Dog Sitting Madison
Book a Madison dog sitter to watch your dog in your sitter’s home or yours.
Over 793 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.
“Shatoria was so great with my cats. She is very responsive and a great listener. I had a lot of changes in care instructions, and she handled everything patiently and without any issues. She kept me updated, followed all the details carefully, and made me feel completely at ease while I was away. I could tell my cats were well cared for and comfortable with her. I would absolutely trust her again and highly recommend her to anyone looking for a reliable and attentive pet sitter.”
“We really appreciated Hannah. She was prompt and professional and showed immense comfort around my 3 dogs who had never been let out by someone they didn't know. I'd use her every time!”
“Brenda is extremely communicative and flexible — when our travel plans changed, she was able to continue looking after our dear cat. We’d recommend her for any of your pet-sitting needs!”
“It was our first time leaving our kitty for an extended period of time - Anna took excellent care of our girl! She eased my worries with frequent text and photos updates and was very patient getting to know our cat. We also ran into some technical issues (on my end) and Anna was very flexible! We are so grateful for her.”
“Karly was wonderful caring for my two human loving cats. She also took care of the garden and birds over the weekend. I highly recommend her, and plan to use her again when out of town.”
“My pups loved Beatrice during her drop-in visits throughout the week! She provided great pictures of both of them which let me knew that my dogs were well taken care of while I was busy at work. Thank you so much! I will definitely book her again for other dates! :)”
“Tatyana went well above and beyond our expectations! She took great care of our two kitties as well as looked after our house when she came over. We’re definitely hoping to have Tatyana look after our kitties next time too!”
“Eleyna took great care of my dog, Luna, while I was away. She was very communicative and kept me updated throughout, which gave me a peace of mind. She was attentive, easy to work with, and made sure to understand all the details about Luna’s routine and needs so she could take the best possible care of her. I really appreciated how thoughtful and reliable she was, and I would definitely recommend her to anyone looking for a caring and responsible pet sitter.”
About: I’ve had dogs in my family since I was born and my grandparents volunteered for a dog rescue shelter in Eagle River, WI. I am also studying to become a mental health therapist and work with elderly, children, and those with intellectual disabilities. I believe have lots of soft skills from this experience that the animals like! During the semester I will be busy from roughly 9am-3pm, but outside of that I am very flexible for hours! My main job requires at most 3 hour sessions. I care for pets as if they were royalty! They are one of the biggest sources of joy in my life and I just couldn’t imagine not pampering them.
“Jennifer is great with Lily. She was able to fit Lily into her schedule on a short notice. I love the pictures she sends me and the feedback. I will definitely use her in the future.”
“Taylor is amazing with my 2 big dogs. The very first day she had my shy and wary 80 lb shepherd giving her kisses and letting her brush him with his tail wagging the whole time! I am so happy that we've found such a wonderful and skilled dog walker/taker outer.”
“Hillary went above and beyond while taking care of our cat. She made him fun forts to play in, and even brought him extra treats. She treated him like he was her own and we are very grateful.”
“Ben provided excellent care for our dog and cat while we were on vacation for a week! He did 3 drop-in visits a day, arrived on time, and provided pics and videos. THEN, when our flight was delayed and we were stuck for two additional days, he covered those visits as well, which was amazing as we were already under a ton of stress due to the delay. We will definitely book Ben again and highly recommend.”
“Nate cat sit for me for a little over a week and was exceptional. It was my first time away from my two cats for so long, and Nate’s frequent updates and pictures really helped put me at ease. Nate frequently spent extra time with them, and I know they’re currently missing how much Nate played with them. I would highly recommend Nate and will use him again.”
About: I’ve been surrounded by animals my entire life—growing up in a home full of fish, birds, cats, dogs, and rodents taught me early on that pets are family. I truly believe every animal deserves love, patience, and attentive care. Today, I share my home with my friendly dog Birdie, who loves meeting new furry friends and makes a great playmate. My two kids are also passionate animal lovers, and together we create a safe, warm, and pet-friendly environment. I’m experienced in administering medications, whether pills, drops, or topical treatments, and I’m happy to support pets with special needs. I also offer daily walks for exercise and enrichment, and I’m comfortable with crate training if it’s part of your routine. Whether your pet is playful, shy, energetic, or relaxed, I’ll treat them with the same love and respect I give my own. I work full-time during the week, but on my weekends off, I love spending my time caring for animals. Pet care has always been a part of my life, and I’m excited to offer reliable, loving support to fellow pet parents when I’m available. Whether it’s weekend drop-ins, walks, or cuddles while you’re away, I’m here to help give your pets the attention and care they deserve. Your pet’s safety and comfort are my top priorities. My home is fully pet-friendly and thoughtfully pet-proofed to ensure a secure environment. I use baby gates to create designated pet areas, so dogs can have their own space or be kept out of certain rooms when needed. I also have a large, fully fenced backyard—perfect for safe outdoor play and potty breaks. Fresh water is always available in multiple areas of the home to keep pets hydrated throughout the day. Whether your pet loves to run or relax, they’ll have a secure, comfortable, and caring space to enjoy.
“Siri was very tentative with our dog and communicated well. Siri was able to give Robin her medication, feed, water, and spend time with our senior dog. We would definitely have her care for our dog again.”
“Sofi was patient and caring for my dog. My dog warmed up to Sofi more and more each drop in visit. She was great at communicating and sent adorable pictures. Very reliable!”
The median cost per visit for dog sitting in Madison is $20
Dog parents share their Rover experiences - Madison
Blanca was great taking care of my dog! She sent lots of picture updates and snuggled up with him, which is really all I needed. Finn really seemed to like her, and she went out of her way to train and clean up a pet stain (which wasn’t her fault at all). I’d definitely book with her again!
Jacob was great! He came by to check in on our dog while we were away for the day and was super friendly, responsible, and easy to communicate with. He sent us photos and updates during the visit, which we really appreciated. We felt completely comfortable knowing our dog was in good hands and would definitely book with Jacob again!
Eleyna took great care of my dog, Luna, while I was away. She was very communicative and kept me updated throughout, which gave me a peace of mind. She was attentive, easy to work with, and made sure to understand all the details about Luna’s routine and needs so she could take the best possible care of her. I really appreciated how thoughtful and reliable she was, and I would definitely recommend her to anyone looking for a caring and responsible pet sitter.
Anna was absolutely amazing! She was reliable, communicative, and went above and beyond to make sure my dog was happy, comfortable, and well cared for. I received thoughtful updates and photos that gave me so much peace of mind while I was away. My dog absolutely adored her, and it was obvious they formed a great bond. Anna treated my pup like one of her own. If you’re looking for someone who is kind, trustworthy, dependable, and truly passionate about dogs, I can’t recommend Anna enough. I will definitely be booking with her again.
I have only positive things to say about Sierra P. She was reliable, kind, and excellent in her communication with me. I missed Rodney so much and it did my heart good to see morning and evening photos of him, and know his up-to-date activities. I would ask Sierra for pet care again in a heartbeat. She was punctual, careful, and great at following directions. Thank you Rover and Sierra!!
My pups loved Beatrice during her drop-in visits throughout the week! She provided great pictures of both of them which let me knew that my dogs were well taken care of while I was busy at work. Thank you so much! I will definitely book her again for other dates! :)
Ellen was great for dropping in on my two pups for several days in a row. It was so hot and she was careful to not walk too far as one of my pups is older and has health issues. She made sure they had a full water bowl and treats before leaving. I recommend her!
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 $21.09 per visit (as of September 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 September 2026, there are 1,396 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:
- 91% of sitters can help with special care needs
- 96% 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.
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.
Connect anywhere with the Rover app
