House Sitting Pleasant Prairie

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

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Over 30
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: Michelle Z.
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Michelle Z.
Star Sitter
from
$70
per night
5.0 out of 5 stars
45 reviews
13 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: Faith Q.
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Faith Q.
Star Sitter
from
$50
per night
4.9 out of 5 stars
47 reviews
35 repeat clients
20 years of experience
Gurnee, IL, 60031

We had Faith house sit for us and walk our very excitable golden doodle. Faith was incredibly communicative and took excellent care of our house and pets. Highly recommend!

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Nicole N.
Sitter Profile Image: Kelly T.
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Kelly T.
from
$40
per night
5.0 out of 5 stars
24 reviews
10 repeat clients
42 years of experience
Racine, WI, 53403

We had Kelly stay on Christmas Eve, she was amazing! Asher and Reese enjoyed her staying with them, they even snuggled with her and slept with her. Reese liked her pillow so Kelly was so kind to share! I loved that she sent me pictures of them too! I definitely recommend Kelly!

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Nicole B.
Sitter Profile Image: Abby K.
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Abby K.
from
$55
per night
4.8 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Bristol, WI, 53104

Abby was the best dog sitter/house sitter. Raya will truly miss the time she spent with her. We will re-book with Abby in the future! Thank you!

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Brittany P.
Sitter Profile Image: Heidi B.
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Heidi B.
from
$50
per night
5.0 out of 5 stars
45 reviews
15 repeat clients
32 years of experience
Caledonia, WI, 53402

Heidi was truly amazing… She really took great care of my little guy while he was in recovery after an unexpected surgery. She kept me in the loop on everything that was happening and really helped keep my mind at ease when I was unable to be there. Very grateful to have found her, and will definitely use again in the future.

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Jennifer G.
Sitter Profile Image: Amanda M.
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Amanda M.
from
$28
per night
5.0 out of 5 stars
1 review
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: 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

I couldn’t be more grateful for the care Tanya provided our two dogs! They are two rescues who can be a bit challenging at times, but she was so patient, understanding, and handled them with so much love. It gave me a real peace of mind knowing they were in such capable hands. Highly recommend!

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Karen E.
Sitter Profile Image: Kya B.
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Kya B.
from
$65
per night
5.0 out of 5 stars
50 reviews
18 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: Madelyn G.
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Madelyn G.
from
$27
per night
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Raymond, WI, 53126

Madelyn was great when she watched our dog Cooper when we were on our week long road trip. She was very communicative and we could tell she took great care of Cooper. We definitely will book her again.

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Tim and Molly H.
Sitter Profile Image: Gwen S.
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Gwen S.
Star Sitter
from
$20
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
1 year of experience
Spring Grove, IL, 60081

About: I grew up with lots of animals and have been helped people with there animals and know how to take care and stay on schedule I mostly work afternoons which are typically 8 hour shifts. I can wake up early, and also stop by late at night. I usually am not busy in the morning or on weekends. I currently have a fenced in yard with a pool, so I know how to guide your dog around areas that maybe aren’t the best for them!

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: Monica L.
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Monica L.
Star Sitter
from
$75
per night
5.0 out of 5 stars
26 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: Kalyope M.
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Kalyope M.
from
$45
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: 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

I’ve used Josh several times now and have always been very happy with how well he takes care of my dog and my home. I have a very sweet but reactive dog and he handles him great! I have peace of mind when I’m away with Josh knowing Diesel and my home are well cared for. This past time my flights home were changing frequently due to weather so I wasn’t sure what time I was going to be home. Josh was very flexible and able to work with me which I truly appreciated. I highly recommend him!!

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Karann M.
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.

Sitter Profile Image: Sarah R.
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Sarah R.
Star Sitter
from
$30
per night
4.9 out of 5 stars
16 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: Hannah M.
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Hannah M.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
Kenosha, WI, 53143

Hannah was great at communicating and seems very caring and responsible. Will definitely use her again!

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Susan B.
Sitter Profile Image: Isaac N.
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Isaac N.
from
$28
per night
1 repeat client
10 years of experience
Kenosha, WI, 53140

About: I have cared for dogs and cats of all sizes and temperaments throughout my whole life. I have some experience assisting pets recovering from surgery, that require specific/scheduled care, and those who are physically healthy, but perhaps are just very slow to trust. I am more than happy to meet your pet where they are, and to assist with their needs as much as you are comfortable. Due to seasonal lay-offs at my workplace, I am currently available all throughout the day. I am happy to make trips throughout the day if needed, and/or multiple days throughout the week. I take my dog for regular walks, and am happy to do the same for yours. I also do my best to present a calm and controlled energy with animals, in an attempt to let them grow more comfortable with me at their own pace. I am prepared to be patient if your pets are more shy, and playful if they are more energetic and friendly. Every dog and cat is different, and I do my best to match their energy and respect their boundaries, while ensuring I am also meeting their needs.

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

Declan was fantastic with our two labs! He is super accommodating to specific schedules and care requests and was really responsive. We loved our daily pictures! Definitely would recommend him and work with him again.

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Stephanie F.
Sitter Profile Image: Paige P.
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Paige P.
from
$40
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
9 years of experience
Mount Pleasant, WI, 53406

She was very responsive and caring for our cats. She sent pictures and the cats seemed to like her. We also had a situation happen and she acted appropriately and professionally. Thanks Paige!

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Caitlin B.
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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

    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 for House Sitting in Pleasant Prairie on Rover is $57.72 per night (as of August 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 August 2026, there are 1,803 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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