House Sitting in Pewaukee

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

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Top rated Pewaukee 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: Tara R.
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Tara R.
Star Sitter
from
$52
per night
5.0 out of 5 stars
76 reviews
17 repeat clients
20 years of experience
Delafield, WI, 53018

Tara was fabulous - Hutch was very spoiled with multiple daily walks and I got lots of pictures and updates. He barely acted like we’d been gone!

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Lisa W.
Sitter Profile Image: Emma R.
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Emma R.
from
$25
per night
10 years of experience
Pewaukee, WI, 53072

About: I've lived with animals my entire life. Growing up, we had five dogs, four cats, bunnies and guinea pigs, snakes and lizards, fish, and chickens. Currently, while living at home in the summers, we have snakes, lizards, spiders, a cat, and three dogs, one of which is mine. My dog Winston is a service dog in training that my mom and I are owner-training. While I'm in no way a professional trainer, I can help with teaching or maintaining the basics with any dog. I'm currently home for the summer from school and waiting on an application for a part-time job. I am free most of the day right now, as I haven't started working yet. So, I can come over and take care of any pet's needs most any time. I can take care of your animals' needs any time, whether it's taking them on a walk, letting them outside, feeding, cleaning up, or playing with them. My dogs at home are crate trained, so if your dog also stays in a crate at certain points of the day or night, I can easily crate them.

Sitter Profile Image: Taylor S.
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Taylor S.
from
$50
per night
5.0 out of 5 stars
8 reviews
4 repeat clients
25 years of experience
Delafield, WI, 53018

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: Lisa & Curtis W.
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Lisa & Curtis W.
from
$55
per night
5.0 out of 5 stars
15 reviews
5 repeat clients
30 years of experience
HARTLAND, WI, 53029

About: We lost our sweet Blue (11 year old labradoodle) 3 years ago of bone cancer, and have recently become empty nesters. We LOVE dogs, and our cat has missed his canine companion. Our yard is over an acre, and includes a wooded area. We are also located near beautiful trails that we can walk to. Both of us work from home the majority of the time, and we will only open our home up to furry house guests if we are sure that at least one of us is available to be home the majority of the day. Your dog will love the extra love and attention that they will receive, and we tend to be a bit lenient with letting dogs on furniture/beds. Most of our neighbors own dogs, and there are young children next door. That being said, a dog that is friendly with other dogs and not wary of children would LOVE a vacation with us. I am working part time, and my husband works at least 1/2 of the time from home. We are flexible with dog schedules, and have experience with "elderly" dogs with special needs. We have a large yard (over an acre), which is not fenced in. Our neighborhood connects to walking trails and parks, so your dog will have ample exercise opportunities. We are extremely flexible with our schedules, and can adapt to meet your dog's current routines.

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

Thank you so much for watching Bowey! We truly appreciate you taking such good care of him! Also it was super helpful when our trip got extended and you were able to watch him a few extra days! We will definitely be in touch for future stays!

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Ryan C.
Sitter Profile Image: Amber K.
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Amber K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
10 reviews
4 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: Anne K.
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Anne K.
from
$50
per night
4.9 out of 5 stars
20 reviews
7 repeat clients
10 years of experience
Sussex, WI, 53089

Anne did an amazing job with our dog. I would highly recommend her on Rover.

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Chris L.
Sitter Profile Image: Meagan W.
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Meagan W.
from
$40
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
19 years of experience
Pewaukee, WI, 53072

Meagan was on time, thorough, and communicative! Happily would have her watch our pups overnight again!

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Chloe M.
Sitter Profile Image: Joey C.
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Joey C.
from
$65
per night
5.0 out of 5 stars
77 reviews
18 repeat clients
40 years of experience
Hartland, WI, 53029

Joey continues to be the BEST dog sitter for our pups! She loves them and takes amazing care of them with daily updates and pictures. Joey leaves our house clean…probably cleaner than I leave it for her 😁 I recommend her 100%

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Erin R.
Sitter Profile Image: Faith B.
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Faith B.
from
$35
per night
4.8 out of 5 stars
9 reviews
2 repeat clients
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: Tereace S.
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Tereace S.
from
$35
per night
5.0 out of 5 stars
2 reviews
2 years of experience
Lower East Side, Waukesha, WI, 53188

Tereace was so good with Cleo!! She took her on so many adventures in the wild. Sent some of the best photos I’ve seen of Cleo and accommodated all of her needs! She was super responsive and sent lots of updates and photos! I’ll definitely be using Tereace again!!

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Dayne R.
Sitter Profile Image: Rebecca B.
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Rebecca B.
from
$50
per night
6 years of experience
Waukesha, WI, 53189

About: I will love your dog like my own! I have experience with many breeds and many different temperaments. I worked in a doggy day care for 4 years so I am very familiar with senior care, medicine care and feeding care. My schedule has currently opened up so I have more time to love on your dogs! I enjoy taking the time to get to know you and your pooch. I have a backyard for the pups to run around in. I have more than enough room to crate your pup if necessary. I have an incredibly friendly dog who loves other dogs.

Sitter Profile Image: Rowan B.
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Rowan B.
from
$40
per night
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
Waukesha, WI, 53188

Our Chunks loved hanging out with Rowan! He got lots of excersize, love, and play time and is now sleeping peacefully because he had so much fun! Definitely will be using her again!

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Naomi N.
Sitter Profile Image: Luminita "Aly" F.
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Luminita "Aly" F.
from
$45
per night
5.0 out of 5 stars
48 reviews
16 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: Kandice B.
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Kandice B.
Star Sitter
from
$28
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
35 years of experience
Waukesha, WI, 53189

About: I’ve had animals my whole life. when I was a kid I would bring home abandoned kittens and feed them with a dropper. I’ve had a total of 5 dogs throughout my life that were great and loyal fur babies. I will take care of your fur babies as if they were mine. I will work with your routine and what needs to be done for them. Im here to make sure that a beat isn’t missed while you’re gone. I will work around their schedule to make sure everything is done for them correctly. As I mentioned earlier I will work around your animals schedule to make sure they are taken care of. I want them to feel safe and for you to have piece of mind.

Sitter Profile Image: Mathaus M.
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Mathaus M.
from
$29
per night
4.9 out of 5 stars
11 reviews
1 repeat client
17 years of experience
Pewaukee, WI, 53072

About: I have spent years caring for the dogs of friends and family, and I’ve realized there is nothing I enjoy more. Since my current apartment doesn't allow pets, I have a "dog-sized hole" in my life that I’d love to fill by caring for yours! Being self-employed gives me a very flexible schedule, allowing me to prioritize your dog’s routine—whether they need a long midday trek or a dedicated house sitter to keep them company while you’re away. As a self-employed professional, my schedule is very flexible, allowing me to easily integrate pet care into my daily routine. Since I work from home and cannot have dogs in my own apartment, I treat my walks and house-sitting bookings as my primary motivation to get outside for walks. My priority is maintaining your dog's familiar routine to keep them stress-free. I provide dedicated companionship, and because I am self-employed, I can often bring my work with me to ensure your pet isn't left alone for long periods.

Sitter Profile Image: Emma L.
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Emma L.
from
$50
per night
3.7 out of 5 stars
7 reviews
1 repeat client
5 years of experience
Brookfield, WI, 53005

Emma was very calm and was amazing with my older dog. I will definitely have her back.

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Shaun M.
Sitter Profile Image: Wendy W.
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Wendy W.
from
$65
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
12 years of experience
Pewaukee, WI, 53072

We felt very comfortable leaving our dogs in Wendy’s care. She was super accommodating for our last minute request . Left the house in great shape and left a nice hand written note . Dogs were well cared for ! Would definitely use Wendy again .

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Tracie K.
Sitter Profile Image: Cooper B.
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Cooper B.
from
$70
per night
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Hartland, WI, 53029

Cooper did an incredible job caring for our two dogs and our cat. He sent daily photo updates, took the dogs on their walks, and made sure everyone felt loved and well cared for. He even cleaned up the house before he left, which was such a thoughtful touch to come home to. We highly recommend Cooper for any pet‑sitting needs and look forward to booking with him again.

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Lindsay D.
Sitter Profile Image: Marinda M.
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Marinda M.
from
$50
per night
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.

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Over 136
pet parents in Pewaukee have booked house sitting

Pewaukee pet parents share their Rover experiences

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5.0 out of 5 stars

Tereace was so good with Cleo!! She took her on so many adventures in the wild. Sent some of the best photos I’ve seen of Cleo and accommodated all of her needs! She was super responsive and sent lots of updates and photos! I’ll definitely be using Tereace again!!

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Dayne R.
House Sitting
5.0 out of 5 stars

Phoebe was great! Sent me pictures and videos of my pup and it was clear she was well taken care of. I highly recommend her.

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Angela N.
House Sitting
5.0 out of 5 stars

Faith was wonderful! Took great care of all five of our animals! Sent many updates and pictures! I felt very comfortable knowing that they were all being loved and well cared for! Will absolutely use again!

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Becky M.
House Sitting
5.0 out of 5 stars

Wendy was fantastic. She was prompt and communicated excellent. She stayed at our house and kept the house clean and took care of our dog like it was her own. I highly recommend Wendy and hope to have her watch our dog in the future!

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Tom C.
House Sitting
5.0 out of 5 stars

This is our second time booking with Amanda and I cannot say enough great things about her and her care of our pups. Knowing Amanda is watching the dogs while we are either on vacation or work trips takes all of our worries and stress away when it comes to the care of our dogs. She is dependable, trustworthy and communication is always spot on! Thank you again!!!

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Kaitlyn & Alexis G.
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 Pewaukee 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 Pewaukee 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 Pewaukee on Rover as of Jun 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 Pewaukee 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 Jun 2026, there are 1,190 house sitters in Pewaukee. 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, 86% of Pewaukee house sitters respond in under an hour.

House sitters in Pewaukee 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 Pewaukee.

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. Pewaukee 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.