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

Over 16 pet parents in Crestwood have booked dog walking
Crestwood, 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.
About: I have about eight years of experience caring for friends' and clients' pets when they are moving or on vacation. I have a very open schedule and my lines for communication are very open. I live in a condo in Oak Lawn and own my own car meaning I have reliable transportation to any of the surrounding areas, if required for your needs. Pets seem to make themselves right at home even if they haven't been there before. I love long walks and don't mind laying around the house or jumping up and going out every hour depending on the pet's needs or desires. I am friendly and pets seem to warm up to me quickly. I have a knack for anticipating a pet's needs and go to whatever lengths I need to keep them safe and happy. I'm lucky enough to be able to mold my schedule around your pet's schedule. So whatever walking and feeding routine you have them on I can easily adjust to fit their needs. I follow every detail the pet parent leaves me to the letter. Even if your pet needs me to spin around 3 times and pretend to microwave his/her food or ACTUALLY has food that needs to be microwaved! I make sure to review instructions with the client the day of so we both feel comfortable that we are on the same page and their fur baby is getting the best care.
About: I have had and been around dogs since I was a child. Dogs seem to come to me naturally; without fear or hesitation. I honestly believe this is because I approach them with ease and am not forceful. It seemed like a natural step for me to join the Rover community. Ive also been a dog owner and currently have Jazzy who is my beloved Boston Terrier Mix with a big personality and sweet nature. Jazzy and I chose each other and its been an adventure ever since day one! she loves everyone but at times can be a little bossy. I'm well aware of who runs the household! I pride myself on ensuring that Jazzy stays healthy by giving her quality food and treats, Along with that she enjoys her fenced in yard and takes daily walks. We have lots of playtime and cuddles. I'll treat your dog as I would my own. That is my motto as I don't want you to worry or be concerned when you are away from your precious fur baby. I can't replace you, or would never try but rest assured your pet will receive all my tender loving care. I have had the opportunity to care for some dogs on Rover who have become regular clients. The owners have told me that they reach out to me first and hope that I am available. That is a huge compliment and I'm honored that I made such an impact on their four legged friend. All the pets I have met have their own unique personality and what I do as a sitter is simply take them for who they are which includes any little quirks. Canine or human, we all possess them. If you like what you see, let's schedule a meet and greet and see if I'm the right fit for your pet and their needs. Thanks for taking the time to get to know me and read my profile! I work remotely on a part time basis so can be available in the afternoon/evening and do pet sitting on the weekends away from my home. Well I make sure my dog Jazzy is loved and cared for each and every day. I give her good food and healthy treats. Daily walks and preventive meds to keep her healthy and strong.
About: i’ve taken care of animals my whole life. i’ve owned/helped care for dogs, cats, ferrets, fish, and a bunny. i’ve raised a puppy and worked as a dog bather for 2 years previously. i’m available most hours of most days and willing to work together to build an appropriate schedule. The only day i can not schedule for is Sunday :) i currently live with three small dogs and a bunny. i’ve grown up around dogs of all sizes and because of that have experience with different age ranges: from pups to older pups. i’ve learned proper techniques for handling older or more stressed dogs from my previous experience as a dog bather and on occasion i pet sit the family bunny.
About: In the past I've owned cats for 16 years and a dog for 6. I have experience with elderly cats and dogs. I have also pet sit for family and friends I only work at night a couple days a week so I home a majority of the the and can provide your pet with constant care I have a house with a yard but there is no fence so dog would be on a leash outside. I currently have no pets in the house
“June can be nervous initially but warmed up to Patrycja quickly! I can tell June enjoyed her walks by the pictures and updates sent! Patrycja really went above and beyond to make sure June was comfortable! We both appreciated the help today! Thank you!”

“Suzanne is a great help walking Shiloh twice a week, she follows instructions and is very communicative. She also sends plenty of photos on their walks, and leaves Shiloh tired. Definitely recommend!”

About: I've had dogs my whole life, helped with training, and often would dog and house sit for friends and family. I've attended several dog training courses with some of my own dogs, as well as researching and practicing on my own. I've helped a close friend and my sister do basic training with their own dogs. I also have 2 cats, and am careful to adjust treatment of all my animals to their personality and needs! I am available Mon/Tues/Saturday. I can be available Wednesday and Thursday with advanced notice. I am only available Sundays and/or Fridays upon request and with at least 3 weeks notice. I currently work part time in the service industry and am getting ready to go back to school for a career change. My schedule is mostly flexible, but I do have a commitment to my other job as well. I'm happy to work with anyone who needs me during unavailable days, don't be afraid to ask and we can see if we can work it out! My dog is not dog friendly, so I do not do any care at my residence. However, it means I am experienced with dogs who need a bit more awareness in their care than others! I'm attentive and firm, and am willing to go for a 2 hour hike or rest in the house depending on their needs.

About: I’ve have experience taking care of my own four dogs at home, as well as my family/friends’. Additionally, I have volunteered at multiple dog shelters. I am currently working part-time at Spirit Halloween while I wait to be shipped off to the Air Force national guard. My schedule is flexible! I make sure to take them for frequent walks, groom them often, and ensure they are not in the cage for hours at a time.
About: Hi! I'm looking for new wonderful pets to walk and take care of! I have taken in four rescues, all with different special physical and behavioral needs. I currently have two Pitbull mixes, one Lab mix, and a multiple tropical aquariums! Caring for animals has been a passion of mine since I was young. A favorite activity of mine is taking my dogs to local forest preserves where they can play and exert their energy. I can administer eye drops, pills, and ointments to pets as my own have different medications that they need on a regular basis. I have also taken classes in care for companion animals. Special needs animals have a forever place in my heart because I believe that every pup or cat deserves to enjoy life to the fullest! Whether that is hiking at a trail, swimming in a lake, or curling up on the couch- I'd love to help them do that! Currently very open for scheduling. Stays for over a week will have to be discussed as I do have to ensure time to take care of my own animals. I do not host animals in my own home, but I am adaptable to a variety of routines and activities you and your pet would enjoy.
About: I am a verified walker on the app Wag, as well as having over 3 years experience working in animal care. I have been pet sitting for family, friends, and customers on another dog walking app for over 2 years. I work part time so I have a lot of availability! This summer is completely open for me since my nannying job stops for the summer! I have a completely fenced in yard, reliable transportation, a clean background check and I am more than willing to clean up after any mess your pup may make while you aren't home!
About: I've been taking care of dogs and cats for family and friends for the past 15 years and I've had two professional pet sitter jobs, One for a golden retriever for a few years and I've dog sitted for two pitbulls. I also grew up with 3 large dogs a Rottweiler, German shepherd and English Mastiffs. I'm currently on disability with autism spectrum and I have a lot of free time, I mostly play video games and play basketball at the park and the gym. I usually stay in the front room with the pets and let them outside or take them on walks depending on what people want me to do.

“Desiree was amazing! She organized a meet & greet and I was able to walk her through my pets routine. She took notes & was in communication with me while I was away. I will definitely book again.”

About: I care for dogs like they're my own. I have 20 years of pet care experience. I am equipped to handle any size dog. I love to take them running , teach new tricks, and overall make them feel like they're at home. Even if your dog is high energy, I will run with them , play games, and keep them entertained for as long as they're under my care. If your dog loves belly rubs, tricks for treats, and needs an enormous amount of attention then look no further. I can provide your dog with the home away from home experience and whether you're at work, or on vacation, your mind can be at ease because your dog will be safe and in good hands. I also do drop-ins and I can watch your dog in your home as well. I currently work from home, 35 hours a week so whether I need to take a dog for a walk or drop ok to feed some cats or dogs , it’s not a problem for me at all. I care for my clients pets as if they were my own. I don’t like to be bored so when your pet is with me , they won’t be bored either ! I’m really active and I love to get the pets the exercise they need and deserve.
“I’ve been using Katie as our dog walker for the past few days, and I couldn’t be happier with the service she provides. She takes great care of both of my dogs, Cubby and Audrey, and always ensures they get a good walk and plenty of attention. Katie is reliable, punctual, and very personable. I love getting updates after each walk, complete with photos of my pups looking happy and well-exercised. It’s clear she genuinely cares about animals, and I trust her completely with my two fur babies. Highly recommend Katie to anyone looking for a trustworthy and caring dog walker!”

About: I’m a compassionate and experienced pet caregiver with 8 years of hands-on experience caring for both cats and dogs of all sizes and breeds—from tiny kittens and puppies to large, high-energy dogs. I understand that every pet has unique needs, personalities, and routines, and I take pride in providing patient, attentive, and personalized care. I have experience with puppy delivery and newborn care, which has given me a strong foundation in gentle handling, close monitoring, and supporting pets during important early stages of life. Whether it’s playtime, feeding, walks, litter care, medication, or simply providing calm companionship, I always prioritize safety, comfort, and love. I treat every pet as if they were my own and strive to create a stress-free, nurturing environment so both pets and owners can feel completely at ease while they’re in my care 🤍🐶🐱 Pet care is already a natural part of my daily routine. I structure my day to prioritize feedings, walks, playtime, and quality time so each pet receives consistent, attentive care in a calm and loving environment. I care for pets by following their normal routine to keep them comfortable and stress-free. Whether in my home or a client’s home, I provide attentive care including feeding, walks, playtime, litter care, medication if needed, and lots of love. I prioritize safety, cleanliness, and treating every pet like family.
About: Hi my name is Asia. I’m really excited to have extra income but I’m more in it for the loving animals. Animals are my life! I have always had pets growing up as a child and my love for them has grown into my adulthood even more. I have a passion for learning and understanding all different types of animals. My experience in Pet Care is from having my own pets to care for. I have two bearded dragons, two cats, one dog, and one fish. In the mornings I go to the gym and after I’m pretty much open throughout the day until school starts, which is in the beginning of January. Feeding and watering animals,Playing with them and keeping them company, Walking the dogs, Grooming and brushing the animals' coats, Changing the cat's litter box, Providing health care if necessary. Giving them affection, so they don't feel abandoned after their owner leaves.
About: I have 3 dogs, I have the love and experience. Available all summer! I’m an ESL teacher assistant helping kids full time and would love taking care of your fur kids as well. Would love to help and make your dog feel at home and comfortable. Have experience with big and small dogs Full time ESL para and seeking to take care of your pets! I’m able to help after work during the week and open during the weekends. I’m open to discuss times once booked I start by learning about each pet’s personality, schedule and diet . In your home I follow your instructions closely to maintain your pets comfort and minimize stress. Ensure fresh water, food and lots of love
About: I have over 13 years experience doing vet assistant and vet technician tasks and skills as a volunteer at The Animal Welfare League in Chicago Ridge, IL. I have been employed as part of the membership and philanthropic department at Lincoln Park Zoo from which I learned a great deal, stemming from my biology classes on taxonomy to zoology, to specific animal facts and conservation of threatened animals. I therefore know a great deal of educational background on animal behavior. I studied psychology and comparitive human psychology/animal behavior with a bachelors in science from IIT. I have grown up with dogs, cats, and ferrets. At Southwest Animal Care Center, I bathed, fed, walked, medicated, and cared for boarding and patient animals. I graduated with my veterinary assistant certificate in 2018. After graduating from IIT, I became a kennel attendant and learned a great deal about how to care for animals. Pet care is a daily task for me as I take care for two little fuzzbutt ferrets, Icarus and Agatha. Icarus often wakes me up with his bushy tailed excitement. I'm lucky to have such wonderful critters in my life. Right now, I am only offering dog walking and off-site at client's home services. From what I've read from the anthropologist book "Inside of a Dog" by Alexandra Horowitz, animals, especially dogs, crave human attention so being attentive to an animal's needs is to me, what's most important. This includes communicating with animals to know when they need a bathroom break, when they want play, when they want affection and cuddles, when they want nappy time, being fed according to what their schedule is, and of course, offering healthy treats (if allowed) and new novel smells, toys, etc. I can manage 4-5 walks per day with one or multiple dogs at a time 5-6 days a week. This is my main job and I'm dedicated to providing top care as if they are my own. I take extra care to be a courteous and contentious guest in the owner's home. I treat my stay with respect and humbly care. You can trust me to provide excellent care and keep everything tidy and clean.
The median cost per walk for dog walking in Crestwood is $20
Dog parents share their Rover experiences - Crestwood
I can’t say enough good things about my dog walker! She’s so kind and attentive—especially when a big storm rolled in, she stayed with my pup and kept him calm. You can tell she really cares about him. Plus, she has such a great energy and is always so easy to communicate with. Highly recommend!

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book dog walking

1. Search
Browse profiles of walkers near you who offer dog walking.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog walking - Crestwood
Select a filter and find qualifying sitters offering dog walking.Sitters in Crestwood average 4 repeat dog walking clients
FAQs for Dog Walking - Crestwood
Frequently asked questions about Rover
The average cost of Dog Walking in Crestwood on Rover is $22 per walk as of October 2026. Most bookings cost between $16 and $22 per walk. walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 12,065 sitters on Rover offering Dog Walking across Crestwood. Enter your ZIP code to see which available sitters are closest to your home.
Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.
Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Crestwood. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in Crestwood after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the walk begins.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the , which provides up to 25,000 in eligible veterinary care reimbursement.
Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit .
Yes, you can find walkers who have experience with handling special pet needs in Crestwood. On Rover:
- 85% of walkers can help with special care needs
- 91% can help with giving oral medications or injections
- 95% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .
walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.





