Dog Walking Madison
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Madison, 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.
About: I grew up with dogs and recently owned 2 rescued dogs. I have land around my home and access to a wooded area with trails for longer walks. I am comfortable with caring for dogs in any facet. I am a teacher and I am looking for summer work. I am free every day until late August. I am willing to walk your dog in your neighborhood or board a dog over night. I have a stake in my yard for when my daughter visits with her 35 lb. Dog. Previous bigger dogs were walked on a leash at all times. I usually walk my dogs 1-2x daily for up to a 1/2 hour.
About: I have owned dogs all my life. I am currently a hound mom of four. One of my dogs is also deaf. I am experienced in special needs dogs as well as dogs of all ages and sizes! I offer basic training daily -sit, stay, recall, as well as other training by request! For details on services feel free to message me. Website is facebook- Cookie's Hounds I currently have an office job but I am looking to move into full time pet care. I love to wake up and begin my day with letting my dogs into my fenced in yard and enjoying the sunshine. The animals in my care are my #1 priority at all times of the day! I have a fenced in yard that has been hound proofed for any escape artists. I strictly monitor all animals while they are outside as well as inside. Inside I have a gated play room with toys and a lounge for animals and I while indoors. For outside of my home I follow strict care instructions and close if not constant monitoring of animals
About: I’ve lived and taken care of dogs and cats my whole life and have had multiple temporary dog sitting jobs. Jobs including; walking, feeding, bathing, etc. I’m working part time but am free many days of the week. I’m available mostly in the afternoon and night hours. If needed, I am able to work around some mornings. I have a fenced in yard in which my dogs run freely around. My clients dogs will be well cared of under my supervision and I will listen to any instructions necessary.
“Dennis is personable, prompt, and flexible. He offers a variety of services for your canine companion. I appreciated his very thoughtful observation of my dog’s body language, behavior, and preference cues - Elliot can take a moment to warm up to new friends and lives to play with his flirt stick. I would, without reservation, recommend Dennis as your walker, play date companion, and house sitter.”
About: I’ve watched many pets of friends and co workers. I’ve myself had a lot of pets growing up as well. I used to volunteer at a pet shelter as well. Recently graduated and work part time and I have a lot of free time. Weekends are usually free too for taking care of a pet I make sure to take long walks, give a lot of pets and love. I love hiking as well so I can surely make sure your pet releases all of their energy
The median cost per walk for dog walking in Madison is $20
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 - Madison
Select a filter and find qualifying sitters offering dog walking.Sitters in Madison average 3 repeat dog walking clients
FAQs for Dog Walking - Madison
Frequently asked questions about Rover
As of November 2026, there are 293 sitters on Rover offering Dog Walking across Madison. 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 Madison. 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 Madison 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 Madison. On Rover:
- 89% of walkers can help with special care needs
- 94% 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.
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