Dog Sitting Milwaukee
Book a Milwaukee dog sitter to watch your dog in your sitter’s home or yours.
Over 674 pet parents in Milwaukee have booked dog sitting
Milwaukee, 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.
“Great communication. I appreciated that she asked questions about my pets care before acting. The updates were great without being too much. I would book again with her in the future. Thank you!”
“My cats, particularly Simba was very happy with Alexy and Dylan. I appreciate all the pictures they sent, and how they communicated. We had a little communication trouble at the beginning but it was all solved right away. Leaving instructions I believe helped as they have several clients. They were always on time and did what I asked for. The box, the dishes, and everything was perfect when we arrived. We would book Alexy and Dylan again.”
“Highly recommend Travis for all pet sitting needs!!!! Our pets love him and we’ve been so appreciative of his availability even in last minute circumstances! Thank you for everything Travis!”
“Berenice was consistent and kept my cats from guessing at what time they will eat and get some cuddles. I appreciate this because they do not like change. She communicated via Rover only which was a bit hard because of where we were so next time I will insist on getting texts instead if possible. She was also very responsive when I asked her to do something.”
“We are so glad Kristine was available on Christmas Day to check on our cat. She came a few days prior on late notice for a meet and greet and provided a nice update!”
“Allison did a great job watching my cats! She had great communication, gave great updates, and was very polite. She also left my apartment clean, and I would gladly have her watch the cats again.”
“Aubrey is so good with our dude Humphrey! Reliable, and so easy to work with even in challenging situations. We highly recommend her to provide the best care for your family pets!”
“Taylor and Andrew were absolutely incredible to our cats! They’re exactly the type of people you want watching your pets while you’re away. We always got a super detailed report card and lots of pics which definitely helped ease our minds knowing they are well taken care of while we’re away. Will definitely be rebooking 😊”
“Ilene was a great sitter for our two-year-old kitty! She was very communicative, flexible and laid-back. She was able to come for a meet-and-greet ahead of time and amended the drop-in time, per my request, partway through our trip. We really appreciated her detailed write-ups and quality photos. Thank you, Ilene!”
About: I have been taking care of pets of all kinds for friends and family since a very young age. My parents' friends and coworkers use me as their go-to for pet sitting, and I am honored that they trust me to take care of their precious family members. I have walked dogs of all kinds, and I have house-sat for families with dogs, cats, and everything in between. I also spent my high school years volunteering at the local animal shelter, so I would like to say I've seen it all! I actually recently graduated from Marquette University and I am working full time now. I can totally spend all day with your pet on the weekends, but during the week my time is more limited. If you have a pet that needs frequent potty breaks I may not be the right fit for you during the work week. I am happy to discuss if you have any questions! I am not able to bring your pet to my own home, but I am happy to come to you for your needs. I promise full respect for you, your pet, and your property, and I will care for your pet exactly as you tell me to. I would be happy to take your pet for a short walk around the block, a long trek, or even take them for a trip to the park.
About: My sister and I grew up playing and helping our older neighbors in the area walk and take care of their dogs. My family has had cats my whole life that I’ve had experience taking care of. In high school I’d house/pet sit friends & family friends’ dogs & cats while they were on vacation, & started rover sitting during college! An actor, bartender, & graduate of UWMilwaukee with an open schedule! Looking to fill that time taking care of, spending time with, and getting to know your pets! I love the outdoors and I can take your dogs on lots of walks based on their needs! I always check if doors are locked before I leave/sleep & make sure to put away anything that pets can get into if they are left to roam. I stay clean so I make sure to clean any mess I or the pets create. I can also crate your pets if needed.
About: I've been around cats and dogs for most of my life and genuinely love spending time with animals. I'm comfortable caring for energetic dogs who need plenty of exercise as well as shy or independent cats who prefer a gentler approach. My goal is always to make pets feel happy, safe, and cared for while giving owners peace of mind. As a graduate student with a flexible schedule, I'm able to offer reliable pet care throughout the week. Most of my classes are online, which allows me to be available during many daytime hours for walks, drop-in visits, and pet sitting. I also work part-time, but I carefully manage my schedule to ensure pets receive the attention and care they deserve. In addition, I'm generally available on weekends, making it easier to accommodate your pet care needs. I strive to be dependable, communicative, and flexible so you can feel confident your pets are in good hands while you're away. Your pet's safety and comfort are my top priorities. I provide care in your pet's familiar home environment, where they can maintain their normal routine and feel most at ease. Because I have a cat of my own, I do not offer boarding in my home. This allows me to ensure the safety and well-being of both your pets and mine. I am committed to following your pet's care instructions, maintaining a clean and secure environment, and providing dependable communication throughout each visit so you can have peace of mind while you're away.
About: What sets me apart is both my personal and professional experience caring for animals of all ages, sizes, and personalities. I’ve grown up around dogs my entire life and currently work at Dogtopia, where I care for and supervise dogs daily. This has helped me become patient, attentive, and comfortable working with different temperaments and energy levels. I also have experience with both senior dogs and puppies. My senior dog, Otis, had arthritis, so I learned how important patience, comfort, and attentive care are for older pets. I also helped raise and train our pug puppy with basic training, routines, and socialization. Because of these experiences, I understand that every pet has different needs depending on their age and personality, and I always try to make pets feel safe, active, and cared for like they’re my own.⭐️😊 Pet care is already a big part of my daily routine. I work at Dogtopia, where I help maintain a safe, clean, and fun environment for dogs of all sizes and personalities. 🐾 My job has taught me the importance of paying close attention to dogs’ behavior, safety, and overall well-being throughout the day. When I’m home, I also spend a lot of time caring for my own dog. I enjoy taking him on long walks by the lake, staying active with him through runs and playtime, and making sure he gets plenty of attention, exercise, and care every day.🦮🏃♀️❤️ When caring for pets in my home or a client’s home, I always prioritize safety, comfort, and keeping pets on their normal routine as much as possible. I make sure the environment is clean and secure by checking doors, gates, food, and anything that could be unsafe or easily gotten into by curious pets.🤗 I also pay close attention to each pet’s behavior, energy level, and individual needs to help them feel comfortable and stress-free while their owner is away. Whether it’s feeding, walks, playtime, medication reminders, or simply giving them attention and companionship, I always try to make pets feel safe, cared for, and at home.
About: I have taken care of dogs and cats of all ages and sizes, even dogs that can be leash, collar, and dog aggressive when walking. I am mostly available later in the week and weekends due to being a full time student, but have breaks in between my school days! There is a green area for dogs down the street from me and a quick 15 minute walk towards the lake for more walking paths!
About: I have worked at a dog daycare for the last 7 years and have watched friends, family, and neighbors pets including dogs, cats, and lizards. I also babysit. I am now working as a dolphin trainer and am usually only available on my days off, but the timing of my shifts does vary daily and weekly. I just moved to the area so caring for your pets will help me get to know the area better. I am a full time zoological specialist so I’m really only available on my days off or if your pet is okay on their own for a longer period of time. I am currently in an apartment so I am only able to come to clients homes, but that doesn’t mean my level of care is any less!
About: I’ve been a pet sitter since I was a kid and i’ve loved every second of it. I know that each animal is different and i’m prepared to give your pet the care it deserves. I’m working part time with a flexible schedule but I am mostly unavailable in the mornings. I will be more available in the late afternoon and night. I have been around dogs my whole life so I am experienced in the needs of dogs in their homes. I always prioritize the pets safety according to their owners instructions.
About: I currently have no dogs of my own however I have always been surrounded by dogs. Whether that be small or relatively large dogs. I am quite energetic and love spending time with any dog I come across. I got a few pets of my own :) I only work 3 days a week so most of my week I’m surrounded by a bunch of fur babies. I do not live in a house however I have a fairly large neighborhood and many parks around me in which they are dog friendly.
About: Hi! I'm excited to have the chance to meet your pup(s)! I have personal and professional petcare experience. I have been lucky enough to have had dogs my whole life. I also recently spent 2 years as a professional dogwalker with Wag. I've cared and walked dogs of all kinds, older, younger, pullers, take-their-timers, and can't wait until someone wants me to take their dog for a run! :) I love puppies and helping to train, youtube certified. I have also volunteered at the Humane Society walking dogs there! For boarding, I do have a cat, but can easily separate the areas in my apartment to accommodate. I work full-time 830-5. I have a camera in my place in case of an emergency and work close enough and have amazing flexibility to make adjustments to my schedule. Safety is always the priority. Harness is preferred, but a secure collar/leash is a must. I also tend to avoid other dogs/people at all times to ensure a calm and easygoing visit. I'm very accessible by phone and follow instructions to the dot. I live steps away from the Oak Leaf Trail, so expect lovely and peaceful walks if boarding.
The median cost per visit for dog sitting in Milwaukee is $20
Dog parents share their Rover experiences - Milwaukee
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!
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.
We had a great experience with Travis, and will absolutely book with him again. He was responsive, easy to communicate with, and kept us updated while we were away. Our dogs were happy, healthy, and well cared for when we returned, which gave us a lot of peace of mind. We highly recommend him to anyone looking for a reliable and caring dog sitter.
Jessica was great with my German shepherd, my dog has been going through some health issues and when I went out of town for 4 days I needed someone to come take care of her 3 times a day and mix up her special food, take her for walks and monitor her potty breaks. Jessica was also super flexible with the timing of her visits and made this potentially stressful time super easy for me and my dog. 5 stars. Would reccomend her to anyone.
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 - Milwaukee
Select a filter and find qualifying sitters offering dog sitting.Sitters in Milwaukee average 6 repeat dog sitting clients
FAQs for Dog Sitting - Milwaukee
Frequently asked questions about Rover
The average cost of Dog 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 2,130 sitters on Rover offering Dog 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.
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 Milwaukee 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 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 .
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 Milwaukee 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 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.
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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