Dog Sitting Waukesha

Book a Waukesha dog sitter to watch your dog in your sitter’s home or yours.

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Over 150
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.

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Sitter Profile Image: Sierra S.
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Sierra S.
from
$20
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Waukesha, WI, 53188

Sierra was awesome with Maisel. Great communication and everything was easy. I highly recommend her services.

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Craig E.
Sitter Profile Image: Jessi C.
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Jessi C.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
310 reviews
80 repeat clients
38 years of experience
New Berlin, WI, 53151

Jessi really just is the best. She is really great about updating us on the status of our kitty. She is great with cats and really easy to talk to. We will definitely be booking her again!

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Corinne B.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
376 reviews
160 repeat clients
22 years of experience
Pewaukee, WI, 53072

Jenifer was very thorough and thoughtful during our meet and greet, making sure all details were clear and concise. I would certainly book with her again in the future!

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Meghan R.
Sitter Profile Image: Amber K.
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Amber K.
Star Sitter
from
$30
per visit
4.8 out of 5 stars
12 reviews
6 repeat clients
10 years of experience
Waukesha, WI, 53186

We had to cancel- forgot appt was scheduled on Mothers Day

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Missy Z.
Sitter Profile Image: Wendy W.
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Wendy W.
from
$20
per visit
5.0 out of 5 stars
17 reviews
6 repeat clients
12 years of experience
Pewaukee, WI, 53072

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.

Sitter Profile Image: Alex D.
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Alex D.
from
$20
per visit
5 years of experience
Waukesha, WI, 53189

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.

Sitter Profile Image: Angeline M.
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Angeline M.
from
$20
per visit
10 years of experience
Waukesha, WI, 53189

About: What sets me apart is that I truly care for every dog as if they were my own. I have experience caring for dogs of all ages, from energetic puppies to senior dogs who need extra patience and attention. I’m comfortable administering medications and following detailed care instructions, so you can feel confident your pet’s routine will stay consistent while you’re away. I understand that every dog has a unique personality and needs, whether that’s plenty of playtime, long walks, extra cuddles, or a calm environment. My goal is to provide a safe, loving, and stress-free experience so both you and your pet can have peace of mind. As a teacher, my schedule is very consistent during the school year. If your pet is already used to being home during the day while their owners are at work, my routine is a great fit. Before and after school, I’ll make sure they get plenty of attention, walks, playtime, meals, and any medications they need. During weekends and school breaks, I have much more flexibility and can spend even more time with them. My goal is to keep your pet’s routine as normal and comfortable as possible while you’re away. I tailor my care to each pet’s individual needs and routine. Whether I’m caring for your pet in my home or yours, I follow your instructions closely to help them feel safe, comfortable, and relaxed. For boarding or daycare in my home, I provide a clean, calm environment with plenty of playtime, exercise, affection, fresh water, meals on schedule, and any medications they need. I make sure pets have a comfortable place to rest and receive lots of one-on-one attention. For drop-in visits or house sitting in your home, I maintain your pet’s normal routine by feeding them, taking them for walks or letting them out for potty breaks, providing playtime and companionship, administering medications if needed, and making sure they feel cared for while you’re away. I also treat your home with the same respect and care that I would my own. My priority is making sure every pet feels loved, safe, and happy while giving owners peace of mind that they’re in good hands.

Sitter Profile Image: April F.
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April F.
from
$16
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
20 years of experience
New Berlin, WI, 53146

April was amazing! She came through for me last minute on New Year’s Day and took wonderful care of both of my dogs. One of them is a difficult Pomeranian and she handled everything calmly and confidently. I feel completely at ease knowing they were in good hands. I’m grateful for her help and would absolutely book her again. Highly recommend!

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Michelle B.
Sitter Profile Image: Joseph M.
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Joseph M.
from
$17
per visit
5.0 out of 5 stars
2 reviews
5 years of experience
Waukesha, WI, 53188

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 i am not working at this time id still like to devote 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, I've given insulin shots and given pills, I am more than comfortable handling that, I found 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..

Sitter Profile Image: Marinda M.
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Marinda M.
from
$20
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
6 years of experience
Waukesha, WI, 53188

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.

Sitter Profile Image: Caroline C.
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Caroline C.
from
$14
per visit
20 years of experience
Waukesha, WI, 53186

About: I’ve taken care of my family pets my entire life and have been trusted with feeding, bathing, walking, and playing with dogs and cats for neighbors, family members, and friends while away! I currently am a mama to a pup and a kitty who I love more than anything (don’t tell my fiancé 🤭) I’d love to be able to help in a pinch to take care of your bestie and care for them as if they were part of my own pack. I work from home on Thursdays & Fridays with an extremely flexible schedule! Weekends, I am typically available with enough notice. Visits for me can last any where between 10min check ins to 1hour adventures. At home, we have a lead for our dog to roam the yard. I am comfortable with letting pups out in fenced yards, walking on leashes, and crating if that is something you need. I’m totally willing to assist with meal times and treats with instructions provided. I totally understand that each pet has specific needs and I’ll go the distance to keep them happy.

Sitter Profile Image: Matt F.
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Matt F.
from
$14
per visit
37 years of experience
Waukesha, WI, 53186

About: I have been living with and caring for animals my entire life. I learned from an early age how to care for and train animals. I can train your puppies on potty training, teaching them new tricks. I taught my dog how to use a doggy doorbell to let me when he needs to go potty. I also grew up around family who were experienced vet techs, who have taught me how to care for common pet injuries, etc. I'm currently beginning training for substitute teaching. But otherwise have a pretty open schedule. So I can be available most times for your pet care needs. I can let your dog outside or take them for walks while you're working so they can get out when you're not home. If you're in Waukesha county I can take them to the dog park and get them some exercise. I can sirens some time teaching them tricks. I'm open to what care you'd like your pup to receive.

Sitter Profile Image: Melita C.
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Melita C.
from
$20
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Pewaukee, WI, 53072

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.

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Jasper F.
Sitter Profile Image: Brett M.
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Brett M.
from
$14
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
5 years of experience
Waukesha, WI, 53189

Brett really loves all animals, and he is very conscientious about providing quality care to them!

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Arthur Y.
Sitter Profile Image: Luminita "Aly" F.
Verified Background Check
Luminita "Aly" F.
from
$20
per visit
5.0 out of 5 stars
48 reviews
16 repeat clients
12 years of experience
Waukesha, WI, 53188

Aly was able to support last minute and my pup loved her from first meeting! So sweet and clearly has love and care for fur babies. She checked in and sent pictures when popping in to let Jada out, which was so appreciated!

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Noelle B.
Sitter Profile Image: Abigail B.
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Abigail B.
from
$15
per visit
10 years of experience
Waukesha, WI, 53189

About: I absolutely love pets and will ALWAYS do my very best to make sure they are comfortable and well taken care of! I enjoy building trust between the pet and I to ensure a safe environment for the both of us. I have 3 dogs of my own and know what it’s like to worry about your fur babies in the hands of other people, my first priority is to have the client comfortable with my abilities to take care of their beloved pet. I’m a part-time student with an extremely flexible schedule! I’m always free during day time hours, Monday through Friday, 8:00AM-4:00PM. I’m typically not available during the weekends, but I may be available to work with you upon request. I treat every pet I care for like they are my own. I pay close attention to each pets routine, from feeding and walks to playtime and medication, ensuring they receive the same care and attention they would get from their owners. Their happiness and comfort will always be my priority.

Sitter Profile Image: Suzanne B.
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Suzanne B.
from
$30
per visit
5.0 out of 5 stars
35 reviews
11 repeat clients
12 years of experience
Waukesha, WI, 53189

I enjoy having Suzanne care for my cat. She wanted to learn my processes and she did an exceptional job caring for my cat. I could be at ease and focus on work while my cat was cared for.

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Susan H.
Sitter Profile Image: Nadia S.
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Nadia S.
from
$25
per visit
6 years of experience
Waukesha, WI, 53186

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.

Sitter Profile Image: Jessica D.
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Jessica D.
from
$15
per visit
5.0 out of 5 stars
14 reviews
5 repeat clients
30 years of experience
Waukesha, WI, 53188

Jessica was fantastic with our pups. One of our dogs got sick and she cleaned the couch for us and gave lots of love and attention. Highly recommend

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Amber H.
Sitter Profile Image: Edith A.
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Edith A.
from
$14
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
15 years of experience
Waukesha, WI, 53186

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

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The median cost per visit for dog sitting in Waukesha is $20

Dog parents share their Rover experiences - Waukesha

1 / 1
5.0 out of 5 stars

Ashely was great. She sent us photos during her stay with our dog to show that she was being well taken care of.

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Michael C.
Drop-In Visits
5.0 out of 5 stars

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!

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Dayne R.
Drop-In Visits
5.0 out of 5 stars

Jen was great with our three dogs, including two seniors and my reactive little guy. We will be booking her again!

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Michaela P.
Drop-In Visits
5.0 out of 5 stars

Aly is so great with Finnegan and was very accommodating with our schedule. We can’t wait to have her back!

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HH M.
Drop-In Visits
5.0 out of 5 stars

Tressa is amazing! Came to the house on short notice and let my pups out. She sent the cutest picture of the two of them ❤️

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Tiffany J.
Drop-In Visits
5.0 out of 5 stars

Sydney has been amazing with my dog. She’s sweet, reliable, and truly cares. I love knowing Penny is in such trustworthy hands during the day. Highly recommend!

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Jolene T.
Drop-In Visits
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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. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 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 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 2,212 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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