House Sitting Little Prairie

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

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Over 6
pet parents in Little Prairie have booked house sitting

Little 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: Tara R.
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Tara R.
Star Sitter
from
$52
per night
5.0 out of 5 stars
79 reviews
18 repeat clients
20 years of experience
Delafield, WI, 53018

Tara is simply the best. We've used her service multiple times and I can't say enough great things about her. She provides daily updates and pictures. Loves our dogs as her own. And takes great care of house while we are away.

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Karen D.
Sitter Profile Image: Hayley M.
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Hayley M.
from
$45
per night
5.0 out of 5 stars
14 reviews
1 repeat client
14 years of experience
whitewater, WI, 53190

Hailey was awesome with our pups! We have a senior cavalier and a 2 year old lab mix. Hailey was timely and kept us updated with pictures of the fur babies. Very responsive and responsible - would definitely recommend her!

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Cindy A.
Sitter Profile Image: Susana C.
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Susana C.
from
$52
per night
5.0 out of 5 stars
31 reviews
7 repeat clients
15 years of experience
Eagle, WI, 53119

Susana was amazing! Our three pets can sometimes be a little shy, but they warmed up to her very quickly. She kept in touch with us sending lots of pictures which we really appreciated. She even vacuumed. The house was very clean when we got home. Highly recommended!

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Steve K.
Sitter Profile Image: Tami G.
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Tami G.
Star Sitter
from
$62
per night
5.0 out of 5 stars
71 reviews
14 repeat clients
4 years of experience
Mukwonago, WI, 53149

Tami did an excellent job of caring for my three kitties (especially the one that requires extra feedings) in my home. Tami is conscientious - she sent photos and updated me on how my cats were doing each day. Thank you Tami!

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Susan D.
Sitter Profile Image: vtheine@gmail.com T.
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vtheine@gmail.com T.
from
$42
per night
5.0 out of 5 stars
32 reviews
9 repeat clients
50 years of experience
Oconomowoc, WI, 53066

We have two elderly dogs that need kindness and someone to lay around with them. Vonnie was perfect! She was able to be with them. We will definitely book with her again..

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Gail K.
Sitter Profile Image: Allison B.
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Allison B.
Star Sitter
from
$50
per night
4.9 out of 5 stars
44 reviews
7 repeat clients
8 years of experience
Janesville, WI, 53546

Allison was great. She took good care of my animals, brought in packages, and even stayed an extra day on short notice. I would use her again.

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Tessa D.
Sitter Profile Image: Hannah F.
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Hannah F.
from
$66
per night
12 years of experience
East Troy, WI, 53120

About: I have been pet sitting for over twelve years now and love doing it!! I have worked as a kennel assistant for the last two years. Through this I have gained a lot of experience caring for a wide variety of dogs, and learning all there is to know about them! I also have two dogs of my own so I know just how much they become a part of your family, which is why loving and competent care is so important for them! I cannot wait to meet and love on your fur babies :) I’m currently working a full time 9-5 position, so if that fits with your dogs schedule then perfect! I of course make your pup the priority, taking them out and getting their daily exercise in before and after work. Whatever the needs of your pup are is what I’m here to give them! I am more than willing to care for your dog in your home however they are most comfortable! Whether that be crate training, daily walks/runs or just good quality time and cuddles on the couch :)

Sitter Profile Image: Brandi W.
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Brandi W.
from
$35
per night
5.0 out of 5 stars
21 reviews
6 repeat clients
8 years of experience
Mukwonago, WI, 53149

Brandi is absolutely a treasure, we are so grateful to have her as our puppy caretaker while we are away. Our puppies absolutely love her! Our Bailey is very shy and a bit skittish, but Brandi has won her over with her kind and sweet demeanor. We always know our pups are in great hands when Brandi is here with them. 🐾🩷

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Shenlee S.
Sitter Profile Image: Josephine P.
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Josephine P.
from
$39
per night
5.0 out of 5 stars
4 reviews
1 repeat client
3 years of experience
Mukwonago, WI, 53149

Josie was such a thoughtful and caring caregiver for our puppy. She made sure to provide updates and lots of pictures and was very responsive. Could not recommend her enough! 😊

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Erin M.
Sitter Profile Image: Michele B.
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Michele B.
from
$50
per night
4.9 out of 5 stars
86 reviews
8 repeat clients
31 years of experience
Eagle, WI, 53119

About: My name is Michele. I'm 52. I live in the village of palmyra For many years, I have owned dogs and cats. The majority have been rescues that are special needs. I have also fostered dogs till they are fit for a forever home as well as worked with the local animal hospital to take care of sick dogs till they are ready to go up for Adoption. I also have experience with asthma, chemo and diabetic treatments. I have one dog at this time. He is a 9 years-old Papillon Poodle that is 10 lbs. He is great with other dogs and would be going with me wherever i go. I have sat for families in Illinois ( where I used to live) when they would go out of town as well as stop in visits. I have lived here for 13 years now in Wisconsin and have sat for well over 100 families. My services includes play time, regular car rides, walks or runs, sleep in beds, play time and rarely left alone. I would love to hear about your loved one and how I can help you. Lots and lots of play time! Morning playtime then rest and snuggle time. In the afternoon its back outside. They do go home tired and ready to snuggle! All pups are vaccinated and Poop is cleaned up outside. It's like a dog park experience but safe. Inside the floors and kennels and water fountain are cleaned daily.

Sitter Profile Image: Cassie B.
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Cassie B.
from
$55
per night
5.0 out of 5 stars
5 reviews
12 years of experience
Palmyra, WI, 53156

About: I have had and cared for dogs my entire life. I often dog-sit for friends and family, and I have had 6 foster dogs in the past! I’m familiar with taking care of old dogs and those that need medications as well. I recently finished graduate school and am applying for full-time positions. That being said, I am home a majority of the time to give your dog plenty of attention! I have one small, friendly dog that would keep your pup company! I allow my dog on furniture and do not crate her, so I am willing to care for your dog in the way you prefer (crate, free roam, etc.)

Sitter Profile Image: Anna T.
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Anna T.
from
$28
per night
5.0 out of 5 stars
49 reviews
13 repeat clients
10 years of experience
Whitewater, WI, 53190

Anna is very reliable and it seems that my somewhat, not so sociable kitty, does at times warm up to her. I love getting pictures while I am away. Thanks Anna

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Tami B.
Sitter Profile Image: Lauren F.
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Lauren F.
from
$100
per night
5.0 out of 5 stars
14 reviews
5 repeat clients
16 years of experience
Palmyra, WI, 53156

We booked Lauren to house sit for us and watch our dog for about a week while we were out of town. We're usually a little nervous every time we have to leave our dog since she can have a little bit of separation anxiety. But Lauren was fantastic. She regularly sent pictures/videos of our dog to keep us up to date and we felt like she was always a text a way if we needed anything. She walked our dog regularly as requested and kept her looking happy. Our house was in great condition as well when we got back. Would recommend Lauren to anyone needing a house/dog sitter and we will be booking her again next time we need.

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Erik Ellie I.
Sitter Profile Image: Ashley M.
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Ashley M.
from
$45
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Mukwonago, WI, 53149

Great job, super nice, really responsive, great communication.

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J C.
Sitter Profile Image: Chloe G.
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Chloe G.
from
$45
per night
5.0 out of 5 stars
2 reviews
6 years of experience
East Troy, WI, 53120

About: I have had both cats and dogs since I was born and have lots of experience providing care for many ages, behaviors, and disabilities. Over the last few years, I have aided with foster dog care, and while it can be challenging, it is very rewarding. Over the last few years, I have seen seniors, puppies, and pregnant dogs come through the home, and I always try to provide the best care I can while trying to find homes that are a good fit! I am working a part-time job at Carthage College and have ample time to help provide care. During the weekdays, I am quite flexible with my availability. On weekends I have lots of flexibility as well in order to provide ample support and care for pets. I am very active, so I am more than willing to provide walks and activities for your pup! If your dog needs medication, I am able to administer it when needed. I can also provide time outside and around the home if the dog must be in a crate.

Sitter Profile Image: Katelyn W.
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Katelyn W.
from
$60
per night
5.0 out of 5 stars
29 reviews
13 repeat clients
8 years of experience
Oconomowoc, WI, 53066

Katelyn watched my English Bulldog and Chocolate Lab while I was on vacation for several days. She took great care of my fur babies. She fed them, walked them, let them out several times, and gave them loves and pets. She sent good notes and several pictures and videos throughout the stay.

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Danielle R.
Sitter Profile Image: Kayla B.
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Kayla B.
from
$60
per night
5.0 out of 5 stars
3 reviews
15 years of experience
Mukwonago, WI, 53149

Kayla did a great job watching my Bella and staying at my place. Returned this evening and everything was tidy and clean. Bella was very happy! I highly recommend her for any pet sitting needs! Thanks again Kayla!!!!!

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Peg H.
Sitter Profile Image: Sandina P.
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Sandina P.
from
$40
per night
5.0 out of 5 stars
28 reviews
5 repeat clients
28 years of experience
Fort Atkinson, WI, 53538

First time using Sandina and Riley did very well under her watch. 3 pictures. Will definutely use her again.

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Linda L.
Sitter Profile Image: Amber K.
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Amber K.
Star Sitter
from
$40
per night
4.8 out of 5 stars
12 reviews
6 repeat clients
10 years of experience
Waukesha, WI, 53186

Amber is fantastic! Very reliable, sends photos of our fur babies and updates throughout her stay. She is a great house sitter and leaves our home as it was when we left. I highly recommend Amber if you are in need of a caring, considerate, and excellent communicator to watch your dogs. 🐕 🐾🩵

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Shenlee S.
Sitter Profile Image: Samantha C.
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Samantha C.
from
$28
per night
5.0 out of 5 stars
1 review
5 years of experience
Waukesha, WI, 53189

About: Hi my name's Sammie! I'm absolutely obsessed with animals and am working towards a Zoology degree at UWYO. I have a rabbit and 2 dogs, volunteered walking dogs at an animal shelter, and worked at a pet resort that took care of dogs and cats. I have experience with many different dog breeds and personalities. I am comfortable with cats but don't have as much experience and infinite knowledge revolving their care as I do dogs. I am working full time so I do most walks and sittings for my days off, but am also open to walks and drop ins after work I care for all pets I come across as my own prioritizing safety for them, other animals, and me. I love on them unconditionally and they seem to love me too.

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The median cost per night for house sitting in Little Prairie is $50

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 - Little Prairie

Select a filter and find qualifying sitters offering house sitting.

Sitters in Little Prairie average 4
repeat house sitting clients

FAQs for House Sitting - Little Prairie

Frequently asked questions about Rover

The average cost for House Sitting in Little Prairie on Rover is $47.18 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 741 sitters on Rover offering House Sitting across Little 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 Little 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 Little 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 Little 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 Little Prairie. On Rover:

  • 96% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 98% 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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