House Sitting in Pleasant Prairie

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

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Top rated Pleasant Prairie 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: Joshua C.
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Joshua C.
from
$50
per night
4.8 out of 5.0 stars
15 reviews
6 repeat clients
5 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: Samantha I.
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Samantha I.
from
$45
per night
10 years of experience
Kenosha, WI, 53142

About: Take a chance on a new Rover sitter! Ive been sitting for friends and family for roughly 10 years, and im looking to take my experice to the big leagues. I truly enjoy spending time with my furry friends and making sure they feel happy and comfortable when their parents are away. I tailor my care to each dog’s needs, whether that means extra playtime, helping nervous pups feel calm, or sticking closely to their normal feeding and exercise routine. I also offer little extras like bringing in mail, watering plants, and checking on the house so you can feel at ease while you’re away. Plus, I’ll keep you updated with photos and messages so you always know how your pet is doing. I work full-time in the Milwaukee area, but I have a flexible schedule that lets me work around your dog’s needs. Whether your they needs someone around most of the day or just a check-in, I can make it work. This allows me to stay on top of my job while still giving your pet the attentive, reliable care they deserve. My goal is to keep your babies routine as normal as possible. Whether it's staying with them throughout the day, stopping in for feeding, playtime, or walks, I'm happy to accommodate. I can also help with basic care tasks like cleaning up accidents or keeping feeding areas tidy. I offer consistent support and companionship, so your dog feels safe, happy, and well-cared for while you're away.

Sitter Profile Image: Michelle Z.
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Michelle Z.
Star Sitter
from
$65
per night
5.0 out of 5.0 stars
34 reviews
9 repeat clients
3 years of experience
Sturtevant, WI, 53177

Michelle was great with our 2 dogs. One dog is very shy, and nervous. Michelle gave her the space & time, to be comfortable with her. She took great care of the dogs, as well as, our home. She was great at communicating, sending updates, and pictures. We'll definitely be using her again.

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Jean B.
Sitter Profile Image: Aixa C.
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Aixa C.
Star Sitter
from
$40
per night
5.0 out of 5.0 stars
9 reviews
4 repeat clients
5 years of experience
Kenosha, WI, 53144

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: Bree O.
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Bree O.
from
$60
per night
5.0 out of 5.0 stars
29 reviews
4 repeat clients
20 years of experience
Kenosha, WI, 53142

Bree was great with out dogs and handled some curveballs thrown at her beautifully. Very communicative and easy to work with. Would definitely recommend.

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Lindsey S.
Sitter Profile Image: Kalyope M.
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Kalyope M.
from
$45
per night
5.0 out of 5.0 stars
12 reviews
1 repeat client
15 years of experience
Kenosha, WI, 53142

Kalyope was great. She watched my dog at my house and was very respectful and Koda was well taken care of. Thank you!

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Nancy P.
Sitter Profile Image: Tabitha H.
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Tabitha H.
Star Sitter
from
$75
per night
5.0 out of 5.0 stars
119 reviews
32 repeat clients
10 years of experience
Kenosha, WI, 53143

Tabitha was amazing with my old man Duke. She was able to handle his crazy mamas instructions, sent pics, videos and updates- and the house was just as good as when I left!! Not to mention the peace of mind with her being a vet tech- it really allowed me to relax and not worry while I was away! Thank you Tabitha!

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Stephanie N.
Sitter Profile Image: Kim K.
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Kim K.
Star Sitter
from
$55
per night
4.9 out of 5.0 stars
39 reviews
9 repeat clients
40 years of experience
Kenosha, WI, 53143

My home was just as I left it, and my pets were clearly comfortable and well-loved while we were away, I would rebook again.

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E H.
Sitter Profile Image: Avery T.
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Avery T.
from
$48
per night
1 repeat client
10 years of experience
Bristol, WI, 53104

About: I’m an 18-year-old pet sitter who has grown up caring for animals my entire life, including fish, hamsters, cats, and dogs. I’ve independently managed feeding, cleaning, exercise, and overall care for my pets while balancing school, athletics, and work. Through this experience, I’ve learned to be responsible, attentive, and patient, always making sure animals are safe, comfortable, and well cared for. I treat every pet with the same care and respect I give my own. I’ve taken care of my neighbors dog during the day or throughout the night, watched my grandparents cats and dogs by stopping by periodically, and brought my friends dog to the groomer and vet. Pet care fits naturally into my daily and weekly routine because I’ve grown up caring for animals my whole life. On a daily basis, I make time for feeding, fresh water, cleaning, playtime, and monitoring each pet’s behavior and health. Weekly routines include deeper cleaning, grooming, and making sure pets get consistent exercise and attention. I manage this around school and athletics. I care for pets by following a consistent routine that meets each animal’s individual needs, whether in my home or a client’s home. I make sure pets are fed on schedule, have fresh water at all times, and receive plenty of attention, playtime, and exercise. I carefully follow any instructions provided, including dietary needs, medication, or specific routines, to keep pets comfortable and stress-free. This is just the same as I do at home everyday for my own pets!😊

Sitter Profile Image: Kim F.
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Kim F.
Star Sitter
from
$110
per night
5.0 out of 5.0 stars
494 reviews
207 repeat clients
25 years of experience
Kenosha, WI, 53142

About: My husband, Greg and I, have just started our 7th year with Rover. It started watching friend’s dogs during their work time and while Greg works from home, someone is usually home all the time. Kim has experience in working several years in a veterinary clinic giving her a keen eye for dog sicknesses, ailments and first aid. As a family, we train and compete with our own dogs in AKC events (conformation, obedience, agility, rally, hunt tests) as well as Kim teaching obedience classes for 10 years and trained many of our own dogs. For more than 20 years, we have volunteered with various breed Rescues, including fostering, temperament testing and dog transports. We thoroughly enjoy all dogs and working with them. Kim is more in tune with dog behavior and loves to be able to give each dog their time to acclimate to avoid undue stress. We currently have 2 high energy dogs that at the end of the day love to snuggle up with myself and the family. We also occasionally co-breed German Shorthair Pointers. Understanding the importance of knowing your family member is safe and well cared for in your absence, is priority for us. In addition, we are very able and willing to take care of special needs and senior pets as well. I’m a stay at home mom to my teenage boys, along with my husband who works from home. Together we offer all scenarios of the best possible pet care. I have a completely fenced yard and pets of my own to help keep your pup company. We have the capability to offer crate training if your pets need it.

Sitter Profile Image: Karie M.
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Karie M.
from
$100
per night
5.0 out of 5.0 stars
9 reviews
45 years of experience
Pleasant Prairie, WI, 53158

Karie was absolutely amazing! She took excellent care of our pups and our home. She walked them numerous times throughout the day, and played with our very energetic pup many times throughout the day as well. She even handled a minor medical issue with one of our dogs. She was great and we will absolutely use her services again! We would highly recommend her to anyone!

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Maggie P.
Sitter Profile Image: Stacey E.
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Stacey E.
from
$65
per night
5.0 out of 5.0 stars
10 reviews
4 repeat clients
10 years of experience
Kenosha, WI, 53143

Beyond happy with Stacey. Punctual, very communicative, understanding of a particular pet’s needs, and great availability. Highly recommended!!

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Dustin K.
Sitter Profile Image: Rachel J.
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Rachel J.
from
$50
per night
5.0 out of 5.0 stars
14 reviews
4 repeat clients
10 years of experience
Kenosha, WI, 53144

Rachel was awesome. House and dog sat my very active puppy for 2 weeks. Puppy and plants are all thriving upon return. Would absolutely recommend ?

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Karyn R.
Sitter Profile Image: Madalyn R.
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Madalyn R.
Star Sitter
from
$65
per night
5.0 out of 5.0 stars
6 reviews
3 repeat clients
7 years of experience
Sturtevant, WI, 53177

About: With over 7 years of hands-on dog sitting experience, I’ve cared for pups/kitties of all breeds, sizes, and temperaments—from energetic puppies to mellow seniors. I’ve handled everything from daily walks and medication administration (pills only) to overnight stays and longer holiday care. I prioritize creating a safe, loving environment that keeps their regular routine. Whether it’s fetch in the park or quiet cuddle time, I tailor care to each dog’s unique needs and personality. My schedule is open and flexible, which means I’m available for extended bookings, weekend getaways, *most* holidays, and all the in between’s. I’m here when you need me, morning, afternoon, or evening—no rigid time blocks, just dependable availability. Whether you’re heading out of town or working long hours, I’m ready to jump in with consistent, loving care. Pet parents can count on me to adapt to their routines and provide reliable service every day of the week. Safety and trust are the foundation of everything I do. I never leave dogs unsupervised in unsafe areas, and I only use the approved pups gear. I stay in close contact with pet parents, offering regular updates, pictures, and messages (if asked for) for peace of mind. With seven years of trusted pet care under my belt and a strong sense of responsibility, I treat your dog as if they were my own. Your pet’s wellbeing is always my top priority.

Sitter Profile Image: Diamond G.
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Diamond G.
from
$54
per night
4.8 out of 5.0 stars
42 reviews
20 repeat clients
30 years of experience
Kenosha, WI, 53140

Diamond is great! She came and was on time. I needed her from 1 to 5 on a Saturday. She sends me pictures of the dogs. She is super responsive and responsible. She needed to let them out and feed them. She plays with them and they seem to respond well to her. I will ask for Diamond again!

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Lori N.
Sitter Profile Image: Sarah B.
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Sarah B.
from
$30
per night
5.0 out of 5.0 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.
Sitter Profile Image: Kya B.
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Kya B.
Star Sitter
from
$60
per night
5.0 out of 5.0 stars
43 reviews
14 repeat clients
15 years of experience
salem, WI, 53168

Kya stayed with our dogs for 4 nights. The house was in great shape and our dogs were happy. She sent updates each day and was very communicative. We would book her again!!

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Chelsea S.
Sitter Profile Image: Brittany E.
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Brittany E.
Star Sitter
from
$60
per night
5.0 out of 5.0 stars
14 reviews
5 repeat clients
10 years of experience
Lake Villa, IL, 60046

Our original sitter canceled the day before our trip, and we were so relieved that Brittany was available last minute. She arranged a meet and greet the same day we reached out and started the booking the very next day. She took amazing care of our two dogs and two cats while we were away for three days and sent regular updates. We’re so grateful and will definitely book with her again!

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Donna V.
Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$38
per night
5.0 out of 5.0 stars
3 reviews
30 years of experience
Sturtevant, WI, 53177

Rebecca did an amazing job with Lulu!! Came home to such a happy and tired dog. Will definitely be booking her again and recommend her!

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Jessica F.
Sitter Profile Image: Sarah R.
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Sarah R.
Star Sitter
from
$25
per night
4.9 out of 5.0 stars
11 reviews
2 repeat clients
3 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.
1 / 1
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Over 68
pet parents in Pleasant Prairie have booked house sitting

Pleasant Prairie pet parents share their Rover experiences

1 / 1
5.0 out of 5.0 stars

Kalyope was great. She watched my dog at my house and was very respectful and Koda was well taken care of. Thank you!

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Nancy P.
House Sitting
5.0 out of 5.0 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 5.0 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
5.0 out of 5.0 stars

Megan did a great job watching our two German Shepherd’s while we were out of town. She came over for a meet and greet to make sure the dogs were comfortable before we left. She sent updates during her stay

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Tonya S.
House Sitting
1 / 1
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 Pleasant Prairie 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 Pleasant Prairie 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 Pleasant Prairie on Rover as of Jan 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 Pleasant Prairie 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 Jan 2026, there are 780 house sitters in Pleasant Prairie. 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, 89% of Pleasant Prairie house sitters respond in under an hour.

House sitters in Pleasant Prairie have an average of 18 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 Pleasant Prairie.

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. Pleasant Prairie 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.