House Sitting in Willow Springs

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

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Top rated Willow Springs 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: 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

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: 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: Michael R.
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Michael R.
from
$28
per night
5.0 out of 5 stars
3 reviews
1 repeat client
30 years of experience
Menomonee Falls, WI, 53051

Michael had been wonderful and he has helped us out with our two dogs several times. He communicates well and my dogs have been so happy having him stay with them while we are gone. Would recommend him to take care of your pets.

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Janine P.
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: Rayanna P.
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Rayanna P.
Star Sitter
from
$78
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
6 years of experience
Menomonee Falls, WI, 53051

Rayanna was absolutely wonderful! She house sat our puppy over New Year’s eve and was so kind and very respectful of our home. Our girl is still in the midst of training, and requires both close attention and lots of potty breaks and Rayanna handled everything so wonderfully! She even sent us picture updates :) Highly, highly recommend and hope to book with her again in the future.

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Carlie H.
Sitter Profile Image: Paul S.
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Paul S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
87 reviews
29 repeat clients
20 years of experience
Germantown, WI, 53022

Paul did an awesome job taking care of our elderly dog. It was difficult to leave her with a new dog sitter (our usual sitter got a new job) but after meeting Paul and seeing that Rheyah was immediately comfortable with him, we felt confident that he would take good care of her. Paul made sure that Rheyah took her medicine multiple times per day, fed her a special diet and even gave her a partial bath every other night to treat her chronic skin condition. He also took her for 2 walks per day when the weather permitted. Paul’s frequent photos and descriptions of what he and Rheyah were doing helped to calm my anxiety about leaving her with someone new. Not only did Paul take care of Rheyah, but he also fed my fish and managed to keep my not-so-healthy plants alive! We are very grateful that Paul’s profile came up on Rover and that he agreed to take care of Rheyah so that we could attend our granddaughter’s 1st birthday. We highly recommend Paul to anyone who needs a conscientious caring pet sitter!

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Ann Marie H.
Sitter Profile Image: Madeline P.
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Madeline P.
from
$40
per night
5.0 out of 5 stars
8 reviews
1 repeat client
7 years of experience
Ahwatukee Foothills, Menomonee Falls, WI, 53051

Madeline watched Cleo over Memorial Day Weekend! She sent lots of updates, made sure Cleo got her medicine every day, and was comforted with the right resources. She was super attentive and really neat with our home and definitely would trust her to watch Cleo again!

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Dayne R.
Sitter Profile Image: Emmalee M.
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Emmalee M.
from
$60
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
6 years of experience
Germantown, WI, 53022

Emmalee was great!. I was nervous about using a new pet sitter and she was kind enough to meet with me and my dog and put my mind at ease more than once. She kept regular contact and let me know how things were going and sent me pictures and updates. She is very responsive and caring. I am very glad to have found her !

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Kemmy S.
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 is a kind, reliable pet sitter. I felt completely comfortable having him spend time with my dogs and stay in my home. I’d definitely work with him again and would encourage you to consider him for your needs as well.

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Ryan P.
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

Another amazing trip away with Tara to the rescue! She is professional, communicative and amazing with our Texaco! I have such a sense of peace knowing she will be caring for our sweet boy in his own environment! Trust is big for us and she has ours completely! She is a gem and we are so thankful for her! We will use her exclusively!

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Pamela W.
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: Megan C.
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Megan C.
from
$70
per night
5.0 out of 5 stars
4 reviews
1 repeat client
14 years of experience
Florist Highlands, Milwaukee, WI, 53225

Megan was wonderful with our cat Leo! She cared for him and our home like they were here own. She sent plenty of picture and videos and didn’t hesitate to reach out with questions to make sure Leo got the best care possible. We look forward to working with Megan again!

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Vanessa 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 fantastic! Very reliable, sends photos of our fur babies and updates throughout her stay. She is a great house sitter and leaves our home as it was when we left. I highly recommend Amber if you are in need of a caring, considerate, and excellent communicator to watch your dogs. 🐕 🐾🩵

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Shenlee S.
Sitter Profile Image: Sara V.
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Sara V.
from
$45
per night
5.0 out of 5 stars
23 reviews
9 repeat clients
17 years of experience
Sussex, WI, 53089

Sara recently stayed the night with my two dogs. My night away was made more relaxing, knowing that they were in great hands. Sara is conscientious, great with dogs, and a wonderful person.

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Sue B.
Sitter Profile Image: Joseph D.
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Joseph D.
from
$28
per night
4.8 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Wauwatosa, WI, 53213

About: I’ve been looking after fluffy frens of all shapes and sizes from a young age. My time doing a full house/dog sitting gig was for my grandparents and their French bulldog, Sugar (miss you, Sugs!). Since then I have been the go-to for my friends and family for taking care of their for legged family. I make sure your fury family gets the love and care they need, whether you just have one smol dog or a pack of greyhounds. I currently had a stretch of rough health luck, but my ails are your pups gain! I’m currently on the mend, and it’s going well, but between jobs, so my schedule is wide open. I’ll have the time to give your pups the TLC they deserve! Currently unavailable to board pets at my house, but I will make sure to treat all pets in a safe and caring way. I’ll treat them like a newborn baby, because hey, in a way they are!

Sitter Profile Image: Montserrat R.
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Montserrat R.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Golden Valley, Wauwatosa, WI, 53222

About: I’m the designated dog walker for family and friends because I love going on walks, and dogs love coming with me! I grew up with a dog but only have two cats of my own— so I miss having that four-legged friend to go with me! I’d love to take your dog out for a walk/run, or just let them stretch their legs. Cat owners, I’m happy to give your kitties as much or as little space as they need while making sure they feel the love :) I don’t work Fridays or Saturdays, so I am free to help anytime then! Definitely looking to fill my Fridays up with some time outside, and I’d love to take your dog with me - or check in on your cat! I usually walk my parent’s and brother’s dogs (about 80 lbs each) so I know how to handle bigger dogs on leashes who tend to stray from the sidewalk. I can clean up after them, feed them, and give them all the pets! For my cats at home, I love to play with strings or catnip - and can cater to their personality as need be.

Sitter Profile Image: Maya K.
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Maya K.
from
$45
per night
13 years of experience
Elm Grove, WI, 53122

About: Hi! My name is Maya, and I have always had a huge love for animals of all kinds. I have experience caring for my own two small dogs, ages 14 and 6, so I understand the patience, attention, and love pets need in every stage of life. Along with dogs, I’ve also owned and cared for small animals such as hamsters. I also have experience working in the stables at camps, where I helped care for around 40 horses, goats, and other animals roaming the property, including dogs. Through these experiences, I’ve learned how important it is to make animals feel safe, comfortable, and cared for. I would love the opportunity to care for your pets as if they were my own, whether that means walks, playtime, feeding, or simply giving them lots of attention and companionship! My schedule is fairly flexible this summer! However, I am unavailable June 9–22. On weekdays, I work from 8:30 AM–12:30 PM, but I am available before and after those hours. A couple times a week, I also teach swim lessons for short 3–4 hour shifts. I will always communicate clearly about availability and make sure your pets receive plenty of attention, care, and time throughout the day. Creating a safe, comfortable, and loving environment for your pets is my top priority. I will follow all general safety practices, as well as any additional instructions or routines provided by each family to ensure their pets feel secure and cared for. I understand every pet has different needs, personalities, and boundaries, and I will always treat them with patience, attention, and care as if they were my own.

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: Angela N.
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Angela N.
from
$30
per night
5.0 out of 5 stars
2 reviews
1 repeat client
20 years of experience
Gateway-Green Valley Ranch, Wauwatosa, WI, 53226

Angela did a great job making my dog feel comfortable while I was not home, My little dog is very afraid of storms and Angela was great at staying with her and making her feel as comfortable as possible during the storms. She communicated with me to let me know Zara was doing well. I would defiantly use her again to take care of my dog

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Kathy S.
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.

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Willow Springs pet parents share their Rover experiences

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5.0 out of 5 stars

Allison was great! So glad we booked her. Our dog was well taken care of and she left the house very neat! Thanks for all your work this past week, Allison!

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Amy G.
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

Jasmine was great to communicate when booking and setting up a meet and greet! She watched our 4 pets - 2 dogs and 2 cats - for a week at our home. She sent us occasional updates while we were away. Everything was in order when we returned, and the pets were all healthy and doing fine! We were glad they were able to stay in our home while we were gone!

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Krista R.
House Sitting
5.0 out of 5 stars

Karlie took such great care of our pup while we were away more than 2 weeks on vacation. Her updates & pictures let us know how happy Athena was & she took great care of our house too (even dealing with some water in our basement which hadn’t happened before in 20 yrs in the house). We are so thankful to have had her & would totally recommend her!!

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Diane T.
House Sitting
5.0 out of 5 stars

Layla was amazing. She took great care of my 3 pups, hung out with them through a terrible storm, and I came home to an immaculate home and 3 happy dogs. Layla kept me updated through the weekend, so I knew my dogs were being well loved and well cared for. I will definitely use her again!

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Robin B.
House Sitting
5.0 out of 5 stars

As always, Melissa is so amazing with my two dogs, Max and Champagne. She has fabulous communication, and sent pictures throughout the week. Our rescue dog, Champagne, has major anxiety, and Melissa’s gentle patience always wins her over!

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Megan T.
House Sitting
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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 Willow Springs 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 Willow Springs 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 Willow Springs 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 Willow Springs 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 1,205 house sitters in Willow Springs. 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 Willow Springs house sitters respond in under an hour.

House sitters in Willow Springs 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 Willow Springs.

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. Willow Springs 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.