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

Shane was very responsive and able to accommodate me with a last minute check in request on my Whiskey boy. I really appreciated the details and notes left in the rover card so I knew how my kiddo was doing. I would absolutely use Shane and Mikaela again!

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Abigail W.
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: Kandice B.
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Kandice B.
Star Sitter
from
$20
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: Sara V.
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Sara V.
from
$10
per visit
5.0 out of 5 stars
23 reviews
9 repeat clients
17 years of experience
Sussex, WI, 53089

Excellent dog friend!

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Steve R.
Sitter Profile Image: Ambria Y.
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Ambria Y.
from
$20
per visit
5.0 out of 5 stars
41 reviews
13 repeat clients
10 years of experience
Pewaukee, WI, 53072

Ambria was very kind, responsible, and followed all instructions we discussed. She even showed up in the middle of a blizzard to make sure the cats were taken care of!

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Andrew K.
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: 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: 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: 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: Samantha B.
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Samantha B.
from
$15
per visit
5.0 out of 5 stars
18 reviews
4 repeat clients
7 years of experience
Brookfield, WI, 53045

This was our first time using Rover and Samantha was great! She was perfectly on time every time. She helped make us feel so comfortable by allowing us to keep the dogs at home where they are most comfortable! We’re so pleased with this experience.

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Melissa K.
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: Joey C.
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Joey C.
from
$25
per visit
5.0 out of 5 stars
78 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: 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: 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

Liliya is great! I was setting up cat sitting for my relatives during a family emergency and from several states away, and she was so helpful and accommodating!

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Jessica E.
Sitter Profile Image: Aimee R.
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Aimee R.
from
$20
per visit
5.0 out of 5 stars
6 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: Virgo P.
Verified Enhanced Background Check
Virgo P.
from
$15
per visit
17 years of experience
Waukesha, WI, 53186

About: I personally have had pets in my home for my entire life, including plenty of cats and dogs! I currently have two loving orange kitties. I was also a dog sitter for a teacher of mine for two years and took care of her two 200lbs Giant Schnauzers. I walked, fed, played with, and housesat for these dogs for many weekends over these two years. I am familiar with working with pets of all ages and needs. Two of my childhood dogs were adopted as seniors with special care needs, and one of my cats currently has a special diet and is very high energy. I will adapt to whatever your pet needs to feel comfortable and happy! I am currently working part time mostly on night shifts, which leaves with with the day time open to hang out and take care of your pet! Safety is my number one priority, no matter what. I will always double check doors to make sure no one escaped, check that leashes are properly fastened, always keep an eye on what a pet might be chewing on— whatever it takes to keep them safe and happy!

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.
Sitter Profile Image: Nicole J.
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Nicole J.
from
$18
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
9 years of experience
Sussex, WI, 53089

About: I’ve been taking care of dogs for friends and neighbors for almost 10 years. I have helped raise puppies while nannying, and have dog sat overnight for years! I have an energetic lovable 9 month old lab of my own who would love to have a friend to play with! I’ve cared for sick pets, puppies, and adult dogs. I’m experienced with bathing pets, love long walks and playing in the yard. I always make sure there is plenty of enrichment time. I am available during all hours of the day as I’m a stay at home mom currently. I’m available all hours of the day on weekends. I have a large yard and a lovable pup who can be a companion to your pet! She has gone to daycare for months so is fully socialized and always wants to play with anyone who is interested. We have a camera in our crate room to make sure everything is alright when we are away. We have a full room that is pretty much empty designated for dog toys and treats! I will make sure your pet gets all the love and attention they deserve while you are gone!

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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

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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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

  1. 1. Search

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

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog sitting - Pewaukee

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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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