Dog Sitting Pewaukee

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

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Over 61
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: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$38
per visit
5.0 out of 5 stars
• 42 reviews
19 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: 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 once again taking care of our pups while we spent a quick weekend away for the holidays. She is always communicative and ensures our dogs get the activity and attention they need. Also sends great photos of the time she has with them!”

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John C.
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: Clare V.
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Clare V.
from
$15
per visit
25 years of experience
Brookfield, WI, 53045

About: Ive been around dogs for as long as I can remember. Growing up, my parents ran a pet-care business out of our home—starting with family pets and growing into a well-known service in our city. Because of this, handling dogs of all personalities is second nature to me. I’m also very active and athletic, so I love taking dogs out for long walks or brisk runs—perfect if you have a high-energy pup who needs to burn off extra steam. I do work full time during the week and I go into an office. I would be available on my lunch break to let your pup out if you are in the area of my work and also at night during the week and on weekends. I have my own almost 4 year old black lab. He is very well behaved and I have a nice open backyard where he gets to run freely.

Sitter Profile Image: Alyson L.
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Alyson L.
from
$14
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Pewaukee, WI, 53072

About: I’ve taken care of dogs and cats for years! I had dogs growing up and I have my own cat now. I also have my own turtle! I work full time but am able to let dogs out depending on distance throughout the day. I am more than willing to spend quality time with your animal! I am able to stay/visit at houses to support your pet. I am unable to bring cats or dogs into my house due to my cat being a solo cat (her preference).

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: Katie M.
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Katie M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 65 reviews
23 repeat clients
15 years of experience
Elm Grove, WI, 53122

“Katie was amazing! She did an awesome job with our crazy pets. She’s a kind and caring person…that comes through clear as day. Highly recommend.”

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Erin B.
Sitter Profile Image: Lauren F.
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Lauren F.
from
$30
per visit
5.0 out of 5 stars
• 16 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: Madison B.
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Madison B.
from
$25
per visit
5.0 out of 5 stars
• 7 reviews
1 repeat client
17 years of experience
Regent, Hartland, WI, 53029

“Madison took great care of our cat. Arrived at the agreed upon time, fed and played with him. She even cleaned up a little mess he made. Great experience. Will hire her again.”

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Nicole B.
Sitter Profile Image: Allie G.
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Allie G.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Waukesha, WI, 53188

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

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Cindy G.
Sitter Profile Image: Elsie K.
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Elsie K.
from
$18
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
4 years of experience
Waukesha, WI, 53188

About: I’ve taken care of dogs since I was 13 when my family got our first dog. I take her on plenty of walks, watch her, and bathe her. I have pet sit for family members and friends pets. I have a fairly open schedule, my week includes nannying as well as a few college classes. Let me know what works best for you. I will care for any of your pets needs, whether that means walking, feeding, or watching them. I will make sure your fur baby gets all the attention in the world.

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

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

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Kristie H.
Sitter Profile Image: Aimee R.
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Aimee R.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 9 reviews
2 repeat clients
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: 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: Jessica R.
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Jessica R.
from
$20
per visit
4.8 out of 5 stars
• 14 reviews
4 repeat clients
20 years of experience
Waukesha, WI, 53188

“We love Jessica! She’s always so nice, and we feel so much better knowing our kitties are being looked after by her.”

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Mallory K.
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: 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: Grace R.
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Grace R.
from
$15
per visit
5 years of experience
Waukesha, WI, 53186

About: I’ve been pet sitting my neighbors dogs since I was 15. This summer I spent 2 months in Greece taking care of 100+ pound dogs! I have plenty of experience giving animals their medicine and grooming if needed! I am a full time student majoring in Animal Behavior, with many gaps in my schedule to have enough time for your animal! I am the most free on the weekend but have time throughout the weekdays! As I am a student I do not have my family dog with me. However I would love to treat your dog as my own and care for them greatly!

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: Amanda G.
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Amanda G.
from
$18
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.

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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

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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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

Select a filter and find qualifying sitters offering dog sitting.

Sitters in Pewaukee average 6
repeat dog sitting clients

FAQs for Dog Sitting - Pewaukee

Frequently asked questions about Rover

The average cost of Dog Sitting in Pewaukee on Rover is $21 per visit as of October 2026. Most bookings cost between $14 and $31 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 2,080 sitters on Rover offering Dog Sitting across Pewaukee. Enter your ZIP code to see which available sitters are closest to your home.

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

Before booking, confirm:

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

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

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

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in 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
  • 97% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

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

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

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