House Sitting Pewaukee

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

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Over 58
pet parents in Pewaukee have booked house sitting

Pewaukee, 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: Meagan W.
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Meagan W.
from
$40
per night
5.0 out of 5 stars
• 23 reviews
7 repeat clients
19 years of experience
Pewaukee, WI, 53072

“Meagan has been with my dog Brody for most of June and July at my house p, very dependable and great with Brody. I highly recommend her for dog and house sitting”

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J C.
Sitter Profile Image: Tara R.
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Tara R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 86 reviews
21 repeat clients
20 years of experience
Delafield, WI, 53018

“Came home to a happy well taken care of pup! Tara even stayed extra for us with a long flight delay making sure our dog was fed, walked and loved. Thank you Tara for allowing us to enjoy our vacation stress free knowing our home and dog were well taken care of!”

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Debbie Z.
Sitter Profile Image: Michelle E.
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Michelle E.
from
$50
per night
20 years of experience
Waukesha, WI, 53188

About: I’ve had the privilege to house sit, dog walk, and LOVE 💙, my friends and clients fur babies. I make sure all of their needs are taken care of. I’m currently working 4 AM to 1230 Monday through Thursday and Saturday, but as of April 16, I’ve decided the love and passion I have for caring for your babies excite me a lot more. I will be more available to accompany your needs while you’re away for work or on a vacation with your family, yet I have had many clients& their babies have no issues when I housesit/dog walk. I treat animals with love, care, and respect as if they were my own. I will follow your directions on how your fur baby likes to be cared for.

Sitter Profile Image: Noah D.
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Noah D.
from
$60
per night
2 years of experience
Pewaukee, WI, 53072

About: I was lucky to grow up with lots of pets and always had an obsession with animals. My Mom did Rover for 6 years and I went from assisting her to loving it enough to go full time. If you want a pet sitter that loves and cares about your pets as much as you do, i’m your guy!😁 I’m currently looking to do pet sitting full time. I’m accepting both recurring and as needed clients. I am very flexible so any questions feel free to ask I include a visit update and picture of your pet sent to you at the end of every visit. When walking dogs, I make sure to never leave the house without the leash secured. Any medications, special diets, general likes and dislikes your pets may have, silly quirks; we will work together to make sure all needs are met and importantly that your pet feels happy and comfortable too!

Sitter Profile Image: Abby F.
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Abby F.
from
$35
per night
4.9 out of 5 stars
• 19 reviews
3 repeat clients
1 year of experience
Milwaukee, WI, 53222

“Abby did a great job taking care of Levi! She was very kind, communicative, and kept us updated throughout the stay with photos and messages, which we really appreciated. It gave us peace of mind knowing Levi was in good hands.”

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Joseph V.
Sitter Profile Image: Katlin C.
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Katlin C.
from
$70
per night
16 years of experience
Sussex, WI, 53089

About: Senior care, worked with puppies-crate/potty training. Can give medications/insulin, worked in vet field for 9 years, worked in a boarding facility. Gives updates and pictures Weekly, I love to go for walks, stopping in for play time or to give medications. I also specialize in overnight care and house sitting. I care for pets in their own home where they feel safe and comfortable. I will walk around their neighborhood or stay at their house

Sitter Profile Image: Evita E.
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Evita E.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 25 reviews
5 repeat clients
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

“Evita was absolutely amazing with both of our dogs. She took great care of them and even pivoted during unforeseen circumstances to ensure our dogs stayed loved on and safe while we were gone. We will definitely use her again in the future!”

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Frances T.
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: Maria G.
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Maria G.
from
$25
per night
5 years of experience
Waukesha, WI, 53188

About: I’ve always loved dogs and have experience caring for pups of all shapes, sizes, and personalities! Whether your dog is big, small, energetic, or loves to cuddle, I’ll make sure they feel safe, happy, and loved. What sets me apart is that I treat every dog like my own, giving them plenty of attention, patience, and care. I know how important your furry family members are, and I want you to feel completely comfortable leaving them in my hands! I’m currently in college so my schedule looks like dog-sitting Friday afternoons - Monday mornings, potty breaks/drop ins are best during the week from mornings - noon! I provide care exclusively in my clients’ homes so pets can stay comfortable and happy in their familiar environment! I make sure to follow their normal routines, including feeding, walks, potty breaks, playtime, and plenty of love and attention. I understand that every pet has different needs and personalities, so I always adjust my care to what works best for them. This also includes any specific kind of care or action my client chooses for their own dog behaviorally. I also respect my clients’ homes and make sure to keep everything clean and tidy. I’m happy to provide updates and pictures so you can feel at ease knowing your furry friend is in good hands!

Sitter Profile Image: Mary D.
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Mary D.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 9 reviews
4 repeat clients
15 years of experience
Delafield, WI, 53018

About: Loving, Reliable Pet Care Right In Your Backyard! Hi - I am a part-time local pet sitter who truly understands that pets are family. I am here to ensure your pets feel safe, comfortable, and cared for while you're away. I offer drop-in visits, dog walks, overnight (at your house) sitting, and can care for dogs, cats, and some birds. My goal is simple: keep your pet's routine as normal and stress-free as possible and to give you peace of mind. When you book with me, you can expect: -Plenty of love and attention (belly rubs included!) -Photo updates -Recap notes on how they did -I can administer oral meds if needed -Clean food and water bowls, tity litter boxes, and refreshed spaces I will always schedule a meet-and-greet first so I can learn about you, your pet's personality and preferences, and complete a profile for my records. I take reliability seriously and treat your home with the same respect I would my own. I look forward to meeting you and your furry (or feathered!) family members! I currently work full-time, and pet care is my part-time passion. My weekday availability (Monday–Friday) is limited to 5:00–6:00 AM and after 5:00 PM. I do have some flexibility depending on your needs and am happy to discuss specific timing upon request. Weekends are generally open unless otherwise marked unavailable on my calendar. Please feel free to reach out to discuss your pet’s needs—I’ll always do my best to accommodate when possible! At this time, I do not have the means to board pets at my house for an extended stay but am looking into it in the future.

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: Riley L.
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Riley L.
from
$28
per night
5.0 out of 5 stars
• 4 reviews
2 years of experience
Waukesha, WI, 53186

“Riley took great care of our GSD! On top of that, she was extremely flexible and considerate when we had to modify the dates and times due to a family emergency. Shadow was well loved and cared for, and we received clear and honest updates while we were away. Thank you, Riley!”

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Gregory L.
Sitter Profile Image: Kirstin B.
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Kirstin B.
from
$75
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
20 years of experience
Hartland, WI, 53029

“Kirstin watched our dog on short notice after another sitter had to cancel. She was so great! Our dog was recovering from being sick and Kirstin kept us updated and our dog taken care of. Piper enjoyed herself all weekend and Kirstin took great care of the house as well. We won’t hesitate to have Kirstin sit for us again in the future!”

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Shelby S.
Sitter Profile Image: Melissa H.
Verified Enhanced Background Check
Melissa H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 65 reviews
23 repeat clients
40 years of experience
Milwaukee, WI, 53212

“My cats love Melissa! They are in great spirits when I come home and well taken care of when I’m away. Thank you Melissa for watching and caring for them!”

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Elizabeth M.
Sitter Profile Image: Beth P.
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Beth P.
from
$70
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
15 years of experience
Wauwatosa, WI, 53226

“Beth is a Godsend! She stayed at our home for five days and took exceptional care of our many animals: our dog, cats, rabbits, Guinea pig and fish. We came back to a tidy house and relaxed animals. She took our dog on two mile walks and sent photos and updates regularly. We couldn’t have asked for a better sitter. She is kind and considerate. We highly recommend Beth!”

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Tiffany J.
Sitter Profile Image: Amy H.
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Amy H.
from
$75
per night
5.0 out of 5 stars
• 12 reviews
5 repeat clients
40 years of experience
Hubertus, WI, 53095

“Gave updates and gave Libby her meds as scheduled :)”

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Tracy C.
Sitter Profile Image: Hazel W.
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Hazel W.
from
$35
per night
5 years of experience
New Berlin, WI, 53146

About: I grew up in a household with dogs, cats, and many other animals, so caring for pets has always been a part of my daily life. I recently worked in a vet clinic for many months, which gave me greater exposure to animal health and responsible pet care. I also cared for a senior cat for many years and gained experience managing medical and nutritional needs, administering medications, and paying close attention to changes in behavior or health. I currently have all day on most days to do to drop-ins and dog walks! I am available after 4:30 for house sitting, depending on what your pups’ needs are. Your pet’s safety and comfort are my top priorities. I take the time to learn each pet’s routine, personality, and individual needs so they can feel comfortable and cared for while you’re away. I’m responsible, attentive, and happy to follow detailed instructions, including medication, feeding, and other special care.

Sitter Profile Image: Susan M.
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Susan M.
from
$90
per night
5.0 out of 5 stars
• 2 reviews
4 repeat clients
10 years of experience
Pewaukee, WI, 53072

About: Hi! I live in Pewaukee with my two cats Gillian & Ginger who are brother and sister but don't look anything alike one is a big black cat and the other one is little gold one. I have had them three years now my daughter fostered kitten at the Jefferson Human Society and I just fell in love with them. I love all animals I have had dogs, cats, birds, and they all have given my joy, laughter and comfort in my life. At one time in my life I had own a doggy daycare business in Delafield what a fun time that was, however due to my partner getting extremely ill I was forced to close the business. I look forward to meeting you and your fun furry friend

Sitter Profile Image: Danielle M.
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Danielle M.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
6 years of experience
Pewaukee, WI, 53072

“Danielle did a great job, my dogs were happy and safe when we got home. There were tornado sirens during her stay and she and the dogs were kept safe in the basement.”

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Kathy S.
Sitter Profile Image: Emily C.
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Emily C.
from
$45
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
4 years of experience
Hartland, WI, 53029

About: I’m a kind and goofy gal that loves dogs with my whole being. I own a beagle named Luna that I love spending time with. Her mom needs to hustle to get more funds for our journeys and all the Trader Joe’s treats. I am constantly the friend that takes care of my friend’s dog and enjoy every moment. I hope you give me the opportunity to spend time with your pet! I’d be happy to expand on my experience and passion. My entire schedule revolves around my dog. I’m thinking about how to move things around for her and always checking if I can bring her with. I enjoy our three walks a day on our remote work from home days. I’m open to taking care of pets at my home or their own as long as you’re okay with mine being with us. I’d be happy to introduce them beforehand. I’m a horrible liar and believe in karma, so I treat everyone and their homes like I would want others to treat mine. Hopefully this isn’t too cheesy lol

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

Pet parents share their Rover experiences - Pewaukee

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5.0 out of 5 stars

Faith was excellent!! So sweet and very caring! She took fabulous care of all of our dogs and sent photos and kept in close communication. I highly recommend her!

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Mary H.
House Sitting
5.0 out of 5 stars

The dogs loved her! She made them feel comfortable enough to wrestle and continue their normal day to day activities. Will definitely be using in the future.

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Paige B.
House Sitting
5.0 out of 5 stars

Meagan did a great wonderful job dog & cat sitting for us over the last two days. I will definitely be requesting her again for future sitting opportunities 😊

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Rachel S.
House Sitting
5.0 out of 5 stars

Tereace did an excellent job while watching our 2 dogs for an extended period of time. She was responsive, communicative, and trustworthy, and brought a calm energy to our home. We returned from vacation to pups that had been well-loved and cared for while we were away. I would love to work with her again. Thank you Tereace!!

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Amanda H.
House Sitting
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  • 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

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  • 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

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Popular requests for house sitting - Pewaukee

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Sitters in Pewaukee average 4
repeat house sitting clients

FAQs for House Sitting - Pewaukee

Frequently asked questions about Rover

The average cost of House Sitting in Pewaukee is $44 per night as of October 2026. Most bookings cost between $31 and $53 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 1,209 sitters on Rover offering House Sitting across Pewaukee. 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 Pewaukee 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 Pewaukee 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 Pewaukee 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 Pewaukee. On Rover:

  • 88% of sitters can help with special care needs
  • 95% 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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