Dog Sitting Madison
Book a Madison dog sitter to watch your dog in your sitter’s home or yours.
Over 836 pet parents in Madison have booked dog sitting
Madison, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Olivia was an amazing sitter! She took such great care (and pictures) of Matilda. We loved seeing her updates and were never worried about our fur baby while we were away. Olivia is a rockstar!”
“Cortney was amazing ! She went above & beyond to be with my pets while I was away for a days. She sent pictures & let me know how things were going . She is a great person & I enjoyed getting to know her . I will definitely have her check in with my pets again!!! What a wonderful relief to know my fur babies were in great hands .”
“Austin was great at the meet and greet. He took notes and ask good questions. He has performed several drop ins and is learning how to work with my dogs. They can be difficult because they are afraid of new people but he is patient with them. We really appreciate his time and effort.”
“Cynthia did an awesome job watching our three dogs. Communication was great, she sent lots of pictures and did exactly what we asked her to do. I highly recommend Cynthia if you need someone to watch your pups! We will definitely use her services again.”
“INCREDIBLE PET SITTER! I've lived in multiple states and she's the best I've had by far. She went above and beyond to take care of my floof! I'm so grateful. Just the best!”
About: I’ve had pets since I was born and trained all of them, just simple commands. I love all animals and have pet sat for friends and family often! I’m currently a stay at home mom so I am free all weekdays and most weekends. I have no issues giving your pets the care and love they need. I can give each pet specific, catered care. My goal is to ensure your fur babies are emotionally and physically taken care of. From high energy, to low energy, I can adapt to almost any requirements.
About: I don’t have a dog - let me love on yours! I can offer a combination of love, experience, and specialized skills! Whether it's helping puppies learn the ropes with gentle training or providing extra TLC for senior pets, I tailor my care to each pet's needs. Your fur baby will get more than just a sitter — they'll get a trusted companion who’s got their best interests at heart. I currently work 3 days a week, each week my schedule varies regarding which 3 days Monday-Friday. Weekends and nights are available for late/night shift workers. Small yard and neighborhood with plenty of sidewalks for walking. More than happy to take your dog to a greenway or walk around your area!
“Colleen was great with our two dogs, Brodie and Sara. She came over prior to the trip and met both dogs and reviewed our wishes in detail. She was prompt each day and we received a report on each visit to include a picture of both dogs. When we arrived home Brodie and Sara were happy and playful unlike when we pick them up from the kennel and they look emotionally and physically beat down. We will be using Rover and Colleen for our future needs.”
About: Hi, I'm Lisa — a Registered Nurse, a mom, and a lifelong animal lover. For 17 years I've cared for people at their most vulnerable, and I bring that same calm, attentive, compassionate approach to every pet in my care. Pet care isn’t a side gig or something I stumbled into - it’s a deliberate choice rooted in a lifelong love of animals and a professional commitment to doing things right. I understand what it means to trust someone with the ones you love and I take that responsibility very seriously. I am independently insured and bonded, giving you peace-of-mind that you are fully supported when I am caring for your pet. I'm home during the day, which means your pet gets real, focused attention — not a rushed visit squeezed between other obligations. When you're at work, traveling, or just need a break, your furry family member will be safe, comfortable, and loved. I structure our days around our clients' pets. Morning walks, midday drop-ins, and daytime care all fit naturally into my daily routine so your pet's schedule stays consistent even when yours gets busy. I believe pets are happiest when their routine stays intact. When visiting your home, I stick to the schedule you've set — meals, walks, playtime, and rest — so your pet barely notices you're gone. That predictability is what keeps them calm, comfortable, and well cared for.
“Karla was a wonderful caregiver and friend to our cat Ollie! She was very sweet, professional, and punctual. She knew exactly how to snuggle and spend time with our very shy kitty, and she kept him happy during his drop in visits in our own home while we were away. Highly recommend her cat care services or home visits, and I'm sure she's excellent with the puppers too. We will definitely request her visits in the future!”
“Madison is extraordinary and we feel so lucky to have connected with her. The services and care she provided in our absence went above and beyond our expectations. She not only executed the agreed to basics for our two pups (one 50# special needs (IVDD/back leg partial paralysis) lovebug, the other a 60# goof that can just plain be a jerk) but also made sure to give them extra outside play / loved on them during her drop in visits. Additionally ensuring they were watered up, comfortable and cleaned up before leaving. Madison made sure in the daily report outs to give details to ensure we were kept informed and noted anything unusual. This is the first time I have been away in almost a year and Madison absolutely allowed me to have piece of mind that my pups were in excellent hands and that they were being cared as I would ... not an easy thing to do! She knocked it out of the park and will be my first choice any time the need arises. Very highly recommend to any and all.”
“Kira was AMAZING with my fur-babies! She sent me photos daily and the pups were always smiling. She wasn't afraid to reach out if she had any questions, which is what I wanted. She took on a mighty task of taking care of my 2 dogs, cat, and 2 birds, which is a lot to handle, but she did it like a pro. She was so wonderful in helping with the little things too. Not to mention, it was so nice coming home and my house was clean. I would HIGHLY recommend Kira if you're looking for a sitter who will love your fur-babies like they were her own. I give Kira 5 stars!!!”
About: I have several clients and I love watching other people pets while they are away, and want to make sure your pet still gets love I love to send updates, and pictures so you know how your sweet babies are doing and so I can keep you in the know. Your babies will be in great hands and I will give them lots of love while you are gone. I do work Full Time for the Rocket City Trash Pandas as their Merchandise Coordinator I will walk them, give them lots of cuddles and love, and they can even sleep in the bed with me if you allow it
“Jazmin is great! She’s very communicative and takes great care of my boy. He’s always so happy and calm when I come home. She makes sure he potties, has plenty of water, and lets me know how he did. She even took on an additional day last minute. I would recommend her to my friends and family knowing she really cares for my baby!”
“This was our first time using Rover and the first time our pets were going to be cared for my someone other than family so I was very nervous. Amber did an excellent job explaining Rover's policies and procedures. She made my fur babies feel so loved during the meet and greet and calmed my anxiousness. Our pets were very well cared for during their drop in visits and we will definitely book again!”
The median cost per visit for dog sitting in Madison is $20
Dog parents share their Rover experiences - Madison
This was my second time booking with Tyler, and I would absolutely book with him again. He did an amazing job caring for our dog and gave us complete peace of mind while we were away. It was clear that our dog was well cared for, happy, and comfortable. Tyler is reliable, attentive, and genuinely cares about the pets he looks after. I highly recommend him to anyone looking for a trustworthy and caring sitter!
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 sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog sitting
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 sitting - Madison
Select a filter and find qualifying sitters offering dog sitting.Sitters in Madison average 7 repeat dog sitting clients
FAQs for Drop-In Visits - Madison
Frequently asked questions about Rover
The average cost for Dog Sitting in Madison on Rover is $19.98 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Sitting 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 Sitting. For more information on service fees, click here .
As of August 2026, there are 678 sitters on Rover offering Dog Sitting across Madison. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Madison stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Madison choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
Every sitter 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 .
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.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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 sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters 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.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Madison with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Madison. On Rover:
- 89% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 93% 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.
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 sitter.
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