Dog Walking Crestwood

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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.

1 / 1
Sitter Profile Image: Natalie S.
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Natalie S.
from
$25
per walk
5.0 out of 5 stars
20 reviews
4 repeat clients
18 years of experience
Crestwood, KY, 40014

Natalie was wonderful once again with Mac and Oliver. She always goes above and beyond and I can be at work without worrying about the boys. Very appreciative of her help!

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Molly O.
Sitter Profile Image: Caitlin N.
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Caitlin N.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
20 reviews
2 repeat clients
20 years of experience
La Grange, KY, 40031

Caitlin was wonderful! So communicative and prompt at responding. I could trust her right away with my pup. She was very go with the flow too when we had some last minute garage door issues. Very grateful!

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Ahrissa M.
Sitter Profile Image: Gabriella R.
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Gabriella R.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
77 reviews
22 repeat clients
19 years of experience
Louisville, KY, 40245

Gabriella was wonderful! She made the whole process so easy and we loved the updates. Our pups loved her and the walks! 10/10 would recommend and use again!

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Ashley E.
Sitter Profile Image: Joanna N.
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Joanna N.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
70 reviews
30 repeat clients
6 years of experience
Louisville, KY, 40223

Joanna was fantastic. She was punctual, and left pics/feedback after every walk. 10/10 recommend.

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Kelli J.
Sitter Profile Image: Kyra C.
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Kyra C.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
41 reviews
12 repeat clients
3 years of experience
Crestwood, KY, 40014

I forgot to leave the key, so she came back later in the day to accommodate me. So awesome!

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Jennifer M.
Sitter Profile Image: Tabitha J.
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Tabitha J.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
635 reviews
236 repeat clients
14 years of experience
Louisville, KY, 40241

It has been a stress free week, knowing Tabitha would be walking Ro everyday. He has been noticeably more relaxed when I’ve gotten home from work in the evenings. Would not hesitate to recommend or use her services again.

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Jim And Valerie H.
Sitter Profile Image: Jenna S.
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Jenna S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
129 reviews
29 repeat clients
40 years of experience
Louisville, KY, 40245

Jenna fit our needs and our dogs needs beautifully and seamlessly. She's a great communicator. Thank You Jenna. We are looking forward to booking more walks with you.

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Carol G.
Sitter Profile Image: Adam C.
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Adam C.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
11 reviews
3 repeat clients
10 years of experience
Crestwood, KY, 40014

About: Not only have I worked with animals my whole life I also work with dogs specifically with a rescue organization called AdoptMeBluegrass. I help with their animal care weekly and am part of their foster program. My family and my own dogs have welcomed hundreds of others into our home and always provide excellent care. I am a local landlord and typically only go out to work at the pet adoption center for AdoptMeBluegrass. I have no set work hours. I spend my time with the dogs. I have a double fenced property on a dead end street. Dogs love the 3/4 dedicated dog yard for them to play on our 6 acres of land. We have crates and can make your pet feel right at home. I’m a treats giver so let me know if there is something they can’t have or any other dietary restrictions. I can also come to your pet for services while you are away.

Sitter Profile Image: Grace E.
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Grace E.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
90 reviews
15 repeat clients
10 years of experience
Louisville, KY, 40223

awhh!!! she eased me nerves so good! she spent the extra time with my baby letting her play and get to know her!! my dog has a ton of anxiety and they are besties now!! so pleased with this experience!

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Ande F.
Sitter Profile Image: Jian D.
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Jian D.
from
$20
per walk
5.0 out of 5 stars
4 reviews
40 years of experience
Louisville, KY, 40223

About: Hello! You can call me Wendy. I’m a tenured physics professor and a lifelong animal lover. I currently have three cats of my own and many years of experience caring for both cats and dogs. I have experience caring for senior pets and understand the importance of routines, medication schedules, and paying close attention to changes in behavior and health. I’m patient, reliable, detail-oriented, and committed to making every pet feel safe, comfortable, and well cared for while their family is away. For pets boarding in my home, I understand that some pets may be more comfortable having their own space. If you prefer, I can keep my three cats completely separate from your pet for the entire stay, so your pet can relax in a safe, quiet environment. As a professor, I bring professionalism, responsibility, and strong communication to every pet-sitting job. My schedule is especially flexible during evenings, weekends, holidays, and university breaks. Whether you need house sitting, drop-in visits, dog walking, feeding, litter box cleaning, or care for senior pets, I will treat your pets and home with the same care and respect I give my own.

Sitter Profile Image: Nina W.
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Nina W.
from
$18
per walk
3 years of experience
Prospect, KY, 40059

About: As someone who regularly helps care for a German Shepherd-Husky mix, I’m comfortable with large energetic dogs and the responsibility that comes with them. I enjoy taking dogs on walks, keeping them active, and making sure they feel safe and cared for while their owners are away. I’m dependable, attentive, and committed to following each pet’s routine and preferences. My goal is to provide a stress-free experience for both pets and their owners by treating every dog as if they were my own. Pet care fits naturally into my routine because I genuinely enjoy spending time with animals and staying active. I make time for walks, playtime, feeding, and giving pets the attention they need. My schedule is flexible, and I do my best to accommodate each pet’s routine so they can feel comfortable and cared for while their owners are away. When caring for pets in a clients home, I prioritize keeping their routine as consistent as possible. I carefully follow feeding, walking, medication, and care instructions provided by the owner. I understand that every pet has different needs and personalities, so I take the time to make them feel comfortable, safe, and well cared for. I also respect my clients’ home and make sure everything is kept clean, secure, and exactly as they left it.

Sitter Profile Image: Ping-Jung C.
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Ping-Jung C.
from
$16
per walk
1 year of experience
Louisville, KY, 40245

About: I am a calm, patient, and responsible person with a healthcare background. I helped care for a medium-sized adult dog for about two months, including feeding, walking, and providing companionship. I pay close attention to routines, safety, and comfort, and I understand the importance of reliable care. I am committed to treating every pet with kindness, patience, and respect. I am currently waiting for my nursing license transfer, which gives me a flexible schedule and plenty of time to care for pets. I am available throughout most weekdays and weekends and can accommodate a variety of visit times. I enjoy spending time with animals and can provide reliable care, companionship, feeding, playtime, and check-ins while you are away. I understand that every pet has its own routine and personality. During each visit, I will follow your instructions carefully to ensure your pet feels safe, comfortable, and cared for in their familiar environment. I can provide feeding, fresh water, litter box cleaning, walks, playtime, and companionship. As someone with a healthcare background, I pay close attention to details and take responsibility for your pet’s well-being and safety.

Sitter Profile Image: Simon C.
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Simon C.
from
$16
per walk
3 years of experience
Louisville, KY, 40245

About: I grew up with dogs and cats in and outside the home. Even had my own cat (Princess) for five years before she passed. I’ve never been paid to take care of animals for people outside the family but I’ve done plenty of animal care for family members. I am on my off season for work till August 26th. My daily routine for when I’m off work like this is going to peddlers malls, parks, and hanging out inside reading or watching shows. Usually free during the week any time and the weekends I am generally more busy. I do not have the facilities to bring any pets back to my apartment but I always respect people’s wants for their pets especially since you’d be paying me to do a good job.

Sitter Profile Image: Kelsey M.
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Kelsey M.
from
$20
per walk
12 years of experience
Louisville, KY, 40241

About: I’ve worked in animal shelters for more than a decade! Experienced with difficult behaviors, including arousal, resource guarding, stranger issues, and more. I use positive reinforcement only. Let me know what treats your pup prefers (or any allergies, special diets) so I can come equipped. I have dogs, cats, and exotic pets of my own. I love animals have dedicated my life to their wellbeing. I’m a skilled handler, my own dogs all present their own challenges (especially on walks). Experienced in administering medications, including injectables. I run with my dogs and would love to run with a client’s dog who is up for it! I’m also up for hikes, long walks, or just a slow stroll for my senior dog friends. Cannot accept client where I will need to use a shock collar, sorry. I work from home and have a lot of flexibility to be home or check in on animals. I love to walk and be outside, so if you pets enjoy sunbathing while I'm on zoom calls, they'll love my set up! I have a fully-fenced half acre yard and friendly animals. For drop ins and services in your home, I will follow your instructions to a tee!

Sitter Profile Image: Preston H.
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Preston H.
from
$22
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Louisville, KY, 40245

About: I have nearly 10 years of hands on childcare experience and have cared for pets alongside families for years, so safety, structure, and attentiveness are second nature to me. I understand how much trust it takes to leave your pet with someone, and I take that responsibility seriously. What sets me apart is my calm, patient approach and ability to read behavior cues quickly. I am experienced with puppies and young pets who need structure and consistency, as well as senior pets who require a gentler pace, medication reminders, and extra monitoring. Special skills include: • Puppy basics and reinforcement of training routines • Crate training support • Maintaining structured feeding and potty schedules • Senior pet support and comfort care • Administering oral medications • High energy breed management • Detailed updates with photos and communication you can rely on I treat every pet like they are my own while respecting your household rules and routines. My goal is to make your pet feel safe, loved, and completely at ease while you are away. Pet care fits very naturally into my weekly routine. I work as a nanny, which gives me a structured but flexible schedule. During the school year, I often have breaks in the day while the child is at school or activities, which allows me time for drop in visits, walks, and check ins. I do not work late evenings, and my weekends are typically open, which gives me consistent availability for overnight stays and extended care. Because I’m already in a caregiving role professionally, being attentive, reliable, and routine oriented is built into my day to day life. Caring for animals complements my schedule well and allows me to give pets the time and attention they deserve. I currently provide care in my clients’ homes so pets can remain in the environment where they feel most comfortable and secure. I prioritize keeping their routine as consistent as possible by following feeding schedules, walk routines, medication instructions, and household rules exactly as outlined. I am extremely respectful of your home and treat it with the same care I would my own. Cleanliness, security, and clear communication are very important to me. You can expect reliable updates, photos, and prompt responses while you’re away. My goal is to create a calm, low stress experience so your pet feels safe, loved, and well cared for in their familiar space.

Sitter Profile Image: Courtney H.
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Courtney H.
from
$16
per walk
1 repeat client
1 year of experience
Louisville, KY, 40241

About: I was a three times a day dog walker for an elderly neighbor. When she passed I took ownership of dog. Now I am looking for some new clients. I work from home and dog walk. I have the time to give to your pup tons of walks, play with them, and give lots of kisses. Fridays are dog park day! I can play with your dog in your home. Give your pup a break from the crate and have me walk and get play with your dog.

Sitter Profile Image: Andrew S.
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Andrew S.
from
$20
per walk
1 repeat client
20 years of experience
Crestwood, KY, 40014

About: I’ve worked with dogs for over 20 years, with much of that time spent walking and handling shelter dogs—especially those that are anxious or unsure. That experience taught me how important calm, structure, and consistency are in helping dogs feel more confident. I run Trail & Heel, a dog training and adventure-based care service in Louisville. I focus on practical, real-world training—whether that’s working with puppies, improving leash manners, or helping nervous dogs build confidence. Every walk and interaction is handled with intention. For me, care and training go hand in hand, with the goal of helping dogs become calmer, more reliable, and easier to live with. Caring for dogs is already part of my everyday life, so it fits naturally into my routine. I plan my schedule around the dogs I’m working with so I’m not rushing between visits. That means each dog gets calm, consistent attention and a much better experience overall. Care is always tailored to the dog and the service, but the approach stays consistent: calm, structured, and intentional. In a client’s home, I stick closely to their routine—feeding, potty breaks, exercise, and any specific instructions—while also reinforcing good habits like leash manners, calm greetings, and settling. In my home, I keep the environment structured and low-stress. Dogs get supervised time, appropriate exercise (including trail walks when it’s a good fit), and clear boundaries so they can relax and succeed. I only take on a small number of dogs at a time to make sure each one gets the attention they need.

Sitter Profile Image: Julie C.
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Julie C.
from
$16
per walk
20 years of experience
Louisville, KY, 40241

About: I have grown up to having personally experienced of caring for different types of animals and the fact I have a loving family and enjoy being around animals. Every pet deserves a life filled with joy, comfort, and good health. Much like humans, pets thrive on consistency and care. A healthy daily routine not only improves your pet’s physical well-being but also nurtures emotional stability and trust. From feeding schedules to mental stimulation, small daily habits can make a big impact. Let’s explore the essential components of a daily routine that can help your pet live a longer, healthier life—tail wags and purrs The effect of a companion animal on well-being is on par with regularly meeting with friends and family. I am Board of Pharmacy License in Pet Pharmacy.

Sitter Profile Image: Jasmine M.
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Jasmine M.
from
$12
per walk
1 repeat client
1 year of experience
Louisville, KY, 40245

About: Grew up with 2 dogs when I was kid. I can’t wait to take care of your dogs like they are my own family pet I’m currently active duty army. I am available all weekends. During weekday I can check on your fur baby after work around 5 o’clock. ❤️ I live in an apartment. I love going on walks and watching over pets. My home had nothing hazardous for them to get in to

Sitter Profile Image: Anne A.
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Anne A.
from
$25
per walk
5.0 out of 5 stars
30 reviews
7 repeat clients
25 years of experience
Louisville, KY, 40223

She was very polite and had no issues walking my crazy dog

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Karyssa C.
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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

We loved Preston! She was so sweet with my pups and very respectful of our home. Communication from her was fantastic and we got photos everyday. We will definitely choose Preston again!!

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Jordan rzyczycki J.
Dog Walking
5.0 out of 5 stars

Wedad was very quick to respond to my short notice request for dog walking and she was a great communicator. I would definitely use her again!

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Christina H.
Dog Walking
5.0 out of 5 stars

Audrey is perfect! Guinness loved her and she was great with him! All communication was prompt, thorough and accurate. Great pics and videos of the walks!

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Courtney K.
Dog Walking
5.0 out of 5 stars

Hannah was great! She gave our pup a great walk, was on time and very easy to communicate with. Would highly recommend!

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Kara K.
Dog Walking
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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 for Dog Walking in Crestwood on Rover is $27.75 per walk (as of August 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 August 2026, there are 1,106 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:

  • 95% of walkers can help with special care needs
  • 99% can help with giving oral medications or injections
  • 100% 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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