Dog Sitting Milwaukee
Book a Milwaukee dog sitter to watch your dog in your sitter’s home or yours.
Over 654 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.
“Aubrey was very punctual, accommodating, and friendly with our two cats. She followed all our instructions and made sure to keep us updated and informed. I would recommend her to any cat owner! Thank you Aubrey!”
“Kristine was awesome with my cat Winnie. She can get scared with new faces but Kristine was kind and gentle with her. 10/10 would book with her again!”
About: Are used to take care of cats, dogs, and horses for as long as I can remember. My neighbors would always have me careful there’s. I have a lot of free time, so I normally take my dog on a walk or run every day. Let’s go on an adventure. I have a fenced in backyard. I have a spacious home. I live in a very quiet neighborhood. Always give them love and attention that they need.
“Nicole was wonderful! She took great care of my cat and kept me updated the whole time. I came home to a happy, relaxed kitty, and felt totally at ease while I was away. I would absolutely book with her again!”
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.
“Lily is wonderful! She is so accommodating and truly cares for our pups even though they can be a tad difficult! We truly appreciate her and the care she has when she watches or checks-in on our pups!”
About: We love animals but aren’t in a place in our lives to have our own. We’d love to be able to get some pet love while still being able to keep our flexible lifestyle. We thought pet sitting would be the best way to do so! We genuinely love pet sitting/housesitting since we just love doing new things together. We are very responsible and are almost always reachable by text. We have a car and are willing to travel to you. We are excited to hear from you soon :) I only work in office Tuesday through Thursday from 9-5, other than that I am usually home. On those days I can feed them before and after work. Ethan (my boyfriend) also works fully remote so he’ll be around to take care of the pets on the days I’m in office. A midday walk is a great way to get him out of the house We have the top level of a duplex. It’s a pretty open space. We love to go on walks and spend time with furry friends. We’re really good about sending photo updates and checking in with the owners throughout the day.
About: Ive always grown up having all sorts of pets, Yet because of the limited space in my apartment I can’t have as many pets as I wish right now- but i’d love to hang out, play and walks with nice doggos 🥰 I currently work a part time job in which my hours got cut back so now I have more free time and I know dog walking will be a good way to get my steps in while meeting and hanging out with fur babies🫶🏻 I have a cat and I love her to death- they are my babies and I look after them as if they were actual human babies and I’ve just felt this caring way to all animals ! 🤍🤍🐱🐶
About: I’ve had dogs my entire life and was deeply involved in the training and care of my last dog, taking on the role of primary caregiver. I’m comfortable working with dogs of all ages, from puppies to seniors, and I understand the unique needs each stage of life brings. Since moving away from home for school, I’ve missed having dogs around and am eager to bring them back into my life. I am currently in PA school! My schedule is flexible and allows for unique free times in the day. With school, I am always in the area and available! I live in a complex with a grassy play area for all the pets. I also love to be outside and go on walks. I also am aware and conscious of what a pet needs in a home from my years of experience and my apartment appeals to that.
“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!”
About: Reliable, active, and detail-oriented sitter who treats your dog like my own, not like a side gig. I’m big on consistency, structure, and clear communication. Walks happen on time, feeding instructions are followed exactly, and you’ll always get updates with photos so you know your dog is good. I’m comfortable with high-energy dogs, longer walks, and sticking to routines, especially for dogs that do best with structure. Pet care fits naturally into my daily routine. I work nights, so my days are open and structured, which lets me prioritize walks, feedings, and check-ins at consistent times. I plan my schedule around each dog’s routine to keep things predictable and stress-free for them. I’m active during the day, so longer walks or higher-energy dogs aren’t an issue, and I build in time for updates so owners always know how things are going. Consistency and reliability are a big part of how I run my day, and pet care fits right into that. I treat every home and pet with respect and structure. I follow instructions exactly, keep doors secured, leashes on, and routines consistent. I prioritize safety, cleanliness, and calm energy so your dog feels comfortable and secure at all times.
About: I've loved and owned dogs ever since I was a little girl! They are my pride, joy, and passion in life. Life is better with pets! I currently have a full-time remote job. Although it is full-time, my job is very flexible and I can come and go as needed. My employer is very accommodating to my personal life. Since I have grown up with dogs, having 5 at one point in time, I've had to learn how to manage multiple at once with different personalities. All while making sure they were loved, respected, taken care of, and safe. I know how to tailor my care for each dog. I have a dog who is an angel and will always listen. And another dog who would run away if he had the chance. Safety plays a huge role in how I care for not only my dogs, but my clients.
About: I am currently a foster parent for the Humane Society and have grown up with dogs all my life. I have crate and potty trained several puppies and worked with older dogs on behavioral needs. I am off of work in summer and have availability to spend time with pets! I can take dogs for a walk or just play with them. I’m used to caring for my foster animals throughout the day. I have a medium sized crate in my apartment, along with a park and trails right across the street! There are plenty of nice walks and a fenced in pet park nearby.
About: I have been taking care of dogs for 7 years with backgrounds in daycare, training, and grooming. I can provide some or all of these components to my sessions with your pet. Pet care is a full time routine for me. I’m available and ready to put your fur baby in my schedule! I can be as active as your pet needs or the perfect couch potato partner. I care for the animals and the home based on client needs. I also am K9 & Feline CPR certified. It’s fun to me to try and find the activities and enrichment that best suit the pet and try to give them the best day possible with me.
About: Over 20 years of experience, including elderly dogs and puppies. I love dogs and enjoy walks, park visits, games and couch snuggles. I know how important it is that your fluffy family members are taken care with as much love and stability as possible when you are away. I currently have a 10 month old standard poodle and she is my whole world. I understand how important this job is! I am an artist and work part time at my home studio. My flexible work schedule allows plenty of time for dog walks, park visits, play, attention and engagement throughout the day. I have a fully fenced in yard and a very friendly (well socialized) 10 month old standard poodle who loves having friends to play with. Our home is 4,200 square feet with plenty of space for dogs to play and settle in. We also have the first floor entirely puppy proofed, making it safe for even the youngest of curious explorers.
The median cost per visit for dog sitting in Milwaukee is $20
Dog parents share their Rover experiences - Milwaukee
This was our first time using Rover for our 2 frenchies and Melanie was so awesome!! She asked clarifying questions when she wasn’t sure about something, sent the cutest pictures and provided detailed updates after every visit. Normally I feel guilty leaving the dogs home when we travel but they looked very happy and with her updates I knew they were being well taken care of. We will definitely be using rover and Melanie’s help again in the future!❤️
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.
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.
How to book dog sitting
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 is $20 per visit as of October 2026. Most bookings cost between $14 and $33 per visit. On Rover, 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 2,100 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 .
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 , 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 .
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:
- 88% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 96% 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 , 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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