House Sitting Kewaskum

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Kewaskum, 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: Sydney G.
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Sydney G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 27 reviews
11 repeat clients
2 years of experience
West Bend, WI, 53090

“Sydney was wonderful! She sent me pictures of my fur babies and had good communication. I didn't worry about leaving my three pets in her care. It was so nice to come home to my pets happy faces and a clean home. Thank you Sydney.”

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Amy B.
Sitter Profile Image: Faith B.
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Faith B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 71 reviews
14 repeat clients
20 years of experience
Jackson, WI, 53037

“Faith jumped in last minute with an overnight housesit for Argus and Annie. She came over to meet them a couple days prior and they took to her seamlessly. She is reliable, experienced and follows instructions well. She asked appropriate questions and and made the pup and us very comfortable. The pups were happy and obviously well cared for when we returned. We also enjoyed the pictures too!”

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Francesca L.
Sitter Profile Image: Emma B.
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Emma B.
from
$60
per night
5.0 out of 5 stars
• 29 reviews
8 repeat clients
20 years of experience
Cedarburg, WI, 53012

“Emma was AMAZING! 3 Great Danes and she handled their clumsy-ness and lap dog tenancies without a hitch. My stupid dogs ran off to the neighbors house and had an incident with the neighbor dog. She handled the situation perfectly and kept my dogs, the neighbor and their dog, and myself feeling safe about the incident the rest of booking. When I got home and apologized again to my neighbor, they said that Emma did great the whole time and were impressed with the way she handled things. 10/10 would recommend Emma!!”

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Kaitlyn A.
Sitter Profile Image: Wendy T.
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Wendy T.
from
$75
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
15 years of experience
Hulls Crossing, WI, 53023

About: I can't wait to meet you and your furry family member! I've trained my own puppy and attended several dog training classes, giving me a strong understanding of canine behavior and care. I also have experience caring for a senior dog who is blind, which has taught me patience, compassion, and adaptability. My goal is to give your pet exercise, companionship, and attention while taking the stress out of long days at home. I also happily care for cats and treat every pet as if they were my own. 🐕🐈❤️ Need a helping hand with your pet's care? I'm available for 30-minute walks during the lunch hour, as well as weekend walks, check-ins, and pet sitting. I'd love to help keep your pets happy, active, and cared for. I treat every pet with the same love, patience, and attention I give my own. During walks and drop-in visits, I provide exercise, companionship, fresh water, and personalized care based on your pet's unique needs. I carefully follow your instructions regarding feeding schedules, medications, and daily routines to ensure consistency and comfort. For pet sitting, I work to keep your pet's routine as normal as possible while you're away, helping them feel safe, relaxed, and well cared for. I have experience caring for energetic puppies, senior dogs, and pets with special needs, including a blind senior dog. I also care for cats, providing feeding, playtime, litter box maintenance, and plenty of affection. My goal is to give your pets a positive, stress-free experience and give you peace of mind while you're away. 🐾❤️

Sitter Profile Image: Rachel R.
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Rachel R.
from
$100
per night
5.0 out of 5 stars
• 28 reviews
8 repeat clients
10 years of experience
Fond du Lac, WI, 54935

“Rachel was amazing. Great communication throughout the whole process. We hesitate leaving our sweet, old boy alone but had no qualms after meeting Rachel. Would recommend her to anyone!”

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Laura W.
Sitter Profile Image: Kyra S.
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Kyra S.
from
$30
per night
1 repeat client
2 years of experience
Brown Deer, WI, 53223

About: I pet it all of my phones and families dogs whether it’s from short visits to letting the dogs outside to go potty or overnight stays. I have been doing this for over two years now, but it’s been a lot more frequent over the past two years. I have always loved dogs. In fact I have two big dogs one purebred German Shepherd and the other dog is a great Pyrenees mix. I am working with Rover now because I’m trying to be able to afford an apartment for myself and just take care of my basic necessities. I know how well I will want my dogs taken care of if I needed a sitter so I try to provide that same care to my clients! I can usually make any time work as best for you. I don’t have a full-time job. It should be my primary job right now. I can do anything you need me to do. Feeding the dogs, letting them out to go potty, taking them to play, taking them on a walk, etc.

Sitter Profile Image: Hayden L.
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Hayden L.
from
$35
per night
10 years of experience
Cedarburg, WI, 53012

About: I've grown up surrounded by animals, including cats and dogs, and at one point, our household included five dogs simultaneously. Since the age of ten, I've been responsible for feeding my dogs and taking them outside. When I turned fourteen, I began walking my own dogs and even walked dogs for friends, ranging from 15 to 130 pounds. I am proficient in administering dog medications and knowledgeable about dog behaviors. I'm passionate about understanding each pet's preferences and personality, and I treat every pet as if they were my own, providing them with a fun and safe environment. I’m currently working a part-time job, while a full-time college student. I am free currently Saturday-Tuesday. Saturday and Sundays I will be available from 8am till 3 o’clock in the afternoon. Monday I will be available all day starting from 10am and Tuesdays all day after 3pm. I always prioritize your pets well-being and follow your specific instructions for their care. If needed, I can crate your dog and i’ll offer a safe and comfortable environment.

Sitter Profile Image: Savannah B.
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Savannah B.
from
$75
per night
10 years of experience
Jackson, WI, 53037

About: As far as experience goes there isn’t a time in my life I remember that I wasn’t caring for an animal. From reptiles, to rodents, to cats and dogs, I’ve had them all. From a young age I was taught responsibility and discipline when it came to caring for tiny creatures. Additionally for over two years I volunteered weekly at a local animal shelter. During this time I gained knowledge as to how animals interacted with one another, how to properly administer medication, warning signs to look out for, what to do in emergencies, and deeply studied animal behavior. To add on to that I am currently employed at a doggie daycare. During my time here not only have I gotten to widen my horizons when it came to taking care of animals but I have learned hands on how to bandage a wound, what to do in animal confrontations as well as how to handle the unexpected such as sickness or seizures. Additionally over the last 3 years I have volunteered at different animal welfare programs across the globe. These include Portugal, Puerto Rico, Tanzania and soon Hawaii. During this time I have not only seen hands on other cultures way of taking care of animals but also gained knowledge as to how to better the animal care I provide to clients. As I previously stated I currently am employed at a doggie daycare. Additionally I work at a bakery as well. My schedule changes weekly so it can be hard to give an exact time frame when booking. Typically I work up to 8 hour shifts. I typically prefer to stay in clients homes to keep their pets safe and happy in their own environment. I will be there in the morning before work, and will immediately come back when I get off as well as being there at night. I try to spend as much time as possible with the pets while you are away I typically only offer staying in the clients home and I am comfortable crating animals while gone. I always keep things like medications safely out of reach and secured. Additionally upon booking I typically ask about any health notes, allergies, or special needs as well as a good contact number for your vet in case of emergency.

Sitter Profile Image: Bella B.
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Bella B.
from
$70
per night
5.0 out of 5 stars
• 40 reviews
18 repeat clients
15 years of experience
Watertown, WI, 53094

“My dogs love Bella! She gave them lots and lots of attention while she pet sit in our home. Bella took great care of my special needs gent, and gave my large, super active dog lots of extra exercise. I never had to worry about my dogs while I was away.”

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Noella O.
Sitter Profile Image: Samuel A.
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Samuel A.
from
$65
per night
5.0 out of 5 stars
• 23 reviews
2 repeat clients
25 years of experience
Waukesha, WI, 53188

“Sam took excellent care of my dogs and home. I was happy to get pics and updates, as well as to come home to a clean house. He even washed the bedsheets ? I recommend Sam for both house and pet sitting!”

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Marit S.
Sitter Profile Image: Dominique H.
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Dominique H.
from
$60
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
20 years of experience
New Berlin, WI, 53151

“Excellent, prompt communication when scheduling sitting and while we were away. Daily updates and pictures were so great to receive. Came home to a clean home and happy dog!”

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Tracy K.
Sitter Profile Image: Joseph M.
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Joseph M.
from
$80
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
5 years of experience
Waukesha, WI, 53188

“Joseph was great! Our dog Rudy has many health issues and a lot of attention with his medications. He did a great job giving him his meds. He was also great with texting us and sending us pictures.”

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Dennis D.
Sitter Profile Image: Margaret M.
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Margaret M.
from
$80
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
35 years of experience
Bluemound Heights, Milwaukee, WI, 53213

“Wow! What can I say? Margaret exceeded every expectation I had for Uecker’s care today! As a new puppy mom who’s only had him for three weeks, leaving him with someone for the first time was a little nerve-wracking. But Margaret made me feel completely at ease. She didn’t just watch him—she played with him, loved on him, reinforced the commands we’ve been working on, and treated him like he was her own. The best part? Walking through the door and finding Uecker snuggled up right next to her. My heart absolutely melted. It was obvious he felt safe, loved, and completely comfortable. I truly couldn’t be happier with the care Margaret provided. Book her before I do, because with my busy schedule, I’ll definitely be calling her again! Thank you so much, Margaret. Uecker already adores you, and so do I!”

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Jackie G.
Sitter Profile Image: Courtney C.
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Courtney C.
from
$150
per night
3 years of experience
Park Knoll, Milwaukee, WI, 53225

About: Hi! My name is Courtney and I’m excited to help care for your pet. I have ER experience working with animals and understand how important it is for them to feel safe, comfortable, and loved while you’re away. I’ll treat your pet like one of my own and keep you updated so you have peace of mind. I’m looking forward to meeting you and your furry family member! My schedule is flexible, and I do my best to accommodate each pet’s routine. I’m available for morning, midday, and evening visits depending on the day. I’ll always communicate ahead of time to make sure your pet gets consistent care and attention while you’re away. Your pet’s safety and well-being are my top priorities. I always make sure pets are secure, comfortable, and supervised during visits. I carefully follow feeding instructions, medication schedules, and any special care routines to keep them safe and healthy.

Sitter Profile Image: Julia T.
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Julia T.
from
$75
per night
5.0 out of 5 stars
• 3 reviews
33 years of experience
Johnson Creek, WI, 53038

About: Agnes Mable, my dachshund of 12 years taught me patience better than anyone. I love spending time cuddling, giving belly rubs, sniffling frito feet, & running around the yard chasing them like a screaming banshee. I stay at friends & neighbors houses frequently when they're away to watch their dogs, cats, & fish. I also have friends & neighbors dogs over for weeks at a time. I've been doing this the since moving back to Wisconsin in April 2024. I love taking care of pets like their my own. Once I have a fenced in yard, I will welcome another dachshund into my life, but until then I fill my cup with caring for other's doggos & kitty cats. I'm excited to meet you! Extra treats for pugs & extra belly rubs for the heavy weights that can fetch & return! I work from home & the days I'm traveling for work will be unavailable to book. We'll spend all day together! I've got a spacious yard, large back deck that gets direct sun light for the one's that like to bake, & if they get along with other dogs, sometimes I walk over to my sisters with them to meet my favorite pug, Potato! I live in a duplex on the bottom floor so it's easy in & out, no stairs. My yard is massive with lots of plants & trees to sniff around. I'll always take my fur friends outside on a leash. I do have a small crate available for dogs under 15 pounds, toys, treats, & extra leashes just in case you forget something. Most importantly, I have a big lamby & a small lamby.

Sitter Profile Image: Pearl & Brady K.
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Pearl & Brady K.
from
$50
per night
20 years of experience
Caledonia, WI, 53108

About: My husband and I are workampers! That means we move every season to a new campground and work there. This time, we are at Jellystone Caledonia!! We love to have the presence of animals, since it gets boring living in a campground without an animal to walk. There is a great dog park here with great socialization opportunities (for us and the dogs 😆😆)!! I would love an opportunity to pet sit any type of fur babies, I grew up with cats and dogs my whole life!!! If you have any questions, please feel free to reach out!! Pet care fits seamlessly into our routine. My husband and I travel full time, which gives us a very flexible schedule and plenty of availability. We both enjoy meeting new people and animals along the way, and our lifestyle allows us to be present, attentive, and adaptable. Caring for pets fits easily into our daily life and is something we LOVE. I care for pets by following their established routines as closely as possible so they feel safe and comfortable. In a client’s home, I make sure feeding schedules, walks, litter care, playtime, and medications (if needed) are handled consistently and with attention to detail. I respect the home and keep everything clean and orderly while you’re away.

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The median cost per night for house sitting in Kewaskum 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.

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 - Kewaskum

Select a filter and find qualifying sitters offering house sitting.

Sitters in Kewaskum average 3
repeat house sitting clients

FAQs for House Sitting - Kewaskum

Frequently asked questions about Rover

As of October 2026, there are 478 sitters on Rover offering House Sitting across Kewaskum. 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 Kewaskum 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 Kewaskum 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 Kewaskum 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 Kewaskum. On Rover:

  • 89% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 97% 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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