House Sitting Pleasant Prairie

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

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Over 54
pet parents in Pleasant Prairie have booked house sitting

Pleasant Prairie, 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: Faith Q.
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Faith Q.
Star Sitter
from
$50
per night
5.0 out of 5 stars
37 reviews
29 repeat clients
20 years of experience
Gurnee, IL, 60031

We had Faith house sit for us and walk our very excitable golden doodle. Faith was incredibly communicative and took excellent care of our house and pets. Highly recommend!

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Nicole N.
Sitter Profile Image: Joshua C.
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Joshua C.
from
$50
per night
4.8 out of 5 stars
19 reviews
9 repeat clients
7 years of experience
Kenosha, WI, 53142

I’ve used Josh several times now and have always been very happy with how well he takes care of my dog and my home. I have a very sweet but reactive dog and he handles him great! I have peace of mind when I’m away with Josh knowing Diesel and my home are well cared for. This past time my flights home were changing frequently due to weather so I wasn’t sure what time I was going to be home. Josh was very flexible and able to work with me which I truly appreciated. I highly recommend him!!

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Karann M.
Sitter Profile Image: Aixa C.
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Aixa C.
from
$50
per night
5.0 out of 5 stars
10 reviews
5 repeat clients
5 years of experience
Kenosha, WI, 53142

I booked with Aixa last minute and she showed up for us. She came for a meet and greet with our fur babies and took care of them and our home overnight. She is very sweet and loved on the babies like her own. I will definitely be a repeat client.

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Coden W.
Sitter Profile Image: Kalyope M.
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Kalyope M.
from
$45
per night
5.0 out of 5 stars
17 reviews
1 repeat client
15 years of experience
Kenosha, WI, 53142

Leo loved his time with Kaylope. He seemed very relaxed, happy, and content when I came home. Great communication and very punctual. Will definitely rebook again!

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Jennifer H.
Sitter Profile Image: Sarah R.
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Sarah R.
Star Sitter
from
$30
per night
4.9 out of 5 stars
14 reviews
3 repeat clients
4 years of experience
Antioch, IL, 60002

We couldn’t have asked for better care of our animals and house while we were away. Sarah did a great job keeping us updated on our pets and really did an outstanding job.

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Jessica L.
Sitter Profile Image: Malachi D.
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Malachi D.
from
$30
per night
5.0 out of 5 stars
3 reviews
7 years of experience
Kenosha, WI, 53143

About: So let's be realistic, we have pretty busy schedules as adults. I don't though so don't feel bad when you schedule me haha. I've been a papa to the biggest of fluffers and smallest of small dogs. I'm very familiar with the feisty kittens and old grumpy cats, and at one point even a gold fish I kept for 2 years. I am no stranger to particular schedules, care routines, or special requests of animals. You got shedders? Not a problem I have lint rollers haha. I have been in customer service for years now, and every time when making someone's day easier or allowing them to feel less stress it brings me the most joy. I've been a mix of animals owner most of my life from fostering animals in need or assisting family and friends with taking care of their animals. I also supply baggies for bathroom time and long sleeves if it's chilly outside. I go on a lot of walks!! Anytime I'm not home baking or hanging out with a friend I'm normally just out and about exploring my neighborhood. My set preference schedule is actually just for when I have to either go to the gym or when I schedule appointments because Mondays work easier. Your pets are the number one priority. If they require something and I am attending them I make sure it happens. Not only is your space respected when I watch them but also the pets space. Feeding times, walk routes, and any medical requirements and boundaries will be discussed because all situations are different. If something happens like say something fell or they went potty by accident I will clean it up no problem. A work space is better when it's clean but also when it's fun!!! I do bring things like cleaning baggies and lint rollers but I can also make sure any particular scents are avoided.

Sitter Profile Image: Michelle Z.
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Michelle Z.
Star Sitter
from
$70
per night
5.0 out of 5 stars
42 reviews
13 repeat clients
3 years of experience
Sturtevant, WI, 53177

Michelle is our go-to pet sitter. She’s responsible, communicative and caring. We’re grateful for the peace-of-mind we have when we leave our pup and our home in her care.

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Brianna J.
Sitter Profile Image: Samantha I.
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Samantha I.
from
$55
per night
5.0 out of 5 stars
4 reviews
10 years of experience
Kenosha, WI, 53144

Sam was great! Got back to happy dogs. She went above and beyond for us….getting our chickens food. Thanks Sam!

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Jennifer A.
Sitter Profile Image: Sara M.
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Sara M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
6 reviews
4 repeat clients
15 years of experience
Gurnee, IL, 60031

Very sweet girl with a kind heart for pitties, took good care of my senior girls as well as following instructions to be able to give my girls the care they need, especially when I wasn't home. Would definitely re-book with her

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Nici G.
Sitter Profile Image: Sara J.
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Sara J.
from
$85
per night
5.0 out of 5 stars
30 reviews
4 repeat clients
13 years of experience
Pleasant Prairie, WI, 53158

This was the first time I've used Rover and found Sara. Communication was great from the get-go. As this was the first time I let someone else watch Iris (8 months old), rightfully so to be nervous and hesitant. Sara was very understanding and attentive as I went through what Iris needed, how her demeanor is, and all of the in-between. You could tell that Sara genuinely cares and enjoys caring for pets as a side gig. Sara was fantastic and we'll definitely book again.

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Beric W.
Sitter Profile Image: Elizabeth P.
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Elizabeth P.
Star Sitter
from
$70
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
1 year of experience
Waukegan, IL, 60087

Elizabeth did a great job watching my dogs while I was away. She handled two pretty demanding dogs with ease and communicated proactively throughout to ensure all my concerns were addressed. I can tell my dogs had a great time with her and would highly recommend her to anyone.

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Tom B.
Sitter Profile Image: Kim F.
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Kim F.
Star Sitter
from
$85
per night
5.0 out of 5 stars
533 reviews
219 repeat clients
25 years of experience
Kenosha, WI, 53142

Kim and her family went above and beyond what we expected. We feel incredibly lucky to have found someone that we can trust our dog with. It is no wonder that she has so many positive reviews. We will definitely be booking with her in the future!

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Amy G.
Sitter Profile Image: Elizabeth C.
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Elizabeth C.
from
$50
per night
20 years of experience
Kenosha, WI, 53140

About: I can’t remember a time in my life I haven’t been around animals. I’m comfortable with any animal big or small. I’ve owned hamsters, mice, guinea pigs, rats, dogs, cats, and many other pets. I volunteered at a cat shelter for multiple hours a week for over 5 years. I have fostered 13 kittens, some as young as a few days old. I now live with a dog, four cats, and too many small pets to count. I have pet-sat for friends and family, I ride at a barn, and I do little bits of training with our dog and cats. I am comfortable clipping cat nails and grooming. It makes no difference to me if the pet is young or old, big or small; I love them each. Save for Tuesday mornings and afternoons, I am available weekdays and weekends. My Friday and Saturday nights are not always free, but there can be exceptions. I’m a nature-loving girl, so I can take your pet on walks around your neighborhood or a park you know and love. I’m willing to play fetch or help keep your pet up-to-date on practicing its tricks and training. If your pet is the cuddling type, I can do so as well, and if it likes adventure, I have traveled all the way to Montana with my cat in the car.

Sitter Profile Image: Delaney W.
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Delaney W.
from
$75
per night
5.0 out of 5 stars
18 reviews
4 repeat clients
10 years of experience
Kenosha, WI, 53144

Delaney is reliable friendly and very loving to our pug Louis. Very caring and attentive. Definitely someone I will always have be with our sweet boy.

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Kate S.
Sitter Profile Image: Hannah M.
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Hannah M.
from
$30
per night
20 years of experience
Kenosha, WI, 53143

About: I have experience working with all kinds of animals, as I grew up on a rescue farm. We rescued dogs of all ages and cats from multiple litters! I’m currently working full-time in a hospital, but I am looking for some extra work outside of it on the weekends and some weekdays. This is a great activity to decompress with animals and make extra money! I will ensure that I keep the clients home safe and secure when leaving. I will respect boundaries and ensure that I go and do my job, taking care and playing with your pets!

Sitter Profile Image: Trina R.
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Trina R.
from
$70
per night
5.0 out of 5 stars
8 reviews
17 years of experience
Beach Park, IL, 60099

Trina is such a lifesaver. We had a dog sitter lined up who had to bail on us about 12 hrs before we were supposed to leave on our first ever Disney vacation. She responded to my message immediately, was available on short notice and honestly spoiled the heck out of my dog! My dog is a senior citizen and takes 2-4 meds a day. She made sure he got all his meds, followed an intricate feeding schedule, and loved him as her own. She checked in with me daily to assure us he was doing well. She also helped feed our fish and turtle. What a lifesaver! We returned to happy animals and a very clean house. We will definitely be using Trina for all our vacations from here on out!

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Lana M.
Sitter Profile Image: Declan G.
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Declan G.
Star Sitter
from
$65
per night
5.0 out of 5 stars
48 reviews
19 repeat clients
10 years of experience
Antioch, IL, 60002

Declan was fantastic with our two labs! He is super accommodating to specific schedules and care requests and was really responsive. We loved our daily pictures! Definitely would recommend him and work with him again.

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Stephanie F.
Sitter Profile Image: Hailie H.
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Hailie H.
from
$30
per night
5.0 out of 5 stars
1 review
2 repeat clients
5 years of experience
Kenosha, WI, 53144

About: I am a vet tech at Kenosha Lakeshore Vet and my everyday life consists of interacting and taking care of dogs and cats in need❤️ I am currently not working a job at all so i am free 24/7 to watch/walk your animals anyday anytime!! thank you for booking with me!🙂 I have no animals in my home so there is no worries there and I will take care of your animals with your needed instructions. I am also very capable of walking a bigger dog and know how to well take care and play with your animals as I am a vet tech and do that on my day to day basis.

Sitter Profile Image: Ava G.
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Ava G.
from
$30
per night
5.0 out of 5 stars
2 reviews
2 repeat clients
10 years of experience
Salem Lakes, WI, 53179

Ava was fantastic, she went above and beyond to make sure not only our dogs but our home as well was safe and maintained, our dogs took to her perfectly and were very comfortable with her. She is definitely someone I would recommend and someone I will use again in the future.

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Rich M.
Sitter Profile Image: Sarah B.
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Sarah B.
from
$30
per night
5.0 out of 5 stars
5 reviews
4 repeat clients
2 years of experience
Pleasant Prairie, WI, 53158

Sarah is amazing! From the first time I met her I knew my pets were in good hands. I was able to enjoy my time away knowing that my pup & cat would be happy and safe. She's already booked for our next vacation!!

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Terri B.
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The median cost per night for house sitting in Pleasant Prairie is $50

Pet parents share their Rover experiences - Pleasant Prairie

1 / 1
5.0 out of 5 stars

Leo loved his time with Kaylope. He seemed very relaxed, happy, and content when I came home. Great communication and very punctual. Will definitely rebook again!

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Jennifer H.
House Sitting
5.0 out of 5 stars

Kim and her family went above and beyond what we expected. We feel incredibly lucky to have found someone that we can trust our dog with. It is no wonder that she has so many positive reviews. We will definitely be booking with her in the future!

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Amy G.
House Sitting
5.0 out of 5 stars

Jodi is so sweet. She has a great presence with my pup. Calm and collected. Walker dog returned to me in great shape and happy as can be. Would highly recommend Jodi and will definitely use her again.

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Tyler F.
House Sitting
5.0 out of 5 stars

Always nice to have Derek come. Our dog Cali thinks he's great, and so do we. Especially appreciate Derek's accommodation of a schedule change. He added two lunch time stops to ensure Cali's comfort and bladder relief.

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Elaine J.
House Sitting
5.0 out of 5 stars

Neil provided updates when requested and left home tidy upon departure. Animals were in good care during the stay. ☻

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Erica C.
House Sitting
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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

Sitters in Pleasant Prairie average 4
repeat house sitting clients

FAQs for House Sitting - Pleasant Prairie

Frequently asked questions about Rover

The average cost for House Sitting in Pleasant Prairie on Rover is $66.6 per night (as of July 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 July 2026, there are 1,870 sitters on Rover offering House Sitting across Pleasant Prairie. 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 Pleasant Prairie 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 Pleasant Prairie 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 Pleasant Prairie 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 Pleasant Prairie. On Rover:

  • 91% of sitters can help with special care needs
  • 96% 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.

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