Dog Sitting Madison

Book a Madison dog sitter to watch your dog in your sitter’s home or yours.

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Over 769
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.

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Sitter Profile Image: Siri S.
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Siri S.
from
$12
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
1 year of experience
Madison, WI, 53703

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.

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Stesha J.
Sitter Profile Image: Elena "Sofi" R.
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Elena "Sofi" R.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
44 reviews
12 repeat clients
5 years of experience
Capitol, Madison, WI, 53715

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!

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Ashley Paige R.
Sitter Profile Image: Ben K.
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Ben K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
123 reviews
26 repeat clients
15 years of experience
Eken Park, Madison, WI, 53704

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.

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Sara P.
Sitter Profile Image: Ashley V.
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Ashley V.
from
$13
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
Madison, WI, 53703

About: Since I was little I’ve taken care of many pets! People have relied on me when out of town many times for a puppy and older dogs. I’ve bathed dogs, cut their hair, given medicine, etc.. No matter what it says on here I am always taking new pets! Sometimes this app randomly changes my availability or accessibility. Please ALWAYS REACH OUT!!! I am a student but in my free time i love to take care of and hangout with peoples animals! I am still figuring out pricing! I will respect your home and pet. I will play with them outside if they have a yard and make sure they feel loved. I will always be responsible and take great care of them.

Sitter Profile Image: Olivia R.
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Olivia R.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
62 reviews
16 repeat clients
13 years of experience
Madison, WI, 53715

We just returned home from a weekend trip to two *very* happy dogs. This was our first Rover experience, and we were nervous about how our two dogs (one who is very anxious) would do with a new human dropping in for visits. Olivia is so kind, experienced, and communicative - I could tell right away from the first messages and pics they were in good hands. Olivia was patient with the girls warming up to her, and reported progress with every visit. She knocked our experience out of the park, and we're looking forward to more in the future. 🐾🐾🏆🏆

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Elisabeth B.
Sitter Profile Image: Alexandra B.
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Alexandra B.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
6 years of experience
Capitol, Madison, WI, 53703

About: I have always loved animals. I was the kid that would bring stray animals home asking my parents if I could keep them. I have always had dogs in my family homes. I graduated from Iowa State University with an Animal Science degree in May of 2016. I have dog sat for other families in the Waterloo/Cedar Falls area. I honestly love dog sitting and I have even taken care of some turtles and tortoises. I don’t really think of pet sitting as a job, but rather an opportunity to provide a safe and loving environment for your family pets while you are on vacation or if you have other obligations. I know how difficult it is to find someone who cares for your animals as you do, and I would truly love to be that person.

Sitter Profile Image: Sarah W.
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Sarah W.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
56 reviews
19 repeat clients
26 years of experience
Madison, WI, 53704

Sarah as always took great care of our cat, was very communicative and sent us lots of photos and videos. Our cat is always very happy when Sarah comes to visit!

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Julia N.
Sitter Profile Image: Kayden L.
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Kayden L.
from
$17
per visit
5.0 out of 5 stars
10 reviews
3 repeat clients
6 years of experience
Madison, WI, 53704

Excellent pet care giver. Kitty enjoyed meeting him at the door.

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Henry A.
Sitter Profile Image: Louisa M.
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Louisa M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
92 reviews
25 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

Couldn't have been more pleased with my experience. Louisa was friendly, prompt and communicative. My pups were well taken care of and I was stress-free. I'd absolutely use Louisa again for future trips.

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Christopher
Sitter Profile Image: Alex T.
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Alex T.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
70 reviews
18 repeat clients
13 years of experience
Madison, WI, 53703

Alex was great and took wonderful care of my K9 child. He was great about communicating and providing photos during check-ins etc. I would highly recommend Alex as a trustworthy, professional pet sitter to take care of your fur babies while you’re away. Will book him again!

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Robert S.
Sitter Profile Image: Cheyenne K.
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Cheyenne K.
from
$25
per visit
5.0 out of 5 stars
296 reviews
75 repeat clients
15 years of experience
Burr Oaks, Madison, WI, 53713

Cheyenne took awesome care of our dog on short notice-we appreciated all the detailed updates, pictures, and all the love she gave him while we were away. Thanks Cheyenne!!

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Antonia P.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
48 reviews
16 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

Liz was very flexible and willing to help with my 3 pit bull/bully doggies on short notice. Very kind and understanding. Great help. Thanks Liz!

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Julia X.
Sitter Profile Image: Lisa T.
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Lisa T.
from
$25
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
2 years of experience
Madison, WI, 53701

About: I'm a genuine animal lover who treats every home and pet as if they were my own. Whether you have an energetic puppy, a senior dog needing extra care, a shy pup who takes time to warm up, or a small apartment with a feisty terrier — I show up prepared, patient, and attentive. My priority is making sure your pets are happy and your home is respected, so you can travel with real peace of mind. I welcome meet-and-greets beforehand, communicate throughout the stay, and always leave your home just as I found it. Pet sitting is my primary focus when I take a sit — I'm not squeezing it in around a busy schedule. Your pets get my full attention, not leftover time. I stay in your home for the full sit, keeping your pets in their own space with their familiar routines, smells, and comfort. No disruption, no transport — just consistent care in the environment they already trust.

Sitter Profile Image: Stacey S.
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Stacey S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
19 reviews
9 repeat clients
38 years of experience
Fitchburg, WI, 53711

Stacey is the best cat sitter I've ever used! I had to leave the country for a month, and she took excellent care of my cat. I received several pictures daily and detailed updates, which reassured me he was in good hands. Even during a building fire alarm, she visited him to ensure his safety.

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Itay G.
Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
32 reviews
7 repeat clients
10 years of experience
Madison, WI, 53704

Needed a couple drop-ins on short notice so I contacted Hailey and she got back to me right away. We set up a meet and great for that evening and she was right on time. All 3 dogs just loved her at first sight! After they got their attention we went over all the details of food, water, etc. She was on time to appointments and sent pics during visit. Hailey has great communication and I will definitely use her again.

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Shawn M.
Sitter Profile Image: TAYLOR P.
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TAYLOR P.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
37 reviews
14 repeat clients
15 years of experience
Madison, WI, 53704

Taylor was wonderful with Louise. She came everyday, kept his bowl filled and spent time with him. Was very pleased with her service and she sent a bunch of photos. Thanks Taylor!!

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Gwen G.
Sitter Profile Image: Hannah H.
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Hannah H.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
19 reviews
4 repeat clients
12 years of experience
Eastmorland, Madison, WI, 53714

Hannah was great! She agreed to do 2 meet and greets since we were moving and came in to feed our kitten (16 year old prissy cat) and got her to take all her meds, no problem! Thank you, Hannah!

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Amanda C.
Sitter Profile Image: Ann A.
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Ann A.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
130 reviews
49 repeat clients
10 years of experience
Madison, WI, 53719

Ann did a great job checking in on my three cats over the holidays. I so appreciate knowing they are looked in on and given a little attention while we are out of town. Thanks, Ann!

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Jen C.
Sitter Profile Image: Stina S.
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Stina S.
from
$40
per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
9 years of experience
Middleton, WI, 53562

We absolutely love Stina! She takes amazing care of our boys and treats them like her own. It gives us such peace of mind, especially when working overnight shifts, knowing they’re in such good hands. Reliable, kind, and genuinely caring—she makes everything so much easier for us. Highly recommend!

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Nick D.
Sitter Profile Image: Bailey T.
Verified Enhanced Background Check
Bailey T.
from
$20
per visit
6 years of experience
Capitol, Madison, WI, 53703

About: I am a recent graduate of Purdue University in Indiana, now pursuing a law degree at the University of Wisconsin! I am an avid animal lover, and know I will be missing my own mini bernedoodle (Moose) while I am away for school! I have been dog sitting/house sitting/babysitting/etc. ever since I got my driver’s license at 16! I love spending time with others’ pups! I would love to meet you and help you and your pup out however I can! I am a full time student, with a somewhat flexible schedule. I anticipate that my days will involve a lot of studying, but will allow for some flexibility for me to help with potty breaks, walks, feedings, and more! I want to care for your pets in a way that meets all of their individual needs! I am happy to cater to their schedule, preferences, etc. whenever my school schedule allows! Unfortunately my lease does not allow me to care for pets in my home.

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The median cost per visit for dog sitting in Madison is $20

Dog parents share their Rover experiences - Madison

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5.0 out of 5 stars

Alina was a great sitter for my puppy! She tired him out which is exactly what I requested so he slept peacefully the rest of the day! I would recommend :)

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Marina K.
Drop-In Visits
5.0 out of 5 stars

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!

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Emma H.
Drop-In Visits
5.0 out of 5 stars

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!

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Anika K.
Drop-In Visits
5.0 out of 5 stars

Absolutely wonderful with Pippa! Took her on multiple fun adventures! Pippa was always good and tired when I got home. Sent plenty of pictures and updates

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Avery N.
Drop-In Visits
5.0 out of 5 stars

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.

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Hao C.
Drop-In Visits
5.0 out of 5 stars

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.

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Owen S.
Drop-In Visits
5.0 out of 5 stars

Again excellent care for Sam and her hyper-attachment syndrome-so thankful for the support Ashley gives to her

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Brian R.
Drop-In Visits
5.0 out of 5 stars

This was Hillary’s first visit with Reggae so they are just getting to know each other. I appreciated her timeliness, her communication and her honesty. We will definitely work with her again.

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Sage L.
Drop-In Visits
5.0 out of 5 stars

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!!

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Melissa L.
Drop-In Visits
5.0 out of 5 stars

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! :)

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Emily P.
Drop-In Visits
5.0 out of 5 stars

Rhiannon was great with my dog Lola and sent lots of pictures! I would definitely book with her again.

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Gabriella E.
Drop-In Visits
5.0 out of 5 stars

Seanna was fantastic ... needed a visit to take our 2 dogs out with very little notice on a holiday weekend and she made it happen. Dogs were well taken care of and enjoyed the play time with her. We will definitely use her again (and again).

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Keith M.
Drop-In Visits
5.0 out of 5 stars

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!

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Caitlin N.
Drop-In Visits
5.0 out of 5 stars

MAllory was great. Nadia loved her and enjoyed. I was able to enjoy my day out of town knowing that Nadia and Asher had Mallory checking on them.

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Christina R.
Drop-In Visits
5.0 out of 5 stars

Kylee is the best! Thank you so much for being flexible and getting to our pets despite the crazy day. We appreciate you!

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Olga M.
Drop-In Visits
5.0 out of 5 stars

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!

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Ashley Paige R.
Drop-In Visits
5.0 out of 5 stars

Ellena has watched our pets (a dog and two cats) multiple times now and is always our first choice when searching for a pet-sitter. She is a great communicator and very patient with pets (even our pitbull puppy). Highly recommended!

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Mccoy Y.
Drop-In Visits
5.0 out of 5 stars

Very friendly, proactive pet sitter who followed our instructions very well. Will rebook in the future.

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Anthony A.
Drop-In Visits
5.0 out of 5 stars

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!

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Rene M.
Drop-In Visits
5.0 out of 5 stars

Ruby responded on short notice when we needed her for a drop in visit. She arrived on time and took great care of our pups.

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Larry S.
Drop-In Visits
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  • 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

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  • 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. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

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Popular requests for dog sitting - Madison

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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 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 1,382 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
  • 94% 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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