House Sitting Pleasant Prairie

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Over 31
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: 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

Joshua was 100% exceptional from the 1st communication to the end of his stay with our German Shepherd, Kai. He came over twice before the stay to get acquainted with Kai, the house, the neighborhood etc. He communicated daily with pictures of Kai and letting us know how she was, that she was eating and exercising. He stayed in our home from Friday-Sunday. All was clean and in order when we arrived home. We highly recommend him!

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Doug G.
Sitter Profile Image: Nicholas K.
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Nicholas K.
from
$50
per night
4 years of experience
Kenosha, WI, 53142

About: For the past 4 years, I’ve been the go to pet sitter for friends, family, and neighbors. I am an honest and hard worker and I provide good communication with my clients. I am a student at parkside with one year left until I graduate. With my schedule, I am able to pet sit during the day and overnight on weekdays and I’m fully available on weekends. When I’m pet sitting in a clients home, I spend the majority of my day there playing with and taking care of the pets. I put the pet’s needs first and maintain good communication with the owners to ensure their pet is taken care of properly. I treat the home with respect and ensure the owners of the home know my schedule so there are no surprises while I’m watching their pets.

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

Michelle did a great job! Ollie was well taken care of. She stayed at our house and left everything like she found it. I will definitely have her care for Ollie in the future.

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Denise P.
Sitter Profile Image: Kalyope M.
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Kalyope M.
from
$58
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: Kim F.
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Kim F.
Star Sitter
from
$85
per night
5.0 out of 5 stars
569 reviews
226 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: Faith Q.
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Faith Q.
Star Sitter
from
$50
per night
4.9 out of 5 stars
52 reviews
37 repeat clients
20 years of experience
Gurnee, IL, 60031

We had an absolutely amazing experience with Faith! She was incredibly attentive to detail, kept our home spotless, and took such thoughtful care of our pup. You can tell she truly loves animals. She is patient, engaging, and our dog looked happy and relaxed in every update. Her communication was excellent, we received regular photos and updates, which gave us total peace of mind while we were away. She followed all instructions perfectly and made sure routines stayed consistent. If you're looking for a reliable, trustworthy, detail-oriented, playful, and communicative house sitter or pet sitter, I can’t recommend Faith enough. We will absolutely be booking with her again!

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Angelina T.
Sitter Profile Image: Trina R.
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Trina R.
from
$70
per night
5.0 out of 5 stars
10 reviews
1 repeat client
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: Alissa K.
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Alissa K.
from
$40
per night
10 years of experience
Kenosha, WI, 53142

About: I've been dog-sitting my friends' & neighbors' dogs for years now. Everything from Shih Tzus to Labs to Collies and Pit Bulls, I do well with all types of dogs! I love taking dogs for walks and playing fetch! (Also, I love cats! (I'm a Cat Mom of 4)). I'm currently working part-time, so I have plenty of time to take care of your pet(s)! My weekly availability varies, but I keep my calendar up-to-date. I respond promptly to requests, so feel free to reach out and ask! I am always respectful of my clients' homes & make sure I take the dogs out frequently to use the bathroom & for walks/play, that litter boxes are cleaned, & that there is always fresh water/food given.

Sitter Profile Image: Leah J.
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Leah J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
18 reviews
5 repeat clients
6 years of experience
Kenosha, WI, 53140

Leah did a great job watching Harley (soft coated wheaten terrier) while we went on a short 4 day trip. Kept us up to date on how he was doing and made sure he had his walks and breaks.

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Deena N.
Sitter Profile Image: Victoria-Anna K.
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Victoria-Anna K.
from
$30
per night
5.0 out of 5 stars
2 reviews
1 repeat client
4 years of experience
Kenosha, WI, 53944

About: I’ve had pets most of my life… I’ve had dogs, cats, bunnies and guinea pigs. I’ve house sat which included farm animals. I am patient and willing to give all my love to any animal even if they aren’t mine. I am a student so I would come between classes, before classes, and after to take care of any pets. I do not have a full time job. I want to work with whatever you have at your house. I will make sure that all of your rules are followed, and that your fur babies are well taken getting care of.

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: 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: Sarah R.
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Sarah R.
Star Sitter
from
$30
per night
4.9 out of 5 stars
17 reviews
4 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: Paige A.
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Paige A.
from
$40
per night
10 years of experience
Kenosha, WI, 53142

About: I am available daily and would be delighted to assist you with walking or caring for your animals. I possess over a decade of pet care experience and hold a background in animal care through the 4-H program. I am passionate about all types of animals, regardless of their size or species! I personally have five furry companions, so I deeply understand the significance they hold for you. I have had the opportunity to observe and care for a diverse range of animals, so if you have any further inquiries about my qualifications or my approach to animal care, please do not hesitate to contact me. Thank you for considering my services for your animals and home. I am eager to assist you with any needs you may have. Currently employed as a chiropractic assistant, I am fortunate to have ample free time during the weekends, as my work schedule does not include Fridays through Sunday. This allows me to fully utilize my time and resources. Additionally, I reside in a spacious house with a large backyard, providing ample space for any animal needs. Furthermore, I have received extensive training in animal care! At your home I can make sure your animals are leashed and properly walked to assure they come back safely every time I visit! I can provide a safe crate technique if need be and companionship before leaving your home!

Sitter Profile Image: Monica L.
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Monica L.
Star Sitter
from
$75
per night
5.0 out of 5 stars
30 reviews
9 repeat clients
12 years of experience
Racine, WI, 53402

We were extremely pleased with the diligent care Monica provided for our 4-year-old Miniature Australian Shepherd. She did an excellent job not only watching Jaco, but also taking great care of our home while we were away. It gave us real peace of mind knowing everything was in such good hands. We would absolutely use Monica again and highly recommend her to others.

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Janine B.
Sitter Profile Image: Hannah L.
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Hannah L.
from
$55
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
7 years of experience
Kenosha, WI, 53144

About: I have had pets all my life and love pets of all kinds! A dog owner forever, I am a recent cat lover and am happy to help your furry cats as well. I have experience in quick visits and long-term care for dogs and cats! I work on a school schedule, so I am available all evenings and weekends! I can always do morning care as well prior to the start of my work day. I have a friendly dog and cat who get along with all animals. I am able to crate your dog or provide a secluded space if needed! A private dog park is on my property.

Sitter Profile Image: Amanda M.
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Amanda M.
from
$28
per night
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Kenosha, WI, 53140

Amanda was great. She followed instructions and sent lots of pictures. She communicated well. Dogs were treated with care and kindness. Great sitter

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Debbie G.
Sitter Profile Image: Ayla W.
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Ayla W.
from
$75
per night
5.0 out of 5 stars
11 reviews
7 repeat clients
10 years of experience
Antioch, IL, 60002

Ayla was awesome, sweet, and very attentive. I appreciate her sending me pictures and updates and she followed all of my instructions. Would love to book her again.

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Zara V.
Sitter Profile Image: Nicole S.
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Nicole S.
from
$31
per night
5.0 out of 5 stars
2 reviews
2 years of experience
Kenosha, WI, 53142

About: I have had animals my whole life, mostly dogs. I recently was able to get my own dog for the first time as an adult. To say I spoil Burt is an understatement. We go on great adventures to the dog park, hikes and out to dog friendly restaurants. I am completely obsessed with all fur babies and will take care of yours like it was mine. Very safety orientated. I am a flight attendant currently working part time, so when I am home... I am home with lots of free time. I have recently reduced my schedule because the skies are not so friendly at the moment. I would like to supplement my income with helping others and their fur babies. I have a smaller condo which might not be condusive for larger dogs, but if they come over here we always get out for walks and dog park time.

Sitter Profile Image: Marcelina B.
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Marcelina B.
from
$30
per night
5.0 out of 5 stars
27 reviews
11 repeat clients
10 years of experience
Kenosha, WI, 53142

About: I have been taking care of animals every since I was 12. I had the very fortunate experience of working on a farm and also owning my own animals and watching many of my friends animals as well. I am usually out and it is easy for me to pop in and feed, walk or play with your animals. With help at home it makes it easier for me to leave and help others I have a fenced in yard as well as Well as my own dog for a play buddy. I am able to adapt to how you best feel fit for your dog.

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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
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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

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Popular requests for house sitting - Pleasant Prairie

Select a filter and find qualifying sitters offering house sitting.

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 $55.5 per night (as of September 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 September 2026, there are 1,772 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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