Dog Sitting Milwaukee
Book a Milwaukee dog sitter to watch your dog in your sitter’s home or yours.
Over 556 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.
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!
“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!”
About: I grew up in a family that raised guide dogs for the blind, which gave me experience caring for dogs of all types of personalities. I've also looked after pets for friends and family and I always enjoy spending time with animals. I'm home from college for the summer and have a very flexible schedule with availability most days. Aside from a daily gym visit, I have plenty of time to give pets the attention and care they deserve. I care for pets by following their usual routine as closely as possible. This includes feeding, walks, playtime, fresh water, and plenty of attention. I'll also follow any specific care instructions and provide updates so you can feel confident your pet is in good hands.
“Angie was great with my little gal, Siggy! Even though she is pretty shy, Angie was patient and gave her plenty of snuggles and love. She was super responsive the whole time, and you can tell she's a genuine animal lover. New go to cat sitter :)”
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, my family and I owned and trained 5 German Shepherds with such different personalities. As an adult, I’ve cared after and trained dogs as small as miniature poodles to large rescue mutts. I have a lot of patience and experience in animals of all training levels, and I love going on long walks. I have a flexible work schedule where I can work from home multiple days out of the week (besides Weds) which allows me to have plenty of time for your fur baby! I am available for long weekend boarding, and always available for drop-in care visits and walks :) I have a spacious apartment and a fenced in dog park located at my residence. I am also within a 10 min walk from two parks! If boarding, I have plenty of space for crating.
About: I love nurturing all living things from children (although I am not yet a parent to a human), to plants and animals alike! I tend to put all living things before my own needs to prioritize their well-being. In addition, I recently took in a crested gecko and have learned so much about caring for reptiles as well. Everyday before leaving my apartment I make sure that both of my pets have plenty of food and water. In addition, I check to ensure that my plants are out of reach from my cat and that my bioactive terrarium is maintaining humidity. I care for pets by making sure they have food, water, a clean liter box, a moist environment, and get taken out for potty breaks depending on which animal I am caring for. I am willing to care for your pets with the same considerations in mind.
“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.”
“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!”
“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!!”
About: Hi! My name is Micayla! I’m 25 years old and just moved to the city of Milwaukee in June. I live in the Yankee Hill area and am an Elementary Ed teacher. This summer I am completing my masters online and take lots of breaks throughout the day to explore the city. I’ve owned dogs my whole life (sadly lost my fur baby back in November) and have plenty of experience pet sitting. I’m looking to start my journey on Rover by combining my two favorite pastimes which are going for walks and petting dogs! My hours during the week are super flexible, as I am only doing online schooling this summer! I am an early riser and am usually up with the sun at 6 and can take breaks whenever. I genuinely just love being around dogs and will protect them like they’re my own. I enjoy walking them on a leash or playing with them at the park (if they are trained off a leash)!
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 ! 🤍🤍🐱🐶
“We’ve never used rover or left our Rottweiler alone, so we were very nervous at first, but Allison could not have been any better! She updated us every day and took amazing care of Bowser. We highly recommend her and will be rebooking her in the future :)”
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.
“Alexandria watched my 1 year old Pomeranian puppy while I was at work. She did a great job keeping me informed throughout her visits and sending photos. She was easy to communicate with and my puppy seemed to really like her. Will be using Alexandria again for future dog sitting needs!”
The median cost per visit for dog sitting in Milwaukee is $20
Dog parents share their Rover experiences - Milwaukee
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.
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 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 Drop-In Visits - Milwaukee
Frequently asked questions about Rover
The average cost for Dog Sitting in Milwaukee on Rover is $18.87 per visit (as of August 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 August 2026, there are 2,175 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
- 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 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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