House Sitting in Waukesha

Find a loving house sitter to watch over your pets and your home.

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Top rated Waukesha house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Amber K.
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Amber K.
from
$33
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
Waukesha, WI, 53186

Amber is amazing, she came over and our dogs took to her immediately. Our oldest puppy can be a little challenging due to her being skittish, but Amber’s personality and energy helped ease her nervousness. Very reliable, and was able to help us out on short notice. I HIGHLY recommend!

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Shenlee S.
Sitter Profile Image: Elizabeth S.
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Elizabeth S.
from
$75
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
15 years of experience
Waukesha, WI, 53188

Liz was a fantastic sitter for my sweet, nervous dog while I was away on a week long trip. She was patient with him and he really warmed up to her, loved all the walks and attention. He was happy and healthy when I got home, and my house was cleaner than I left it! I would recommend Liz for anyone who wants a responsible, conscientious house and dog sitter.

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Keara P.
Sitter Profile Image: Alana R.
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Alana R.
from
$60
per night
5.0 out of 5 stars
22 reviews
8 repeat clients
26 years of experience
Waukesha, WI, 53188

Alana was the most WONDERFUL pet sitter. She took care of our cat while my wife and I were on our honeymoon, and we couldn't be happier. She sent so many great updates, photos, and videos of our cat throughout the 10 day trip and eased all anxiety about leaving our kitty back at home. Our cat loves her and so do we!!

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Zack K.
Sitter Profile Image: Adrianne R.
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Adrianne R.
from
$50
per night
5.0 out of 5 stars
14 reviews
1 repeat client
20 years of experience
Pewaukee, WI, 53072

This was my first time leaving our puppy Fritz and first time using Rover. I couldn’t be happier with our experience with Adrienne! I appreciated the daily check ins and pics/videos and I could tell that Fritz was happy and content and well cared for. I would recommend Adrienne and will use her again the next time we go out of town without the pup.

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Holly Y.
Sitter Profile Image: Tressa W.
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Tressa W.
from
$30
per night
5.0 out of 5 stars
3 reviews
5 years of experience
Waukesha, WI, 53186

About: I’ve had pets my whole life and truly understand their needs at every stage. I currently babysit my brother’s puppy and have experience with basic training, routines, and daily care. I’m a graduate student at Carroll University studying occupational therapy. I have classes throughout the day but can run between classes, with most ending around 3. Tuesdays are busier, but I’m still flexible and can make pet care work. I care for pets in my client’s home by following their routines closely, respecting the space, and ensuring a calm, safe environment. I prioritize cleanliness, clear communication, and keeping pets comfortable and secure at all times.

Sitter Profile Image: Tara R.
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Tara R.
Star Sitter
from
$52
per night
5.0 out of 5 stars
67 reviews
15 repeat clients
20 years of experience
Delafield, WI, 53018

Tara is amazing! Tara stayed with our two puppies for 4 nights at our house. Tara is so kind and a great communicator. We got lots of pictures and updates. The puppies were so happy and well taken care of. Our dogs were for sure disappointed when their time with Tara ended.

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Olga L.
Sitter Profile Image: Stephanie S.
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Stephanie S.
from
$50
per night
4.9 out of 5 stars
58 reviews
23 repeat clients
26 years of experience
Waukesha, WI, 53189

Stephanie house at and watched my dog for the weekend. Sent pictures. Jimmy was a happy boy when we got home! Will for sure ask Stephanie to watch Jimmy again in the future.

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Jenna Z.
Sitter Profile Image: Katie M.
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Katie M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
48 reviews
15 repeat clients
15 years of experience
Brookfield, WI, 53005

Katie house sat with our mid size young dog for a week. She was very friendly and kind with our pup. In addition, Katie left the house in great condition, which was very appreciated when we got back from the trip. Thank you Katie!

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Oksana P.
Sitter Profile Image: Hannah J.
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Hannah J.
from
$48
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
12 years of experience
Pewaukee, WI, 53072

Hannah did a great job watching our pets. It was so wonderful being able to have our pooches stay in the comfort of our home with a great sitter who enjoyed them & vice versa. It was love at 1st site especially with Fraser! Thank you, Hanna.

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Kari M.
Sitter Profile Image: Barbara M.
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Barbara M.
from
$50
per night
5.0 out of 5 stars
26 reviews
4 repeat clients
7 years of experience
Waukesha, WI, 53189

Barbara did a nice job updating me and sent pictures.

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Jo M.
Sitter Profile Image: Jeremy V.
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Jeremy V.
from
$50
per night
8 years of experience
Waukesha, WI, 53186

About: Hello my furry friend lovers! My name is Jeremy & I've been a barber of 8 years but helping people take care of their pets in my down time as a side passion! Over the years ive done drop-in visits, overnight stays, feedings, walks & oral medication administrations for pets in need. All with love & a whole lot of baby talk to go along with it. I've worked with all breeds, sizes & even have some experience working with deaf dogs. No matter the service its important to me that your best friend is met with love & to feel safe with a new face! I'm currently working part time so fitting in time with your fur baby will be easily accommodated Sunday,Monday & Wednesday early morning to early evening. Upon further meets/talks I may even be able to fit nights in! I can take care of just about your every basic need when it comes to your four legged friend. I myself have three dogs of all different sizes. Including a Golden retriever, a fully deaf Bull Terrier & a Pomeranian puppy. Constantly making sure they're walked, let out, have their medications on time, always have water available & most importantly lots of attention!

Sitter Profile Image: Faith B.
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Faith B.
from
$35
per night
4.8 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Hartland, WI, 53029

Faith was amazing!! She was taking care of my 10 yr dog with special needs and loved her while I was on a week long business trip. She treated her with kindness and love!! Thank you Faith!!! I highly recommend her for any pet sitting needs you have!

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Peg H.
Sitter Profile Image: Allison S.
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Allison S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
49 reviews
17 repeat clients
3 years of experience
Sussex, WI, 53089

Allison did a superb job with our multiple dogs and cats! We got daily pics and updates from her which helped ease our worries about the care of our pets. I highly recommend her for any pet sitting needs. We will definitely be using her again and already reserved her for our next trip. Thank you Allison!!

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Lisa M.
Sitter Profile Image: Taylor S.
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Taylor S.
from
$45
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
25 years of experience
Waukesha, WI, 53188

My experience in working with Taylor was excellent. Great communicator and most importantly cared for my 10yr lab while out in a work trip. Taylor went above and beyond what was required as she left the house spotless, and washed bedding and bathroom towels before leaving.

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Todd L.
Sitter Profile Image: Kimberly F.
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Kimberly F.
from
$30
per night
5.0 out of 5 stars
4 reviews
1 repeat client
18 years of experience
West Allis, WI, 53227

Kimberly was fantastic in every way! She was so caring of Sunny who became quite ill while under her care. She handled everything professionally and compassionately. She went over and above, even accompanying our son to the vet.

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Janice S.
Sitter Profile Image: Jessica D.
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Jessica D.
from
$30
per night
5.0 out of 5 stars
14 reviews
5 repeat clients
30 years of experience
Waukesha, WI, 53188

About: I grew up with dogs, cats, birds, and lizards and have my own dog and lizard now! My 8 year old son, Joshua, is a big animal lover and will be my Rover buddy taking care of your pets. We currently take care of a co-workers dog in our home an average of two weeks a month while he travels for work. I’ve volunteered and worked at Greenhill Humane Society and all my pets have been rescues. I work flexible hours and partly remote. I can make just about anytime work to care for your little love. I’m happy to work in all weather conditions. Joshua and i walk our own dog daily. Plus, we care for and play with our pet gecko all the time! We can drop in for potty breaks, play dates, walks, meals, and anything else you may need!

Sitter Profile Image: Rayanna P.
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Rayanna P.
Star Sitter
from
$60
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
6 years of experience
Menomonee Falls, WI, 53051

Rayanna did amazing caring for our puppy, Theo. She followed all of his unique care instructions and sent lots of photos throughout the night. 10/10 recommend!

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Kaitlyn B.
Sitter Profile Image: Luminita "Aly" F.
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Luminita "Aly" F.
from
$35
per night
5.0 out of 5 stars
45 reviews
15 repeat clients
12 years of experience
Waukesha, WI, 53188

Aly was amazing and took great care of my dog while I was away for a couple of days. My dog can take time to warm up to people but she seemed to like Aly right away. I got daily updates and pics from Aly and knew my dog was in good hands.

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Rebecca G.
Sitter Profile Image: Aimee R.
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Aimee R.
from
$28
per night
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 with them 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: vtheine@gmail.com T.
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vtheine@gmail.com T.
from
$42
per night
5.0 out of 5 stars
28 reviews
8 repeat clients
50 years of experience
Oconomowoc, WI, 53066

We have two elderly dogs that need kindness and someone to lay around with them. Vonnie was perfect! She was able to be with them. We will definitely book with her again..

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Gail K.
1 / 1
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Over 538
pet parents in Waukesha have booked house sitting

Waukesha pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Catherine was great! She came by to meet Elvis and Luciana ahead of time, which made us feel really confident. She sent updates, asked thoughtful questions to make sure she understood what the dogs needed, and took them on walks. You can tell she truly cares. We would definitely book with her again.

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Maricarmen M.
House Sitting
5.0 out of 5 stars

Aly was great with our dog Penny and our cat Biscuit! She kept in touch with updates and photos while we were away and our pets were happy in their space. When we returned home, We highly recommend Aly!

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Rebecca L.
House Sitting
5.0 out of 5 stars

Monica took great care of our pets (canine & feline). Good & appropriately timely communications. Our house may have been cleaner when we got back than when we left. I highly recommend her.

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Catherine D.
House Sitting
5.0 out of 5 stars

Mackenzie was amazing with our dog, Rosie! She has a ton of energy, and Mackenzie made sure she got plenty of walks, playtime, and attention. We got so many photo updates, and it was clear Rosie was having the best time. We came home to a happy (and tired!) pup!

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Makenzee L.
House Sitting
5.0 out of 5 stars

Kayla did a great job watching my Bella and staying at my place. Returned this evening and everything was tidy and clean. Bella was very happy! I highly recommend her for any pet sitting needs! Thanks again Kayla!!!!!

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Peg H.
House Sitting
5.0 out of 5 stars

Ellie always does an amazing job with Louie! She is very attentive and always sends updates alokng with some pictures. We will surely miss her while she is away at school.

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Chris G.
House Sitting
5.0 out of 5 stars

This was our first time using Rover, and working with Ceci was a great experience. She came by to meet our dogs ahead of time, which really helped put us at ease, and they connected with her right away. She kept in touch while we were away, which we appreciated. Ceci was friendly, reliable, and easy to work with—we’d be happy to use her again.

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Jennifer F.
House Sitting
5.0 out of 5 stars

Katelyn did a wonderful job caring for our dog Charlie. We were so glad to have a trusting, kind sitter who took good care of our dog and our house!

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Amy S.
House Sitting
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets 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 house sitting in Waukesha is $50

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 house 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.

Sitters in Waukesha average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Waukesha on Rover as of Mar 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

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

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

As of Mar 2026, there are 1,188 house sitters in Waukesha. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 88% of Waukesha house sitters respond in under an hour.

House sitters in Waukesha have an average of 15 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Waukesha.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Waukesha house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

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

Note: If your house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.