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.”
“Jamie went above and beyond what I was expecting. She went the extra mile and showed him new commands and kept me updated in depth with every visit. I highly recommend her and will use her services again soon.”
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 have grown up with a Goolden doodle my whole life along with working at a vet taking care of many other pets. I enjoy being around animal and looking after them. I well equipped to be around any type of animal. I am home for the summer from college in charge of my dog pet care while parent is working and out of town. My dog is getting older and slowing down so I would love the opportunity to go for walk or run accompanied by a dog. I live in apartment where dogs are welcomed and there is a dog park across the street along with a large piece of grass area where many pet owners take their animals.
“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!”
“Berenice had great communication and was able to take a last minute l booking. She was also able to adjust the time she came. We appreciated her flexibility and attentiveness!”
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’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.
About: We’ve cared for our dog for many years until she passed away. We love animals and love caring for them. Currently we have two cats and two geckos but no dogs of our own. We’re currently not sitting any dogs at our home but are very willing to walk/ spend time with your furry friend. I work nights, my partner works days so there is always someone around to take your dog for a walk, play or to a park. Most times work for us. We live in a very dog friendly community with very large green spaces for us to walk your dog. We have a spacious apartment for your dog to stay in as well as many toys.
About: I’ve grown up with dogs my entire life and understand that every pup has their own personality and needs. I currently volunteer at a local dog shelter, which has given me experience caring for dogs of all ages, sizes, and temperaments. Whether your dog loves long walks, playtime, or just some extra cuddles, I’m happy to provide the care and attention they deserve. I’m dependable, attentive, and comfortable caring for puppies, senior dogs, and pets with special routines. I’ll treat your dog like family and make sure they feel safe, loved, and happy while you’re away. As a nurse, my schedule allows me to have weekdays off, giving me the flexibility to dedicate quality time to pet care. I genuinely enjoy staying active and spending time with animals, so fitting walks, drop-in visits, and playtime into my routine comes naturally. Whether your pup needs a midday walk, extra attention while you’re away, or just some company, I’m committed to providing reliable and loving care. I understand that trusting someone with your pet is a big decision, and I treat every dog as if they were my own. I always prioritize safety by following your pet’s routine, respecting any special instructions, and making sure they feel comfortable and secure in their environment. Whether I’m caring for your dog in your home or taking them on walks, I provide plenty of attention, playtime, and affection while maintaining a calm and safe atmosphere. I believe consistency and communication are key, so I’ll keep you updated with photos and messages to give you peace of mind while you’re away. My goal is to make sure your pet feels loved, happy, and stress-free until you return.
“Carrianne was amazing with my cat Millie! Very nice and friendly in our initial meet and put such great care towards my cat. Incredibly thorough updates with super cute pictures!! Will definitely be reaching out again next time I need services, 10/10 recommend!!”
“Angela was so great with our kitten while we were gone! Her communication was excellent and she spent extra time with our pet—I knew he wasn’t lonely, which was so reassuring. I would 100% trust Angela in the future and use her as a sitter again!”
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: 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.
“Melissa was great! She was flexible and understanding of our puppy’s needs, and we really appreciated her being able to take her on walks and do a midday drop in. She was very communicative and we’d love to use her again if/when we have the need. Thank you so much for your help, Melissa!”
About: I have taken care of dogs of different sizes since I was about 12 years old. Coworkers, friends and family have allowed me to dog sit their furry friends for 3+ days in addition to walking and feeding their dogs. I also trained my family’s rescue collie when he was a puppy. I currently work full time. But I will be able to watch your pup most mornings / evenings and weekends. (8 am - 530 pm) If given instructions, I will follow them perfectly. Your dog is part of your family. And my wish is to make them as comfortable as possible when walking/watching them. This could either be from petting the animal, exercising the dog, or giving the animal distance until he/she is comfortable.
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 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.
The median cost per visit for dog sitting in Milwaukee is $20
Dog parents share their Rover experiences - Milwaukee
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.
How Rover works
1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet & Greet
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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