Dog Sitting Waukesha

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

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Over 146
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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: Terri E.
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Terri E.
from
$27
per visit
5.0 out of 5 stars
• 109 reviews
27 repeat clients
20 years of experience
New Berlin, WI, 53151

“Terri did a great job with are little Puppy Gracie. We felt comfortable and confident with her care. We will use her again. Thanks!”

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David R.
Sitter Profile Image: Stajia W.
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Stajia W.
from
$20
per visit
5.0 out of 5 stars
• 17 reviews
2 repeat clients
15 years of experience
West Allis, WI, 53227

About: Hello my name is Stajia and I’m 29 years old. I work as a Medical Assistant, and am in school online for my bachelors. I have a pretty flexible schedule, and looking forward to watching your furr puppies. I grew up with dogs in my home, I’ve volunteered at the humane society dog walking, I’ve watched several family members pets. I currently work full time but I am very flexible. I travel for work so I am always stopping at home in between. I will be able to make sure your furr baby gets all of the love & attention they need. I have more than enough space in my home for your furry baby to play, relax, and feel comfortable during their stay. I also have a friendly 1-year-old dog of my own who loves having company and can help your pup feel comfortable, happy, and right at home. I’m also a mom of three daughters, ages 5 months, 9 years, and 10 years old. My older girls absolutely love dogs and enjoy giving them plenty of attention and affection! 🥰🐶 Your pet will be welcomed into a loving, family-oriented environment where they’ll receive lots of care, playtime, attention, and cuddles. My goal is to make your furry baby feel safe, calm, and loved while they’re away from home. ❤️🐾

Sitter Profile Image: Marlowe F.
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Marlowe F.
from
$25
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
8 years of experience
Delafield, WI, 53018

About: I’ve taken care of friends and family's pets since I was young. Recently I have been pet sitting as many dogs and kitties as I can. I’m very adaptable and adore animals. I dance part time, on Monday’s 3-9, Tuesdays 7-9, and Thursdays 3-7. Other than that my time is completely flexible for pet sitting. I’m very tidy and will always leave the house better than I found it! I’m also good with cleaning up puppy/kitty accidents.

Sitter Profile Image: William B.
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William B.
from
$18
per visit
10 years of experience
Brookfield, WI, 53005

About: I grew up with cats all my life and have spent time taking care of them while dog sitting dogs of all ages for my neighbors. I have done walks, feeding, emptying litter boxes, given medications, and taking them to appointments! I’m currently applying to residency programs and have more time on my hands to spend taking care of animals! This allows me flexibility to take care of pets most days of the week where I don’t have an interview. My girlfriend and I do not currently have a pet at home, unfortunately. While caring for others’ pets, I enjoy ensuring that they don’t become lonely while their people are gone!

Sitter Profile Image: Joey C.
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Joey C.
from
$25
per visit
5.0 out of 5 stars
• 79 reviews
18 repeat clients
40 years of experience
Hartland, WI, 53029

“This is our second time having Joey pet sit though this time it was drop in visits for our cats. She is an amazing sitter and I love the photos!! She is great to work with and we will continue to reach out! Our cat that likes to hide comes out for Joey!”

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Kristie H.
Sitter Profile Image: Quazaye K.
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Quazaye K.
from
$25
per visit
4.8 out of 5 stars
• 37 reviews
17 repeat clients
10 years of experience
New Berlin, WI, 53151

“Quazaye took great care of Misty, and was very communicative!”

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Emilia B.
Sitter Profile Image: Jasmine G.
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Jasmine G.
from
$25
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
New Berlin, WI, 53151

About: I have a deep love for animals and would love to turn that passion into my career. Rest assured, I will take excellent care of your pet. I’m experienced in caring for senior pets who need medication or extra help with walking, or those who may not be as active. Having grown up with pets, I have a strong understanding of various animals and their needs. I’ve also worked at a dog boarding facility, where I learned how to care for a variety of dogs, including aggressive or older ones, ensuring they receive the proper care, walks, and feeding. I look forward to hearing from you and providing a loving, comfortable environment for your pets. You can trust that they’ll be in great hands. I also have a 6-year-old and a 2-year-old who are both good with animals, so there’s no need to worry. A year of my pet care experience is from working at a dog boarding place while the rest is pets I’ve had and taken care of or I have watched my sister dog for her for years now on and off for her and I still do I work Monday through Friday until 12 to the latest is like 3:30 pm. I am home otherwise. I am a residential cleaner and since I make my own hours I can stop from one house to another and go home If I need to. I am trying to get lots of clients though so I can stay home and just watch pets all day or even be able to go out and feed others or walk them. If your pet needs to be in a crate I will make sure I always do what you usually do with your pet. I do let them on my furniture and bed and I usually cover them up with blankets if they like it. If they can have a little bit of regular food I will ask and give them some as a little treat. I do get pup cups for them as well if they can have it. My house is always moving around since I do have kids but your pets will always have a great time.

Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$25
per visit
3 years of experience
Brookfield, WI, 53005

About: For a year, I gained valuable experience working with a pet sitting company, and I loved every minute. What truly sets me apart is my comprehensive experience. From volunteering at a Milwaukee cat shelter to personally providing senior care for my own aging pets, I am comfortable with all life stages. Plus, my experience fostering puppies means I'm ready for the boundless energy and basic training needs of the youngest dogs. When you book with me, you're getting a dedicated animal lover with a proven track record. I am currently working part time at a hospital, which has given me extra time on my hands. I would love to spend this time with any animals that need help. I have 3 rescue dogs and 3 cats, unfortunately I cannot house them myself but will help out at clients home to play, clean, and feed.

Sitter Profile Image: Tara F.
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Tara F.
from
$14
per visit
5.0 out of 5 stars
• 3 reviews
2 repeat clients
20 years of experience
Hales Corners, WI, 53130

About: I have taken care of all types of animals from fish to lizards. I take of care my own dogs and cat currently and babysit for family and friends. I currently have the summers off due to being a teacher. This allows me to have open availability all summer! I’m available for all services. I have woods in backyard and a dog park across street to provide plenty of exercise. I would take care of your pets as you wish. Anywhere from a hour walk to a few snuggles in the middle day, I’m happy to do it.

Sitter Profile Image: Susan M.
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Susan M.
from
$30
per visit
5.0 out of 5 stars
• 2 reviews
4 repeat clients
10 years of experience
Pewaukee, WI, 53072

“Susan did an awesome job caring for our 3 "kids". Would highly recommend her to anyone. Will most definitely call her for our next vacation!”

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Tammy L.
Sitter Profile Image: Stephany N.
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Stephany N.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 10 reviews
3 repeat clients
10 years of experience
Milwaukee, WI, 53219

About: Providing reliable, professional care for your pet (DBA Pawtastic Pet Sitting)--we appreciate any feedback & reviews en lieu of tips *Schedule availability update: Walks & drop-ins: Mon-Fri anytime after 3:30pm - Midnight Sat-Sun 24 hour availability Boarding: Drop offs/pick ups Mon-Fri before 6:30 am or after 3:30 pm Sat-Sun anytime My availability has changed for the holiday season. Thank you for understanding! I offer dog walking and house sitting services in your home or overnight boarding. If your dog has special care needs I can accommodate one dog at a time for a more comfortable stay. Free Meet & Greet with all new clients so we can review your dog's routine, go over your expectations, and decide if I am a good fit for you. You'll receive regular photo updates throughout your pet's stay. Please reach out with any questions! I am available for services throughout the week and on the weekends part-time with some flexibility depending on the dates. I can accommodate longer stays based on circumstances and care requirements, happy to discuss further! I will follow the owner's guidelines and treat your house and pets with respect. I use a common sense approach to safety and will stay vigilante when spending time with your loved one. I believe in clear communication and am happy to update you as much as needed. Thank you allowing me to help relieve some of the petcare duties for your dog or cat. My personal goal is to keep your pet comfortable and happy while you are away!

Sitter Profile Image: Hannah D.
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Hannah D.
from
$40
per visit
5.0 out of 5 stars
• 48 reviews
16 repeat clients
28 years of experience
Muskego, WI, 53150

“Hannah does an amazing job. Communication is super easy and she really makes your pets feel like they are her own. She really goes above and beyond what’s asked and we cannot say enough great things. We look forward to her next visit/overnight with our dogs!”

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Matthew S.
Sitter Profile Image: Stephen & Wipawee D.
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Stephen & Wipawee D.
from
$25
per visit
5.0 out of 5 stars
• 51 reviews
19 repeat clients
6 years of experience
Milwaukee, WI, 53216

“Stephen and Amelie are the best! They take excellent care of our babies and our home when we’re away and make us feel completely comfortable when we need to travel without the pups. Our dogs love them too!”

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Laura B.
Sitter Profile Image: ash s.
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ash s.
from
$15
per visit
5.0 out of 5 stars
• 4 reviews
5 repeat clients
16 years of experience
Franklin, WI, 53132

About: Hi! I’m originally from Madison, WI and recently moved to franklin. I absolutely love all animals and have over 16 years of experience caring for them,especially cats and dogs! I’ve fostered cats for more than 3 years and currently volunteer at a wildlife rehabilitation center, where I care for injured and orphaned animals. I’m also working toward a degree in Fish and Wildlife Science, so animals are truly a part of my daily life. I’m dependable, patient, and passionate about providing safe, loving care to all kinds of pets.whether they need snuggles, medication, or just someone to hang out with while you’re away! I work second shift, Monday to Thursday and some Fridays. I'm available until 2:00 pm and Fridays I'm either available all day or before noon. Perfect for those working first shift! I always follow the pet parent’s instructions closely and make sure their home is treated with care. I keep feeding areas and litter boxes clean and tidy, and I’m respectful of the pet’s space and routine. Whether I’m in your home or mine, I create a calm, safe, and loving environment for your pets.

Sitter Profile Image: Justine R.
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Justine R.
from
$20
per visit
5.0 out of 5 stars
• 10 reviews
1 repeat client
20 years of experience
Euclid Park, Milwaukee, WI, 53227

“Justine took wonderful care of my cat while I was away. She gave her her medication and played with her a lot! I have no doubts that my cat Effie had a wonderful time with her.”

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Kayla 🤷.
Sitter Profile Image: Michaela K.
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Michaela K.
from
$24
per visit
5.0 out of 5 stars
• 10 reviews
3 repeat clients
3 years of experience
Bluemound Heights, Milwaukee, WI, 53213

“This chick is phenomenal! She has a great personality and is very engaged with animals. My German shepherd loves her and even gets to play in the water with her. Her communication skills are stellar. I received live updates and photos while at work. If you want someone reliable and dedicated to your fur babies, she is it. I HIGHLY recommend her! <3”

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Katrina B.
Sitter Profile Image: Amanda T.
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Amanda T.
from
$25
per visit
5.0 out of 5 stars
• 8 reviews
3 repeat clients
30 years of experience
Mukwonago, WI, 53149

About: I have been taking care of dogs for around 30 years. Friends, family, and neighbors have all trusted me to love and care for their sweet animals! I am currently working part time, so that leaves me lots of time to spend with your animals. Mornings, later afternoons, evenings and weekends are open. I live on 3 acres with plenty of room to roam and run around! I also have four children who will happily love and play with your sweet animals.

Sitter Profile Image: Abigail B.
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Abigail B.
Star Sitter
from
$50
per visit
5.0 out of 5 stars
• 72 reviews
16 repeat clients
18 years of experience
Muskego, WI, 53150

“Abigail is a very responsible and kind sitter and always does an excellent job taking care of my kitty that needs to be given medication daily.”

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Liz D.
Sitter Profile Image: Ashley K.
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Ashley K.
from
$25
per visit
5.0 out of 5 stars
• 11 reviews
12 years of experience
Wauwatosa,, WI, 53226

About: I’ve grown up with pets my entire life, and own 2 of my own dogs now. I am also a licensed foster parent through the WHS, as well as seasoned pet sitter. Both myself & my fur babies love other pets in our home, or I can stay at yours, if you’d prefer. I am a therapist who works with children & adolescents; my husband is a special education teacher. We have two resident dogs, who are family to us, and we are registered foster fur parents through the Wisconsin Humane Society. Our dogs enjoy playdates with friends of all sizes and so do we. We look forward to connecting! We have a fenced in yard with two friendly pups who LOVE play dates! We are ready to welcome you into our home (and yard!) as an extension of our family! To us, animals are everything!

Sitter Profile Image: Jamila M.
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Jamila M.
from
$20
per visit
4.9 out of 5 stars
• 99 reviews
29 repeat clients
27 years of experience
Washington Heights, milwaukee, WI, 53208

“Jeremy was an amazing cat sitter! Both my cats were immediately comfortable and really grew to like Jeremy’s daily visits and play time. Super responsive and always sending lots of pics for me to check in on- it’s was such a relief to have them in Jeremy’s care. Highly recommend!!!”

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John L.
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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

Jen went above and beyond helping us with our dogs. Schedules were a little crazy for us with a wedding and the world series. But Jen was great and accommodating.

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Liz K.
Drop-In Visits
5.0 out of 5 stars

Scott and Ashley took great care of my fur baby! They went above and beyond to make sure my dog had the best care by adding in walks and making sure she doesn’t get into things as she tends to do that. Scott brought in my garbage cans and picked up after my dog without asking. Will definitely re book again!

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

Aly did a wonderful job watching our pup, two kitties and home. She sent me detailed updates daily which I super appreciated. Would definitely recommend and book again in future.

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

Another great drop in with Catilyn! She was able to help me out with just a couple days notice. Always reliable! I have no doubt Jimmy is in good hands with her!!

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Jenna Z.
Drop-In Visits
5.0 out of 5 stars

This was our second time booking Danelle and she was great again! She was timely and kept Ivy entertained while we were away during the evening. We’ll definitely be hiring her again!

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Courtney B.
Drop-In Visits
5.0 out of 5 stars

Allie was great! I had a last minute need and she was able to come and save me. Dogs were happy. All is well.

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Cindy G.
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

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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How to book dog sitting

  1. 1. Search

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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 Dog Sitting - Waukesha

Frequently asked questions about Rover

The average cost of Dog Sitting in Waukesha is $20 per visit as of October 2026. Most bookings cost between $11 and $30 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 2,146 sitters on Rover offering Dog Sitting across Waukesha. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

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:

  • 88% of sitters can help with special care needs
  • 95% 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 contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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