Dog Sitting Pewaukee

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

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Over 62
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: Emma R.
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Emma R.
from
$30
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Pewaukee, WI, 53072

My fur-babies loved spending time with Emma. Highly recommend.

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Jill B.
Sitter Profile Image: Tereace S.
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Tereace S.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
2 years of experience
Lower East Side, Waukesha, WI, 53188

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.
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: Amanda G.
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Amanda G.
from
$17
per visit
1 repeat client
15 years of experience
Waukesha, WI, 53188

About: I’ve taken care of dogs since a young age in my own home and have dog sat for several families as a teenager and adult. I like to play and walk dogs and take care of their needs. I do have experience with puppies. I also have experience with cats, rabbits, Guinea pigs, hamsters, gerbils and fish. I work from home, so I have some flexibility/availability during the morning and afternoon and am free in the evenings. I am also available most weekends. I love getting to know dogs and other pets. I will learn from the owners about their pets and observe their behaviors to see works best for them in our interactions.

Sitter Profile Image: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
36 reviews
14 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: Katie M.
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Katie M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
62 reviews
19 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: Joey C.
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Joey C.
from
$25
per visit
5.0 out of 5 stars
77 reviews
18 repeat clients
40 years of experience
Hartland, WI, 53029

Joey was wonderful! Our kitten got sick the night before we left and Joey was able to change her plans and give our kitten all of her medications. She was very well taken care of and eased our minds while gone! Highly recommend!

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Abby U.
Sitter Profile Image: Lisa & Curtis W.
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Lisa & Curtis W.
from
$15
per visit
5.0 out of 5 stars
15 reviews
5 repeat clients
30 years of experience
HARTLAND, WI, 53029

About: We lost our sweet Blue (11 year old labradoodle) 3 years ago of bone cancer, and have recently become empty nesters. We LOVE dogs, and our cat has missed his canine companion. Our yard is over an acre, and includes a wooded area. We are also located near beautiful trails that we can walk to. Both of us work from home the majority of the time, and we will only open our home up to furry house guests if we are sure that at least one of us is available to be home the majority of the day. Your dog will love the extra love and attention that they will receive, and we tend to be a bit lenient with letting dogs on furniture/beds. Most of our neighbors own dogs, and there are young children next door. That being said, a dog that is friendly with other dogs and not wary of children would LOVE a vacation with us. I am working part time, and my husband works at least 1/2 of the time from home. We are flexible with dog schedules, and have experience with "elderly" dogs with special needs. We have a large yard (over an acre), which is not fenced in. Our neighborhood connects to walking trails and parks, so your dog will have ample exercise opportunities. We are extremely flexible with our schedules, and can adapt to meet your dog's current routines.

Sitter Profile Image: Aimee R.
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Aimee R.
from
$15
per visit
5.0 out of 5 stars
5 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: 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: Kandice B.
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Kandice B.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
11 reviews
2 repeat clients
35 years of experience
Waukesha, WI, 53189

Kandice was a great pet sitter for our two cats. Her communication was phenomenal and you can tell she has a real heart for animals. It was our 1st experience with Kandice and we would definitely book her again! Highly recommend !!

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Betty S.
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: Mary D.
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Mary D.
from
$15
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: 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: Tiffany W.
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Tiffany W.
from
$14
per visit
10 years of experience
Pewaukee, WI, 53072

About: I’ve been raised around dogs since birth. I have free time a few times a week. I’m looking forward to help you care for your pups. Looking to take up some of my spare time and help you with your pets. I have availability during the day several days a week. I have experience taking care of pets my entire life. I can easily meet your pets needs. I look forward to meeting different breeds and making you less stressed.

Sitter Profile Image: aryanah w.
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aryanah w.
from
$17
per visit
5.0 out of 5 stars
3 reviews
7 years of experience
Pewaukee, WI, 53072

About: I’m offering pet sitting + drop-in visits for dogs, cats, and other furry friends 🐶🐱 I’m super patient, reliable, and genuinely love being around animals. Whether your pet needs walks, playtime, cuddles, feeding, or just someone to keep them company, I’ll treat them like my own. Message me for availability + rates 🤍 Currently I’m working part-time with a very flexible schedule, assuring you and your furry family to be at the top of my priorities always! Your pet’s safety and comfort are my top priorities. I have a large backyard, a playroom for cats and dogs, and supplies like leashes and crates to keep pets safe and comfortable. I follow each pet’s routine, provide plenty of attention, and send regular photo updates while you’re away. 🐾💕

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: Michaela W.
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Michaela W.
from
$10
per visit
10 years of experience
Waukesha, WI, 53186

About: I’ve had dogs my whole life with a mix of temperaments and breeds so I am confident with any dog. I have experience training dogs with basic commands. I also have done a lot of pet sitting in the past so I have a lot of experience. I am currently not working but am planning to be working part time but I’m very flexible and am normally able to move things around. I always make sure to clean up everything and leave places better than I found them. Along with making sure that your pet is well taken care of and happy

Sitter Profile Image: Kali W.
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Kali W.
from
$25
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
28 years of experience
Pewaukee, WI, 53072

About: Animals are truly my passion. I hope to have a lot of them someday when I have the money, time and land. In the meantime I’m on rover to spend time with dogs, help people out, and be productive during my free time. I love an excuse to get up early during the week and go for a walk or just hang out with the fuzzy babies. I work part time as a hairstylist and I want to fill the rest of my time doing something that makes me happy! I love physical exercise, I love animals, so I know that I can help pet owners! (I also love animals snuggles) When I stay at your house with your dogs/cats I will be there when agreed upon and overnight if agreed upon. I need to be able to leave for at leave a couple of hours each day I am staying. I’m there for feeding, playing, potties, snuggles, treats, sleeping, and whatever else the furry ones need!

Sitter Profile Image: Melissa F.
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Melissa F.
from
$15
per visit
5.0 out of 5 stars
3 reviews
20 years of experience
Waukesha, WI, 53186

About: Hi, I’m Melissa! With a lifetime of experience caring for animals, I’m passionate about providing safe, compassionate, and enriching care for your pets. I grew up with dogs, cats, hamsters, fish, and even amphibians, so I’m comfortable with a wide range of animal friends. I spent two years working at an animal shelter, where I gained hands-on experience with animals of all kinds. I also worked as a professional dog walker and pet sitter for another company for two years. During this time, I honed my skills in animal behavior, giving me valuable insight into how to keep pets happy and stress-free. In addition to a degree in biology, I have four years of volunteer experience in wildlife rehabilitation, which deepened my understanding of animal care and wellbeing. I’d love the opportunity to care for your pets like my own and give them a wonderful experience while you’re away! Pet care is something I truly enjoy and look forward to as part of my routine. I'm available throughout the day and can accommodate up to 3–4 visits daily to fit your pet's schedule. Whether your pet needs potty breaks, feeding, playtime, medication, cuddles, or exercise, I'm committed to providing reliable, personalized care. For dogs with a little extra energy, I'm also happy to offer runs instead of walks. My goal is to make every visit a positive experience and help your pets feel safe, comfortable, and loved while you're away. In my clients' homes, I aim to make pets feel as comfortable and secure as possible. I follow their usual routines, from feeding schedules to favorite playtime activities, and I pay close attention to any special needs or preferences they have. With my background in animal behavior and experience across various types of pets, I’m skilled at recognizing body language and adapting to each pet’s unique personality. My goal is to create a calm, happy environment for pets, so they feel at ease and cared for while their family is away.

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

Dog parents share their Rover experiences - Pewaukee

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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

This is the second time we use Matt and he’s great with the girls. He checked on them and gave them their food and took them for a walk. He’s good with the girls and they enjoy their time with him

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Alberto F.
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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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 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 2,114 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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