Dog Walking Crestwood

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

End
Search

Over 15
pet parents in Crestwood have booked dog walking

Crestwood, Find top rated dog walking

1 / 1
Sitter Profile Image: Katherine C.
Verified Enhanced Background Check
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!”

Profile image
Jeanine R.
Sitter Profile Image: Kaelyn C.
Verified Enhanced Background Check
Kaelyn C.
from
$18
per walk
5.0 out of 5 stars
• 1 review
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: Crystal T.
Verified Enhanced Background Check
Crystal T.
from
$25
per walk
5.0 out of 5 stars
• 27 reviews
8 repeat clients
22 years of experience
Oak Lawn, IL, 60453

“Crystal was fantastic! Communicated with us for every walk and took great care of my dog.”

Profile image
Maggie H.
Sitter Profile Image: Bob M.
Verified Enhanced Background Check
Bob M.
from
$20
per walk
4.9 out of 5 stars
• 22 reviews
10 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!”

Profile image
Carol C.
Sitter Profile Image: Cynthia S.
Verified Enhanced Background Check
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: Gionna T.
Verified Background Check
Gionna T.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 155 reviews
61 repeat clients
8 years of experience
Oak Lawn, IL, 60453

“Gionna was great! From the first message I sent to inquire through the last message after her last walk with Roxy! Her communication was spot on and her care for Roxy was very assuring. She came for a meet and greet since she was Roxy’s first walker. They hit it off and had great walks while I was gone making me more relaxed and less worried to enjoy my weekend away. Thank you Gionna, we can’t wait to work with you again!”

Profile image
Rocio F.
Sitter Profile Image: Marissa M.
Verified Enhanced Background Check
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!”

Profile image
Kelly B.
Sitter Profile Image: Patrycja B.
Verified Enhanced Background Check
Patrycja B.
from
$25
per walk
5.0 out of 5 stars
• 23 reviews
7 repeat clients
10 years of experience
Hickory Hills, IL, 60457

“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!”

Profile image
Anasia W.
Sitter Profile Image: Wendy C.
Verified Enhanced Background Check
Wendy C.
from
$17
per walk
5.0 out of 5 stars
• 1 review
10 years of experience
Chicago Ridge, IL, 60415

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

Profile image
Agata C.
Sitter Profile Image: Arie C.
Verified Enhanced Background Check
Arie C.
from
$20
per walk
5.0 out of 5 stars
• 11 reviews
5 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”

Profile image
Fabia G.
Sitter Profile Image: Alexsis R.
Verified Enhanced Background Check
Alexsis R.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
2 repeat clients
25 years of experience
Midlothian, IL, 60445

About: My mothers has had multiple dogs for as long as I can remember. I love caring for animals in all situations. I’ve taken care of teeny tiny babies and huge old dogs as well. From super hyper- to the laziest of dogs. I work from home and I have plenty of time to help you look after your babies. I’m home a majority of the time so this will be no problem. Plus I have my own fur baby that I’m taking care of anyway. I have a huge backyard that my dog loves to run around in( fenced of course). I also have a crate that I don’t use any longer but I can pull it out of storage if need be.

Sitter Profile Image: Hannah P.
Verified Enhanced Background Check
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: Taj J.
Verified Enhanced Background Check
Taj J.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
4 years of experience
Tinley Park, IL, 60477

About: I’ve been surrounded by pets all my life, being there for them is all I know now. I made it my passion to be caring of them. I recently left a dog daycare looking for a better way to make dogs comfortable while knowing they aren’t under any other rules than the ones in their very own home. I also am loving the idea of them all getting their own special treatment. I am willing to do early mornings or late nights I’m free all around. I just want every dog or cat to be satisfied. I usually wake up and walk outside to make sure I’m getting proper sunlight and one thing about a pet is they are always down for outside time. I’ll make sure your dog eats and gets hydration in the morning and take them outside to use the bathroom relax or play in the next 30 to 45 minutes for about a hour or two, if it is too hot outside I won’t have them out too long and I will make sure they cool off before giving them water. Your dog will always be safe and okay in my hands I’m very attentive

Sitter Profile Image: Danny V.
Verified Background Check
Danny V.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 32 reviews
5 repeat clients
20 years of experience
Oak Forest, IL, 60452

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.

Sitter Profile Image: Emma K.
Verified Enhanced Background Check
Emma K.
from
$20
per walk
2 years of experience
Oak Forest, IL, 60452

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.

Sitter Profile Image: Emilija F.
Verified Enhanced Background Check
Emilija F.
from
$20
per walk
6 years of experience
Palos Heights, IL, 60463

About: I had a senior dog for over 15 years that I took care of! Also fully trained her and loved her. Additionally, I have worked at a barn with horses, cats, and dogs that I have taken care of. :) I am a college student but I am free all days besides Tuesdays and Wednesdays! I can make those days work after 5 pm. Weekends I can do any hours as well for any service. I have a fenced yard and no other pets at my house at the time. I have water bowls and feeders. I also will walk your dog for as long or little as needed because I love walks and runs myself!

Sitter Profile Image: Briana S.
Verified Enhanced Background Check
Briana S.
from
$22
per walk
2 years of experience
Blue Island, IL, 60406

About: Hi! My name is Briana, and I’ve been around dogs my entire life. I currently have a rescue Pomeranian mix, a rescue Chihuahua, rescue weimaraner, and a Yorkie poodle so I understand that every dog has a unique personality and needs patience, love, and consistency. I’ve cared for dogs of all sizes for family, friends, and neighbors by feeding them, taking them on walks, playing with them, giving fresh water, cleaning up after them, and making sure they feel safe and comfortable while their owners are away. I’m responsible, dependable, and always treat every pet like they’re my own. Whether your dog is energetic and loves long walks or prefers quiet cuddles and companionship, I’m happy to adjust to their routine. I’m comfortable caring for puppies, senior dogs, and dogs that need extra patience or attention. I know how important it is to trust someone with your furry family member, and my goal is to give you peace of mind while making sure your dog is happy, healthy, and well cared for until you return. I look forward to meeting you and your pup! As a high school student, I have a flexible schedule outside of school and can provide reliable pet care during evenings, weekends, holidays, and many school breaks. I’m happy to work with your pet’s normal routine, whether that includes walks, playtime, feeding, medication reminders, or simply keeping them company. I’ll always communicate with you and provide updates and photos so you know your pet is happy and well cared for. Your pet’s safety and comfort are my top priorities. I carefully follow each owner’s instructions, including feeding schedules, exercise routines, medications, and any special care your dog may need. I take the time to earn each dog’s trust and make sure they feel safe and relaxed. I’ll keep your home clean and secure while you’re away and treat both your pet and your home with the same care and respect I would my own. You can also expect regular updates and photos for peace of mind.

Sitter Profile Image: Ariel T.
Verified Enhanced Background Check
Ariel T.
from
$30
per walk
3 years of experience
Posen, IL, 60469

About: What sets me apart is that I’m a veterinary technician, so I have professional experience caring for animals with a wide range of needs. I’m comfortable administering medications, following specific care instructions, and recognizing potential warning signs of illness or changes in behavior that may need veterinary attention. I know how to assess a situation, monitor pets closely, and communicate with owners if I notice anything concerning. I’m also comfortable caring for puppies who need extra patience, consistency, supervision, and guidance as they learn routines. For senior pets, I understand that they may need a slower pace, extra attention, medication, or additional monitoring to keep them comfortable. Most importantly, I treat every pet as an individual and take the time to learn their personality, routine, and needs. Whether your pet wants lots of playtime and walks or prefers relaxing and cuddling, my goal is to make them feel safe, comfortable, and cared for while you’re away—and to give you peace of mind knowing they’re in experienced hands. Pet care fits naturally into my daily and weekly routine. As a veterinary technician, I’m accustomed to caring for animals and making their health, safety, and well-being a priority. I’m available all day Sunday and Monday, and Tuesday through Saturday from 4:00 PM to 10:00 PM. I can provide feeding, walks, playtime, medication administration, and attentive monitoring based on each pet’s individual needs and routine. When caring for pets in a client’s home, I focus on maintaining their normal routine so they feel comfortable and secure while their owner is away. I follow feeding, walking, exercise, medication, and care instructions closely, while also providing plenty of attention and companionship. As a veterinary technician, I’m experienced with administering medications and monitoring pets for changes in behavior or potential signs of illness. I take their health and safety seriously and will communicate with the owner promptly if I notice anything concerning. I also make sure pets receive appropriate exercise, playtime, bathroom breaks, and plenty of love and attention. My goal is for every pet to feel safe, comfortable, and well cared for in their own home.

Sitter Profile Image: Lauren A.
Verified Enhanced Background Check
Lauren A.
from
$25
per walk
5.0 out of 5 stars
• 17 reviews
7 repeat clients
10 years of experience
Evergeen Park, IL, 60805

“Lauren was great. She was really flexible and responsive. Thank you for looking after Lani.”

Profile image
Chris G.
Sitter Profile Image: Kat C.
Verified Background Check
Kat C.
from
$25
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Evergreen Park, IL, 60805

About: Hello! My name is Kat and I am looking to help you out, enjoy spending time with your animals, and to make some extra money to pay off student loans. I love animals with all my heart and have grown up with dogs/cats in my house. I have used this app before and have been very successful! I have dog and cat sat for family members, neighbors, and families of friends. I have a lot of experience with walking, sitting, and with animals in general! Feel free to contact me with any questions or if you would like to get to know more about me! I am available to process the rates through CASH, CHECK, PAY PAL, VENMO, ZELLE, etc! RATES ARE NEGOTIABLE IF NEEDED! :-) I am very flexible! I work mostly remote and I have made time for pet sitting! I can adapt to any schedule that is needed. I am a very experienced pet sitter and have a wonderful reputation. Animals are so important to families and people — so it’s important to treat them with all your heart!

1 / 1
View more

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

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

Profile image
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 😊

Profile image
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!

Profile image
Bryan G.
Dog Walking
1 / 1
Find dog care near you

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. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 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 is $22 per walk as of November 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 November 2026, there are 11,951 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 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 a map of the walking route, 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 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:

  • 85% of walkers can help with special care needs
  • 90% 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 Meet & Greet.

walkers on Rover set their own cancellation policy, 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge