Dog Sitting Milwaukee
Book a Milwaukee dog sitter to watch your dog in your sitter’s home or yours.
Over 619 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.
“Laurie was a lifesaver for us. We were out of town when another pet sitter cancelled at 3 am. Laurie was not available but agreed to do drop-ins for us until we got home.”
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 am a full-time student at Marquette University, but I have quite a bit of free time that I can spend with your beloved pets. There are multiple times throughout the day that I am available to feed or walk your pets, and I am happy to spend nights with your pets in your home. 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: I have been a private walker in the past and I am joining rover to be part of a larger platform. I grew up with dogs of all kinds and love meeting new furry friends! I currently have a full-time job and I am available for pet care from 6-7:30am and after 4:30pm. I have lots of flexibility and availability on the weekends as well! I currently live in an apartment with two cats. I am happy to come to the pets home and help with whatever care is needed.
About: I’ve been surrounded by animals for as long as I can remember. Growing up, my family was always fostering dogs in need of a home and spending time with them was my favorite part of the day. Family, friends, and neighbors always knew they could rely on me to watch, walk, and love their pets like my own (taking probably too many pictures of the adorable fluffers.) Because I’m currently between apartments, my schedule is incredibly open and flexible right now! I have plenty of free time during the day and week to focus entirely on your pet’s needs, routines, mid-day walks, and playtime. I care for pets in your home by adapting to the environment they are already comfortable in. Through the experience with pets of my own, I prioritize safety by double-checking locks and doors, following feeding instructions perfectly, and keeping a clean space. I make sure your pets get plenty of supervised playtime and attention, and I'll send you lots of pictures so you never have to worry about how they are doing!
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
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.
About: I’m a dog/cat mom who is a little obsessed with animals and can’t wait to meet yours! Open for boarding in my home, walks, check ins, feeding, etc. I currently have a standard poodle and a mini poodle who are the center of my life (let’s face it, the run my life!). They love guests and would be thrilled to meet your dog and cat while you’re away. I have 20+ years of experience with dogs and cats, able to give medications, provide senior care, and daily walks, play time. I’d love to help give your pet their very best life! I work a very flexible schedule and can usually accommodate your needs. I’m available weekends and most holidays as well. I’ll do my best to work together to find the best schedule for your pet. My dogs have a lovely home and they kindly let me live there too. 😆. The dogs are allowed free run of the house at all times, though I do have crates for when they want some unbothered time, at their choice. I live in a great neighborhood filled with dogs so we meet a lot of friends on our walks, too.
“Abigail was the best Rover sitter we’ve ever used. Her daily reports are so detailed and sweet. She took great care of our car while we were away, we’re so appreciative of her work ❤️”
“Emily was quick and responsive to a last minute drop in request. She provided a thorough note after her visit letting me know how they spent their time and my pup’s behavior and mood. I appreciate her being so responsive and thorough!”
“Ilene was great! We have a foster cat in quarantine with an infection and wanted someone to spend time with him while we were out of town. Ilene was able to give him some quality time and attention, he was a happy camper. The updates we got were good and the photos were perfect. Thank you!”
“Travis was wonderful and highly recommend! We kind of booked last minute and he was so accommodating doing a meet and greet before dropping in on our boys. Our boys loved him and we will definitely be using him for future services!”
About: Dogs have always been a part of my life—I grew up with Bernese Mountain dogs and have loved being around dogs ever since. Growing up in a family where 12+ hour shifts were common, I know firsthand how important it is to have someone you can trust to care for your pet while you’re at work, traveling, or otherwise away from home. As a medical student, I value responsibility, attention to detail, and compassionate care, and I’ll treat your dog with the same care and respect I’d want for my own. It would be a privilege to help provide your pet the fantastic care they need! This summer I am studying for my medical boards exam and accordingly can be flexible during normal daytime hours to help meet your pet care needs! I can be very adaptable to your specific needs, no matter if you live in an apartment, condo, house, etc. I am exceptional at following directions and have sharp attention to detail to ensure things are done the way you like, no questions asked. Whether you need your pet crated, fed, walked, etc, I am ready to help!
About: I've grown up with dogs since I was 8 years old and have loved taken on the responsibilities. I also have experience taking care of friends' and family's variety of pets. I currently have my own 1 year old Australian Shepherd who has taught me so much about raising and training a dog. I will give your pets the attention, time, and patience that they deserve. I currently work remotely so I am very flexible with providing pet care and ensuring that your pets get quality time! I love spending time walking, playing fetch, or exercising with my dog everyday and would love to do the same with yours. I am always thoughtful of a pet's needs and am respectful of their space. I practice good spatial awareness with my own high energy dog and understand how important it is to properly monitor a pet's behavior. I currently have availability at any time of day throughout the week. For my own pets, I ensure that they are properly fed and watered throughout the day. All of them have designated time to play each day and are groomed regularly. I will give this same attention to care to any animal I watch and am responsible for. While house sitting or dropping, I follow instructions given to me as best I can and I respect you and your pets' space. Whatever is best for you, I will accommodate!
About: Growing up with 4 dogs (3 at one time), I’ve experienced every stage of a pet’s life, from playful puppy years to senior care. While I don’t currently have pets of my own I would love to spend time with yours. Outside of Rover, I’ve cared for many friends’ dogs and cats, giving me a well-rounded understanding of both. Whether it’s energetic playtime or gentle care for older pets, I’m here to provide the attention and love they need. Pet care fits perfectly into my flexible weekly routine as I work for myself and have a flexible schedule to give your pets the attention and care they need. I prioritize safety and trust by creating a pet-friendly, secure environment. I carefully follow any special instructions and routines to keep your pet comfortable and stress-free. I ensure regular walks, plenty of playtime, and a safe, clean space for your pets to relax and thrive.
“Nevaeh was awesome! She sent us text updates including pictures/videos the whole time giving us peace of mind. Our dog Mallie loved her! Would definitely recommend!”
About: I’ve been an animal lover since I was young. My grandfather had goats, chickens and dogs growing up. I’m ready to love and care for your pet! I currently work part time during the week, so I am free anytime after 6 pm during the week. I have weekends completely free. I’ve found myself with a lot of downtime and would love to keep your pets company knowing I can give them the time and attention they deserve if you are out or away. I live in bigger type of apartment which is great for cats who like to roam. All windows and doors are secure and locked. I live by bike and walking paths great for taking dogs on walks.
About: While I only have a few years experience in pet care, I have been around all pets my entire life, and I am very comfortable around pets of all kinds. I was very involved in the care of my family dog when I lived at home, and I have experience house sitting for families with both cats and dogs. I will always make sure your pet is safe and comfortable, and I communicate every step of the way! I have a full time job during the week that would prevent me from check-ins and walks, but I am free during the evenings and all weekend for drop-ins, walks, and house sitting. Respect is always my priority with your pet and your home. I am very patient and careful with pets, and I will never push their boundaries. I am committed to following all of the rules and routines you give me, and I will give you frequent updates!
The median cost per visit for dog sitting in Milwaukee is $20
Dog parents share their Rover experiences - Milwaukee
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.
Lindsay did an exceptional job caring for my dog while I was away. She was highly communicative throughout the entire stay, spent quality time with him, and regularly sent updates and photos that gave me peace of mind during my trip. It was clear that she genuinely cared about his well-being and made sure he was comfortable and happy. I would absolutely trust Lindsay with my dog again and highly recommend her to anyone looking for a reliable and caring pet sitter.
I was gone for about a week and felt so scared to leave my fur baby in someone else’s hands, but Jackie was absolutely wonderful. She took long walks with Shadow, played with her and fed her. Shadow was happy to have such a great caretaker and my nerves were at ease.
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 near you
Select a filter and find qualifying Milwaukee sitters!Sitters in Milwaukee average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Milwaukee
Frequently asked questions about Rover
The average cost for Dog Sitting in Milwaukee on Rover is $19.26 per visit (as of July 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 July 2026, there are 2,219 sitters on Rover offering Dog 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.
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 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 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
- 97% can help with giving oral medications or injections
- 95% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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