a great job managing his high energy level, sent wonderful photo updates, and always made sure he went to the bathroom.

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Sourav H.
Sitter Profile Image: Lucille C.
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Lucille C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
26 reviews
4 repeat clients
5 years of experience
Hyde Park, Chicago, IL, 60615

Thank you for giving Kaia lots of pets and cuddles!! We appreciate it!!!

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NORMA L.
Sitter Profile Image: Victoria G.
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Victoria G.
from
$20
per walk
5.0 out of 5 stars
33 reviews
6 repeat clients
30 years of experience
Hyde Park, Chicago, IL, 60615

Victoria did a wonderful job with our Australian Shepherd, Auggie. She follows directions well and has a great demeanor. Auggie and I look forward to working with her in the future!

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Ariel G.
Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
269 reviews
95 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

Tamara has been walking my dog Blowe daily since this summer, and I honestly couldn’t ask for better care. Blowe genuinely looks forward to his morning walks with her and always comes back happy and relaxed. Having someone I trust with him every day gives me real peace of mind.

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Al T.
Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$18
per walk
5.0 out of 5 stars
31 reviews
8 repeat clients
20 years of experience
Chicago, IL, 60609

About: While I do not currently share my life with a dog of my own (it's a matter of being unable to adopt every dog I lay my eyes on!), I dearly love helping pet parents keep their dogs happy and healthy and preferably in their own homes while their owners are away. I love to travel,and love to spend time with as many dogs as I can possibly fit into my day. You can often find me chatting with others about their animals, and I am always interested in hearing about every little detail. I enjoy helping people get a greater understanding regarding the welfare of their animals, and sometimes bore my friends with random and obscure dog breeds, and what I know of their temperament and behavior. I'm proud to say I try to research as many breeds as I can so that I know what to expect, and hey, it's always fun to just know why and how a breed came into existence! I happen to also be studying veterinary technology, for the knowledge of nutrition and behavior, since surgery is more information than I want. :D I am also very happy to drop by or stay with your cats, and am quite used to the varying personalities of these small creatures: the ones who like to play hide and seek, the aloof, the playful, and the grumpy. I don't mind at all, as long as the cat is comfortable, eating, and using their litter box, all is well! I can work my day around your dog or cat, as I am a dedicated sitter, and much prefer to spend my time enjoying the company of cats and dogs as much as I can. I much prefer to stay with the dog or cat in their own home, as having their familiar surroundings help them remain peaceful, happy, and comfortable.

Sitter Profile Image: Leah H.
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Leah H.
from
$17
per walk
4.8 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Grand Boulevard, Chicago, IL, 60653

About: I am a CPR certified pet sitter who loves animals and loves to care for things. I have no pets of my own because I travel often for my full-time job . However. , I look forward to building a trust worthy, healthy relationship with you and your animal family. I currently work from home full-time so I have flexible hours. I do travel often for work so the further out I know for overnight days is the better. I also am available to walk dogs daily. I live alone and a very nice neighborhood full of lots of trees and families. I keep a very neat and nice home free of anything that could harm animals.

Sitter Profile Image: Cassandra B.
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Cassandra B.
from
$25
per walk
5.0 out of 5 stars
10 reviews
3 repeat clients
11 years of experience
Kenwood, Chicago, IL, 60615

About: 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. 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. 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.

Sitter Profile Image: Syenna M.
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Syenna M.
from
$15
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
Hyde Park, Chicago, IL, 60615

About: I have experience caring for both energetic dogs who need structure and movement, as well as more sensitive pets who benefit from patience, gentle routines, and clear communication. I’m organized, responsive, and great at managing schedules—skills I use every day in my professional work and bring directly into pet care. I pay attention to details, follow instructions carefully, and make sure owners feel fully informed while they’re away. I’m a reliable and attentive weekend pet sitter based in Boston, and I take pride in creating a calm, safe, and caring environment for every animal I look after. I work a full-time remote job during the week, but on weekends I’m fully dedicated to pet care—whether that means long walks, dedicated playtime, or simply keeping your pet company and relaxed at home. As someone who values consistency and trust, I make sure every pet gets thoughtful, individualized attention. Whether your pet needs slow, steady walks, a playful activities, or lots of affection, I’m here to help your weekend feel stress-free. If you’re looking for a sitter who is responsible, communicative, and truly loves spending her weekends with animals, I’d love to support you and your pet!

Sitter Profile Image: Ian H.
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Ian H.
from
$20
per walk
4 years of experience
Hyde Park, Chicago, IL, 60615

About: I’ve always been the go-to among family and friends to watch their animals when they are gone for trips or vacations or need extra help. I’m an avid walker in general, and a walk is always better with a pet! I’ve volunteered for two years at animal shelters, trained and raised a puppy, and have experience caring for pets young and old. I’m currently a writer, remote copy-editor, and substitute teacher with an incredibly flexible schedule at the moment. I can watch, walk, and care for dogs and cats pretty much 24/7 at the moment. The only thing I cannot do is host animals in my home due to my apartment’s lease. Every pet is different and every pet owner cares for their pet differently. Let me know all your animals quirks and needs and I’ll meet them happily! I’d love to walk your dog around the park or neighborhood, give them them their special treats, respect your cat’s weird boundaries and quirks, etc, etc. :)

Sitter Profile Image: Qutress T.
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Qutress T.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
88 reviews
35 repeat clients
10 years of experience
Grand Boulevard, Chicago, IL, 60615

Qutress is so sweet to our Ellie and we are so lucky to have found her.

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Melody H.
Sitter Profile Image: Che Maria B.
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Che Maria B.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
28 reviews
8 repeat clients
10 years of experience
Hyde Park, Chicago, IL, 60615

She was great with my dogs who are shy at first. She gave me some great feedback and tips for walking my dogs and even came out in awful weather. Highly recommend!

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Julie G.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$26
per walk
5.0 out of 5 stars
45 reviews
17 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

Chelsea is super patient and collaborative! She is dedicated to gaining my dog's trust as my dog's new and first ever walker.

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Cory H.
Sitter Profile Image: Maia S.
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Maia S.
from
$17
per walk
5.0 out of 5 stars
13 reviews
2 repeat clients
20 years of experience
Hyde Park, Chicago, IL, 60637

About: I’ve grown up with animals all my life and my house was always noisy. However, now that I’ve moved away from home I’ve been missing the little guys. Im going into a my Masters program at UChicago! I’m also a barista at Starbucks! I usually work in the early morning so my afternoons are pretty open! I have the upmost respect for others property and place. I would love to board animals at my apartment if you are comfortable with it! However, I will come second to only you in loving your animal.

Sitter Profile Image: Andrea W.
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Andrea W.
from
$19
per walk
6 years of experience
Kenwood, Chicago, IL, 60615

About: I am experienced in very detailed pet care instructions and understand that those pets have unique needs. I have experience with administering medical supplements, adhering to specific feeding schedules and portion requirements. I have followed individualized activity plans and routines for both dogs and cats. I want to provide the consistency in a pets routine while their owners are away. I promote owner-established potty training methods in regards to 6 months and older potty training behaviors. My approach combines reliability, patience, and genuine affection for animals while providing pet owners with confidence that their pets are receiving attentive and compassionate care in their absence. I am a Retired NCAA WBB coach so I have time to care for your fur family! I Can adjust to your pets favorite routine! I stay in your home so that your fur family is in their most safe space! I stick to their routines and routes! I can include new enrichment activities and stick to what works for them! I understand crating and routine! I have also slept w 4 animals in bed so that were very supported during the owner’s mini vacation.

Sitter Profile Image: Jasmine R.
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Jasmine R.
from
$18
per walk
4.7 out of 5 stars
12 reviews
8 repeat clients
10 years of experience
Chicago, IL, 60653

Consistent, punctual, communicative, and generous. She shows up everyday in a timely manner, cares for my dog, and even gives complementary baths and cleaning if she makes a mess. HIGHLY RECOMMENDED 🤗 she offers a good range of services as well!!

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Nyla S.
Sitter Profile Image: Bola A.
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Bola A.
from
$30
per walk
4.9 out of 5 stars
181 reviews
69 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

One of the best I’ve experienced on this app so far. Bola was very effective, communicative and a joy to work with! Django loves her so much! I highly recommend her for your pet!

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Johnathan M.
Sitter Profile Image: Katarina S.
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Katarina S.
from
$16
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
Hyde Park, Chicago, IL, 60615

About: I’ve taken care of multiple dogs of varying ages and have always enjoyed it immensely. I no longer have a dog of my own but I would love to make friends with yours. I am working 3 days per week (not a set schedule) and have enough time to spend with some lovely dogs. My schedule changes week to week but I am quite flexible and hopeful we can find a good agreement for dog sitting/walking. My apartment is clean and spacious and perfect for a small/medium dog to stay at and play. I do not own a crate but also would prefer if your dog is properly trained and can tolerate being in open space.

Sitter Profile Image: Huibo L.
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Huibo L.
from
$19
per walk
2 repeat clients
10 years of experience
Hyde Park, Chicago, IL, 60615

About: I’ve taken care of my own dog and cat for 7 years and before then was the go to sitter for all my friends with pets! I’m also a PhD student in psychology working in animal behaviors. Since young, I understand animals and respect them: how we treat them influences their behaviors. I’ve got the heart and the training to give your babies the best care they deserve when you are away! My schedule is flexible as long as we communicate in advance. Mornings work the best at the moment but let me know what you need I’ll try to make it work :) I have a comfy apartment with one dog and one cat. They’ll keep your baby company if you board with us. I’m skilled in introducing new animals to each other, I try to adjust to each animals temperaments. On other visits I try to get to your babies first as well, and of course your tips are always appreciated as you know them the best!

Sitter Profile Image: Jack H.
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Jack H.
from
$20
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
19 years of experience
Kenwood, Chicago, IL, 60615

About: I‘ve been around dogs my whole life and I plan on keeping it that way! My dogs are my family, and I greatly credit them for making me the animal lover I am :) I’ve been working with other dogs (and cats!) for about five years now and have done it all—walkees, meals, taking care of accidents, giving meds, playing, and of course (my favorite) petting and napping. I just finished my semester at school and have oodles of availability! I wake up early and I go to bed reasonably late, and I can easily meld my walking times to your scheduling needs :) My usual dog schedule looks something like this: -7:00 am walkees -breakfast -12:00 pm quick pee -4:00 pm walkees -6:00 pm dinner -9:00 pm walkees Dogs deserve love and care and kindness, providing that for them makes my life feel full ❤️ At home I allow my dog on beds and couches, so I can pet her more constantly.

Sitter Profile Image: Ashleigh P.
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Ashleigh P.
from
$19
per walk
5.0 out of 5 stars
53 reviews
18 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

Ashleigh did a great job with our girl Mabel! Mabel’s new to the family and still adjusting and Ashleigh put my mind at ease while I was away for the weekend.

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Amy-Jane B.
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The median cost per walk for dog walking in Kenwood is $20

Dog parents share their Rover experiences - Kenwood

1 / 1
5.0 out of 5 stars

Chelsea is super patient and collaborative! She is dedicated to gaining my dog's trust as my dog's new and first ever walker.

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Cory H.
Dog Walking
5.0 out of 5 stars

Amiyah was great with my dog while I was out the country. Was always on time and informative with updates and pictures daily. I highly recommend her and I will be booking her my next trip I have. 👍🏽💪🏽

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Justin C.
Dog Walking
5.0 out of 5 stars

Emma did a wonderful job walking my two dogs. She was very responsive and made the whole process great. Highly recommend.

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Rylee M.
Dog Walking
5.0 out of 5 stars

Annie is amazing! Highly recommend her for all pet needs. She is very communicative and engaged. Our dog is a bit shy but Annie was able to make our dog feel incredibly comfortable and open with her. We are so grateful for her services!

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Angelina L.
Dog Walking
5.0 out of 5 stars

Jozelin took Leo on morning walks while I was out of town for a few days. She followed my instructions, was respectful of the space, & was able to handle my Leo. Will book again!! Tyyy

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Cassidy C.
Dog Walking
5.0 out of 5 stars

Tamara is amazing!! She is reliable, responsible and flexible. She handled my dog’s special needs with no problem. Even gave him a bath. Knowing she was taking care of my dog gave me peace of mind while I was away. I highly recommend Tamara!!!

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Kelly N.
Dog Walking
5.0 out of 5 stars

One of the best I’ve experienced on this app so far. Bola was very effective, communicative and a joy to work with! Django loves her so much! I highly recommend her for your pet!

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Johnathan M.
Dog Walking
5.0 out of 5 stars

Lillian is the best! Always accommodating of our changing schedules and takes great care of our dog. She has been walking our dog weekly for several months now and we have had zero issues. Thanks Lillian!

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Hung C.
Dog Walking
5.0 out of 5 stars

Zoe is great with Kaia. We appreciate all the kind consideration in making sure that Kaia’s walk is safe and enjoyable. All the poop shots 😁and updates are great!!!😊

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NORMA L.
Dog Walking
5.0 out of 5 stars

It was a pleasure working with Chauntrell to walk my boy! I received great progress pics and solid communication during the process. I appreciate knowing my son was well taken care of while I couldn’t be home. Thank you, Chauntrell!

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Melissa M.
Dog Walking
5.0 out of 5 stars

Julia was absolutely wonderful with my pooch! My pup took to her right away. She was very communicative and flexible with accommodating my last minute requests. And with each walk I received pics and my pup couldn’t have looked happier! 😊

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Jasmyn M.
Dog Walking
5.0 out of 5 stars

Taylor took very good care of my dog and did very well adapting to his needs during her first time watching him. I very much appreciated her help while I was out of town.

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Justin R.
Dog Walking
5.0 out of 5 stars

Excellent dog walker. She is dependable, trustworthy, and amazing with my dog. I felt completely comfortable leaving my pet in her care during my vacation. She responds is a great timely manner

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Lashemia B.
Dog Walking
5.0 out of 5 stars

Our tow pups had a great time with Manuela! Such an ease for the service and so much love was given. Thank you!

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Laura Y.
Dog Walking
5.0 out of 5 stars

If not for Erin moving away we would not let her go :) Erin has been walking Harry every week for several months and Harry knows and looks forward to the days where he gets to see her! We appreciate her consistent care and patience with Harry, who is a sweetheart but can be reactive, and Erin has always handled him wonderfully. And I so appreciate the sweet notes and model shots Erin sends each walk! 100/10 rating!

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Abby J.
Dog Walking
5.0 out of 5 stars

I had a last minute request and Nikki was very caring from the start! She walked my beloved Gio like a pro. Efficient and polite.

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luanda
Dog Walking
5.0 out of 5 stars

Shanice was great with my dog from the beginning. She kept him walking despite his hesitation, she is reliable, timely, and pleasant to work with. I highly recommend her and will be hiring her again myself.

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Sarah L.
Dog Walking
5.0 out of 5 stars

Coretta is reliable, professional and friendly responds quickly even to last minute requests. My dog loves her.

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Therese F.
Dog Walking
5.0 out of 5 stars

Hi It's Me again, Can't say enough about Kaitlin providing walking services for my Bernedoodle. He enjoys his walks, he comes back rejuvenated and obvious signs he enjoys walking with Kaitlin. I'm officially a repeat client.

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Tanita M.
Dog Walking
5.0 out of 5 stars

Giorgios is a kind friendly dog walker. I will definitely be using him again and happy to recoil to others

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Sarah L.
Dog Walking
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