House Sitting Pleasant Prairie

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Over 31
pet parents in Pleasant Prairie have booked house sitting

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Sitter Profile Image: Leah J.
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Leah J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 22 reviews
6 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: Joshua C.
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Joshua C.
from
$50
per night
4.8 out of 5 stars
• 20 reviews
9 repeat clients
7 years of experience
Kenosha, WI, 53142

“We absolutely loved having Josh care for our dogs! ❤️ It’s never easy leaving them behind, but he gave us such peace of mind with constant communication and genuine care and attention. We loved getting updates and knowing they were happy and in such good hands. Coming home to happy dogs and a house left exactly as we had left it was the perfect ending to our trip. It’s such a relief to find someone you can truly trust with both your animals and your home. We’re so grateful for the care Josh gave them and would recommend him in a heartbeat. We’d love to have you sit for us again!”

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Amy
Sitter Profile Image: Sarah R.
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Sarah R.
from
$30
per night
4.9 out of 5 stars
• 17 reviews
4 repeat clients
4 years of experience
Antioch, IL, 60002

“I received multiple pictures of Maxximus and Lola and messages from Sarah while I was away. This reassurance allowed me to enjoy my vacation. She also kept the house organized for my return. Thank you!!!”

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Lyn H.
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: 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: 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: 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: 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: 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: 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 was extremely professional, followed instruction, and took great care of my fur babies! I appreciated her consistent updates and I never worried during this sit so I will absolutely book again!”

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Erica C.
Sitter Profile Image: Alexis K.
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Alexis K.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
3 years of experience
Lindenhurst, IL, 60046

“Alexis was phenomenal watching Isabelle. She has a given talent for dog sitting!! Isabelle enjoyed her company.”

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Larry T.
Sitter Profile Image: Genevieve S.
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Genevieve S.
from
$35
per night
4.8 out of 5 stars
• 4 reviews
1 repeat client
8 years of experience
Caledonia, WI, 53126

About: Have administered specialized medicine to senior animals for ongoing diseases such as kidney disease and hyperthyroidism. Was very diligent nursing my senior kitty before he passed. I work and go to school so my schedule varies but I always have some nights and mornings free each week that I would love to use on animals. Constant Care policy: if you are needing constant care that would require me to not leave for more than 4 hours, please book atleast 2 weeks ahead of whatever dates you need so I can accommodate that. I would also need to adjust my rate to reflect the lost income. I understand and respect animals boundaries and try my best not to encroach them. I've also mastered the "foot as barrier" approach when opening doors.

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

“Declan did a fantastic job watching Gordon and Steven while I was away for the weekend. He stayed at my house, kept everything clean, followed all of the instructions, and took great care of the boys. When I got home, the house was in excellent shape, the dogs were happy and well cared for, and it was obvious they had gotten plenty of attention. Communication was easy throughout the stay, which gave me peace of mind while I was traveling. I would absolutely trust Declan to watch my dogs and home again, and I highly recommend him to anyone looking for a reliable and responsible sitter.”

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Patrick M.
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: Tracy K.
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Tracy K.
from
$27
per night
5.0 out of 5 stars
• 13 reviews
1 repeat client
5 years of experience
Racine, WI, 53405

About: I have one dog and one cat that tend to stay upstairs. I absolutely love animals, So I hope to have my own little hobby farm one day. If your pet is in my home, please know they’ll always feel loved, safe and most likely tired out from all out walks. I believe humans and animals benefit from exercise which helps with behavior, same for humans. So bring your pup to me, and they’ll be tired for you:) Also, I have a special place in my heart for special-needs animals that need a little extra love and patience. I have been doing dog-watching for the past four years, in addition to working part-time for 10 years. I work at a school right down the road, which is perfect for dog watching. I leave at 7am, and I’m back by 11am each day. I do boarding, play dates, pickups, drop-ins, and trips to the dog park. I have a fenced-in yard, so your dog may play, run, or simply get some fresh air. I spend my time walking dogs, feeding them, playing, cuddling, kisses, relaxing on the porch and constantly opening and closing the door so they can go outside. Ha! It’s my life, and I truly love it.

Sitter Profile Image: Devin R.
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Devin R.
from
$38
per night
5.0 out of 5 stars
• 14 reviews
2 repeat clients
10 years of experience
Antioch, IL, 60002

“Devin was amazing with our two boys and was consistently sending pictures and updates. One of our dogs is very timid with new people and he adored her”

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Felicia P.
Sitter Profile Image: Payton A.
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Payton A.
from
$50
per night
10 years of experience
Kenosha, WI, 53142

About: I’ve taken care of dogs, pigs, chickens, and cats. My whole entire life I have had to take care of special needs animals as well. During the week, I am available anytime during the week I’m available all day long! I am available on the weekends as well! Let me be your safe space for animal sitting! I will be able to provide to your animals all day long on the weekends, afternoons on the weekdays, ensuring that they are fed watered taken out walked and cleaned if need be

Sitter Profile Image: Tanya K.
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Tanya K.
from
$75
per night
5.0 out of 5 stars
• 22 reviews
4 repeat clients
15 years of experience
Gurnee, IL, 60031

“We’ve had Tanya watch our dog multiple times for overnights and she’s great! She sends updates each day and always takes great pictures. We will definitely continue to use her”

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Angie F.
Sitter Profile Image: Kelsea D.
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Kelsea D.
from
$20
per night
5.0 out of 5 stars
• 16 reviews
6 repeat clients
9 years of experience
Waukegan, IL, 60087

“Kelsea was great with my girls! She always came when she said she would and took great care of them. I highly recommend her!!”

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Shanda M.
Sitter Profile Image: Terri T.
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Terri T.
from
$70
per night
4.9 out of 5 stars
• 86 reviews
23 repeat clients
20 years of experience
Burlington, WI, 53105

“Terri did an awesome job while watching our dogs. She was very attentive to them and made sure they were well cared for while we were away. We would definitely recommend her.”

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Julie H.
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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

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
1 / 1
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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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