Dog Sitting Waukesha
Book a Waukesha dog sitter to watch your dog in your sitter’s home or yours.
Over 143 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.
“Jessi has taken incredible care of our Goldendoodle for the past 9 months! She genuinely loves him and will go above and beyond to make sure he’s happy and safe. She is also an excellent communicator.”
“Jenifer is reliable and thorough. She checks on our cat, makes sure there is enough food, cleans the litter, and even takes time to let her drink from the sink. We get photos of our pet emailed to us after each visit.”
“On days when schedules are challenging I appreciate having Sierra stop in to give Maisel some time outside during the day. Visits have been flawless and worry free which is greatly appreciated.”
About: I personally have had pets in my home for my entire life, including plenty of cats and dogs! I currently have two loving orange kitties. I was also a dog sitter for a teacher of mine for two years and took care of her two 200lbs Giant Schnauzers. I walked, fed, played with, and housesat for these dogs for many weekends over these two years. I am familiar with working with pets of all ages and needs. Two of my childhood dogs were adopted as seniors with special care needs, and one of my cats currently has a special diet and is very high energy. I will adapt to whatever your pet needs to feel comfortable and happy! I am currently working part time mostly on night shifts, which leaves with with the day time open to hang out and take care of your pet! Safety is my number one priority, no matter what. I will always double check doors to make sure no one escaped, check that leashes are properly fastened, always keep an eye on what a pet might be chewing on— whatever it takes to keep them safe and happy!
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, 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.
“Justine was booked for daily drop ins for my two cats. She responded to messages quickly and followed my drop in requests perfectly. I would rebook and highly recommend her services.”
About: started working at a grooming salon, then spent years overnight pet sitting while attending nursing school. I now have a reactive dog of my own, so I understand that every dog has different needs, boundaries, and personalities. I’m patient, attentive, and want both pets and their owners to feel safe, comfortable, and cared for. 🐾❤️ I am a nurse so my schedule is different every week :) but don’t hesitant to reach out and ask and hopefully we are able to make something work! When caring for pets in their home, I focus on keeping their routine as normal and comfortable as possible. I follow their owner’s instructions closely, provide plenty of attention and reassurance, and make sure they have a safe, calm environment. I respect each pet’s individual personality, boundaries, and needs while keeping owners updated so they can feel confident their pet is happy and well cared for. 🐾❤️
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: I have 2 rescue greyhounds that initially needed a lot of care and attention. Now they are living a stress free life as crucial members of the family. I'm currently a full time student with a lot of availability during the summer. I can be flexible on most days out of the week. I will make sure that all needs are met for the pets in their home including walks, medications, feeding, and anything else that might need to be performed.
“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.”
“Suzanne was great with our car. She is reliable, punctual and does a great job with notes and pictures at every visit. She is highly responsive and engaged! Couldn’t recommend any higher!”
About: I have a long history of taking care of other’s treasured animals in the past and enjoy sharing their experience with transparency and quick communication I’m currently a student with a flexible schedule that I can adjust in order to accommodate many requests without a great deal of advanced notice I have a clean, non smoking home, with a safe environment. Pets are able to sit on furniture and do not live on a busy street
About: I’ve owned dogs and cats for 40 years. All ages, breeds, temperaments. I respect your routine and would love to help you and your pets have a stress free day, I’m currently retired and working part-time but my hours are very flexible! I can easily fit a walk or visit in any weekday. Let me help! I have two dogs and two cats so in my home care is not available. I’m happy to visit your home for cat care or walk your pups!
About: I love being around dogs and spending time with them and making them part of the family. I work from home most days so am able to snuggle when they want and play. I’ve always enjoyed having dogs and being around them! My own dog is my whole world! I work full time but mostly from home so I am available at many points throughout the day. I let my dog out to play and go to the bathroom as she requests (which is quite often lol) I have a fully fenced in back yard that my dog loves to run around and play. And during the summer months we have a large pool for them to cool down!
About: Hi! My name is Edith and I am a dedicated dog lover and pet owner. I understand how important it is to leave your furry family member with someone trustworthy and caring. Your pet will receive plenty of attention, affection, playtime, and updates while you’re away. I treat every dog as if they were my own. My goal is to make both you and your pet feel comfortable, safe, and happy. I am flexible in my work schedules so I dedicate all the necessary time to your pet as my own family. Just let me know what you need in particular I live in an apartment with a lot of garden around me I can take good care of your pet. I can do many activities
The median cost per visit for dog sitting in Waukesha is $20
Dog parents share their Rover experiences - Waukesha
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 - Waukesha
Select a filter and find qualifying sitters offering dog sitting.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 September 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 September 2026, there are 2,162 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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