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: Jessi C.
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Jessi C.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
317 reviews
83 repeat clients
38 years of experience
New Berlin, WI, 53151

Jessi has formed a connection with our girls and even coaxed our shyest to come out and spend some time with her. The girls look forward to seeing her again.

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

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.

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

Jenifer did a great job and took good care of my kitties! I would book with her again if I ever need someone to check in on them in the future!

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Tessa E.
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: Hailee W.
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Hailee W.
from
$25
per visit
10 years of experience
Waukesha, WI, 53188

About: I have had dogs and helped to care for them for my entire life. Including maintaining proper feeding schedule, walking and exercising dogs, playing with dogs, comforting dogs, etc… I frequently dogsit (including overnight stays) for my nephew puppy (Theo, mini bernedoodle), who is now 11 months old but have been helping with him since we was 2 months old. I will be getting my own mini dachshund puppy in August! :) I currently work full-time as a nanny. However, my schedule will be changing in August, as I will be opening my own coffee shop in September. With my current schedule, I would be available early mornings (before 7/8am usually) or evenings (after 4pm usually). I am wide open on weekends. In August, my schedule will remain the same, though I will also be wide open on Tuesdays and Wednesdays. In September, when the coffee shop opens I will be flexible Saturday-Monday and available after 2:30pm the rest of the week. In your home, I will always follow your established rules for your pet. I am comfortable using harness and leash, overseeing pets in a fenced in area, walking dogs, administering medications, feeding dogs, playing, etc.

Sitter Profile Image: Luminita "Aly" F.
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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: 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, 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: Brett M.
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Brett M.
from
$14
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
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: Katie M.
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Katie M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
64 reviews
21 repeat clients
15 years of experience
Elm Grove, WI, 53122

Katie is a fabulous cat sitter! She has the biggest heart for pets and made us feel so relaxed on vacation knowing our little kitty was being loved on!

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Alexis D.
Sitter Profile Image: Maggie B.
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Maggie B.
from
$25
per visit
20 years of experience
Waukesha, WI, 53188

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. 🐾❤️

Sitter Profile Image: Rowan B.
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Rowan B.
from
$30
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
Waukesha, WI, 53188

About: I’ve been around family pets since I got my first cat at 6 months old! 29 years of experience adoring your pets, 20 years of experience with cats, 7 with dogs. I’ve lived with and helped raise a mid-sized terrier mix and a large Rottweiler mix. Im looking forward to meeting your furry family members and hopefully giving you some peace of mind that they well be safe and adored while you’re away. I’m currently in my last semester of undergrad and saving up for grad school. I spend a lot of my time volunteering but have no firm work schedule. I will visit every day or stay overnight with your pets to make sure they are safe, well-fed, exercised, watered, and pottied. I love to read with a cat beside me or go for a nice walk with your dog. Let me know what your pet needs! Everyone is different.

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: 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: 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: Michelle E.
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Michelle E.
from
$13
per visit
20 years of experience
Waukesha, WI, 53188

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.

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: Justine S.
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Justine S.
from
$25
per visit
5.0 out of 5 stars
40 reviews
17 repeat clients
8 years of experience
New Berlin, WI, 53151

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.

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Anne M.
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

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!

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Ben W.
Sitter Profile Image: Gianna P.
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Gianna P.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
4 years of experience
Pewaukee, WI, 53072

About: I’m a lifelong animal lover and currently work part-time, allowing me plenty of time to dedicate to your pets. Whether it’s weekday evenings or weekends, I’ll make sure your pets feel cared for, loved, and entertained. My flexible schedule means I can provide consistent care, daily walks, and plenty of playtime for your pets. What ever is needed from me, I am here for it! Your pet’s safety is my top priority. I have a fenced yard for dogs to play freely, and I ensure the environment is clean and secure. I also have one friendly dog who loves having company. If needed, I can crate your dog for added safety and comfort during their stay.

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

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5.0 out of 5 stars

Aly always does a wonderful job taking care of our Finnegan! We’re happy to have her back whenever we can!

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

Ashley did a great job watching my dog Swiss over a weekend! Very attentive and great with communication

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Brice 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

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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  • 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?

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  • 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

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Popular requests for dog sitting - Waukesha

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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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