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

Over 128 pet parents in Crestwood have booked dog walking
Crestwood, Find top rated dog walking
“We are so grateful for Christopher and Samantha’s services! We appreciate detailed updates, videos and pictures. Communication is EXCEPTIONAL. 5 star service all the way!”

“Kiffin is the best! My dog is always so excited to see her and I know is getting lots of attention when i’m gone. She is my first experience with rover and it has been great!”

About: I have been dog-sitting since I was a teenager for family and friends, and I have grown up with pets for most of my life. I have experience with drop-ins, walks, overnight stays, allergies, and special diet/medication needs. My parents also had a boxer who tends to have lots of scabs and other skin-related ailments so bandages and first aid were common in my house. I’m a freelancer so my schedule varies week by week. My schedule during the weekdays can get pretty full with my regulars and main job. However, I’m always happy to add another furry friend to the calendar! Safety is always my highest priority for any job. I am willing to do what you consider the safest and most comfortable for you and your pet(s). I also want you and your pet(s) to be comfortable when I'm caring for them. A happy dog is the best dog!
About: I received my first puppy at 14, trained 4 dogs- all from different breeds and sizes. I say 20 years experience because I have always had a love for dogs and enjoy them at every age. I have walked, fed, bathed, house-sat, and loved & cuddled on those fur-babies! Friends, family members, co-workers, friends of family, you name it, I’ve cared for their animals. I have worked with fish, geckos, small rodents, cats and dogs. Administered medication as needed. And given as much love as they let me! I am late to bed and early to rise which is helpful for tricky schedules. I walk my dog several times a day and we play as much as her little legs can handle, so I definitely have to energy to spend. I do not have any scheduled trip for this summer or so far for fall. My schedule currently involves playing favorite Aunt on occasion to pick up and drop off kiddos. Otherwise you can find me doing a puzzle or working on a project at home. I currently only have one dog, a chihuahua- Queen of my fenced in yard. She has a feeding schedule of twice a day. We use specific words- “cookie” for instance instead of treat. That would be something to learn as all families are different with terminologies. Multiple walks a day or just playtime if we’re not feeling like stretching the little legs. My dog has care at my home if I would be caring for pets at their homes. We enjoy cooking dinner every night (she watches me cook) and snuggles with a good episode on HGTV in bed.
“Mallory was great and most importantly, my dog thought so too! We were visiting New Orleans from out of town and a bit leary about leaving our boxer in a strange place with strange people. Mallory responded quickly to my somewhat last minute request for a 3 day dog walking booking during jazz fest. She even came for a pre-visit meet and greet. She sent us photos and updates of her visits, and offered flexibility on her times. This is my first time using Rover and Mallory made it an amazing experience. I would absolutely call her again and again and again! 🐾🐾🐾🐾🐾 5/5 PAW Rating!”

About: I have taken care of all kinds of animals since I was 14; Dogs, cats, horses, you name it! In recent years, I have pet sat (Dogs, cats, fish, guinea pigs, and even a bearded dragon!) for 5 different families with regularity, relying on me to walk, feed, and bathe their pets. I took some time off to focus on my full-time job but now I am back to take care of your fur babies! I have experience with breeds of all shapes and sizes, and love to learn about each pets needs, quirks, and their favorite spot to be pet! I work as an RN full time 12 hour shifts, typically overnights! If you need a quick walk or drop in visit in the early mornings, mid day, and early evening, I'm your gal! If you need a quick drop in while you are at work or running errands, I'm your gal as well! I do not mind late night drop ins or walks as well, I am pretty flexible for walks and drop ins throughout the day if I’m not working at the hospital or studying at school. I love to walk parks and hike through trails, and your dog can come along for the ride anytime!! I am always very respectful of boundaries and client's homes. I will care for your pets just as you would, providing them with as much attention and love they desire! I am always respectful of your pets boundaries as well, and will never put them in a stressful situation. I currently live in an apartment that only allows cats, and I have one kitty cat named Booker. I am a nursing student and I study quite a bit. If your pet needs a person who can chill and keep them company, I can 100% provide that! If your pet needs someone to play and run around with, I can 100% provide that as well! If your pet has medical administration needs, I have experience with this as well. One family that I pet sat regularly for had a kitty who needed insulin via injection two times a day, another had a pupper that needed two pills at morning and evening feedings. I am always punctual with medicine times and I follow instructions very closely.
About: I have had pets and taken care of other's pets for most of my life! I absolutely adore animals of all kinds. I have been house/pet sitting for the last few years on my own but I'm trying to expand my client base and meet new furry friends! I also have lots of experience with cats! A large portion of my clients prefer overnight stays but I am willing to do drop ins as well. I'd love to hear from you soon. I currently work part time and my schedule is pretty flexible. With notice I can make sure I am able to spend plenty of time with your babies! I have done some house sitting before and never had any complaints! I am also very responsive and I will take good care of your pets and your home. No worries!
About: Hello! My name is Haley and I am excited to be able to help you in your pet care experience! I am a proud owner of two cats, a puppy and a snake. I have spent my life growing up around animals and training them as well. I know what love and care is needed for your animals as I will take care of them the same I would take care of mine. I have come to learn that patience, love and fun are the best qualities to have when caring for any animals. I will be sure to take the time and dedication that is needed to ensure your animal feels safe, loved and well taken care of while you are unavailable. If you have any further questions please do not hesitate to ask! * I work with a flexible schedule, which allows me to consistently build pet care into my daily routine. * As a pet owner myself, animal care is already a major part of my everyday life. * I intentionally plan my schedule to give pets reliable attention instead of rushed drop-ins. * I prioritize: * Feeding and fresh water * Playtime and enrichment * Litter box cleaning and maintenance * Medication routines if needed * Quality interaction and companionship * I understand how important consistency and routine are, especially for cats adjusting to new people or schedule changes. * I genuinely enjoy spending time with animals, so pet care feels like a natural and rewarding part of my routine rather than an extra obligation. * I create a calm, safe, and low-stress environment for every pet in my care. * I follow each pet’s normal routine, including feeding, medications, playtime, and comfort preferences. * I respect every animal’s personality and boundaries and never force interaction before they feel comfortable. * I pay close attention to behavior, appetite, energy levels, and overall wellbeing. * I keep litter boxes, feeding areas, and pet spaces clean and sanitary. * I double-check doors, gates, and safety concerns to help prevent escapes or stress. * I provide regular updates and photos so owners feel comfortable while away. * In clients’ homes, I treat both the pets and the space with care, cleanliness, and respect.

“Bailey had been a huge help for my parents! I reached out to her asking if she could take on a new client within 24 hrs due to elderly parents health emergency. She responded within minutes and showed up on time everyday. My parent’s dog absolutely loves her and it has been a huge blessing for my parents during recovery. And for me being out of state, puts my mind at ease that she is helping in a way I cannot. I highly recommend her”

About: I have been pet sitting for neighbors and family friends over the summer for years now. I love pets of all sizes and breeds and I’ll treat them like my own. I am home for the summer looking for a way to make money for school and what better way than being surrounded by the cutest fur babies! I have morning and midday availability throughout the week, but I am available on Sunday mornings or Mondays. I work nights for a prospect league baseball team while I’m home but aside from that my top priority will be your companions! I have two sweet pups of my own that I take for walks, feed, and cuddle with. I am willing to do lots of services and will keep them entertained.

About: I’m an experienced dog owner with years of hands-on care for dogs of different breeds, sizes, energy levels, and personalities. I currently care for a cat (My sweet Sassy) and multiple dogs, including German Shepherds, Belgian Malinois and my small breed Corgi Beagle mix Luke-y so I’m very comfortable with large, active, and high-energy breeds. I’m experienced with structured walks, exercise, feeding routines, basic commands, medication schedules, and giving each dog individualized attention. I understand that every pet has their own personality and routine, and I will treat your babies with the same patience, attentiveness, and love that I give my loves. I’m currently in the military but love nothing more than hanging out with my babies - and more babies we meet the greater! :) My babies are such a huge part of my everyday routine, so adding another pup to the mix comes pretty naturally to me. We’re big on walks, outside time, playing fetch and tug and just hanging out on the couch. I’m used to planning my day around my cat and dogs and making sure each gets the attention and exercise they need. I have multiple dogs of my own, so I know every dog is different and has their own personality and needs. I’m very comfortable with XL / big dogs and high-energy breeds, but I’m also big on keeping everyone safe and structured. I’ll follow whatever routine you have for your pup and treat them like I would want someone to treat mine.
About: I’m a life time dog owner, lover and rescuer. I have experience with all animals from puppies to senior dogs. Big or small I love them all! I’m an expert at senior care, maintaining routines, administering medicine and giving all the attention and belly rubs. With more active dogs I enjoy being able to take them on longer walks and explore new areas to keep them interested in the work around. I’m a full time college student, I am 3/4 remote learning on my lap-top so I have open availability all days except for class t/th 9am-12pm. I am comfortable with over nights and can handle long term stays. With dog walking and check ins I am extremely flexible to everyone’s schedule I follow any instructions provided first when caring for anyone’s dogs. As a routine I change to fresh water immediately when stopping in or first thing in the morning and following the feeding routine. I want to try to make the dog as comfortable as possible and then get into moving around and getting physical activity for the day!
About: I’ve cared for pets of all ages, from playful puppies to gentle seniors. I provide patient, reliable care and treat every pet like family, ensuring comfort, safety, and love. I work from home everyday of the week except Wednesdays so I have a very flexible schedule to take care of if your pets! On Wednesdays I am usually home before 2pm so your pet would not be left alone for long periods of time ever. Your pet’s safety always comes first. I provide a clean, calm environment, fresh water, supervision, and plenty of love so they feel secure and happy.
About: I have 3+ years of experience caring for pets. I grew up with dogs, who all had specific needs. I have experience with special diets and even diabetic dogs. I have been relied on by neighbors and family to take care of pets. I have one kitten who gets along with both cats and dogs! I work remote full time M-F 7:30-4pm. I’m free anytime. I’m available all weekend as well. I enjoy going for walks with pets or having them in my home! I live in a clean environment with a long complex to walk across and a large backyard area. I clean up after pets and keep all areas sanitized.
The median cost per walk for dog walking in Crestwood is $20
Dog parents share their Rover experiences - Crestwood
This was only our first meeting with Brad. We booked him for 1 hour prior to a planned pet sitting stayover to meet us and our loving boy Jackson. To familiarize Brad with Jackson's routine, we wanted him to join us while we took Jackson on his daily walk. Brad was attentive and asked thorough questions about Jackson's care. They got along right away. We feel more comfortable having scheduled a longer initial meet. It gave us more peace of mind in knowing that the care and well being of our sweet baby and the care and regard for our home will be in good hands!

Mallory was great and most importantly, my dog thought so too! We were visiting New Orleans from out of town and a bit leary about leaving our boxer in a strange place with strange people. Mallory responded quickly to my somewhat last minute request for a 3 day dog walking booking during jazz fest. She even came for a pre-visit meet and greet. She sent us photos and updates of her visits, and offered flexibility on her times. This is my first time using Rover and Mallory made it an amazing experience. I would absolutely call her again and again and again! 🐾🐾🐾🐾🐾 5/5 PAW Rating!

Fiona was amazing with our dog. She was able to work on short notice, and was flexible. She showed up on time, and our dog was in great hands. She also hung out with him, and sat on the front porch with him - which was a nice touch showing that she cared deeply about animals.

Nicole is outstanding! She is sweet and kind to the dogs and always punctual. Belle came from a puppymill and is very leary of new people and new experiences. Nicole is calm and quiet natured which is exactly what Belle needs. Alexa is jolly but partially blind and also, needs consistency and gentle attention. We feel so lucky to have found such a wonderful person as Nicole.

Absolutely outstanding - 11 out of 10! Hired Michael at very last minute notice late in the evening after my other dog walker turned out to be a complete flake! Michael has been precisely ontime, very professional and polite, and apleasure to deal with... and my pups are eager for his arrival and return very happy! Will definitely book again!
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. Search
Browse profiles of walkers near you who offer dog walking.
2. Meet In Person
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 for dog walking - Crestwood
Select a filter and find qualifying sitters offering dog walking.Sitters in Crestwood average 3 repeat dog walking clients
FAQs for Dog Walking - Crestwood
Frequently asked questions about Rover
The average cost of Dog Walking in Crestwood is $19 per walk as of November 2026. Most bookings cost between $16 and $32 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 2,541 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:
- 89% of walkers can help with special care needs
- 94% can help with giving oral medications or injections
- 97% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a 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.















