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

Over 64 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.
“Tara was great with Bernie. He is a big dog and can get into mischief. We were able to all go on a family vacation thanks to finding Tara. Her communication is 5 stars and she followed the directions for Bernie to the letter. We appreciate the great care Bernie had and will be using Tara again!”

“We felt very comfortable leaving our dogs in Wendy’s care. She was super accommodating for our last minute request . Left the house in great shape and left a nice hand written note . Dogs were well cared for ! Would definitely use Wendy again .”

About: I've lived with animals my entire life. Growing up, we had five dogs, four cats, bunnies and guinea pigs, snakes and lizards, fish, and chickens. Currently, while living at home in the summers, we have snakes, lizards, spiders, a cat, and three dogs, one of which is mine. My dog Winston is a service dog in training that my mom and I are owner-training. While I'm in no way a professional trainer, I can help with teaching or maintaining the basics with any dog. I'm currently home for the summer from school and waiting on an application for a part-time job. I am free most of the day right now, as I haven't started working yet. So, I can come over and take care of any pet's needs most any time. I can take care of your animals' needs any time, whether it's taking them on a walk, letting them outside, feeding, cleaning up, or playing with them. My dogs at home are crate trained, so if your dog also stays in a crate at certain points of the day or night, I can easily crate them.

About: I have spent years caring for the dogs of friends and family, and I’ve realized there is nothing I enjoy more. Since my current apartment doesn't allow pets, I have a "dog-sized hole" in my life that I’d love to fill by caring for yours! Being self-employed gives me a very flexible schedule, allowing me to prioritize your dog’s routine—whether they need a long midday trek or a dedicated house sitter to keep them company while you’re away. As a self-employed professional, my schedule is very flexible, allowing me to easily integrate pet care into my daily routine. Since I work from home and cannot have dogs in my own apartment, I treat my walks and house-sitting bookings as my primary motivation to get outside for walks. My priority is maintaining your dog's familiar routine to keep them stress-free. I provide dedicated companionship, and because I am self-employed, I can often bring my work with me to ensure your pet isn't left alone for long periods.
“Amber is amazing, she came over and our dogs took to her immediately. Our oldest puppy can be a little challenging due to her being skittish, but Amber’s personality and energy helped ease her nervousness. Very reliable, and was able to help us out on short notice. I HIGHLY recommend!”

About: I have had dogs my whole life growing up and I always loved having their companionship. As an adult, I’ve had three wonderful dogs of my own, two of which I trained from puppies. I truly believe in the importance of daily walks for dogs—not just for their physical health, but also for their happiness and mental well-being. There’s nothing better than seeing a dog light up while exploring, sniffing, and enjoying the fresh air. Walking dogs isn’t just about them; I love the time outdoors, too. It’s a chance for both of us to recharge and enjoy life’s simple pleasures together. I currently work remote so my days are pretty flexible. As long as i don't have meetings scheduled, I can be available for a walk! My meetings are usually scheduled 24-48 hours in advance so I can plan accordingly. We have an open back yard that runs into the Fox River. Both sides of our yard have lots of trees, however it is open to the front. We keep an eye on our dogs when outside.
“Faith was amazing!! She was taking care of my 10 yr dog with special needs and loved her while I was on a week long business trip. She treated her with kindness and love!! Thank you Faith!!! I highly recommend her for any pet sitting needs you have!”

“Cooper is a kind, reliable pet sitter. I felt completely comfortable having him spend time with my dogs and stay in my home. I’d definitely work with him again and would encourage you to consider him for your needs as well.”

“Joey was fantastic. She took our dogs on multiple walks and played with them in the yard. Joey sent us multiple pictures throughout her time with the dogs and gave us updates regularly. We will definitely use her in the future.”

“Our Chunks loved hanging out with Rowan! He got lots of excersize, love, and play time and is now sleeping peacefully because he had so much fun! Definitely will be using her again!”

“Tereace was so good with Cleo!! She took her on so many adventures in the wild. Sent some of the best photos I’ve seen of Cleo and accommodated all of her needs! She was super responsive and sent lots of updates and photos! I’ll definitely be using Tereace again!!”

About: Hi! My name is Marinda and I chose to be apart of Rover because I have always loved animals. I serve as a manager at a local veterinary hospital and have years of experience when it comes to dog watching. I’m hoping this is an opportunity I’ll be able to take care of others dogs! I have always enjoyed all types of dogs and seem to get along with them all as well. Hope to be able to be apart of your pets life! I am a full time employee who would love to have a second job but doesn’t have the time for it, so, I fill in my easy days with Rover! It’s easy to manage with my own hours! First and foremost I read about the pet and what the owners have to say about them. This will give me a good idea for what I am getting into when I enter the owners house. I will already know how the dogs are going to act and I will be prepared. I never leave the doors unlocked/open unless advised by the owner. I will do exactly what the owner has said to do. I will always double check a dog is secured with their leash when going outside, I will also be aware of the weather and how that might switch the dogs needs when going outside.
“My experience in working with Taylor was excellent. Great communicator and most importantly cared for my 10yr lab while out in a work trip. Taylor went above and beyond what was required as she left the house spotless, and washed bedding and bathroom towels before leaving.”

“Murphy Loved Vonnie! And she sent pictures. She's amazing! I will definitely be reaching out to her again. Best Sitter Ever. Totally made me feel comfortable leaving my best buddy with her. She is AWESOME!”


About: I've taken care of dogs since I was 20. Always owned a dog and they have been emotional support animals for me. I enjoy playing, cuddling and taking them for walks!! I currently work part time so I spend the majority of time at home. I will be spending that time walking and playing with the dogs. I don't have a fenced yard but I have a tie out but I usually just take them outside with me on a leash.
“Allison took wonderful care of our fur babies (and our home). We appreciated the frequent pictures/videos, since we missed our boys something terribly. Our cats are usually scaredy cats, and hide from strangers. Allison bonded with them quickly and they were comfortable with her around. One of our cats require daily medication, and Allison was such a pro, making sure he was well cared for. We truly appreciate her care and support of our family and home. Would highly recommend.”

The median cost per night for house sitting in Pewaukee is $50
Pet parents share their Rover experiences - Pewaukee
Tereace was so good with Cleo!! She took her on so many adventures in the wild. Sent some of the best photos I’ve seen of Cleo and accommodated all of her needs! She was super responsive and sent lots of updates and photos! I’ll definitely be using Tereace again!!

This is our second time booking with Amanda and I cannot say enough great things about her and her care of our pups. Knowing Amanda is watching the dogs while we are either on vacation or work trips takes all of our worries and stress away when it comes to the care of our dogs. She is dependable, trustworthy and communication is always spot on! Thank you again!!!

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 Rover works
1. Search
Browse profiles of sitters near you who offer house sitting2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Pewaukee sitters!Sitters in Pewaukee average 4 repeat house sitting clients
FAQs for House Sitting - Pewaukee
Frequently asked questions about Rover
The average cost for House Sitting in Pewaukee on Rover is $44.4 per night (as of July 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 July 2026, there are 1,272 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 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 Pewaukee. On Rover:
- 92% of sitters can help with special care needs
- 97% 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.






