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
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Lucy is so energetic and loves Bodi. She takes control of him so he trusts her and obeys her. She truly enjoys animals and I am thrilled with her interactions with him.”

“Max is always happy to see Kiffin and she is very easy to communicate with about what you want for your dog. Max needs to be urged along and not sniff every 2 seconds. Kiffin makes sure he gets some decent exercise!”

“Suli is on time, communicative and knows exactly the right questions to ask. She's reliable for a pop-in or house-sitting an animal house and she is so great about sharing pictures which is always reassuring.”
“Sam was excellent and exceeded our expectations when caring for our golden retriever, Maggie! Loved the updates, pictures and videos! 10/10, would hire again in a heartbeat.”


About: Over the past 20 years I’ve owned and cared for dogs (both puppies and elderly), cats, reptiles, rodents, and invertebrates. I’ve rescued a pup and trained a couple high energy dogs, one with a great deal of anxiety and fear aggression.I have experience cat sitting for various out of town owners over the years I currently go to school part time so my schedule is pretty flexible right now. I have a one year old pup who is very active and would love to make some new friends if the opportunity arises. I love to stay active, spend time outdoors, and meet new animal friends. Providing pet care is a job I was made for. Whether in my own home, or in a clients home, I can guarantee that your pet will get the care they are accustomed to. I am a detail oriented mother myself and understand the value of knowing your instructions will be followed and your babies will be safe.

“Kyani was excellent. Extremely responsive and responsible with our dogs. She was super easy to work with and even helped arrange taking our dogs to boarding at my request. I will absolutely rebook with her next time I need pet care. Very personable and obviously a dog lover.”
“Mike is fantastic, he communicates and sends updates with pictures every time. We have a large (85lbs) German Shepard that is reactive towards other dogs and Mike is always very careful and gives him lots of attention - our pup loves him! He also takes care of our cats and feed them 2x a day. 10 out of 10 would recommend!”

“Anna was so great with walking our dog, Cleo! She came over the day before to learn about Cleo’s routines & get a layout of the house and yard. Anna walked Cleo & played fetch with her in the yard. She also sent pictures :) we will definitely be using Anna in the future for our drop-in and walking needs!”

“This is the second time I’ve hired Amber for dog walking and just like the previous time, she did a great job, She’s very skilled with my senior dog and her visits are usually the highlight of my dog’s day. She’s reliable and efficient, with great communication through the Rover app. I highly recommend Amber!”

About: We are both former English teachers who have nothing to do now that we’re retired. What better way to spend our time than to help you with your pets. We've had pets our whole lives. We're available to drop in and care for your pets. Our inspiration is our own experience with finding someone to care for our animals during vacations, obligations, etc. As teachers, we were trusted in the classroom for 30 years each. You can certainly trust us with your pets. We're loving, nurturing and would love to help you with your animals.
About: Professionally I have pet care experience for 4 years. I worked at a Pet Resort in the boarding department! I feed them, give them medications (including shots), walk them, play with them, and much more! I have 2 dogs of my own that I take care of. I have been taking care of dogs for as long as I can remember, it’s my passion! :) For me pet care is not a chore or something I have to do, it’s so enjoyable for me! I am currently on break so have an open schedule! I will give your fur baby so much love and cuddles! I will play with them and walk them if needed! I can provide many services as I have professional experience! :)
About: I am a very pet oriented person, having had cats and dogs in my life since I was small. I am empathetic to when pets need extra reassurance and attention and make sure to go the extra mile to make my furry friends feel comfortable and well cared for. I am currently working part time which enables me with a lot of flexibility and free time to meet your pet care needs. Chances are great I will be able to accommodate your pet visit or pet sitting schedule needs so feel free to reach out and let's get acquainted! I prefer to care for pets in their regular home space to limit their stress. I will be careful to follow all instructions and prefer written instructions for pet care and any light home care needs you have.
“We love Frances she is amazing she's always on time and Buddy can hardly wait until she gets to our house. I had to have shoulder surgery and couldn't walk Buddy so Rover was a perfect option for us. Thank you Frances for making Buddy's day so exciting he's so much more happier because of you.”

The median cost per walk for dog walking in Crestwood is $20
Dog parents share their Rover experiences - Crestwood
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.

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.
Meet local walkers who will treat your dogs like family

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 for Dog Walking in Crestwood on Rover is $18.87 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 2,615 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:
- 93% of walkers can help with special care needs
- 97% 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 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.















