Dog Walking Crestwood

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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.

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Sitter Profile Image: Katherine C.
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Katherine C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
141 reviews
46 repeat clients
10 years of experience
Alsip, IL, 60803

Amazing dog walker, followed my instructions to the t, made sure she communicated with me properly, I highly recommend her for your dog-walker needs.

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ALEXIS J.
Sitter Profile Image: Claire K.
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Claire K.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
3 reviews
3 repeat clients
8 years of experience
Oak Forest, IL, 60452

About: As a lifelong animal lover with years of experience in pet care, I understand that every pet has their own unique needs. I pride myself on having a strong sense of animal behavior and adjusting care accordingly to each individual pet’s temperament. I have a great deal of experience with senior pets and/or pets with a strict medication regimen. I understand that these animals often need additional patience and compassion and I am always striving to reliably provide such care. This includes administering edible, topical, and injectable medications. I have experience with dogs of all shapes and sizes as well as cats and small animals (birds, fish, reptiles, etc) so you can rest assured that your beloved critters are in good hands! I do my best to be communicative so I am always willing to discuss any additional details or concerns with my clients. My main goal in pet care is to provide reliable and respectful service that keeps your furry friend happy and gives you peace of mind in knowing they are properly cared for while you are away. I hope that I get to meet you and your pets very soon! Pet care is currently my main focus so my weekly schedule is almost always open. I am extremely flexible with scheduling which means I will be available to do reoccurring visits or extended pet sitting if need be. I have my own transportation so I am happy to make visits that are a bit out of my area as well. I have worked in professional pet care for 7+ years which has including both daily dog walking and overnight house-sitting. Being respectful of my client’s pets and their homes is of utmost importance to me. As well as pet sitting I am more than happy to take on other house-sitting responsibilities such as watering plants and bringing in mail/packages. I always appreciate strong communication and always do my best to provide prompt updates while you are away

Sitter Profile Image: Kaelyn C.
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Kaelyn C.
from
$18
per walk
10 years of experience
Chicago, IL, 60803

About: I’ve always loved taking care of my furry and not so furry friends!! I grew up in a home full of dogs and a vast range of animals such as reptiles, amphibians, and other aquatic life etc. I’m currently working from home so my schedule is generally open as far as Monday-Friday. I’m available throughout the entire weekend as well. I like to keep the animals in my care on a schedule so they aren’t stressed, I prioritize (the animal’s) comfortability and structure because that’s just what makes sense. It’s my duty to ensure your furry friend can have fun AND be safe so please bombard me with any and all information!!!

Sitter Profile Image: Kathryn C.
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Kathryn C.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
175 reviews
71 repeat clients
3 years of experience
Oak Lawn, IL, 60453

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!

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Katherine C.
Sitter Profile Image: Margaret M.
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Margaret M.
from
$25
per walk
4.9 out of 5 stars
29 reviews
12 repeat clients
10 years of experience
Morgan Park, Merrionette Park, IL, 60803

My Stella and I were extremely happy with Margaret’s dog walking services. My Stella loved her at first sight. A sixty-one pound dog can be hard to handle and Margaret handled Stella with ease. Always willing to accommodate changed walking times, extremely reliable and very friendly. I plan on using Margaret in the future. Five star service for sure!

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Carla M.
Sitter Profile Image: Amanda J.
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Amanda J.
from
$20
per walk
4.9 out of 5 stars
282 reviews
117 repeat clients
20 years of experience
Palos, IL, 60464

Amanda is awesome with our dog Leyla! This was our first time using Rover and it could not have been a better match. She is nearby, flexible and takes the extra time and effort to ensure our puppy gets in some good, quality, fun exorcise for the day. She is very experienced with animals of all kinds and makes me feel confident that my pup is in good hands. Highly recommended!

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Veronica M.
Sitter Profile Image: Bob M.
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Bob M.
from
$20
per walk
4.9 out of 5 stars
20 reviews
9 repeat clients
20 years of experience
Orland Park, IL, 60462

As a repeat customer of Rover, I had no decision to make after sustaining an injury. My challenge is having a young dog over 100lbs. Bob has been great! He’s comfortable handling a @large boy.!” Communication and arrival times have been excellent.Bob’s willingness to work around my schedule has been appreciated!

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Carol C.
Sitter Profile Image: Stephanie L.
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Stephanie L.
from
$30
per walk
5.0 out of 5 stars
45 reviews
13 repeat clients
15 years of experience
Alsip, IL, 60803

Stephanie did an amazing job working with Winston (who can be quite a handful at times). Communication was easy and direct and she was very accommodating of my ever changing schedule. I would definitely recommend her for your next rover request.

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Nicholas E.
Sitter Profile Image: Megan Y.
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Megan Y.
from
$20
per walk
5.0 out of 5 stars
29 reviews
3 repeat clients
12 years of experience
Palos Heights, IL, 60463

About: I grew up and have been around dogs my whole life. Many family members have trusted me to care for their dogs. I also worked as a dog bather for a year. I am familiar with dog body language. I will treat every dog as if they are my own! My schedule is has recently filled up a bit more, leaving little to no room for new clients. However, you are welcome to contact me to see if I have an opening! I am planning on just walking dogs, so I will help the dogs be as happy and comfortable during our walks as possible by offering treats and letting the dog have fun.

Sitter Profile Image: Kathy & Katrina S.
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Kathy & Katrina S.
from
$20
per walk
4.9 out of 5 stars
162 reviews
79 repeat clients
15 years of experience
OAK FOREST, IL, 60452

These ladies are very caring and attentive. They provide daily feedback to let me know how Tazer is doing and take pictures and video when they are on their walks. I'm very happy and know Tazer is well cared for when I'm at work.

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Kim R.
Sitter Profile Image: Cynthia S.
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Cynthia S.
from
$20
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
Midlothian, IL, 60445

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.

Sitter Profile Image: Wendy C.
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Wendy C.
from
$17
per walk
10 years of experience
Chicago Ridge, IL, 60415

About: I have had my dog now for almost 10 years. I used to care for my dog as well as a roommates dog at one point. I can give medications and can provide First Aid/Heimlich if needed. Strong enough to hold back and tame my 60 pound Boxer mix. I’ve also helped care/walk my sisters Great Dane and my friends smaller dogs for 7 years or so. I love animals and if you have other little friends who need care, just let me know what to do and I’ll do it. I work night shift as an ICU Nurse so I’m home all day. I can pop in and check on your babies any time during the day. I would need to know in advance only cause I do eventually sleep during the day. I’m aware you are trusting me with one of the most important members of your family, I’ll be happy to leave a photo and an update of any changes , good or bad, so you can enjoy some peace of mind that everything is alright.

Sitter Profile Image: Danielle N.
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Danielle N.
from
$20
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Merrionette Park, IL, 60803

About: I've had dogs in my home for 10+ years. I have been trusted to watch other people's 4 legged friends while on vacation. They are safe with me! I'm currently in the process of getting a job. I'll need to figure out my schedule so I can make time to walk the dogs. We have a fenced off area in our backyard. In the rest of the yard, I make sure dogs stay on their leashes. They are allowed to go wherever they want in my home with supervision.

Sitter Profile Image: Stephanie C.
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Stephanie C.
from
$25
per walk
5.0 out of 5 stars
15 reviews
1 repeat client
10 years of experience
Crestwood, IL, 60445

About: Friends and family have always relied on me to care for their pets in a time of need. I have been in the veterinary field for 10 years, so I have plenty of experience with animals. I've had pets since I was very little and currently have 8 fur babies of my own (5 dogs, 3 cats). With my years of experience plus being a pet owner myself I can assure that your fur baby will be in good hands! **Before booking, please note** I'm working a full time during the week. I would be available after 7pm Monday-Friday, Saturdays after 3pm. Sunday I am available at any time to give your pup my undivided attention! If I am house sitting, I would be able to go back to let them out during the day. Any dog walking or drop ins would need to be done after my work hours. Your pets safety and wellbeing is my top priority! I will make sure to watch your pet at all times when I am in your home. We will have so much fun together and create an unbreakable bond!

Sitter Profile Image: Rowan E.
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Rowan E.
from
$25
per walk
5.0 out of 5 stars
4 reviews
13 years of experience
Oak Lawn, IL, 60453

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.

Sitter Profile Image: Patrycja B.
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Patrycja B.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
19 reviews
6 repeat clients
10 years of experience
Oak Lawn, IL, 60453

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!

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Anasia W.
Sitter Profile Image: Colleen K.
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Colleen K.
from
$20
per walk
5.0 out of 5 stars
21 reviews
6 repeat clients
2 years of experience
Chicago Ridge, IL, 60415

About: I have two cats and have taken care of numerous friends’ dogs while on vacations. I routinely feed and clean up after my cats. I genuinely enjoy walking and caring for friends’ dogs. I’m currently working full-time from home. I am picking up shifts at a store in the mall as well. I enjoy filling my life with helpful tasks. I am very attentive to any special needs or unique quirks your pet may have. I want to let your pets personality shine and give them encouragement to live happy lives.

Sitter Profile Image: Tabbie M.
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Tabbie M.
from
$15
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
7 years of experience
Chicago, IL, 60643

I booked Tabbie to walk our doggies and she was a lifesaver these past couple of days. Tabbie was very responsive, prompt, courteous and on time. She even asked if I wanted to walk them longer which I appreciated that a lot. A tired dog is a good dog and they were nice and tired. I will definitely be using Tabbie for more dog walks!

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Shada H.
Sitter Profile Image: Laura V.
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Laura V.
from
$20
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Oak Lawn, IL, 60453

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.

Sitter Profile Image: Tara W.
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Tara W.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
18 reviews
7 repeat clients
8 years of experience
Evergreen Park, IL, 60805

Tara was great with Ellie. Always there on time and let the dog set the pace. Would absolutely recommend her service

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Tom R.
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The median cost per walk for dog walking in Crestwood is $20

Dog parents share their Rover experiences - Crestwood

1 / 1
5.0 out of 5 stars

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!

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Bryan G.
Dog Walking
5.0 out of 5 stars

Kathryn has been great to my dog, Ralphie. She is patient with him and takes good care of him on his walks. 10/10 would recommend

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Brooke H.
Dog Walking
5.0 out of 5 stars

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!

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Daniela M.
Dog Walking
1 / 1
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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 July 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 July 2026, there are 12,682 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:

  • 90% 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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