Dog Walking Crestwood

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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.

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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
• 145 reviews
46 repeat clients
10 years of experience
Alsip, IL, 60803

“Katie took such good care of our pup! She was so aware of how he was feeling while we were away for 5 days, did whatever she could to make him happy. Always posted pics and check ins. Very reliable as well!”

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Jeanine R.
Sitter Profile Image: Amanda J.
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Amanda J.
from
$20
per walk
4.9 out of 5 stars
• 316 reviews
125 repeat clients
20 years of experience
Palos, IL, 60464

“I met Amanda a day before her first walk with my boy Maddux and they hit it off right away. She’s great with dogs and would definitely use her again!”

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Chad A.
Sitter Profile Image: Danielle N.
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Danielle N.
from
$20
per walk
5.0 out of 5 stars
• 9 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: 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: Toran S.
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Toran S.
from
$20
per walk
5.0 out of 5 stars
• 17 reviews
4 repeat clients
15 years of experience
Palos Heights, IL, 60463

About: Pets have always been a part of my life. From my first fish to my 6 year old Labrador now I can’t ever stop hanging around animals. My neighbours friends and family always say I’m the animal whisperer. Dogs and cats are my primary specialty encompassing walks, play time, meal time, you name it I’ll be able to do it with them. I’m a student athlete so my schedule is pretty flexible to stop in during the days or stop in overnights. I know it can get hectic taking care of animals from my own house so I’m here to make it easier for y’all. Compassion. Treat the animals i’m watching as I’d treat my own. Following the rules the owners set forward will ensure animal and human are happy at the end of the day.

Sitter Profile Image: Ryan V.
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Ryan V.
from
$30
per walk
15 years of experience
Crestwood, IL, 60445

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.

Sitter Profile Image: Marissa M.
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Marissa M.
from
$25
per walk
5.0 out of 5 stars
• 9 reviews
4 repeat clients
10 years of experience
Oak Forest, IL, 60452

“Marissa is the best! Always on time and pleasant. Cody gets so excited to see her every week for their walks!”

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Kelly B.
Sitter Profile Image: Bridget M.
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Bridget M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 9 reviews
3 repeat clients
10 years of experience
Orland Park, IL, 60462

“Bridget is awesome. She is very friendly and great with Wrigley. Will definitely be using her services in the future and highly recommend her to anyone!”

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Matt K.
Sitter Profile Image: Hannah P.
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Hannah P.
from
$10
per walk
10 years of experience
Worth, IL, 60482

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.

Sitter Profile Image: Arie C.
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Arie C.
from
$20
per walk
5.0 out of 5 stars
• 6 reviews
4 repeat clients
6 years of experience
Washington Heights, Chicago, IL, 60628

“She is absolutely wonderful patient and kind very attentive to my fur babies follow all instructions give them a full walk and report i love her I only book with her”

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Fabia G.
Sitter Profile Image: Ariel I.
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Ariel I.
from
$35
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
2 years of experience
Palos Heights, IL, 60463

About: Hello all! My name is Ariel, like the mermaid :), and I have two years of experience caring for a wide variety of pets, from energetic dogs to independent cats. No matter the type of pet, I’m dedicated to ensuring they receive the love, attention, and care they deserve while you're away. I love animals with my whole heart so it was a no brainer to naturally gravitate towards Rover as not only a form of extra income, but a way to interact with them more regularly. I take pride in being highly attentive to each pet's unique needs, whether it's going for long walks, providing playtime and exercise, keeping meal times consistent, or offering snuggles and companionship. Your pet’s well-being is my top priority, and I’m committed to following your care instructions closely, including any special dietary needs, medication routines, or any other specifics. I also provide a google form before every booking to ensure we tailor your preferred method of care to all of your pets' specific needs! I may have only two years of experience, but I approach each pet with the same level of care and responsibility that I would for my own. You can expect regular updates and photos, so you’ll always know how your pet is doing. I look forward to meeting your furry (or feathered, or scaly) family member and providing them with the best care possible! I currently work remotely, which means I have the flexibility to provide your pets with the love and care they need without the restrictions of a typical 9-to-5 schedule. Because I work from home, I’m available during the day to give your pets extra attention when they need it most. Welcome to your pet’s home away from home! I offer in-home pet sitting at my spacious, pet-friendly house, where your furry friend will have plenty of room to relax and play. Our lower-level den is a large, comfortable space perfect for pets to explore, stretch out, and feel right at home during their stay. Your pet won’t feel lonely here—my two friendly cats love having new companions around and are happy to provide some extra company! I make sure every pet gets the attention, love, and care they need while staying in a safe, cozy environment.

Sitter Profile Image: Desiree Z.
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Desiree Z.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 174 reviews
53 repeat clients
5 years of experience
Palos Park, IL, 60464

“Thank you! She took very good care of my highly anxious dog and worked well with him. I would definitely recommend her and book her again 🙂‍↕️”

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Katie W.
Sitter Profile Image: Nancy A.
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Nancy A.
from
$20
per walk
5 years of experience
Evergreen Park, IL, 60805

About: I am currently a stay at home mom to a 3 year old toddler. I also have a 6 year old Boston Terrier. Ive been around dogs since I was 8 years old and love how each one has their own personalities. Over the past 5 years I have dog sat and cared for family and friend's dogs while they were on vacation or unable to care for them. I am currently unemployed so my availability is open. I live in Evergreen Park and I'm familiar with city and surrounding suburbs. Let me know how I can help whether it be a check in, walk or boarding. I am currently a stay home mom so my availability is currently open. My son is in preschool and I have a reliable babysitter. Let's chat about how I can fit into your schedule. I live in Evergreen Park, in a very walkable and dog friendly neighborhood. I have a large fenced in yard with dogs living in both next door neighbors houses. I also have a friendly and energetic 6 year old Boston Terrier. He could be seperate, if needed. I am also willing to travel to your home and care for your pet there. Let me know what works best for you.

Sitter Profile Image: Russell P.
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Russell P.
from
$20
per walk
4 years of experience
Crestwood, IL, 60445

About: I’ve owned many dogs and have taken care of and pet sit for my family and friends. I really enjoy the company and the energy that animals bring. I will match that energy that they have. I am off of school for the whole summer. So I need something to do during the day so I do not go insane from not having anything to do. I love giving attention to my clients animals and make sure they are having fun and that they are comfortable. I make sure they have used the bathroom and I am also very good at reading the animals body language. I have been around a lot of animals as I’ve grown up.

Sitter Profile Image: Kate B.
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Kate B.
from
$18
per walk
5 years of experience
Oak Lawn, IL, 60453

About: I’ve always had a natural connection with animals, especially dogs, and finally welcomed my own pup, Leia, into my life five years ago. Since then, I’ve handled all of her training, walks, feeding schedule, etc., myself. I learned a lot from years of watching "It’s Me or the Dog," and put what I've learned into practice with my dog, Leia. What sets me apart is my mix of genuine love for dogs, hands‑on training experience, and a calm, reliable presence. I’m excited to meet your pup and give them a walk they’ll remember; one that’s safe, stimulating, and tailored to their personality. I am a college student at DePaul University, majoring in Finance and Criminology. I commute on Tuesdays and Thursdays, so I am free to walk your furry friend any day that isn't Tuesday or Thursday :) I have one energetic five-year-old Wheaton terrier whom I have trained by myself. I walk her at least once a day, feed her, play with her, and train her when time allows. When caring for pets in a client’s home, I follow your established rules and routines to ensure your dog feels comfortable and stress‑free. I pay close attention to safety — from securely leashing during walks to double‑checking doors, gates, and feeding instructions. My goal is to treat your pet and your home with the same care and respect I give my own.

Sitter Profile Image: Megan S.
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Megan S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 20 reviews
6 repeat clients
20 years of experience
Evergreen Park, IL, 60805

“Megan sent pics from the walk and was pleasant to talk to. Silas looked like he had a great time! She was also available same day. Would recommend.”

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Brandy R.
Sitter Profile Image: Tamia S.
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Tamia S.
from
$18
per walk
8 years of experience
Worth, IL, 60482

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.

Sitter Profile Image: CRISTAL A.
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CRISTAL A.
from
$23
per walk
7 years of experience
Bridgeview, IL, 60455

About: What sets me apart for other sitters is that I have them enjoy their walks at their own pace. In my years of experience, I have not only taken care of dogs but also cats just to name a few. Every animal is unique in their own way so being kind goes a long way. I like to have the owners as well as the dogs comfortable with me so I obtain as much information from the owners regarding their furry friends as I can. I am currently free to play, drop-in or bring your furry baby home with me. Whatever your pets needs are, I am here to help. I have a big backyard where I normally allow the dogs to run and play. But it does not have a fence in one area where the driveway begins. My home has two floors which the downstairs I use for the dogs to lay down, play or sleep. I do own a dog myself but she isn't allowed to interact with guests dogs unless previously approved by the guests parents first. I also have cameras, where I can capture video and photos to send to the pet parents.

Sitter Profile Image: Danielle R.
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Danielle R.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
3 repeat clients
30 years of experience
Willow Springs, IL, 60480

About: Hi there! I Created this account years ago to seek out my own sitters for my fur babies and now finding myself looking to be your next pet sitter. ❤️ My love for all animals begin as a little girl growing up. There has never been a time in my life that I did not have a pet or two! Pets to me are family and deserve to be cared for, loved and respected as each one of us. I believe by being a gentle friend and patient caretaker for your cherished furry family member, we can form a trusting bond, while you have peace of mind leaving them in my care. I have years of expierence caring for healthy, sick and elderly pets and know just how important those small little details can be when it comes to the care of your pet, to just as how important burning off that extra energy can be for those long hours until you get home. I also have experience caring for rodents, reptiles and fish and can care for them too! ❤️ I am also an active dog walker and dog sitter on WAG and Care! Reference's available upon request! I am a retired business owner and part time real estate broker and work mainly from home. I have a pretty flexible schedule when it comes to caring for your pets. Keeping your pet safe is my main concern always! Ensuring they can trust me and feel comfortable with me in their environment or mine matters dearly to me also!

Sitter Profile Image: Annette R.
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Annette R.
from
$20
per walk
12 years of experience
Worth, IL, 60482

About: I’ve been a dog mom for 12 years. I have 4 dogs that are my world. I have experience with puppies and taking care of a senior dog. I would love to help you take care of your fur baby. I have a hybrid work schedule allowing me a lot of flexibility. I am available for short notice on several days out of the week. I have 4 wonderful dogs at home that I love dearly. I have experience with different breeds and sizes. Your animals safety and welfare is of the upmost importance to me and I hope they don’t mind a little extra love!

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

Dog parents share their Rover experiences - Crestwood

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5.0 out of 5 stars

Makenna has been wonderful with my dog. You can tell she loves animals and is patient and calm w/my high energy dog! She’s also reliable and helped me out last minute today which was very helpful.

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Katy H.
Dog Walking
5.0 out of 5 stars

Wendy did an awesome job walking my doggo! I really appreciated her flexibility and communicativeness! Nollie loved her

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Agata C.
Dog Walking
5.0 out of 5 stars

Kathryn is my go to dog walker. She is dependable and never disappoints. She has been available for a few last minute requests which has been a great help. I highly recommend her for your pet needs 😊

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Cathryn C.
Dog Walking
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
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How to book dog walking

  1. 1. Search

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Popular requests for dog walking - Crestwood

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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 of Dog Walking in Crestwood is $22 per walk as of October 2026. Most bookings cost between $16 and $22 per walk. On Rover, 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.

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