Dog Walking Kenwood

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Over 104
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.

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Sitter Profile Image: Julia G.
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Julia G.
Star Sitter
from
$14
per walk
5.0 out of 5 stars
4 reviews
3 repeat clients
6 years of experience
Hyde Park, Chicago, IL, 60614

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.
Sitter Profile Image: Valeria V.
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Valeria V.
from
$17
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Val is great with our old soul! She is punctual, leaves great notes, and our dog looks forward to time with her.

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

Q was great with Remi! She showed up ready to walk him and was prepared with any questions she had.

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Abi S.
Sitter Profile Image: Emmaline H.
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Emmaline H.
from
$18
per walk
1 repeat client
10 years of experience
Hyde Park, Chicago, IL, 60615

About: What sets me apart is my focus on individualized care for each pet. I take time to understand their routine, personality, and comfort needs so they feel safe and relaxed while you're away. I’m reliable, attentive, and make communication a priority by providing regular updates with photos and messages. Pet care fits easily into my daily routine because I have a flexible and organized schedule that allows me to prioritize visits, feedings, and check-ins consistently. I’m able to plan my day around morning, afternoon, and evening care as needed, making sure pets receive attention on time and without rush. I’m also good at managing responsibilities, so I can balance pet care with other commitments while still being reliable and responsive. Whether it’s drop-ins, feeding, playtime, or house sitting, I can adapt my routine to meet each pet’s needs and ensure they stay comfortable and well cared for throughout the day. I provide care for pets in their own home to help keep them comfortable in their familiar environment. I offer house sitting, where I stay in the home as needed to provide companionship, maintain routines, and make sure pets are fed, walked, and well cared for. I also offer dog walking and daily walks to ensure pets get regular exercise, bathroom breaks, and attention throughout the day. In addition, I can handle scheduled feedings and basic care routines exactly as instructed by the owner. I do want to note that I do not offer boarding or training services. My focus is on in-home care and walking services, making sure pets stay safe, relaxed, and well looked after while their owners are away or busy.

Sitter Profile Image: Lucille C.
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Lucille C.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
17 reviews
3 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: 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: Brianna B.
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Brianna B.
from
$15
per walk
5.0 out of 5 stars
8 reviews
4 years of experience
Hyde Park, Chicago, IL, 60615

My boy seemed happy in every photo. She took great care to keep me updated before and after every walk. She even cleaned him up after an accident. I would definitely book with her again!

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Nicole H.
Sitter Profile Image: Amiyah W.
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Amiyah W.
Star Sitter
from
$10
per walk
5.0 out of 5 stars
3 reviews
4 repeat clients
10 years of experience
Grand Boulevard, Chicago, IL, 60615

About: I've had pets since I was 9. From 9 till now I've had cats, dogs, fishes, and guinea pigs. I have experience with dealing with pets that may have previously trauma issues also with pets that may need careful care like medince or special needs. Even pets that don't need extra care just pets that wants to have long walks or need a lot of play time . Pet care is an important part of my routine, and I make sure I have dedicated time each day to give every pet the attention and care they deserve. I plan my schedule around my bookings so I can be reliable, on time, and fully present for walks, feedings, playtime, potty breaks, and companionship. I believe consistency is important for pets, so I do my best to maintain their normal routine and provide dependable, loving care. I provide a safe, clean, and caring environment for every pet. I follow each pet’s normal routine as closely as possible, including feeding schedules, fresh water, walks, playtime, potty breaks, and any medications if needed. I also make sure pets receive plenty of attention, affection, and exercise based on their individual needs and energy level. When caring for pets in a client’s home, I respect their space, keep the home clean, follow all care instructions carefully, and send regular photo and text updates so owners know their pets are happy and well cared for. My goal is to make every pet feel comfortable, secure, and loved while their family is away.

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

Tamara is awesome! She’s always communicative and punctual. Our dog Archie loves walking with her and waits by the door for her to come on the days she walks him.

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Caroline C.
Sitter Profile Image: Grace G.
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Grace G.
from
$17
per walk
5.0 out of 5 stars
22 reviews
7 repeat clients
10 years of experience
Hyde Park, Chicago, IL, 60615

Grace was wonderful and very communicative. I would definitely book her services again

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Emmanuel L.
Sitter Profile Image: Lisa "Rane" B.
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Lisa "Rane" B.
from
$30
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
25 years of experience
Kenwood, Chicago, IL, 60615

Lisa "Rane" was fantastic with Bobby. She is prompt and personable. My dog received her well upon their first meeting. She and I developed a good rapport which led me to feel comfortable trusting her with Bobby. I will make her my first request when needing your service in the future.

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Barbara B.
Sitter Profile Image: Alison C.
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Alison C.
from
$20
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
12 years of experience
Kenwood, Chicago, IL, 60615

About: I’ve been walking and dog-sitting for dogs of all sizes & ages since 2014, and dog mom of a Husky since 2021! Happy to go on long walks, play fetch or with the favorite toy, and send you cute pics of your pup along the way. I’m a recent graduate from the University of Chicago and still on the hunt for a full-time job. To keep me sane during the job search process, I would love to care for your pet(s) throughout the week & weekend! Happy to send photos of our walks! I will make sure your dogs have food & water. I can also easily clean up puppy messes if they are still potty training. Please let me know what their favorite treat is too!

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: Huibo L.
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Huibo L.
from
$19
per walk
1 repeat client
10 years of experience
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: 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: 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
Douglas, 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: Bola A.
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Bola A.
from
$30
per walk
4.9 out of 5 stars
179 reviews
65 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: Shannon T.
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Shannon T.
from
$20
per walk
10 years of experience
Kenwood, Chicago, IL, 60615

About: I have long-time experience caring for cats, and have cared for them most of my life. I am also experienced with dogs; I work part-time at a dog daycare doing pet transportation, boarding, and watching the daycare, which includes walks, feeding, playtime, and medication administration. I am detail oriented and always put the pet's comfort as a top priority. I am currently between full time employment and graduate school, meaning my days are completely flexible. I can come as early as 7am and as late as 10pm. I take entering people's homes seriously and want to leave the space better than how I found it. I will bring some of my own supplies to increase bonding with the dog or cat.

Sitter Profile Image: Kyla C.
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Kyla C.
from
$20
per walk
10 years of experience
Hyde Park, Chicago, IL, 60615

About: Hi! I just graduated from college and am looking on Rover as an additional job. I have grown up with many pets, including dogs and lots of other interaction with cats. One of my dogs is currently 15 years old, and we rescued my other dog, so I have experience working with senior pets as well as very anxious pets. Have had pets for more than 10 years of my life. I am not starting a Master’s degree until September, so my daily routine is very flexible, making pet care easy! I am happy to adjust as needed. I love spending time with pets and am happy to be with them in whatever environment they feel the most comfortable. In your homes I will respect your space and your pet’s, and happily meet your needs.

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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

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

We really enjoyed meeting Annie! Our dog loved her right away. We look forward to more stays and walks with her in the future.

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Bryanna L.
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
5.0 out of 5 stars

Jason always goes above and beyond! It rained on their walk and Jason went out of his way to find our dog wash room and dry off both our pup pups - before he returned them home. So conscientious and courteous and fantastic. Recommend him 1000 times over!

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L B.
Dog Walking
5.0 out of 5 stars

Ashley and Sam help us when we need it most. They are the best, our dog is comfortable with Sam and animals are a great judge of character!

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Kerry B.
Dog Walking
5.0 out of 5 stars

Paloma is the best! She's so sweet and patient with my old man. At this point, Papito gets frustrated on days she's not scheduled.

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Mateo O.
Dog Walking
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Sitters in Kenwood average 4
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