Dog Walking in Kenwood, Chicago

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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Search Results

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Sitter Profile Image: Dalila E.
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Sitter Profile Image: Dalila E.
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1.

Dalila E.

Rover 101
PET SPECIALIST
Chicago, IL, 60608
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
152 reviews
68 repeat clients
from
$28
per walk

Freaking AMAZING literally so much talent so much patience and so much knowledge! She’s really helped my puppy whenever I’ve gone to work for long periods of time and made sure he’d eat drink and use the washroom while also training him to walk alongside better and getting some energy out. Thank you Dalila!

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Sitter Profile Image: Coretta S.
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Sitter Profile Image: Coretta S.
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2.

Coretta S.

Loves to accommodate furry friends
South Shore, Chicago, IL, 60649
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
10 reviews
5 repeat clients
from
$20
per walk

Coretta takes very good care of our 2 dogs! She walks them on a regular basis and makes sure they have enough food and are properly hydrated. What I love most about Coretta is how she interacts with them. They have completely different personalities and Coretta keeps up! She's also punctual and always follows instructions. If you want a loving, professional pet caregiver, Coretta is the way to go!

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Sitter Profile Image: David K.
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Sitter Profile Image: David K.
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3.

David K.

Excellent dog/house/cat sitter
Near South Side, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking
5.0
39 reviews
16 repeat clients
from
$20
per walk

David was super responsive and communicative which I really appreciated since my need for a dog walker came up quite last-minute. Will definitely be contacting him again when the need arises. Also appreciated him checking to see if Oliver had any special needs or requests.

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Sitter Profile Image: Kayla S.
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Sitter Profile Image: Kayla S.
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4.

Kayla S.

✨Pawsome Walks Await✨
Kenwood, Chicago, IL, 60615
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
17 reviews
10 repeat clients
from
$23
per walk

Kayla is amazing she is super communicative leaves really awesome notes and takes amazing pictures. Best part is she does this with a smile on her face! Kayla really enjoys spending time with dogs

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Sitter Profile Image: MariaJose R.
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Sitter Profile Image: MariaJose R.
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5.

MariaJose R.

Law student who loves all pups!
Chicago, IL, 60616
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
5 reviews
from
$20
per walk

MariaJose loves dogs and it shows. She is very careful with following owner’s instructions. My dog Princesa is delicate and tempermental but she took care of her so well! She’s my go-to whenever I’m out of town or need an extra hand

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Sitter Profile Image: Crystal R.
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Sitter Profile Image: Crystal R.
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6.

Crystal R.

My home is where your pet is.
Chicago, IL, 60653
House Sitting, Drop-In Visits, Dog Walking
5.0
37 reviews
11 repeat clients
from
$22
per walk

Crystal was AMAZING- exceptionally helpful in how this service works and what to expect. She sent an adorable picture and my puppers was taken great care of. Thank you Crystal!

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Sitter Profile Image: Rachel G.
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Sitter Profile Image: Rachel G.
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7.

Rachel G.

Dog lover in the south loop
Near South Side, Chicago, IL, 60605
Boarding, Doggy Day Care, Dog Walking
5.0
3 reviews
from
$28
per walk

Rachel is the greatest! She is a true animal lover and you will rest assured knowing your pet is in great hands while they're in Rachel's care. I have witnessed her quickly/easily form bonds with pets of many different personalities and give them all the love and care they deserve. She is attentive, caring, reliable, communicative, and responsible. I understand the importance of having a sitter who treats your pet like their own, and I would undoubtedly trust Rachel to care for my pup.

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Sitter Profile Image: Candice B.
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Sitter Profile Image: Candice B.
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8.

Candice B.

Just waiting to play fetch!
Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking
5.0
39 reviews
14 repeat clients
from
$30
per walk

Candice was great with Stormy! She always came on time for her walks. She was super sweet and I can tell Stormy enjoyed her company. I’d highly recommend Candice as a walker.

Sitter Profile Image: Marcela G.
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Sitter Profile Image: Marcela G.
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9.

Marcela G.

I love caring for furbabies!
Loop, Chicago, IL, 60605
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
7 reviews
2 repeat clients
from
$20
per walk

Marcela has watched my dog, Inca, on numerous occasions and treats her with such love and care! My dog is a small Maltese-Yorkshire terrier mix with a sassy attitude and multitude of food restrictions and Marcela does great with her! She loves to play with her and cuddle up with her. As a pet momma, I hate to leave my baby, but I know that Inca is in good hands, so that makes it easier.

Sitter Profile Image: Shiri B.
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Sitter Profile Image: Shiri B.
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10.

Shiri B.

Kind and practical pet lover
Chicago, IL, 60621
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
from
$25
per walk

Shiri B. Is an animal whisperer and the person who originally found my sweet fur baby when she was a stray. Shiri is loving, detail oriented, and trustworthy, even with challenging animals like my two rescue dogs. Your fur babies will be in more than capable hands with Shiri.

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Sitter Profile Image: Max C.
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Sitter Profile Image: Max C.
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11.

Max C.

Pawsitive Trainer & Walker
Chicago, IL, 60608
Drop-In Visits, Dog Walking
5.0
27 reviews
14 repeat clients
from
$26
per walk

Max has been my go-to for the last few weeks and he is awesome. My pup is always in a great mood whenever I come home, which makes me believe he has some great afternoon walks

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Sitter Profile Image: Jumari H.
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Sitter Profile Image: Jumari H.
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12.

Jumari H.

Ever seen a dog smile?🙃
Grand Boulevard, Chicago, IL, 60653
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
44 reviews
16 repeat clients
from
$25
per walk

About: New Rover clients can use promo code JUMARH69827 for $20 off their first booking Welcome to The Doggie Den. Your pups will be in the care of Jumari and Chauna. Jumari has taken care of dogs of every kind since he was 18. Friends and family have relied on him for training, tips, and tricks. Chauna has been a manager of a dog grooming shop since she was 19. We would both like to own a dog boarding and training business of our own one day. We both have recently worked at a dog grooming salon for more experience with different dog breeds and during that time we have learned so much more. Jumari is currently working on becoming a professional dog trainer, so we have plenty of time to play with your pups! We are available for boarding everyday. We have a fenced yard for all breeds and we offer plenty of playtime sessions to stimulate your dogs mind. We can also crate your dog if needed.

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Sitter Profile Image: Jumie T.
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Sitter Profile Image: Jumie T.
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13.

Jumie T.

Dogs love me!
Chicago, IL, 60649
House Sitting, Drop-In Visits, Dog Walking
6 years of experience
from
$18
per walk

About: I am a college grad and former dog owner with previous experience working as a dog sitter since high school. I love pets immensely, and am so excited to meet yours! Every dog I get to greet is a gift, and I treat them as such. Through my own experience as a dog owner, alongside my diverse experience with other dogs, I have learned a lot that I get to bring to these new situations. I know how vital calmness can be, and keep myself patient. I know every dog is different, so please share everything you can about your animal and all their quirks! Getting to interact with animals is so much fun and so fulfilling, I wish to spend more of my time doing it when I can. I currently work from home, so my schedule is incredibly flexible! I'm available for walks throughout the week and can stay with your fur baby as need be. I like to keep the care of your pet as close as possible to their normal routine, so please keep that information clearly written out if possible, or we can write it out together!

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Sitter Profile Image: Susan C.
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Sitter Profile Image: Susan C.
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14.

Susan C.

You're Dog is My Dog!
Hyde Park, Chicago, IL, 60615
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
125 reviews
56 repeat clients
from
$20
per walk

Susan is quick to respond. She was very attentive and caring with my dog, and sent frequent updates and messages. Overall very satisfied with no complaints.

Sitter Profile Image: Matt C.
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Sitter Profile Image: Matt C.
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15.

Matt C.

A Pawfect Pet Experience
Kenwood, Chicago, IL, 60615
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
11 reviews
5 repeat clients
from
$30
per walk

Matt does a great job and my pup is always so excited to see him.

Sitter Profile Image: Victoria A.
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Sitter Profile Image: Victoria A.
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16.

Victoria A.

Animal lover
Chicago, IL, 60637
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
14 years of experience
from
$20
per walk

About: I'm an interactive sitter that will care for your dog or cat like I do my own. I have over 5 yrs of personal experience caring for cats and 14 for my dog. I also have experience with birds and small furry caged animals and am currently fostering a guinea pig. I can walk dogs twice a day and have playtime. Or just let in yard if dog is not active. My services would best fit someone who has a dog that likes the company of another. I have a secure play outside area and friendly dog, who is good with cats & dogs to keep your pet company. As for sleeping or when I'm away arrangements, I have a large crate but don't require dogs to be locked away. Feedings can be done in the same space with my dog or separately.

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Sitter Profile Image: Gabriell G.
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Sitter Profile Image: Gabriell G.
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17.

Gabriell G.

Fellow pet parent!
Oakland, Chicago, IL, 60653
Boarding, House Sitting, Drop-In Visits, Dog Walking
1 review
1 repeat client
from
$18
per walk

I couldn't be happier with Gabriell's exceptional dog walking services. From the moment I entrusted her with caring for my furry friend, I knew I had found someone truly special. Gabriell isn't just a dog walker; she's a canine companion extraordinaire! Gabriell's passion for dogs is evident in every interaction. She has an innate ability to connect with our four-legged family members, making them feel comfortable and loved from the very start. Her warm and friendly demeanor immediately put my pup at ease, and I could tell that they genuinely enjoyed their time together. I am so glad I found her! Don't hesitate to book you won't be disappointed!

Sitter Profile Image: Amelia H.
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Sitter Profile Image: Amelia H.
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18.

Amelia H.

Long, scenic, fun sniff walks :)
Hyde Park, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
4 repeat clients
from
$22
per walk

Amelia loves animals, and has lived with dogs in her home all her life. She has special relationships with her family's dogs, they love and nourish each other. Amelia is very intelligent, and would understand and respect the safe care of a pet; she's very responsible, as seen in her job and her life. Amelia has a calm manner generally, is good under stress; she's fun and at the same time takes her responsibilities seriously and conscientiously.

Sitter Profile Image: Lisa "Rane" B.
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Sitter Profile Image: Lisa "Rane" B.
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19.

Lisa "Rane" B.

All Creatures, Great and Small!
Kenwood, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
2 repeat clients
from
$30
per walk

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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Sitter Profile Image: Raeanna H.
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Sitter Profile Image: Raeanna H.
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20.

Raeanna H.

Pawsitively Caring Pet Sitter
Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$30
per walk

Raeanna always takes the best care of my two cats. Whenever I am away I know they get the same care and love as when I am at home. She makes sure to entertain the cats with their favorite toys and give them tons of cuddles. She is always prompt, reliable, follows up with cute pictures, and keeps me updated on how the cats are doing. I would HIGHLY suggest Raeanna for all your cat-sitting needs.

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Pet parents in Kenwood, Chicago, IL love dog walkers on Rover.com. 7,915 owners have reviewed walkers in Chicago, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog walker on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a walk on Rover? Check out our average dog walking rates to get an idea before you start a conversation with a walker.

We know you can't always be there, and it's our goal is to connect you with walkers in your neighborhood who can help take care of your pet. With Rover, it's easy to find and book Kenwood dog walkers who will give your dog the exercise they need. Book a 30-minute walk one day, once a week, or even every day. That way, you can take care of what you need to do and know your dog is getting the love they deserve. No matter how often you need a walker or dog walker, we're here for you. We're proud to offer complimentary premium insurance with dog walking services booked through Rover. The next time you're looking for a dog walker in Kenwood, Chicago, visit Rover to search for the perfect dog walker, set up a Meet & Greet, and book a walk anytime you need it. All you have to do after that is sit back and relax: your dog's in good hands.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover walkers in Kenwood, Chicago donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a walker who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chicago.

We're proud to support over 200 organizations across the nation, including:

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