Dog Sitting Waukesha
Book a Waukesha dog sitter to watch your dog in your sitter’s home or yours.
Over 146 pet parents in Waukesha have booked dog sitting
Waukesha, 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: Hi, I'm Max! I've been a pet lover ever since I was a kid. Currently, I take care of my childhood dog, Jordy, who's about 19 years old and has several health issues. He's a sweet loving rescue dog, and I wouldn't trade him for the world. I am experienced with giving dogs medications, both liquid and solid, and cleaning them as needed. I understand that every dogs has their own needs, and I am willing and able to give every dog the love they need, want, and deserve. PLEASE NOTE: Starting September through December of 2026, I will be booked every Tuesday afternoon & evening, as well as all day every Wednesday. I just graduated from Carthage College, so I have the entire summer to care for your pet! Whether that means staying overnight or walking them a few times a day, I'm ready to give them the care they need. I will make sure your pet is safe and secure in your home, making sure physical boundaries are maintained and secure. A safe pet is a happy pet!
About: I’ve taken care of many types of dogs, small puppies, large dogs and seniors. Many friends and family have relied on me to walk and feed their dogs and am excited for the opportunity to care for yours! I am available any day of the week after 4:30pm and some weekends and Fridays 12-1pm if scheduled farther in advanced. Let me know if you have questions! When meeting a new dog, I will make sure it feels comfortable with me before petting it or putting a leash on. I am very aware of my surroundings while going for walks and making sure the dog is hydrated or walking in the shade when it is hot.
About: From a young age i’ve always loved animals, having grown up with 4+ animals in the house at all times i learned very quickly my love for animals. i have worked at 2 vets in the past and 2 doggy daycares, those jobs showed me how much i really wanted to care for animals, and while im out of work id still like to give my time to helping people out and making dogs happy with walks and play time and company, i have cared for dogs weighing from under 10 pounds all the way to almost 200 pounds, i do have some experience with administering medication orally and with a needle if needed. i cared for my elderly cat in the past and my elderly dog now, ive given insulin shots and given pills, i am more than comfortable handling that, by putting the pill in a small treat nine times out of ten they don’t even notice it’s in there! i know what the feeling is like to have to leave your animals behind when you go on vacation or wherever, but i would love to make them feel happy and loved while your gone! i care for all animals the way i would care for my own pets. my schedule is open now so even if you have a puppy who needs extra potty breaks i’m available to come up to every 2-3 hours if needed. i’m really flexible and can work with everyone at the moment i am not working so this actually works out very well with me im relatively open for pet care:) i just have a few scattered doctors appointments throughout the week in my clients home I will make sure to follow any rules and or guidelines that are expected of the animals and myself obviously as I am in someone else’s home..
About: I have worked with three doggy daycares with different social settings and dynamics small groups to groups of 45. We are trained to care for dogs, of any breed. Poop, or throw up I can handle it. I work part-time my schedule shifts, are Tuesday, Thursday, Saturday, and Sunday. However, I can change my shifts to meet your schedule needs. never be afraid to ask and always ask me a week in advance. I have been trained through three different doggy daycare programs that have introduced different training protocols to understand the needs, health, Dog AID, behaviors, and more of different breeds. Your fur babies or little ones will receive all the love and care they need. I will keep you updated with videos, photos, or even FaceTime to show you how everything is going when I visit a client’s home. I always follow and respect the rules, and if I notice anything unusual, I will report it and ask questions, because your pets’ well-being is my top priority.
About: Hi! My name is Marinda and I chose to be apart of Rover because I have always loved animals. I serve as a manager at a local veterinary hospital and have years of experience when it comes to dog watching. I’m hoping this is an opportunity I’ll be able to take care of others dogs! I have always enjoyed all types of dogs and seem to get along with them all as well. Hope to be able to be apart of your pets life! I am a full time employee who would love to have a second job but doesn’t have the time for it, so, I fill in my easy days with Rover! It’s easy to manage with my own hours! First and foremost I read about the pet and what the owners have to say about them. This will give me a good idea for what I am getting into when I enter the owners house. I will already know how the dogs are going to act and I will be prepared. I never leave the doors unlocked/open unless advised by the owner. I will do exactly what the owner has said to do. I will always double check a dog is secured with their leash when going outside, I will also be aware of the weather and how that might switch the dogs needs when going outside.
About: I have had pets my entire life. At this time, I am petless, so I would love to love on your pets. Family and friends have relied on me to watch, walk, and play with their furry friends. I and my husband are retired so we have a lot of time to spend with your dog and will walk them a few times a day and play with them. They will always have someone with them. I take younger dogs for a morning, afternoon and night walk. I adjust the number of walks and distance if they are older dogs. I also play with them. They can sleep on the bed and furniture.
“Jenifer took wonderful care of our 17 year old cat. She even got our senior, sassy girl to sit with her and purr. We also appreciated Jenifer's communication. She was quick to respond to questions/issues we had while we were traveling. Thank you!!”
“Tereace showed up on time for both drop ins! She made sure Cleo was taken on long enough walks and had enough food and water while we were gone for a LONG Father’s Day!”
“Jessica was amazing!! Our crew loved hanging out with her! She sent pics with every drop in and was very attentive to the group! Would 10/10 recommend her to anyone and we will be booking with her again!”
“Melita did an amazing job taking care of my dogs. She was reliable, communicative, and clearly cared about making sure they were comfortable and well looked after. I really appreciated the updates and the peace of mind while I was away. I would definitely recommend her to anyone looking for a trustworthy sitter and would happily book with her again in the future.”
About: I have been taking care of furry friends and pets for several years, providing food and water, going for walks, playing and cuddling, and always making sure treats are nearby! I work from home most days, so I am available most days and nights to help care for your furry friends! I have a very flexible schedule for boarding and pet sitting. I live in a house, so ideally your pets are potty trained and love to go for walks outside in the neighborhood and enjoy an unfenced yard.
About: I’ve had the privilege to house sit, dog walk, and LOVE 💙, my friends and clients fur babies. I make sure all of their needs are taken care of. I’m currently working 4 AM to 1230 Monday through Thursday and Saturday, but as of April 16, I’ve decided the love and passion I have for caring for your babies excite me a lot more. I will be more available to accompany your needs while you’re away for work or on a vacation with your family, yet I have had many clients& their babies have no issues when I housesit/dog walk. I treat animals with love, care, and respect as if they were my own. I will follow your directions on how your fur baby likes to be cared for.
About: With over 10 years of hands-on experience caring for animals, I’ve been passionate about pets since I was young. Growing up around dogs taught me responsibility, patience, and the importance of consistent care. Today, as a proud pet parent to two dogs and two cats of my own, I understand firsthand how important it is to trust someone with your furry family members. I provide dependable, attentive, and compassionate care to ensure every pet feels safe, happy, and well-loved. I’m currently working part time with a flexible schedule that gives me the opportunity to extend a hand and help out pet parents in need. I have a nice yard with two pups of my own, a Newfoundland and a Goldendoodle, who love to make new friends. As for a your home, I treat it with the utmost respect to maintain a considerate presence.
About: Hello people of Rover! I’ve been around animals for as long as I can remember, growing up with dogs, guinea pigs and a hamster. I’m still very passionate about animals. I have corgis and still keep guinea pigs at home. When I was younger, I volunteered at HAWS as a cat socializer and Elmbrook Humane Society as a small animal socializer and cage cleaner. I also used to pet sit for my neighbor’s cats and have cared for animals while family was on vacation. I’d love to connect, and I can’t wait to meet you and your furry friend! I can provide drop-in and walk service in the mornings, mid-day period and later evenings. I do pet sitting around a second shift job. I'm available all days of the week. We have 3 dogs at home, whom we provide with exercise, affection, high quality food and grooming care. We also keep guinea pigs, and I have had a hamster in the past. I used to live with and care for cats, as well as watching cats for neighbors.
About: I have 10+ years of hands-on experience caring for dogs & cats of all ages and personalities. I have also worked in pet care roles and fostered animals, including those who are shy, anxious or have special needs. I am patient, gentle and attentive and I take the time to understand each pet's unique needs and routine. Pet care fits naturally into my routine! I work from home most days, which allows me flexibility for drop-ins, walks, and check-ins throughout the day. I am in the office on Thursdays from 9:00 AM–3:00 PM, but I’m available before and after that time and have some flexibility during the day if needed. On other days, I may have occasional field work, but I always plan my schedule to ensure pets receive consistent, reliable care. In my home, pets are cared for in a calm, clean, and comfortable environment. I follow their normal routines as closely as possible, including feeding schedules, potty breaks, playtime, and rest. I provide plenty of attention, enrichment, and safe, supervised time, and I’m mindful of giving pets their own space when needed—especially those who are shy or adjusting. In your home, I focus on maintaining consistency and following your instructions closely, including feeding, medication, walks, litter care, crate routines, and playtime. I treat your home with respect, keep things tidy, and provide regular updates so you always know how your pet is doing. My goal in any setting is to ensure your pet feels safe, comfortable, and well cared for.
About: I will love your dog like my own! I have experience with many breeds and many different temperaments. I worked in a doggy day care for 4 years so I am very familiar with senior care, medicine care and feeding care. My schedule has currently opened up so I have more time to love on your dogs! I enjoy taking the time to get to know you and your pooch. I have a backyard for the pups to run around in. I have more than enough room to crate your pup if necessary. I have an incredibly friendly dog who loves other dogs.
“Everything went smoothly, and I could not be more pleased! Maisie can be a shy girl sometimes but she took to Katie right away when Katie came for the meet-and-greet before setting up the recurring visits. That made me feel secure right there. It's a weight off my mind to know someone reliable, kind and caring is looking in on my little ones.”
The median cost per visit for dog sitting in Waukesha is $20
Dog parents share their Rover experiences - Waukesha
Ashley did a double drop-in for me on a short notice request (1 dog, 2 cats). She is friendly and my dog liked her right away. Knowing that I had someone to trust with my pets while being gone for a long day was a huge relief. I would not hesitate requesting Ashley again.
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 Waukesha sitters!Sitters in Waukesha average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Waukesha
Frequently asked questions about Rover
The average cost for Dog Sitting in Waukesha on Rover is $19.98 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 2,275 sitters on Rover offering Dog Sitting across Waukesha. 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 Waukesha 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 Waukesha 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 Waukesha 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 Waukesha. On Rover:
- 93% of sitters can help with special care needs
- 97% 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 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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