Dog Walking Crestwood
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 14 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.
“Katherine was an excellent companion to my two pups! They really took to her and she handled them perfectly. She was always on time and let me know when she was on the way, which was appreciated! I will book her again in the near future.”
“I recently adopted a rescue who is having a hard time adjusting to new people. Kathryn did a great job with him! Despite him growling at her she was patient with him and helped him calm down so she could walk him. She was reliable and understanding. I then asked her if she could come again last minute and without hesitation she agreed! I would definitely work with Kathryn again!”
“Amanda did such a thorough job, giving my dog the love and attention she needed so I could go on my first vacation since she was a puppy. I couldn’t be more pleased to have someone I can trust.”
“Ryann was great with our puppy who has tons of energy and can be a handful at times! She sent plenty of updates and was very respectful and responsive in communications. Definitely will book again!”
“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 have been a dog lover for many years and had the privilege of taking care of a chihuahua and a pug throughout their lives. Being a pet owner taught me the importance of patience and paying attention to each dogs needs and personality. I understand that pets are family, and i know how important it is to find someone you can trust. Whether we’re going for a walk, playing, or just relaxing together, I’ll provide attentive and loving care every step of the way. I’m currently working part-time, which gives me flexibility to provide care to your pup after work during the weekends. I’m completely available on wednesdays and weekends. Your pets safely and comfort are my top priorities. I have a calm, secure environment with a fenced yard for supervised outdoor time. I currently do not have any animals so your animals can enjoy an stress-free environment. As for in-home visits, I follow all instructions closely to maintain their routine and ensure they feel secure and cared for in their home.
About: I grew up with cats and Golden Retrievers and now have 4 Boston Terriers and 2 new kittens, who are my whole world! I am also an approved dog-walker / caregiver for Chicago Animal Care and Control, trained in their strict techniques, so I am comfortable caring for, walking, and exhausting small to large dogs. Currently working part time, so have lots of time to dedicate to your pups! I am mostly available for walks during weekdays: Mon - Fri, 9a - 5p Happy to care for your pup where they are most comfortable, in your home! Even if you have a fully fenced yard, you can trust that I'll never leave them unsupervised and unleashed, outside. If you do not have a fenced yard, we will have lots of fun getting our steps in, around the neighborhood! Comfortable getting your pup in and out of crates/kennels if needed, and getting them harnessed up for walks. Will *always* pick up any and all poop your pup leaves, whether in your yard or on our walks.
“Gina is kind, punctual, flexible, understanding, and reliable! We have a dog with some fear of strangers and she is taking the time our dog needs to feel comfortable with walks and overnights. She is very friendly and accommodating!”
About: Hi! My name is Arie and I can not wait to meet your furry family members! I have spent my whole life caring/loving dogs, so I understand what it means to say that doggies are a part of the family. This is why I promise to treat your baby with the exact same love and patience that I treat my own. I offer a variety of personalized services to keep your pet happy, healthy, and safe, such as dog walking, house sitting, and frequent photo updates so you never miss your furry friend too much! I'm currently in school and working online, with this, your pet will rarely be left alone and will receive lots of attention throughout the day. I can take dogs out every 1 to 2 hours for quick backyard play or bathroom breaks. Additionally, I am available for early morning walks, midday check-ins, overnight stays, and weekend care. flexible with caring for your doggie. I have a fenced in yard and my own doggie named Pinky. She is very playful and loves to meet new dogs. If you prefer for me to come to your home, I would be happy to do so.
“Jessica was very helpful coming to our home to walk Dickens and Scarlett last week. Each day throughout the last week she was cheerful and good with both our dogs. Her daily reports were great and put our minds at ease during a stressful time when we needed her help. We recommend Jessica for her excellent skills with dog walking.”
“Matt has been amazing with Luca. He is very easy going, he’s experienced with large breed dogs which was very important for me when selecting him. Matt has a flexible schedule and he goes above and beyond my expectations when he goes on walks with Luca. Luca in a short time has grown to love Matt. Luca gets very excited when he sees Matt coming down the driveway to pick him up to take him on his walk to the park.”
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!
Gaby has been such an amazing help to us! We are so grateful for her and her services! Gaby is reliable, caring, and trustworthy! We feel at ease knowing Mimi is in such loving and caring hands! She does an amazing job keeping us posted with her strong communication skills! Highly recommend Gaby to anyone looking for someone trustworthy and attentive!
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.
Meet local walkers who will treat your dogs like family
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 for Dog Walking in Crestwood on Rover is $22.2 per walk (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .
As of September 2026, there are 12,230 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 services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Crestwood.
Got specific details you'd like the dog walker to include? Message them in the app before your dog’s 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 Rover Guarantee , 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 Rover's Trust & Safety page .
Yes, you can find walkers who have experience with handling special pet needs in Crestwood. On Rover:
- 91% of walkers can help with special care needs
- 94% can help with giving oral medications or injections
- 97% 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 short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.
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