House Sitting Willow Springs

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

End
Search

Over 16
pet parents in Willow Springs have booked house sitting

Willow Springs, Find top rated house sitting

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

1 / 1
Sitter Profile Image: Tara R.
Verified Enhanced Background Check
Tara R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
82 reviews
18 repeat clients
20 years of experience
Delafield, WI, 53018

Tara was AMAZING!! She communicated very well and sent photo updates throughout her stay. Our puppy loved her! I couldn't recommend her enough!!

Profile image
Tayler C.
Sitter Profile Image: Allison S.
Verified Enhanced Background Check
Allison S.
Star Sitter
from
$88
per night
5.0 out of 5 stars
56 reviews
20 repeat clients
3 years of experience
Sussex, WI, 53089

My pup, Buddy, just instantly fell in love with Allison. Allison did an amazing job sending photos, walking him, playing with him, and watching over him while we were at wedding events all weekend. She was communicative, loving, prompt, and flexible. I will use her again!

Profile image
Carolyn H.
Sitter Profile Image: Alexandra I.
Verified Enhanced Background Check
Alexandra I.
Star Sitter
from
$80
per night
5.0 out of 5 stars
31 reviews
6 repeat clients
11 years of experience
Juneau Town, Milwaukee, WI, 53202

Alex did a great job with Tucker. She bonded with him immediately, he was feed, walked and pampered. Communication was excellent, we got lots of photos and updates. We will definitely use Alex again

Profile image
Phil S.
Sitter Profile Image: Paul S.
Verified Enhanced Background Check
Paul S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
98 reviews
32 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!

Profile image
Ann Marie H.
Sitter Profile Image: Elizabeth J.
Verified Enhanced Background Check
Elizabeth J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
34 reviews
7 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

Elizabeth took amazing care of our dog Layla while we were away. She kept us updated with sweet messages and photos, and we could tell Layla was happy and well-loved the whole time. We came home to a relaxed, content pup — we couldn’t ask for more! Highly recommend Elizabeth and would absolutely book with her again.

Profile image
Monique W.
Sitter Profile Image: Alyson L.
Verified Enhanced Background Check
Alyson L.
from
$28
per night
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Brookfield, WI, 53045

I’ve used Alyson twice now and she’s great. Reliable, communicative, friendly. Highly recommend!

Profile image
Cindy G.
Sitter Profile Image: Rebecca M.
Verified Enhanced Background Check
Rebecca M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

Rebecca was phenomenal with my little critters! Excellent communication throughout the week and she was able to adjust last minute to needing to give my dog extra TLC and medication. I highly recommend her for your pet-sitting needs!

Profile image
Kristina P.
Sitter Profile Image: Makeady O.
Verified Enhanced Background Check
Makeady O.
from
$28
per night
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Waukesha, WI, 53188

She took such amazing care of our dogs while we were away!

Profile image
Chris O.
Sitter Profile Image: Abigail B.
Verified Enhanced Background Check
Abigail B.
Star Sitter
from
$70
per night
5.0 out of 5 stars
71 reviews
16 repeat clients
18 years of experience
Muskego, WI, 53150

Abigail did a fantastic job with our pups! She was kind, trustworthy, and clearly cared about providing the best care possible. I really appreciated her communication throughout — she even let us know that our fridge was acting up and helped us find a solution while we were away. We felt completely at ease knowing our dogs were in great hands!

Profile image
Gretchen Z.
Sitter Profile Image: Katelyn A.
Verified Enhanced Background Check
Katelyn A.
from
$85
per night
5.0 out of 5 stars
40 reviews
17 repeat clients
8 years of experience
Bayside, WI, 53217

Katelyn is fantastic! She's incredibly responsive and caring. She came to meet the dogs beforehand, so we could chat which was awesome. One of our dogs in incredibly anxious and wary of strangers, and Katelyn's calm demeanor won her over! We already booked Katelyn for the near future.

Profile image
Megan T.
Sitter Profile Image: Catilyn Z.
Verified Enhanced Background Check
Catilyn Z.
from
$75
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
8 years of experience
Waukesha, WI, 53186

Catilyn was an amazing sitter. Will for sure utilize her services again!! I needed someone last minute due to a cancellation and Catilyn responded to my message promptly, was able to do a meet and greet same day, and housesit for me that weekend. She is polite, professional, wonderful!!! I can home to a washed and made spare bed, home in great order, and happy pup!!!

Profile image
Jenna Z.
Sitter Profile Image: Kelsey H.
Verified Enhanced Background Check
Kelsey H.
from
$39
per night
5.0 out of 5 stars
90 reviews
25 repeat clients
13 years of experience
Mount Mary, Milwaukee, WI, 53222

Kelsey took great care of our dog at cat while we were away on a longer trip. She kept us updated with daily pictures, and made sure to give some extra care and attention during the scary firework and thunderstorm season! 10/10 would recommend her!

Profile image
mgutman06
Sitter Profile Image: Emma B.
Verified Enhanced Background Check
Emma B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
20 reviews
6 repeat clients
20 years of experience
Cedarburg, WI, 53012

Emma was AMAZING! 3 Great Danes and she handled their clumsy-ness and lap dog tenancies without a hitch. My stupid dogs ran off to the neighbors house and had an incident with the neighbor dog. She handled the situation perfectly and kept my dogs, the neighbor and their dog, and myself feeling safe about the incident the rest of booking. When I got home and apologized again to my neighbor, they said that Emma did great the whole time and were impressed with the way she handled things. 10/10 would recommend Emma!!

Profile image
Kaitlyn A.
Sitter Profile Image: Brandi W.
Verified Enhanced Background Check
Brandi W.
from
$35
per night
5.0 out of 5 stars
21 reviews
6 repeat clients
8 years of experience
Mukwonago, WI, 53149

Brandi is absolutely the best, wonderful with our two dogs, and consistently winning over our high anxiety and shy lil’ baby. We highly recommend Brandi if you are looking for a reliable dog sitter with heart.

Profile image
Shenlee S.
Sitter Profile Image: Fatima B.
Verified Enhanced Background Check
Fatima B.
from
$35
per night
5.0 out of 5 stars
8 reviews
1 repeat client
2 years of experience
West Allis, WI, 53214

Fatima was amazing to work with. I booked her on short notice before the holiday when my original plans fell through. She offered and made it a priority to come do a meet & greet on days notice. I’m always a little nervous when using a new sitter especially when they stay at mine, but my mind was at ease immediately when I met her. I could tell she has a big heart and really cares for animals. She followed all instructions and she went above and beyond spending time with Diesel doing his favorite activities (walks, playing fetch, swimming, etc.). She was incredibly communicative and sent a lot of pictures and videos which was much appreciated. As a former Rover sitter and a frequent user of Rover’s services, I can confidently say that Fatima is one of the best sitters I’ve come across. I will definitely be using her in the future and have already recommended her to others looking for sitters. Thank you Fatima!!!

Profile image
Alex S.
Sitter Profile Image: Alexy & Kayla G.
Verified Enhanced Background Check
Alexy & Kayla G.
from
$40
per night
4.9 out of 5 stars
88 reviews
25 repeat clients
4 years of experience
Milwaukee, WI, 53110

Alexa & Christian did a great job! Sent lots of pics which I love. Mabel seemed very happy when I got home and the house was in order. They walked her & engaged with her. Thank you so much!! ❤️

Profile image
Stephanie G.
Sitter Profile Image: Lisa & Curtis W.
Verified Enhanced Background Check
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: Amber K.
Verified Enhanced Background Check
Amber K.
Star Sitter
from
$40
per night
4.8 out of 5 stars
12 reviews
6 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!

Profile image
Shenlee S.
Sitter Profile Image: Jamila M.
Verified Background Check
Jamila M.
from
$65
per night
4.9 out of 5 stars
97 reviews
29 repeat clients
27 years of experience
Washington Heights, milwaukee, WI, 53208

We were so lucky to have Jamila watch our pups for the past two Christmases. She is a trustworthy sitter, and I appreciate the pictures and updates she provided. We will be using her again!

Profile image
STEPHANIE R T.
Sitter Profile Image: Brittany D.
Verified Background Check
Brittany D.
from
$24
per night
5.0 out of 5 stars
2 reviews
2 repeat clients
5 years of experience
Brookfield, WI, 53045

About: Hi! have two dogs at home that I call my brothers and love them to death. My dad won't let them live with me right now so I always go home to visit and play with them. I have worked at a doggy daycare for over a year, so I do have professional experience with every type of dog. I promise I will show your dog all the love it deserves. I am currently going to school at University of Wisconsin Milwaukee and studying Biology and Zoology. After I finish school I want to transfer to University of Wisconsin-Madsion and receive my Prevet Degree. I want to help animals and care for them in my future in any way I can. I will watch over your dog like their my dog and treat them in the best possible way.

1 / 1
View more

The median cost per night for house sitting in Willow Springs is $50

Pet parents share their Rover experiences - Willow Springs

1 / 1
5.0 out of 5 stars

My pup, Buddy, just instantly fell in love with Allison. Allison did an amazing job sending photos, walking him, playing with him, and watching over him while we were at wedding events all weekend. She was communicative, loving, prompt, and flexible. I will use her again!

Profile image
Carolyn H.
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!

Profile image
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!

Profile image
Krista R.
House Sitting
1 / 1
Find pet care near you

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 pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house 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 house sitting - Willow Springs

Select a filter and find qualifying sitters offering house sitting.

Sitters in Willow Springs average 4
repeat house sitting clients

FAQs for House Sitting - Willow Springs

Frequently asked questions about Rover

The average cost for House Sitting in Willow Springs on Rover is $72.15 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of August 2026, there are 1,223 sitters on Rover offering House Sitting across Willow Springs. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Willow Springs walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Willow Springs maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

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 Willow Springs 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!

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.

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 .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

Yes, you can find sitters who have experience with handling special pet needs in Willow Springs. On Rover:

  • 92% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 98% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge