Dog Sitting in Pewaukee

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

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Top rated Pewaukee dog sitters

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: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
31 reviews
11 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: 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: Raleke H.
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Raleke H.
from
$16
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
4 years of experience
Pewaukee, WI, 53072

About: I’ve been a proud rescue dog mom for 6 years and understand how much our pets mean to us. Whether it’s walking, feeding, playtime, or just keeping your pet company while you're away, I’ll treat them like family. I have experience caring for both dogs and comfortable with pets of all temperaments. I am especially sensitive with dog with separation anxiety as my own dog suffers from that as well. I'm reliable, patient, and truly enjoy spending time with animals. I bring a strong background in responsibility and trustworthiness from my job as an Asset Protection Manager. My job requires attention to detail, discretion, and a high level of reliability-all qualities I bring to every job. I’m here to be a responsible and reliable pet care giver while giving your pet the love and attention they deserve—so you can have peace of mind while you're away! I have a very open and flexible schedule—perfect for giving pets the time and attention they deserve! I'm able to adjust my routine to meet each pet's needs and make sure they feel safe, happy, and loved. Whether I’m caring for pets in my home or in a client’s home, I treat every animal like they’re part of the family. I follow the pet’s usual routine as closely as possible—feeding schedules, walks, playtime, medication, and any special instructions you provide. I pay close attention to each pet’s comfort level and personality, whether that means giving them space to settle in or showering them with affection. In your home, I’m respectful of your space and aim to keep things tidy and calm. In my home, pets have a cozy, safe environment with plenty of love, supervision, and room to relax. Communication is key, so I always keep pet parents updated with messages and photos for peace of mind.

Sitter Profile Image: Makeady O.
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Makeady O.
from
$15
per visit
5 years of experience
Waukesha, WI, 53188

About: Hi, I'm Max! I've been a pet lover ever since I was a kid. Currently, I take care of my childhood dog, Jordy, who's about 19 years old and has several health issues. He's a sweet loving rescue dog, and I wouldn't trade him for the world. I am experienced with giving dogs medications, both liquid and solid, and cleaning them as needed. I understand that every dogs has their own needs, and I am willing and able to give every dog the love they need, want, and deserve. I just graduated from Carthage College, so I have the entire summer to care for your pet! Whether that means staying overnight or walking them a few times a day, I'm ready to give them the care they need. I will make sure your pet is safe and secure in your home, making sure physical boundaries are maintained and secure. A safe pet is a happy pet!

Sitter Profile Image: Kandice B.
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Kandice B.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
8 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: Allison S.
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Allison S.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
53 reviews
20 repeat clients
3 years of experience
Sussex, WI, 53089

Allison was great, she was very communicative during the stay and helped us when we need to make any adjustments. Would recommend if you are in need of great dog care!

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John C.
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: 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: Marinda M.
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Marinda M.
from
$20
per visit
5.0 out of 5 stars
2 reviews
6 years of experience
Waukesha, WI, 53188

About: Hi! My name is Marinda and I chose to be apart of Rover because I have always loved animals. I serve as a manager at a local veterinary hospital and have years of experience when it comes to dog watching. I’m hoping this is an opportunity I’ll be able to take care of others dogs! I have always enjoyed all types of dogs and seem to get along with them all as well. Hope to be able to be apart of your pets life! I am a full time employee who would love to have a second job but doesn’t have the time for it, so, I fill in my easy days with Rover! It’s easy to manage with my own hours! First and foremost I read about the pet and what the owners have to say about them. This will give me a good idea for what I am getting into when I enter the owners house. I will already know how the dogs are going to act and I will be prepared. I never leave the doors unlocked/open unless advised by the owner. I will do exactly what the owner has said to do. I will always double check a dog is secured with their leash when going outside, I will also be aware of the weather and how that might switch the dogs needs when going outside.

Sitter Profile Image: 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: Deann S.
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Deann S.
from
$20
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
27 years of experience
Waukesha, WI, 53186

About: I've had dogs my whole life! Most have been middle size dogs - lab mixes, etc. I have experience with taking care of all size of pets though.I also walked dogs at a local humane society until I adopted my own bundle of joy! I have dog sat for all different sizes and types of dogs and genuinely enjoy being around them. Like I said above - I sometimes prefer dogs over people haha! I would love to get back into walking and socializing dogs looking for good homes! I love being able to help them find new homes! I just have a connection with dogs and love being around them! I currently work during the day but am free nights and weekends and would love to meet your member(s) of the family! :)

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: Brett B.
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Brett B.
from
$25
per visit
10 years of experience
Waukesha, WI, 53186

About: I grew up with two high energy dogs who were both quite active, strong, and quick. I would be capable of handling those types of dogs whether they are small, medium, or large. I would take both German Shorthaired Pointers to the park on a regular basis and was able to do that for years. I am very attentive and that can prevent certain negative situations. The dog's well-being would be my main priority. I am also not the type to be too aggressive with a dog. Looking to help others whether i am visiting during the day or during the evening to take the dog outside for a walk, to let them complete their duties outside, to just get them some fresh air, to visit and give them food and water, make sure they are doing okay, or to simply hang out with them and keep them company. I can find time on my off days and it will all depend on the client's needs for their dog. If they need me to take their dog to the park, I could maybe just focus on that visit specifically for the entire day. Some days I can fit in a few visits and some days maybe just one. I can watch over them in their living room, in their yard, take them to the park, or take them for a walk. It will all vary based on the service desired or inquired.

Sitter Profile Image: Jessica D.
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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 was fantastic with our pups. One of our dogs got sick and she cleaned the couch for us and gave lots of love and attention. Highly recommend

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Amber H.
Sitter Profile Image: Sierra S.
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Sierra S.
from
$20
per visit
10 years of experience
Waukesha, WI, 53188

About: I’ve grown up with dogs and cats my entire life and have experience caring for pets of all sizes, from small breeds to large dogs. I am comfortable feeding, walking, playing with, and providing companionship for pets, as well as following any specific care instructions. As a previous pet owner myself, I understand how important it is to make sure animals feel safe, comfortable, and well cared for while their owners are away. I am responsible, dependable, and genuinely enjoy spending time with animals. Pet care fits well into my schedule. I am available during most weekdays for walks, drop-in visits, feeding, playtime, and companionship. I coach youth basketball in the evenings and occasionally have weekend tournaments, but I plan my schedule carefully and communicate availability clearly to ensure pets receive consistent, reliable care and attention. I live in a gated community with a secure, fenced dog park that provides a safe space for dogs to exercise and play. I also have two friendly cats in my home. If a pet is staying with me for boarding, I can keep them separated from my cats if needed to ensure everyone’s comfort and safety. Having owned dogs and cats throughout my life, I understand the importance of creating a calm, safe, and comfortable environment. I follow owners’ instructions carefully, prioritize pet safety, and treat every pet with the same care and attention I would give my own.

Sitter Profile Image: Emily H.
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Emily H.
from
$13
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
2 years of experience
Pewaukee, WI, 53072

Emily is a great sitter. She sends pictures and lets me know how she’s doing. My dog is a 3 month old puppy so she’s a little more challenging. Would highly recommend her to sit for your doggie!

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Andrea B.
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: Nadia S.
Verified Enhanced Background Check
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: Rowan B.
Verified Enhanced Background Check
Rowan B.
from
$15
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
Waukesha, WI, 53188

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

Sitter Profile Image: Shanna R.
Verified Enhanced Background Check
Shanna R.
from
$16
per visit
17 years of experience
Hartland, WI, 53029

About: I've grown up with rescue dogs my whole life. For the past 17 years, I've been living and teaching overseas, and no matter where I've been in the world, animals have been part of my family's life. There's something about pets that goes beyond companionship; they're a witness to our lives with no strings attached love- It's our responsibility to be their advocates. Right now I'm home with my little one (11 month old), so I have the time and presence to give your dog or dogs the care, love, and reassurance they need while you're away. Whether it's a neighborhood walk or a longer hike, I'm up for it! Puppies, seniors, anxious pups- I'm happy to help! Being at home with my baby means I have a flexible routine, so pet care fits in easily throughout the day. I can work around what your dog needs, whether it's a morning walk, a midday drop in, or afternoon hike. I know dogs do best with a consistent rhythm, routine, and presence. I can come to you so your dog feels comfortable in their own environment, with their own routine. I'm happy to be a familiar, safe person for them so they can thrive and feel comfortable. I'll follow your lead on feeding routines and anything special that helps support your dog. You know your dog best, I'm there to keep things as consistent as possible while you're away.

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Over 55
pet parents in Pewaukee have booked dog sitting

Pewaukee dog parents share their Rover experiences

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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
5.0 out of 5 stars

We have been using Heather for about two years now and she is amazing with our dogs. We highly recomend her!

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Paige W.
Drop-In Visits
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

Sitters in Pewaukee average 6
repeat dog sitting clients

Dog Sitting FAQs

Frequently asked questions about Rover

Dog sitters on Rover are free to set their rates. The median cost to hire a dog sitter in Pewaukee on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A dog sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Pewaukee dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 2,195 dog sitters in Pewaukee. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, 86% of Pewaukee dog sitters respond in under an hour.

Dog sitters in Pewaukee have an average of 16 years of experience. Dog sitters with repeat customers have an average of 6 repeat clients. Experience can vary from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Pewaukee.

Rover makes it easy to find Pewaukee dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

There are 2,195 dog sitters in Pewaukee on Rover, so you’re sure to find the perfect match for your dog! In Pewaukee, 95% of dog sitters offer daily exercise, 97% offer medication administration, and 93% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass background checks for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.