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: 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: Aixa C.
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Aixa C.
from
$60
per night
5.0 out of 5 stars
• 11 reviews
5 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: Michelle Z.
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Michelle Z.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 48 reviews
16 repeat clients
3 years of experience
Sturtevant, WI, 53177

“Michelle was prompt in her arrival and provided excellent care and companionship for Holly while we were gone for the day. We were very happy with this visit.”

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Lori K.
Sitter Profile Image: Kim F.
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Kim F.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 582 reviews
228 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
• 56 reviews
39 repeat clients
20 years of experience
Gurnee, IL, 60031

“Highly recommend Faith! She took incredible care of our dog & cat while we were away! She sent regular photos and updates and we came home to a clean house and happy pets!!!”

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

“Leah was great with my 2 high energy dogs. We left for several days and I never had to worry. The dogs both liked her and had lots of fun. Leah kept in touch and sent some pictures. I would recommend Leah to other pet owners looking for quality care for their furry friends.”

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Tyler W.
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: 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: 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: Stacey E.
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Stacey E.
from
$50
per night
5.0 out of 5 stars
• 11 reviews
5 repeat clients
10 years of experience
Kenosha, WI, 53143

“Stacey responded right away to out dog sitting request. We needed someone to come to our home for a few hours. Stacey arrived on time, walked our dog, gave him snuggles, and made sure he got his meds on time. Will definitely request Stacey again.”

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Evette M.
Sitter Profile Image: Elizabeth P.
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Elizabeth P.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 14 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: 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: 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

“Our second time having Ayla watch our pup and she was amazing! He had a great time, the pictures were adorable, and we came home to happy and tired pup. We will absolutely be having her watch him again!”

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Holly W.
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: 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 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.
Sitter Profile Image: Amanda M.
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Amanda M.
from
$28
per night
5.0 out of 5 stars
• 2 reviews
2 repeat clients
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: Cynthia G.
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Cynthia G.
from
$35
per night
5.0 out of 5 stars
• 2 reviews
1 year of experience
Pleasant Prairie, WI, 53158

About: Whether your pup enjoys long walks, playtime, belly rubs, or simply relaxing with someone nearby, I’ll make sure they feel comfortable, safe, and loved while you’re away. My goal is to provide a calm, loving environment where your pet receives plenty of attention, affection, and exercise. I am retired so have plenty of time to play with and walk your fur babies as much as needed. I can play with your dog in our fenced in yard or walk them on the Bike Trail, which is just a block away from our home. I’ll tailor my care to each dog’s individual personality and routine. I know how important consistency is, so I’ll follow your feeding schedule, medication instructions, exercise needs, and any special requests. I like to text or email regular photo updates and messages so you can relax knowing they’re having a great time, communication is just as important as great pet care.

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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

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

    It's that easy! All payments are processed through Rover's secured platform

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 of House Sitting in Pleasant Prairie on Rover is $56 per night as of October 2026. Most bookings cost between $31 and $87 per night. 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 1,765 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.

<b>Tip:</b> 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 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 Meet & Greet .

sitters on Rover set their own cancellation policy , 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:

  • 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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