Dog Sitting Waukesha

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

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Over 145
pet parents in Waukesha have booked dog sitting

Waukesha, 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: Sandra L.
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Sandra L.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 378 reviews
113 repeat clients
30 years of experience
Brookfield, WI, 53045

“Sandy is incredibly caring and reliable. Rain or shine, she is out there taking my little one for a walk, engaging in a bit of playtime and providing some good puppy scratches all because she truly cares. Thank you, Sandy!! 🐶💙”

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Laura K.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 384 reviews
166 repeat clients
22 years of experience
Pewaukee, WI, 53072

“We have just started using Rover for our one year old golden doodle. Jenifer was kind enough to come for a meet and greet with him before we began working with her. She took detailed notes about Benson’s schedule and needs. When she came for the first appointment everything went great! She walked him and spent a little extra time with him to make sure he could cool down and have some water post walk. Jenifer communicated with me during her visit and sent several pictures of Benson too! We will definitely be booking more appointments and would highly recommend Jenifer to anyone.”

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Lyndsey D.
Sitter Profile Image: Jamie K.
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Jamie K.
from
$16
per visit
5.0 out of 5 stars
• 1 review
5 years of experience
Waukesha, WI, 53186

“Very communicative and did a great job!”

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Emilia B.
Sitter Profile Image: Emma R.
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Emma R.
from
$20
per visit
5.0 out of 5 stars
• 14 reviews
4 repeat clients
10 years of experience
Waukesha, WI, 53188

About: I love being around dogs and spending time with them and making them part of the family. I work from home most days so am able to snuggle when they want and play. I’ve always enjoyed having dogs and being around them! My own dog is my whole world! I work full time but mostly from home so I am available at many points throughout the day. I let my dog out to play and go to the bathroom as she requests (which is quite often lol) I have a fully fenced in back yard that my dog loves to run around and play. And during the summer months we have a large pool for them to cool down!

Sitter Profile Image: Bailie S.
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Bailie S.
from
$18
per visit
5.0 out of 5 stars
• 2 reviews
15 years of experience
Waukesha, WI, 53186

About: I’ve grown up around pets my whole life- Dogs and cats mostly (and a hamster at one point). Ever since I was little I have always had the responsibility to take care of my own cats and dogs in my home, and time to time I would watch my neighbors and families pets for drop in visits or staying overnight in their home. I have lots of experience with dog walking as well, as I have two dogs of my own. I am responsible with feedings in the early morning, afternoon, and evening- as well as lots of play time :) I am a current college graduate and I am currently working part time in the afternoons until I find my full time job! I am able to stay In-Home or do Drop-In visits. I would be able to provide services early morning services, early afternoon, and evenings as well! I have a very flexible schedule and would make sure you feel the most comfortable with your pets care! I am completely comfortable with watching your fur baby in any environment. Wether that be in a fenced in yard, an open yard with a leash, staying in home or going to the park! I don’t mind crating if that’s needed as well. I have lots of experience with in home sitting ( with a meet and greet before hand) ☺️.

Sitter Profile Image: Justine S.
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Justine S.
from
$25
per visit
5.0 out of 5 stars
• 40 reviews
17 repeat clients
8 years of experience
New Berlin, WI, 53151

“Justine was booked for daily drop ins for my two cats. She responded to messages quickly and followed my drop in requests perfectly. I would rebook and highly recommend her services.”

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Anne M.
Sitter Profile Image: Jessica P.
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Jessica P.
from
$17
per visit
5.0 out of 5 stars
• 18 reviews
8 repeat clients
20 years of experience
Pewaukee, WI, 53072

“Jessica was amazing!! Our crew loved hanging out with her! She sent pics with every drop in and was very attentive to the group! Would 10/10 recommend her to anyone and we will be booking with her again!”

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Kayla M.
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: 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: Amber K.
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Amber K.
from
$30
per visit
4.8 out of 5 stars
• 13 reviews
6 repeat clients
10 years of experience
Waukesha, WI, 53186

“We had to cancel- forgot appt was scheduled on Mothers Day”

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Missy Z.
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: Jennifer F.
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Jennifer F.
from
$22
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Menomonee Falls, WI, 53051

“Jenni was so great with my kitties! Even though they can be anxious with new people, they loved her. She was super flexible with my last minute request as well. I highly recommend!!!”

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Lauren R.
Sitter Profile Image: Ella W.
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Ella W.
from
$20
per visit
5.0 out of 5 stars
• 25 reviews
7 repeat clients
3 years of experience
New Berlin, WI, 53151

“Ella was excellent, very prompt, polite & our three Scotties all loved her! She went above and beyond what was needed, can’t wait to book her again soon !”

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Michael P.
Sitter Profile Image: Noah D.
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Noah D.
from
$20
per visit
2 years of experience
pewaukee, WI, 53072

About: I was lucky to grow up with lots of pets and always had an obsession with animals. My Mom did Rover for 6 years and I went from assisting her to loving it enough to go full time. If you want a pet sitter that loves and cares about your pets as much as you do, i’m your guy!😁 I’m currently looking to do pet sitting full time. I’m accepting both recurring and as needed clients. I am very flexible so any questions feel free to ask I include a visit update and picture of your pet sent to you at the end of every visit. When walking dogs, I make sure to never leave the house without the leash secured. Any medications, special diets, general likes and dislikes your pets may have, silly quirks; we will work together to make sure all needs are met and importantly that your pet feels happy and comfortable too!

Sitter Profile Image: Jenny C.
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Jenny C.
from
$20
per visit
5.0 out of 5 stars
• 28 reviews
5 repeat clients
33 years of experience
Waukesha, WI, 53189

“It was so great to be on vacation and know that our pups were being well taken care of! We especially loved all of the photos and the check up cards.”

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Ryan R.
Sitter Profile Image: Virgo P.
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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: 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: Taylor J.
Verified Enhanced Background Check
Taylor J.
from
$18
per visit
3 years of experience
New Berlin, WI, 53151

About: I’m a graduate student looking for a lighthearted side job doing something I truly enjoy—caring for dogs! I’ve had dogs of my own my entire life and have more than five years of dog-sitting experience. I also worked for two years at a dog daycare and boarding facility, where I gained hands-on experience caring for dogs of many sizes, breeds, ages, temperaments, and activity levels. Pet care fits well into my weekly routine as a graduate student. I have no classes on Fridays, and my weekends are generally free, which gives me flexible availability for drop-in visits, walks, feeding, playtime, and check-ins. I also enjoy getting outside and would love to spend that time giving dogs the exercise, attention, and care they need. I do not currently offer pet care in my apartment, but I am happy to travel to clients’ homes for dependable walks, drop-ins, feeding, playtime, and care.

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: 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.

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

Dog parents share their Rover experiences - Waukesha

1 / 1
5.0 out of 5 stars

This was our second time booking Danelle and she was great again! She was timely and kept Ivy entertained while we were away during the evening. We’ll definitely be hiring her again!

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Courtney B.
Drop-In Visits
5.0 out of 5 stars

Another great drop in with Catilyn!!! She helped me out yet again when my schedule changed last minute! Lots of great pictures! Highly recommend!

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Jenna Z.
Drop-In Visits
5.0 out of 5 stars

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.
Drop-In Visits
5.0 out of 5 stars

Aly always does a wonderful job taking care of our Finnegan! We’re happy to have her back whenever we can!

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

Ashley did a great job watching my dog Swiss over a weekend! Very attentive and great with communication

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Brice C.
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

Jen was great with our three dogs, including two seniors and my reactive little guy. We will be booking her again!

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Michaela P.
Drop-In Visits
5.0 out of 5 stars

Tressa is amazing! Came to the house on short notice and let my pups out. She sent the cutest picture of the two of them ❤️

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Tiffany J.
Drop-In Visits
5.0 out of 5 stars

Sydney has been amazing with my dog. She’s sweet, reliable, and truly cares. I love knowing Penny is in such trustworthy hands during the day. Highly recommend!

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Jolene T.
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.

  • 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
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Popular requests for dog sitting - Waukesha

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Sitters in Waukesha average 6
repeat dog sitting clients

FAQs for Dog Sitting - Waukesha

Frequently asked questions about Rover

The average cost of Dog Sitting in Waukesha on Rover is $20 per visit as of October 2026. Most bookings cost between $11 and $30 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 2,174 sitters on Rover offering Dog Sitting across Waukesha. 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 Waukesha 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 Waukesha 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 Waukesha. On Rover:

  • 93% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 96% 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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