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 1,387
pet parents in Milwaukee have booked pet sitting

Milwaukee, Find top rated pet sitting

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Sitter Profile Image: Christine S.
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Christine S.
from
$14
per visit
5.0 out of 5 stars
• 70 reviews
29 repeat clients
35 years of experience
Menomonee River Valley, Milwaukee, WI, 53203

About: We've had pets for years and know how much better care is when it's given one-on-one. As you'll see from our profile, we've taken a couple of breaks over the years as work and moves kept us busy, but we're now settled in downtown Milwaukee and ready to meet new animal friends. Since we live in an apartment, we're focusing on dog walks and drop-in visits, so your pet can stay comfortable at home on their own routine. 3rd Ward/Juneau Town puts us steps from the lakefront, the RiverWalk, and a covered dog park, which makes for some great walks. Whether it's a brisk outing, a slow stroll for a senior pup, or company and a meal for a homebody cat, your pet will be treated like family while you're away. Thanks for visiting our profile! We're both retired and home during the day, so we're flexible, available, and quick to respond. That means we can fit walks and drop-ins around your schedule, including midday visits, and make sure your pet gets plenty of potty breaks, exercise, and attention. Since we're focused on walks and drop-in visits in your own home, your pet stays in their familiar, comfortable space the whole time, no new environment to adjust to. We're happy to follow your routines exactly, from feeding and medication schedules to leash and crate preferences, so everything feels normal for your pet while you're away.

Sitter Profile Image: Kaleigh J.
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Kaleigh J.
from
$18
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
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: Avery P.
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Avery P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 66 reviews
20 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: Leandrea R.
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Leandrea R.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 283 reviews
78 repeat clients
4 years of experience
Muskego Way, Milwaukee, WI, 53204

“Leandrea did a superb job with my kitty Sunny! I was anxious about leaving him due to him just having surgery a couple of days prior, but I was immediately put at ease with her quality of care! I would recommend her to anyone looking for care for their pet! I will definitely be booking for all my pet needs in the future! Thank you for being so wonderful!”

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Allison W.
Sitter Profile Image: Rebecca M.
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Rebecca M.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 16 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: 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: Megan D.
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Megan D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 67 reviews
17 repeat clients
11 years of experience
Milwaukee, WI, 53204

“Megan was amazing she was so great at communicating, so professional and so sweet! She took amazing care of my cats and I will be asking her to come back again”

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Gracie M.
Sitter Profile Image: Jodi C.
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Jodi C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 39 reviews
14 repeat clients
40 years of experience
Harambee, Milwaukee, WI, 53212

“Jodi is dependable and loves our pups like we do. I highly recommend her.”

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J c.
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: Jessica Z.
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Jessica Z.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 226 reviews
67 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

“Jessica was great! Very responsive and communicative and appreciated how timely her visits were. Our cats seemed to be very happy having her drop in too and we loved all the photos 😊”

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Colleen S.
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 was great! So responsible and caring. Recently, our kitty started needing 2x daily medications. Chelsea gave him his meds no problem and sent pictures during every visit, which we really appreciated. It was nice coming home to fresh water bowls and happy and medicated cats!! Our lady cat who normally gives us lots of attitude when we get home was happy to see us. We will definitely ask Chelsea to stop in on our kitties again!”

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Alan G.
Sitter Profile Image: Hannah N.
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Hannah N.
from
$30
per visit
5.0 out of 5 stars
• 18 reviews
6 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: Rylee F.
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Rylee F.
from
$17
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
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: Cathy L.
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Cathy L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 78 reviews
24 repeat clients
20 years of experience
Brewer's Hill, Milwaukee, WI, 53212

“Cathy is truly amazing! She communicates well and is very reliable. She went above and beyond in caring for my cat Teddy. He definitely didn't make it easy for her, but Cathy is a true professional when it comes to petcare. Hopefully he didn't ruin our chance to have Cathy watch him again in the future!”

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April B.
Sitter Profile Image: Reese K.
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Reese K.
from
$25
per visit
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

About: I have always had a dog ever since I was a little girl. As I got older, I started walking my neighbors' dogs and dog-sitting, and I even considered being a vet for a while because of my passion for animals. I’m a graduate student at Marquette University. I have flexibility this semester to spend ample time with dogs and take them on walks. I can come in the mornings and at nights, depending on the day. I have always had dogs and can handle a wide range of sizes. My childhood dog was 125 pounds, so I can handle big dogs and little ones too. I know how to properly walk them and care for them.

Sitter Profile Image: Ann S.
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Ann S.
from
$20
per visit
20 years of experience
Milwaukee, WI, 53202

About: Growing up in a two dog household and volunteering at our local humane society, I was constantly surrounded by dogs and animals as a child. Into adulthood, I have years of experience with puppies, elderly dogs, and many personalities as I professionally dog walked for Gentle Hearts in Denver, and foster cared for the Montana Humane Society while constantly dog sitting for friends and family. Professional past includes house training the pups, feeding, walk training, lots of playing, and constant daily routine! I have cared for elderly dogs with medication care, carrying them outside, hand feeding and bathing. I have a deep belief in positive reinforcement training, and highly discourage using force or fear when caring for a dog. I believe in using treats, playtime and outside zoomies as a reward for good behavior. The importance of a dog feeling safe, loved, and positively trained is my priority! I have caring experience with animals from hamsters to lizards, to kitties, birds and farm animals (I volunteered on farms caring for sheep, cows, and horses!) I have one eight year old dog of my own currently, after our fourteen year old dog just recently passed away. We miss him dearly and hold him in our hearts every single day. I truly have been surrounded and cared for dogs and pets my whole life, and can’t wait to assist in caring for yours! I currently am available to dog walk and pet-sit on Monday until 4 pm, Tuesdays until 4 pm, and Fridays until 4 pm. I work in the service industry as a server and bartender, and tend to be busier at night. I am unavailable on Saturdays as I work doubles at the restaurant. I believe in positive reinforcement training, by giving treats, pets and playtime as a reward. I am capable of walking small to extra large dogs, with much experience from pups to elderly. I believe in three walks a day for a healthy dog, and will typically take your pet on a 30-60 minute walk if they are healthy and able!

Sitter Profile Image: Simon K.
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Simon K.
from
$20
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
10 years of experience
Yankee Hill, Milwaukee, WI, 53202

About: I have taken care of dogs and was a dog walker around the neighborhood since I was 10. Neighbors and loved ones have relied on me to take care of their beloved pets. I have grown up with many dogs myself and I love to spend time with dogs and help them stay happy. I currently work a full time job, 9-5. I work in downtown Milwaukee and am more than willing to come let out any pets during lunch. I am available to stay at your house during the week or weekends. Whatever is required, I would certainly make it work! I would follow every precaution necessary for your pets. I have always adhered to the owners wishing in pet care. My family has a dog with some odd tendencies himself so I am ready for anything!

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 did a great job running energy off our active Australian Shepherd. She was content when we got home. PLUS she took an amazing picture of Maisy playing tetherball!!”

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Eliz G.
Sitter Profile Image: Camryn U.
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Camryn U.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
3 years of experience
Juneau Town, Milwaukee, WI, 53202

“Amazing job! Definitely would recommend. Took great care of my animals and even went above and beyond and cleaned up after them.”

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Kayla A.
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

Leandrea has been great with our senior dog and taking him out for us on the days we aren’t home during the day with timely updates. Highly recommend!

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Veronica Z.
Drop-In Visits
5.0 out of 5 stars

Avery did an amazing job taking care of our two cats while we were out of the country for a week+. One of our cats has to take daily medication and Avery was great about coming over to meet the cats and see the process before we left. We came home to two relaxed and happy kitties!

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

Thank you so much! Jahaira was very communicative and took great care of my cat while we were away for a long weekend.

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

She is awesome! Jackie will give your fur baby 100% of her affection, attention, and care. She’s watched my Shadow multiple times and always does her best job.

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

She was so good with my girl Winnie, especially with me booking right before my trip. Will definitely be using Aubrey again

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

Great communication and was super nice to my relatively short notice request. Took good care of my cat while I was away and gave him lots of love while I was away!

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alan f.
Drop-In Visits
5.0 out of 5 stars

One of us Aussie rescues has separation anxiety, so it's difficult for me to leave the house when my wife is out of town. Angela sat with them for two mornings in a row and was terrific to work with in every way. We'll definitely work with her again whenever she's available. Thanks, Angela!

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

Megan was amazing! Was very caring and attentive to our kitties, I can say me and my fiancé had peace of mind while they were in her care!!

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jacob w.
Drop-In Visits
5.0 out of 5 stars

Our cats love Travis and we always feel more comfortable knowing he is spending time with them. Travis has a good attention to detail and clearly prioritizes our boys needs. He's also secretly a professional cat photographer or something, we always look forward to his check in photos!

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

Lindsay was great! My cat loved her right away, and she was consistent and communicative during my time away from home. Will definitely rebook!

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

I completely trust Mikala with my babies! She put my mind at ease and helped me last minute to ensure my cats were cared for. She gave me behavioral updates and sent pictures so I could see that they were having treats and eating. She is also very responsive in communicating. I really appreciate her and I will be using her services again!

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

Abigail was wonderful to work with. This is my first time using rover and she was amazing. My cats are quite difficult and she handled their stress well. I highly recommend her!

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Carly O.
Drop-In Visits
5.0 out of 5 stars

Hope is so caring and patient. I was out of town and was nervous about leaving my dog but I felt so reassured knowing my sweet puppy was being cared for by Hope.

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Samantha W.
Drop-In Visits
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

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

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
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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

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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 Pet Sitting - Milwaukee

Frequently asked questions about Rover

The average cost of Pet Sitting in Milwaukee on Rover is $20 per visit as of October 2026. Most bookings cost between $14 and $33 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 2,191 sitters on Rover offering Pet Sitting across Milwaukee. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 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 sitter 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 sitter 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 sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

sitters 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 sitter.

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