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

Over 2 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.
“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!”

About: Every week I take shelter dogs on enriching field trips, helping them burn energy, explore new places, and just be dogs. That same care and attention is what I bring to every client's pup. I hold a Dog Shelter Handling Certificate and have my RECOVER Pet CPR certification, and I've worked with all kinds of dogs: high energy wrestlers, anxious sweethearts, and everything in between. I have experience with puppies, adults and elderly dogs alike, big and small! With me, your dog gets: -Fun, enriching outings tailored to their personality -Plenty of affection and individual attention -Detailed updates with photos after every visit My goal is for every dog (and their humans!) to feel happy, safe, and cared for. I look forward to meeting you and your furry friend! I work pet care into my daily routine and plan my schedule around walks and drop in visits. I prioritize reliability and consistency so pets stay comfortable and on their normal routine. I enjoy being active and flexible, so it’s easy for me to fit pet care in consistently during the week. I focus on making pets feel engaged through exercise, play, enrichment toys/treats, and lots of attention. I always try to stick closely to your pet’s normal routine and any instructions you provide including crating and I’ll send detailed updates with photos so you can feel confident your pet is in good hands.
About: Hello! I am a senior at the University of Kentucky. I have grown up around animals my entire life, and I would love the opportunity to take care of your pets! I am currently working part time, and my schedule is flexible. I have the most availability in the evenings, and I am willing to accommodate your schedule. I love to play with animals, and I will be sure to take good care of your pets! I am willing to provide any services needed to ensure that you are comfortable.
“Julie has been amazing walking our pups!! Great communication and she sends wonderful photos! One of our dogs gets nervous around people sometimes, but she's been comfortable with Julie straight from the start 😃”

About: I'm a responsible, animal-loving mom of three and a lifelong pet owner — from our family pets growing up to dogs of my own as an adult. I’ve helped raise puppies, cared for senior pets, and I’m comfortable with dogs and cats of all sizes. Animals warm up to me quickly — I bring calm, friendly energy and always meet them where they’re at, whether that’s a playful puppy or a shy cat who needs patience. These days, my kids’ busy sports schedules keep our household full of energy, but I miss having daily time with animals — which is why I’d love to help care for yours! I understand how important it is to find someone dependable and respectful to look after your pets and your home. I'm trustworthy and always follow care instructions to the letter. I’ll treat your pets as if they were my own — with patience, affection, and plenty of playtime or walks to get their wiggles out. I’m available on weekdays during school hours and some weekends for walks, drop-ins, or playtime visits. Since I work my own schedule, I’m flexible and can often accommodate last-minute needs. Whether you need a mid-day dog walk, a drop-in visit, or some extra company for your furry family member, I’ll make sure they’re happy, safe, and loved while you’re away and get the care and consistency they deserve. I don’t currently have pets of my own, which means my full attention goes to yours during our time together. When I’m in your home, I treat it with the same care and respect I’d expect from someone entering mine. I take time to learn each pet’s routine and comfort level — from preferred walking routes to feeding habits and favorite toys. I keep doors and gates secure, watch closely on walks, and make sure every visit ends with a happy, relaxed pet (and a clean space).
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.
About: I have taken care of animals since I was about 10 years old, I’ve been trusted with families as well as family, friends, and family to watch dogs. Ever since I was born, I’ve grown up with a yellow lab, and a Labradoodle, who I currently have still I’ve cared for dogs, my whole life, and understand the importance of finding someone who is reliable and trustworthy to watch your dog. I am a sophomore at the University of Kentucky and home for the summer. I have a Summer job that I work three times a week but I do not work all day, so watching your dog would be a simple task. I understand the importance of making sure your dog is safe and with someone who is trusted, which is why I will ensure to send pictures and give my full attention to your dog whether it’s helping with medicine, which I have to do with my current dog understanding its behaviors.
“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.”

“Rebecca has been amazing with our dog! She is always on time, gives us updates on the walks, and helps adjust to anything we might need for that particular day regarding the dog's needs. I would trust her with my dog any time!”

About: I have pet sat for family and friends for 2 years now. I have watched everything from dogs and cats to pigs and lizards! I am able to give medications if need be. I am currently working during the day for 8 hours. I usually stop home and will return around 9 each day. On the weekends I tend to be home more. I always make sure the animals are too priority while I’m in your home. Whether it when I wake up, come back or before I go to sleep I make sure all their need are taken care of.

“Definitely not our last time working with Tabitha. She was wonderful! She’s punctual, thorough, great with animals, friendly, and trustworthy. Will be contacting her again.”

“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!”

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.
“We tried Janae after our regular walker wasn’t available & another didn’t respond. She responded right away, was very accommodating, arrived early, & took good care of our Shelby. We would definitely recommend.”

About: Every companion has their own individual personality, and I'm here to adapt to whatever your pet's wants and needs may be! Myself and my two dogs, Richardt and Darryl, live in a quiet, kid-free house on four acres of fenced in land. The property is also located near multiple parks for added exploration and walks, if desired. Both of my dogs love other dogs of all breeds and sizes. Richardt is an 11 year old senior Boston Terrier with an incredibly laidback personality, and Darryl is a 2 year old Boston Terrier pup with a playful, curious energy about him. I've been working professionally with animals for the past 12+ years, and have been a proud pet parent for even longer. My work history includes five plus years with the Animal Care Society, Treat's Pet Resort, and PetSuites Resort & Spa, as well as caring for my own personal clients' pets for the past 18 years. I’m also a Level 2 Reiki practitioner and would love to provide holistic energy work as an additional service for your companion, if desired. Feel free to ask any questions you might have! Please feel free to reach out if you'd like to schedule a meet and greet prior to booking as I'd be more than happy to accommodate! I work from home part-time, which allows for me to be readily available to cater to both you and your pet's needs - everything from regular potty breaks, to photo updates, to whatever special needs and/or desires your pet might have. I'm available all days of the week, at virtually any time you might need. The environment your pet will be cared for in is one that provides calmness, safety, and security. Whatever your pet's desires may be, you can expect for them to be met by my two dogs and myself. If they want to play, we can play! If they want to nap, we can nap! It's your dog's world, we will merely just be living in it. I have two additional crates your pet(s) can use, if needed. In addition to crating, I also have a baby gate if you think your pet might prefer some time away from others at any point during their stay. You can rest assured knowing that your dog will have the perfect balance of structure, play, and relaxation when staying with us.
About: I've personally had dogs for over 20+ years. My pack has been as small as 1, but as large as 5. I've been active in rescue groups and truly feel like dogs are the answer for any sadness. I've recently lost my soul dog after a 2 year struggle with cancer. My heart isn't ready for another dog, so I am hoping I can still get my cuddles in and help people out in the meantime. I've become a pro at giving medicine, so if you need a midday dose giver, Im your gal! I'm a realtor, so my schedule is pretty flexible. I can make most days or evenings work. Whatever your pup needs, I can make it happen! I follow orders, so I won't put your dog into a situation they aren't familiar with. I totally get all animals are different and respect how people work with their own.
The median cost per walk for dog walking in Crestwood is $20
Dog parents share their Rover experiences - Crestwood
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?
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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 Rover works

1. Search
Browse profiles of sitters near you who offer dog walking
2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Crestwood sitters!Sitters in Crestwood average 3 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 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 1,124 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:
- 94% 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.








