Dog Sitting Pewaukee

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

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Over 59
pet parents in Pewaukee have booked dog sitting

Pewaukee, 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: Joseph M.
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Joseph M.
from
$17
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Waukesha, WI, 53188

About: I have taken care of dogs since a very young age.. I am experienced with dogs I’ve worked with dogs in the past as well as worked at doggy daycares/vets in the past. My schedule is relatively open so even if you need someone to come and walk the dog a couple times a day I can do that! I have experience with giving dogs medication and am able to help out with that as well. I watched a few dogs in the past that were seniors and needed special care with meds so I have experience in that category:) 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: Jennifer F.
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Jennifer F.
from
$22
per visit
20 years of experience
Menomonee Falls, WI, 53051

About: • I’ve had and cared for dogs my entire life (~25 years of experience) and cats for the past 10 years • Comfortable with all breeds and ages • Previous dog-walker for an animal shelter • 2 years experience as a veterinary assistant • Specialty: caring for high energy dogs / working breeds (ex: shepherds, malinois, and my own doberman!) • Other skills: animal behavior recognition, training, general first aid, senior and puppy pet care, medication administration/management I currently work part-time, so i have plenty of availability throughout the week, though my work schedule is different each week. Just let me know when you’d like help and we can work together to find what works! I am available for drop-ins. I am NOT available for overnight stays. I understand it can be a weird feeling having a new person come into your home (especially for your pet)! As a guest in your home, I am respectful and patient as your pet gets comfortable with me. I try my best to follow your pets lead, while also being a leader for them. I’ve cared for dogs and cats in other people’s homes many times and prioritize the safety of their home. For example, making sure it’s locked up and left how I found it when i leave, making sure the collars and leashes are secure before walks, and ensuring pets don’t escape when i open the door haha!

Sitter Profile Image: Mary D.
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Mary D.
from
$18
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Delafield, WI, 53018

Mary did a wonderful job with our dog. She communicated well, reliable, and gave lots of love to our dog. We will definitely use her again.

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Sandy R.
Sitter Profile Image: Lauren F.
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Lauren F.
from
$30
per visit
5.0 out of 5 stars
14 reviews
6 repeat clients
16 years of experience
Brookfield, WI, 53045

About: I grew up in a house of 3 dogs and have been pet sitting for more than 15 years. I am comfortable and familiar caring for pets of all sizes, needs, and personalities. Should you need more personalized care, I am happy to provide overnight stays in your home as well. I like to keep my clients up to date with check ins and photos throughout the day so they know their pets are happy and well cared for while they’re away. Feel free to message me if you have any questions! When booking a sitting request I always want to make sure that I can give your pet my full attention to accommodate their needs. I typically wake up early and am able to be home for the majority of the day, if not full time. I care for each pet as if it were my own. There will be no shortage of love and attention when they are with me.

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: Brianna L.
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Brianna L.
from
$16
per visit
5.0 out of 5 stars
1 review
3 repeat clients
4 years of experience
Lannon, WI, 53046

Great job!

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Sheryl D.
Sitter Profile Image: Allison S.
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Allison S.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
56 reviews
21 repeat clients
3 years of experience
Sussex, WI, 53089

Allison did a great job checking in on our cat. She fed, medicated, kept the litter box clean and took great care of our oder cat while we were gone.

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Tamara R.
Sitter Profile Image: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$38
per visit
5.0 out of 5 stars
40 reviews
17 repeat clients
20 years of experience
Hartland, WI, 53029

Mikaela and Shane are fantastic pet sitters! They are excellent communicators, they went above and beyond my expectations and their attention to detail is spectacular! My pets were so well cared for and loved on with every visit.

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Jennifer D.
Sitter Profile Image: Hailee W.
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Hailee W.
from
$20
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
49 reviews
17 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: 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: Katie M.
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Katie M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
65 reviews
21 repeat clients
15 years of experience
Elm Grove, WI, 53122

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.

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Beth E.
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

Joey did an excellent job with our girls and was so communicative. We’re so happy that she was available and loved the girls as much as we do. Definitely will be booking her again!

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Gwen A.
Sitter Profile Image: Jasmine S.
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Jasmine S.
from
$18
per visit
5.0 out of 5 stars
5 reviews
15 years of experience
Sussex, WI, 53089

About: I had pets all through my childhood and live with multiple service dogs as an adult. I picked up a few tips and tricks from their owners/trainers. As much as I love dogs, not even the biggest brightest puppy dog eyes will break me. I currently work 7-3 at a school so I have off all weekends and most holidays. So I will have plenty of free time during the holiday season. As I will only be caring for pets inside the owner’s home (and walks) I will 100% defer to the rules of the house and any guidelines set by the owners. There will be plenty of walks, cuddles and playtime.

Sitter Profile Image: Melissa S.
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Melissa S.
from
$15
per visit
20 years of experience
Pewaukee, WI, 53072

About: Hi! I’m an experienced and dependable dog lover with over 20 years of hands-on dog caretaking experience. I’ve cared for dogs of all ages, personalities, and care levels — from energetic pups to senior dogs requiring extra patience, attention, and medication management. One thing that sets me apart is my flexibility while working remotely. I’m able to provide more consistent companionship and care throughout the day by working from your home when needed. Whether your dog needs potty breaks every few hours, lunchtime playtime, walks, medication administration, or simply someone there to keep them company, I’m happy to help! I understand that every dog has their own routine, personality, and comfort level, and I truly treat every pet as if they were my own family member. I know how important it is to have someone you trust caring for your furry loved one, and I pride myself on being attentive, patient, reliable, and loving. My goal is simple: to make sure your dog feels safe, happy, loved, and well cared for while you’re away. I look forward to meeting you and your furry best friend! I have flexibility while working remotely. I’m able to provide more consistent companionship and care throughout the day by working from your home when needed. Monday through Friday I can work your pet’s schedule into my work day! On the weekends, I can be available whenever! I’m here to help as much as I can. My goal is to ensure your dog feels no different when I’m at a client’s home. The schedule, routines, and energy remain the same. I’m just a part time friend your dog can be excited to spend time with while their parents are away. I follow everything you need to ensure your dog is cared for and loved.

Sitter Profile Image: Aimee R.
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Aimee R.
from
$20
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Waukesha, WI, 53186

About: I've taken care of dogs since I was 20. Always owned a dog and they have been emotional support animals for me. I enjoy playing, cuddling and taking them for walks!! I currently work part time so I spend the majority of time at home. I will be spending that time walking and playing with the dogs. I don't have a fenced yard but I have a tie out but I usually just take them outside with me on a leash.

Sitter Profile Image: Lilyia S.
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Lilyia S.
from
$20
per visit
5.0 out of 5 stars
58 reviews
13 repeat clients
18 years of experience
Waukesha, WI, 53186

Lilyan was awesome! :) This was my first time using rover and I was super nervous but she really made it easy. She left detailed notes and sent over great photos making the process 10X easier. I also thought it was really sweet that she picked up after the dogs and I could tell in the photos they were out of breathe from playing during her stops at the house. Thank you a million Lilyan and would definitely choose you again!

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Imani A.
Sitter Profile Image: Michelle H.
Verified Enhanced Background Check
Michelle H.
from
$20
per visit
5.0 out of 5 stars
1 review
39 years of experience
Waukesha, WI, 53189

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.

Sitter Profile Image: Jessica D.
Verified Enhanced Background Check
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 and Josh were awesome dog sitters for us! Our boys are very large and high energy, and they handled them wonderfully. Would highly recommend them and can’t wait to use them again!

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Justine J.
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The median cost per visit for dog sitting in Pewaukee is $20

Dog parents share their Rover experiences - Pewaukee

1 / 1
5.0 out of 5 stars

Did a great job even when I forgot to leave written directions and location of pills for my dog. She went by what was entered in Rover and the dog didn't miss any meds. She also was able to come by an extra time when my plane home was very delayed.

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

Our first week with Tiffany went great! She kept me updated with pictures, videos and texts (which I appreciated)! Excited to have her continue caring for my dog on a weekly basis.

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Nicky O.
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

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.
Drop-In Visits
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  • 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.

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    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

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Sitters in Pewaukee average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Pewaukee

Frequently asked questions about Rover

The average cost for Dog Sitting in Pewaukee on Rover is $22.2 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 2,067 sitters on Rover offering Dog Sitting across Pewaukee. 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 Pewaukee 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 Pewaukee 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 Pewaukee 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 Pewaukee. On Rover:

  • 93% of sitters can help with special care needs
  • 96% 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 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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