Pet Sitting Milwaukee

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 1,351
pet parents in Milwaukee have booked pet sitting

Milwaukee, Find top rated pet 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: Hannah N.
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Hannah N.
from
$30
per visit
5.0 out of 5 stars
16 reviews
5 repeat clients
15 years of experience
Historic Third Ward, Milwaukee, WI, 53202

About: I’m a regular dog foster and walker at MADACC, so I’m comfortable catering to all different pup personalities and needs! I’ve taken care of all kinds of dogs since I was young, from puppies to senior with medical needs. I work remote 3 days a week and have no pets of my own, so I have lots of availability to give your dog the attention and care they need! Whether you’re looking for a walker or somewhere to take your pup for a long weekend, I can make most things work. I have a spacious apartment in a dog-friendly building where your dog will have plenty of space to lounge around! I live close to the Summerfest grounds so I have plenty of access to green space for long walks, or just a quick jaunt around the block depending on their preferences. I treat every dog I care for like my own, so you can rest assured your pup will be well cared for with me!

Sitter Profile Image: Jessica Z.
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Jessica Z.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
222 reviews
64 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

We are so grateful to have Jessica care for our pets while we travel! She came through for us very last minute when we had to leave our cats at home unexpectedly. They were not only well cared for but loved too! We will continue to book Jessica when we travel and highly recommend her to anyone in need of an amazing house/pet sitter while you’re away!

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Puneet G.
Sitter Profile Image: Leandrea R.
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Leandrea R.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
273 reviews
77 repeat clients
4 years of experience
Muskego Way, Milwaukee, WI, 53204

Leandrea was lovely to work with. She followed instructions well and had excellent communication. My cat was very calm after I returned from my week long trip, which tells me he was well cared for. Thank you so much, Leandea!

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Raechel R.
Sitter Profile Image: Rebecca M.
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Rebecca M.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
13 reviews
8 repeat clients
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

Rebecca did a great job and will be definitely booking with her again! She was on time and communicative during the time she was watching my cats!

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Zak K.
Sitter Profile Image: Chelsea R.
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Chelsea R.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
74 reviews
32 repeat clients
20 years of experience
Harbor View, Milwaukee, WI, 53204

Chelsea has been an excellent sitter for my two cats, Sebastian and Harper. Shes detail-oriented and very communicative (also sends pictures). I could tell that when I came home, they were comfortable in her care.

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Kristine S.
Sitter Profile Image: Jodi C.
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Jodi C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
38 reviews
13 repeat clients
40 years of experience
Harambee, Milwaukee, WI, 53212

Reliable and easy to communicate with! Would book her again!

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Jackie M.
Sitter Profile Image: Elise R.
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Elise R.
from
$14
per visit
10 years of experience
Lower East Side, Milwaukee, WI, 53202

About: I’ve been caring for my own Newfoundland dogs for the past 10 years, as well as have extensive pet-sitting experience with a variety of breeds, from German Shepherds to Dachshunds. I’m very comfortable with dogs of all sizes, personalities, and energy levels. I’m reliable, attentive, and treat every pet like my own! Pet care fits easily into my weekly routine! I work remotely, which gives me flexibility for walks, drop-ins, and daytime care. I’m also available for overnight stays on weekends and can provide plenty of attention, exercise, and companionship for your pets. When caring for your pet in your home, I’ll keep their routine as consistent and comfortable as possible. I’ll follow your instructions for feeding, walks, medications, and any other care needs, while giving them plenty of attention. I’ll also treat your home with the same care and respect as I would my own and keep you updated with photos and messages along the way.

Sitter Profile Image: Andrew & Taylor O.
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Andrew & Taylor O.
from
$22
per visit
5.0 out of 5 stars
41 reviews
7 repeat clients
17 years of experience
Milwaukee, WI, 53202

Amazing experience with Andrew and Taylor. I had a lot of requests and there are details to Seven's care that most sitters and walkers could not or would not do, but that wasn't the case for Andrew and Taylor. Working as a team, they made sure my pup was given ample human time so she didn't feel alone with me gone. Fed according to my instructions without question and walked as early as 5:30 am and as late as 9pm so my daily routine with her was not interrupted. Though I can't give you any first hand knowledge if they showed Seven the same affection I do, I can say that all of us dog owners have an intuition if our dogs are cared for lovingly and I got that sense by the way she was when I got home. I've worked with several sitters and walkers on Rover, and though I'm not knocking any of them, Andrew and Taylor are better than most all of the others combined. You'll feel at ease upon meeting them and they'll make sure they completely understand your requests and needs; but just as importantly, they WILL follow through so that neither you or your pup are in stress. Perfect communication. Perfect execution of my requests and perfect care of my pup and I couldn't be happier.

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Andrew J.
Sitter Profile Image: Cathy L.
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Cathy L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
77 reviews
24 repeat clients
20 years of experience
Brewer's Hill, Milwaukee, WI, 53212

Very positive first rover experience for us and Pepper! Cathy was very flexible when Pepper did not want to play and just gave her lots of attention, and made sure the house was comfortable for her on a very hot day.

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Rebecca R.
Sitter Profile Image: Jessica W.
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Jessica W.
from
$20
per visit
5.0 out of 5 stars
58 reviews
12 repeat clients
10 years of experience
Lower East Side, Milwaukee, WI, 53202

Jessica was able to come on short notice and even cleaned up my puppies potty accidents on the carpet while helping to potty train. Thanks for watching my still in training puppy and also for taking the time to correct him and clean up after him. I will defiantly be hiring again!

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Sherry D.
Sitter Profile Image: Avery P.
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Avery P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
60 reviews
19 repeat clients
10 years of experience
Historic Third Ward, Milwaukee, WI, 53202

Avery was great with my dog! Followed all requests and went above and beyond. She was very communicative and accommodating. I would definitely recommend booking with her and I will again too! :)

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Briana O.
Sitter Profile Image: Madison A.
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Madison A.
from
$15
per visit
5 years of experience
Juneau Town, Milwaukee, WI, 53202

About: I have lived with and cared for pets including dogs since I was in my teens. I love animals and will take great care of them! have a flexible schedule that allows me to give your pets plenty of attention, playtime, exercise, and care throughout the day. I’m available on both weekdays and weekends and will do my best to accommodate your pet’s normal routine and schedule. Your pet’s safety and comfort are always my priority. I’ll carefully follow all feeding, walking, medication, and care instructions you provide. I’ll keep a close eye on your pet, maintain a clean and secure environment, and make sure they receive plenty of attention and affection while in my care.

Sitter Profile Image: Megan D.
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Megan D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
64 reviews
15 repeat clients
11 years of experience
Milwaukee, WI, 53204

Megan was so wonderful!! Our sassy cat loved her and we could tell he felt comfortable with her and was calm when we got home after a week away. We are so thankful to have found her and are way more confident with leaving in the future!

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Anika H.
Sitter Profile Image: Kaleigh J.
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Kaleigh J.
from
$18
per visit
5.0 out of 5 stars
2 reviews
5 years of experience
Juneau Town, Milwaukee, WI, 53202

About: I grew up with dogs my entire life! I shared a pitbull/mastiff with my partner for 3 years. I have experience with both big and small dogs, as well as raising a puppy! I love any dog and will treat all with the same love and care. I work 2 jobs and am in nursing school, but I have some available time that I’m looking to do more while also meeting some new furry friends and get outdoors! I treat all dogs with love and care, and I tend to be good with any sort of dog. I find that all dogs usually love me!

Sitter Profile Image: Ella M.
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Ella M.
from
$18
per visit
7 years of experience
Historic Third Ward, Milwaukee, WI, 53202

About: I’ve grown up with dogs my whole life, and this is something I enjoy to do on the side, to take care of your pups! I’m working full time during the week, but usually off by 12:00, making me available between 1:00-6:00 to come care for your pet for walking/playing and for them to go outside! As of now, I plan on being available to take your dogs out to go to the bathroom, come play and would love to walk them.

Sitter Profile Image: Karla D.
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Karla D.
from
$15
per visit
4.8 out of 5 stars
11 reviews
5 repeat clients
5 years of experience
Juneau Town, Milwaukee, WI, 53202

Karla’s been amazing and I’m so thankful for her help :)

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Katie S.
Sitter Profile Image: Celia K.
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Celia K.
from
$20
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
3 years of experience
Lower East Side, Milwaukee, WI, 53202

About: I can walk and feed your dog. I like hiking so I enjoy walking outside. If you have a fenced backyard, I'll scoop the poop in the whole yard when the dog is doing their business and then play with them in their favorite style of play. I can also drive them for vet, grooming, day care appointments subject to our agreement on these services. I live and work downtown Milwaukee, including some days that I work from home. I have a lot of extra time that I can spend with your animals. I will walk dogs on leashes unless the client has a fenced yard and specifically tells me it is ok to let the dog out there.

Sitter Profile Image: Katarina N.
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Katarina N.
from
$15
per visit
4.8 out of 5 stars
18 reviews
15 repeat clients
10 years of experience
Historic Third Ward, Milwaukee, WI, 53202

Kat was great! She took the time to get to know Lily. She was punctual, great communication, and she sent pictures. I would use her again for sure.

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Liz C.
Sitter Profile Image: Rylee F.
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Rylee F.
from
$17
per visit
25 years of experience
Historic Third Ward, Milwaukee, WI, 53202

About: I grew up with both cats and dogs, have two spoiled cats of my own, and spend some of my free time volunteering with cats at a local animal shelter. As a pet owner myself, I know how much trust it takes to leave your pet in someone else’s care. Whether your pet loves long walks, playtime, snuggles, or just having a friendly human around, I’ll do my best to make them feel safe, comfortable, and loved while you’re away. I also provide plenty of updates and photos because I always want a million photos of my cats when I’m away from them! I have a flexible schedule that allows me to prioritize visits, walks (for dogs), and drop-ins without rushing. I’m able to plan my day around pet care commitments and make sure each animal gets consistent attention, care, and reliability. As I currently have two cats of my own, feeding, playtime, litter box care, and general check-ins are already part of my daily rhythm. On top of that, I volunteer at an animal shelter, which keeps me regularly engaged with different cats and their needs. I provide care in my client’s home through drop-in visits and/or walks, depending on the pet’s needs. I always follow the pet’s normal routine as closely as possible to keep them comfortable and stress free while their owner is away. During visits, I handle feeding, fresh water, litter box cleaning, playtime, and any medication needs if instructed. I also make sure each pet gets attention and companionship based on their personality, whether that’s active play or quiet company. I treat every home with respect, keep things clean and tidy, and always prioritize safety, consistency, and clear communication with pet parents through updates and photos.

Sitter Profile Image: Benjamin R.
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Benjamin R.
from
$20
per visit
5.0 out of 5 stars
1 review
4 repeat clients
2 years of experience
Milwaukee, WI, 53202

About: Experienced in long term pet care, taking care of dogs for extended time periods when owners are on vacation and everyday experience taking care of pets while families are working, including drop ins and dog walks I work remotely and have a lot of free time open during the day for drop ins and dog walks. I’m available in the mornings, afternoons, and nights! Will respect any rules of the house and am very open to watch / play with the dogs in any way they’re comfortable with and used to

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The median cost per visit for pet sitting in Milwaukee is $20

Pet parents share their Rover experiences - Milwaukee

1 / 1
5.0 out of 5 stars

Absolutely fantastic! Our cats were content and happy when we got back. Super responsive and dependable! 1000% would recommend!

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

Great first meeting with Jessica. Booked her for a meet and greet with Rosie. She asked good questions and was attentive during our meet and greet. She will be a great care giver for Rosie while I’m out.

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

Angela did a great job taking care of my two kitties and was flexible in coming at an earlier time when needed! Would definitely use her again 😊

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Rylee F.
Drop-In Visits
5.0 out of 5 stars

Allison was easy to communicate with and followed all directions for the care of our two cats. Will definitely book again.

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Caroline W.
Drop-In Visits
5.0 out of 5 stars

Diego always has a great week when Abigail comes to feed him and hang out with him! I appreciate the detailed notes and all the pictures from every visit.

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

I booked Miriah last minute when my usual catsitters fell through. She was accommodating to our schedule, responded quickly and updated us thoroughly while we were gone. Will definitely book with her again in the future!!

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Kayla J.
Drop-In Visits
5.0 out of 5 stars

First of all Jensen is the ONLY human to ever be graced by Harley lol. Our most skiddish baby let him pet her … so enough said. We truly always feel cared for and safe with J watching our babies. 10000/10!

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

Neida was so considerate and communicative for my dog and spent extra time making him more comfortable during her drop ins. Love her!

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Daphne
Drop-In Visits
5.0 out of 5 stars

Madeline did a great job checking in on my cat. He is very anxious but she followed instructions perfectly and made sure he was fed. I would trust her with his care anytime!

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

She is so, so good with my senior cat, Rosie. Really appreciate Jessica’s care and concern for her. Trustworthy and dependable.

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

Avery was honestly THE BEST! She was so patient with Norman and was so responsive to everything. This was our first time using rover and she made the experience stress-free! So grateful for her!

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Nicole Alexandria B.
Drop-In Visits
5.0 out of 5 stars

Leandrea took such good care of our senior cat! Her food routine & medication is a fair amount of work and we were worried to leave her for a long trip, but Leandrea did a wonderful job caring for her while we were away. So thrilled we found such a conscientious sitter who so clearly cares about our kitty!

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Emmy G.
Drop-In Visits
5.0 out of 5 stars

Hope is great! We’ve been using her exclusively for almost 9 months and she’s been wonderful! Very responsive, kind, and our dog seems to be very well taken care of. Recommend her for sure!

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Morgan B.
Drop-In Visits
5.0 out of 5 stars

Abby was great! We had a family emergency and needed a sitter on short notice. Abby was happy to help. We had to extend our booking and she was very happy to accommodate. We highly recommend her.

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Jim D.
Drop-In Visits
5.0 out of 5 stars

I wouldn’t consider my cat to be a lap cat, but Hope is the exception; I will usually receive a picture of my cat sitting on Hope during visits. So happy and grateful for this precious relationship they share

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

Linda was able to come visit my puppy very last minute and I appreciate her availability. She answered promptly to my questions and kept me updated during the visit. I was nervous as this was my first time using Rover, but she was very kind and understanding.

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

Hana genuinely cared for Finn. She updated me each drop in and walk and went above and beyond to make sure Finn was cared for. I would highly recommend Hana for any pet sitting needs.

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

Kyla was amazing, watching my two cats for a two week vacation and taking special care to get to know them! She was flexible and thorough and sent daily updates. I will 100 percent book again

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Alyssa B.
Drop-In Visits
5.0 out of 5 stars

Angela was amazing! When we expressed our concerns and worries about our cats she was so understanding and took such good care of them! We felt so comfortable leaving them in her care, would highly recommend Angela!

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Mackenzie G.
Drop-In Visits
5.0 out of 5 stars

Sarah provided great updates. My cats are usually pretty shy and skittish with new people, but she had them coming out to investigate and play by the second day. Absolutely will come back to Sarah if I need a sitter again.

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Selena B.
Drop-In Visits
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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 pets like family

  1. 1. Search

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

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for pet sitting - Milwaukee

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Milwaukee average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Milwaukee

Frequently asked questions about Rover

The average cost for Pet Sitting in Milwaukee on Rover is $19.98 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 Pet 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 Pet Sitting. For more information on service fees, click here .

As of September 2026, there are 2,182 sitters on Rover offering Pet Sitting across Milwaukee. 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 Milwaukee 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.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

Yes, you can find sitters who have experience with handling special pet needs in Milwaukee. On Rover:

  • 92% 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.

A Meet & Greet is a short introductory meeting between you, your pet, 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.

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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