House Sitting Pleasant Prairie

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

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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.

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Sitter Profile Image: Alissa K.
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Alissa K.
from
$55
per night
5.0 out of 5 stars
• 10 reviews
10 years of experience
Kenosha, WI, 53142

“Ali was fantastic with our dog! She was incredibly attentive to his needs, did everything we asked, and the house was just as we left it upon our return home. We’d highly recommend her to anyone looking for an overnight sitter!”

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Cory B.
Sitter Profile Image: Michelle Z.
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Michelle Z.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 49 reviews
17 repeat clients
3 years of experience
Sturtevant, WI, 53177

“We were so thankful to find Michelle on Rover. She was courteous, warm and professional in her communications and gave us a lot of ease about leaving our pup and our home in her care. She was great about giving updates and sending photos while we were away. We returned to a well-kept home and a happy pup! We highly recommend Michelle!”

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Brianna J.
Sitter Profile Image: Trina R.
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Trina R.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
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: Samantha I.
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Samantha I.
from
$55
per night
5.0 out of 5 stars
• 6 reviews
10 years of experience
Kenosha, WI, 53144

“Samantha was great! We will definitely have her back. She cared so much for our doggie, sent regular updates, and asked important questions. She took care of our home as well by watering my flowers and keeping it spotless for when we returned. She was very accommodating when we had a family emergency and cancelled one of the pets that she was supposed to watch. I was overall very impressed!”

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Kendra M.
Sitter Profile Image: Nicholas K.
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Nicholas K.
from
$50
per night
4 years of experience
Kenosha, WI, 53144

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: Kim F.
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Kim F.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 595 reviews
231 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 P.
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Elizabeth P.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 15 reviews
3 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: 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: Victoria-Anna K.
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Victoria-Anna K.
from
$30
per night
5.0 out of 5 stars
• 2 reviews
2 repeat clients
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: Cassandra K.
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Cassandra K.
from
$30
per night
5.0 out of 5 stars
• 4 reviews
5 repeat clients
15 years of experience
Lake Villa, IL, 60046

“Cassandra did a wonderful job with my dog Maisy. Right before leaving for vacation my dog spent 3 days in an emergency hospital for a toxin overdose. Cassandra made me feel so at ease leaving Maisy with her. She accommodated follow up visits with my normal vet and communicated well with me. I trust her completely with my dog and my home. Everything was in wonderful shape when I came back. Highly recommend.”

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Tiffany B.
Sitter Profile Image: Robert P.
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Robert P.
from
$25
per night
14 years of experience
Winthrop Harbor, IL, 60096

About: I’ve worked hands-on with animals for over 12 years through shelters, rescue organizations, fostering, and TNR work. I’ve cared for everything from neonatal kittens to senior and special-needs animals, including medication administration and post-op recovery care. I’m calm, reliable, and experienced with animals that may be nervous, shy, energetic, or need extra patience. My goal is always to make pets feel safe, comfortable, and cared for while their owners are away. With my current work schedule, I’m available early mornings (5–6 AM) before work, again around noon, and throughout the evening. I make pets a top priority and can also provide late-evening check-ins to help pets settle in comfortably for the night. Based on your pet’s normal routine and comfort level, I can accommodate leash walks, supervised backyard time, or longer walks and exercise as needed.

Sitter Profile Image: Brianne C.
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Brianne C.
from
$30
per night
10 years of experience
Kenosha, WI, 53140

About: I have one Chocolate Lab named Coco at home I’ve taken care of for about 13 years or so. There is also a small dog my roommate has I have taken care of before. My parents also have 2 cats at home I’ve cared for over the weekends. I am always willing to learn new things and help animals! I have college classes and get done by 2 so I have plenty of time to care for your pets! I also come home to a little dog everyday that my roommate has so I’m used to seeing pets around me! I can clean up accidents from dogs and cats, have a great deal of experience with leash walking and supervise pets to avoid any harm happening to them.

Sitter Profile Image: Ayla W.
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Ayla W.
from
$75
per night
5.0 out of 5 stars
• 12 reviews
8 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: Savanah S.
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Savanah S.
from
$100
per night
5.0 out of 5 stars
• 13 reviews
4 repeat clients
14 years of experience
Antioch, IL, 60002

“We’ve booked Savanah several times, and she’s is truly the best. So caring and kind, and our dogs and cats absolutely adore her. We always feel completely at ease knowing they’re with someone who treats them like her own. Couldn’t recommend her more!”

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Donna V.
Sitter Profile Image: Karie M.
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Karie M.
from
$100
per night
5.0 out of 5 stars
• 9 reviews
45 years of experience
Pleasant Prairie, WI, 53158

“I truly cannot say enough good things about Karie and the attention and care she gave our furbabies. I have never been comfortable leaving our dogs with anyone (they can be a handful) I had daily updates with pictures and knew our dogs were being carried for. I never worried about them during the 6 days we were gone. I would highly, highly recommend Karie to anyone!”

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Jennifer R.
Sitter Profile Image: Raquel T.
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Raquel T.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
9 years of experience
Kenosha, WI, 53143

About: I’ve been raised around pets my whole life. From a young age I’ve always had a passion for animals. Outside of genuinely loving fur babies, I know how to respect, read and handle them professionally. I also have experience in a veterinary clinic setting as well which is a benefit when handling your babies with care. I am a real estate agent so my schedule is pretty flexible which allows me to care for pets as needed. As long as I have some notice I can work around our pets needs. I make sure all pets are protected and treated as my own. Providing space shelter and attention. I pay close attention to our surroundings to ensure safety and make adjustments as needed.

Sitter Profile Image: Dan C.
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Dan C.
from
$30
per night
1 year of experience
Kenosha, WI, 53142

About: I grew up with dogs and they are my favorite animal. I take great care and pride in proving the needs of my pets. I’ve watched my brothers dog several times for weeks at a time while he travels, and she’s happy to come back every time I’m awake at night, so I might as well be awake with your dog! I absolutely love dogs. It is my duty to befriend any and every dog I ever come across in my life. Cats are pretty cool but I’m allergic. Some dogs basically get all the love I can provide. I’m a nightshifter who likes exercise so I can walk your dogs as much as they need. I love spending time with animals and thought this could be a great way to earn extra cash I have cameras on the property but no fences. I’m available to take the dogs for any amount of walks so they can get their excercise. I leave my doors locked and only gave a spare key to certain family members

Sitter Profile Image: Skyler B.
Verified Enhanced Background Check
Skyler B.
from
$60
per night
10 years of experience
Kenosha, WI, 53140

About: Growing up I had a dog and cat so already have experience plus I have dog sat for numerous of my parents friends and have always gotten good feedback from them. I am currently taking a semester off from college to work and save money I work at a daycare part time and am looking for extra ways to make money! I cannot do it at my home due to staying with family but being at your home the pets already know the environment and won’t need to learn anything and will be comfortable in a place they know.

Sitter Profile Image: Nico S.
Verified Enhanced Background Check
Nico S.
from
$30
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
4 years of experience
Racine, WI, 53402

“Nico is friendly, knowledgeable and responsible. She took great care of our dogs including a senior who needed medications and some extra TLC. She’ll be our first choice for dog sitting in the future.”

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Mary Jane T.
Sitter Profile Image: Hannah L.
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Hannah L.
from
$70
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.

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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

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5.0 out of 5 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 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
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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.

How to book house sitting

  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 - Pleasant Prairie

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Sitters in Pleasant Prairie average 4
repeat house sitting clients

FAQs for House Sitting - Pleasant Prairie

Frequently asked questions about Rover

The average cost of House Sitting in Pleasant Prairie is $56 per night as of October 2026. Most bookings cost between $31 and $87 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 1,742 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 , 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 .

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work 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:

  • 90% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 95% 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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