Dog Walking Kenwood

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Over 88
pet parents in Kenwood have booked dog walking

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.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 22 reviews
6 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: Tamara J.
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Tamara J.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
• 278 reviews
99 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

“Tamara was so great and accommodating to my schedule! I was so happy with her communication with me and how she cared for my pups on their walk!”

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Tylena J.
Sitter Profile Image: Ashley C.
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Ashley C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 8 reviews
5 repeat clients
4 years of experience
Chicago, IL, 60615

About: I grew up taking care of family pets and have also loved sitting for friends and family over the years. I joined Rover while in grad school because I missed having animals around and have been caring for dogs and cats since. Now I work from home and have lots of flexibility in my schedule for care! . What sets me apart? Your pet’s experience: a safe, calm, and of course, fun time. I’ll take the time to learn their quirks, shower them with plenty of love, and make them as comfortable as possible while their human is gone. I don’t have any pets and only take on one Rover client at a time so I can give your pet(s) the dedicated, individualized care they deserve. I also work from home and have lots of flexibility in my schedule. This means less stress, sticking more closely to the routine they’re used to, and no fighting for attention! . Your experience: I know how important it is to have a trustworthy sitter or walker while you’re away for peace of mind and I pride myself on being responsible, detail-oriented, and communicative. For every booking, I send plenty of photos of your pet living their best life and discuss your communication preferences ahead of time so we can be on the same page. I have a lot of flexibility in my daily schedule so I'm very happy to work with you to accommodate your needs or adjust if things change. For boarding, I live with my boyfriend in a spacious condo in Hyde Park, so there's plenty of room for your pet to play, get their zoomies out, or find a spot for some alone time. Although I'm the primary caregiver, he is also always up for a belly scratch or round of tug of war, so I consider him a nice bonus for your pet :) We live on a quiet one-way street on the top floor so there is minimal street noise and overstimulation. For house sitting, I know that your pets may be happiest in their own space, and I'm comfortable working in different environments to make sure they are safe and comfy! I will always be respectful of your space and communicative if any issues come up.

Sitter Profile Image: Qutress T.
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Qutress T.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 92 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
• 29 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: Danielle L.
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Danielle L.
from
$18
per walk
5.0 out of 5 stars
• 5 reviews
10 years of experience
Hyde Park, Chicago, IL, 60615

About: Hi, I'm Danny! I work part-time as a dog handler at a local daycare and have 10 years of experience caring for animals professionally through dog walking and pet sitting services. As a lifelong dog owner, I understand that pets are our family and I'm intentional about providing them with the genuine love and care they deserve. I provide reliable daily walks, drop-in visits, in-home pet sitting, and boarding tailored to your pet's unique personality and routine. Managing dogs and cats of all temperaments daily has taught me exactly how to keep your pet safe, happy, and well cared for. I am fully insured and First Aid/CPR certified, and I promise to treat your pet like one of my own! I'm currently working part-time while studying on my own schedule. I'm very flexible for dog walks, pet sitting, and drop-in visits most days of the week. I care for every pet based on their individual needs, personality, and routine. On walks, I focus on enjoying safe, fun exercise and giving them plenty of time to sniff and explore. For drop-ins and in-home sitting, I follow your instructions closely and make sure your pet has fresh food and water, exercise, playtime, cuddles (if they want them), and a clean, comfortable space. I’ll also send daily photos and report cards so that you have peace of mind while you’re away.

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

“Syenna was so responsive and wonderful with Ollie. We look forward to using her services again. Thank you!”

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Yulia G.
Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$18
per walk
5.0 out of 5 stars
• 32 reviews
9 repeat clients
20 years of experience
Chicago, IL, 60609

“Levi (Elizabeth) is an incredible sitter with my grumpy old dog! He’s a very difficult boy to work with and barks and barks at her, yet she is patient, kind, and gentle with him, meeting him on his terms. Highly, highly recommend!!”

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Tammy M.
Sitter Profile Image: Erin M.
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Erin M.
from
$22
per walk
5.0 out of 5 stars
• 22 reviews
10 repeat clients
2 years of experience
Hyde Park, Chicago, IL, 60637

“Erin has been absolutely amazing with Oscar. She walks him every day, is always on time, and consistently goes above and beyond. I really appreciate the detailed updates and photos after each walk — it gives me peace of mind knowing he’s in such good hands. She’s also so thoughtful with my cats and always takes time to give them attention too, which means a lot. It’s clear she genuinely cares about the animals she works with. Highly recommend Erin to anyone looking for someone reliable, caring, and communicative!”

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Brady P.
Sitter Profile Image: Jasmine R.
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Jasmine R.
from
$18
per walk
4.8 out of 5 stars
• 13 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: Huibo L.
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Huibo L.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
• 3 reviews
4 repeat clients
10 years of experience
Hyde Park, Chicago, IL, 60615

“Amazing and very detailed walker! You won’t be disappointed 😇”

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luanda
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$26
per walk
5.0 out of 5 stars
• 49 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
• 15 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: 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: Katharine M.
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Katharine M.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
15 years of experience
Chicago, IL, 60615

About: I have volunteered at animal shelters since I was 10 years old, and am comfortable with dogs and cats of all sizes and ages! Additionally, I have seven years of experience pet/house sitting, including overnight. In the past few years, I have specialized in caring for puppies, and have experience with bottle feeding. I also had the unique opportunity to work with a coalition that supported people experiencing domestic violence by connecting their pets with fosters while they stayed in shelters (which normally do not allow animals.) I am currently a grad student at the University of Chicago, and have quite a bit of flexibility in my schedule! Whether you would like me to stay at your home full-time while you are away, or just need me to stop by for periodic visits, walks, or play-time, I have plenty of time to dedicate to your pets! I am available both during the week and on the weekends, and can't wait to spend them hanging out with your cats and dogs! I am very comfortable walking dogs of all sizes, and am happy to take them outside to play as well! If your pet has any medication, I can make sure they take them. I will make sure that dogs have plenty of potty breaks, and that all animals are fed on time. If I am staying in your home, I will be respectful of any boundaries you have and will leave the place just as you left it.

Sitter Profile Image: Jack K.
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Jack K.
from
$20
per walk
20 years of experience
Hyde Park, Chicago, IL, 60615

About: I’ve lived with dogs my whole life, mostly hounds but lots of experience with all breeds! I am more than happy to work with dogs of any age and have experience with caring for high needs and senior dogs. i am no stranger to a mess and have no problem cleaning up any type of accident. i love all dogs but my heart really goes out to the big pups out there <3. i am quite comfortable with working with dogs that have behavioral/agression issues, given i am properly informed and prepared. i have a fairly open schedule most of the time. i work freelance contractually from time to time, but i am always available to take a break and come see your fur baby. i am returning part time to school in the fall, but that should not interfere with care timings I am very comfortable with dog procedural things. I have experience walking many sizes of dogs, as well as crating and proper and safe playtime. i believe that dogs tell us a lot more than some people let on, so as of course i will follow your guidance in care, i also want to listen to your dogs attitude and communication as well

Sitter Profile Image: Page M.
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Page M.
from
$20
per walk
25 years of experience
Chicago, IL, 60637

About: I’m a lifelong animal lover with years of experience caring for dogs of all sizes, ages, and personalities. Before joining Rover, I regularly used Wag to walk and care for dogs, so I’m familiar with working with different breeds, temperaments, routines, and owner preferences. I’m new to Rover, but not new to dog walking or pet care. I’ve also cared for dogs in my own home and helped friends and family with their pets. I’m comfortable with energetic dogs, senior dogs, shy dogs, and dogs who need a little extra patience and attention. I enjoy long walks, exploring new neighborhoods, and making sure every dog gets the exercise, enrichment, and care they need. I live on Chicago's Far South Side, but most of my clients are in neighborhoods farther north, including Lincoln Park, Fulton Market, and nearby areas. I’m happy to travel for scheduled walks and drop-in visits, so I’m a good fit if you’re looking for a reliable walker or sitter who is willing to come to you. I’m happy to accommodate each dog’s routine, including feeding schedules, medications, special instructions, and plenty of updates while you’re away. Whether your dog needs a quick potty break, a long walk, or a reliable sitter, I’ll treat them like one of my own. Pet care is already a regular part of my daily routine through caring for my own dogs. I’m used to incorporating walks, feeding, play, training, and general care into my day and paying close attention to each dog’s individual needs. I currently work part-time, and I enjoy being active and spending time with animals. I have a fenced-in yard and two friendly dogs of my own, so I’m very comfortable managing dogs with different personalities, energy levels, and routines. When caring for pets in my home, I prioritize safety and make sure all dogs are comfortable with one another. In clients’ homes, I follow their routines and instructions closely and focus on keeping their pets safe, comfortable, and well cared for.

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: 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: Kiera B.
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Kiera B.
from
$28
per walk
5.0 out of 5 stars
• 30 reviews
22 repeat clients
8 years of experience
Chicago, IL, 60615

“Kiera was absolutely wonderful! She was punctual and really good at communicating! Would definitely choose her again!”

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Gauri T.
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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

Danielle was an incredible help with a very last minute booking. She was professional, polite, and friendly throughout the entire process. My dog absolutely loved her, which gave me great peace of mind. I would definitely book with Danielle again and highly recommend her to anyone looking for a reliable, caring dog walker.

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Jack I.
Dog Walking
5.0 out of 5 stars

Syenna was so responsive and wonderful with Ollie. We look forward to using her services again. Thank you!

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Yulia G.
Dog Walking
5.0 out of 5 stars

Emily did a wonderful job of walking my two dogs. She was able to accommodate a last minute request which I greatly appreciated. Highly recommend!

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Rylee M.
Dog Walking
5.0 out of 5 stars

Sarah is great with my dog, Mushu. I have booked her for house sitting and for one-off walking and she is fast with communication, flexible with timings, and a great house guest. Mushu is a little protective but likely thinks that Sarah is now a part of the household which is a win in my books. I will continue to book her.

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Ramanujan S.
Dog Walking
5.0 out of 5 stars

Levi (Elizabeth) is an incredible sitter with my grumpy old dog! He’s a very difficult boy to work with and barks and barks at her, yet she is patient, kind, and gentle with him, meeting him on his terms. Highly, highly recommend!!

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Tammy M.
Dog Walking
5.0 out of 5 stars

super accommodating and helpful, my dog walker/family friend recently passed and it has been difficult finding decent walkers but she was fantastic. super friendly and very understanding and worked well with Leviathan

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Sophia T.
Dog Walking
5.0 out of 5 stars

Victoria always goes above and beyond in her communication and service. She is a caring and responsible dog walker. I highly recommend her!

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Ariel G.
Dog Walking
5.0 out of 5 stars

Evan was easy to communicate with and walked our Australian Shepherd almost two miles in just half an hour. I appreciated him giving our pooch the extra exercise!

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Ariel G.
Dog Walking
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
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