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

Over 211 pet parents in Waukesha have booked house sitting
Waukesha, 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.
“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. 🐕 🐾🩵”

“Tara was the most wonderful caring dog sitter I could've asked for. I found out 2 weeks prior to our vacation that my 11 yr old Lab has diabetes. I thought I would have to cancel my trip. Not so, Tara has experience with that and was more than willing to test his blood sugars as well as provide the twice daily insulin injections. I could not have asked for better communication while we were away and care for our beloved dog. I highly recommend Tara and will be booking her again in the future.”


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.
“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!”

“Aly is the BEST!! So sweet, reliable, flexable and trustworthy!! Aly takes the stress and worry away from leaving. I am always able to relax knowing she is there! Thank you for loving Connor💕”

About: I have 10+ years of hands-on experience caring for dogs & cats of all ages and personalities. I have also worked in pet care roles and fostered animals, including those who are shy, anxious or have special needs. I am patient, gentle and attentive and I take the time to understand each pet's unique needs and routine. Pet care fits naturally into my routine! I work from home most days, which allows me flexibility for drop-ins, walks, and check-ins throughout the day. I am in the office on Thursdays from 9:00 AM–3:00 PM, but I’m available before and after that time and have some flexibility during the day if needed. On other days, I may have occasional field work, but I always plan my schedule to ensure pets receive consistent, reliable care. In my home, pets are cared for in a calm, clean, and comfortable environment. I follow their normal routines as closely as possible, including feeding schedules, potty breaks, playtime, and rest. I provide plenty of attention, enrichment, and safe, supervised time, and I’m mindful of giving pets their own space when needed—especially those who are shy or adjusting. In your home, I focus on maintaining consistency and following your instructions closely, including feeding, medication, walks, litter care, crate routines, and playtime. I treat your home with respect, keep things tidy, and provide regular updates so you always know how your pet is doing. My goal in any setting is to ensure your pet feels safe, comfortable, and well cared for.
About: I’ve had animals my whole life. when I was a kid I would bring home abandoned kittens and feed them with a dropper. I’ve had a total of 5 dogs throughout my life that were great and loyal fur babies. I will take care of your fur babies as if they were mine. I will work with your routine and what needs to be done for them. Im here to make sure that a beat isn’t missed while you’re gone. I will work around their schedule to make sure everything is done for them correctly. As I mentioned earlier I will work around your animals schedule to make sure they are taken care of. I want them to feel safe and for you to have piece of mind.
“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!!”

“Jordan was fantastic! She did a great job housesitting and taking care of our dog and other animals while we were away. Our dog is very anxious when separated from us, and hasn't done well boarding in the past. This was our first experience with a sitter in home, and Jordan made the process super easy! Winston loved her, Jordan kept us up to date with regular communication...I can't say enough good things! We'll definitely re-book with her in the future! Thanks Jordan!”

“Barbara was an amazing Rover. She was very communicative, accommodating. and demonstrated a true caring for our puppy. We grew to trust her implicitly with his well-being as well as taking care of our home. Our dog Duncan was a little spicy. He is a 10 month old puppy who definitely kept her on her toes, kept her up at night, but she never lost her positive attitude and ability to see him for the adorable rambunctious little guy he is. We cannot recommend Barb enough for your needs, and we will have no hesitation to use her in the future.”

“Deann was so easy to book with and did a great job. I could tell from her meeting my pups that I had nothing to worry about. She sent us picture updates and the house looked like no one had even stayed there. We would defintiely ask Deann to come back 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.

About: I have been living with and caring for animals my entire life. I learned from an early age how to care for and train animals. I can train your puppies on potty training, teaching them new tricks. I taught my dog how to use a doggy doorbell to let me when he needs to go potty. I also grew up around family who were experienced vet techs, who have taught me how to care for common pet injuries, etc. I'm currently beginning training for substitute teaching. But otherwise have a pretty open schedule. So I can be available most times for your pet care needs. I can let your dog outside or take them for walks while you're working so they can get out when you're not home. If you're in Waukesha county I can take them to the dog park and get them some exercise. I can sirens some time teaching them tricks. I'm open to what care you'd like your pup to receive.
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.
“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: Hi! My name is Maya, and I have always had a huge love for animals of all kinds. I have experience caring for my own two small dogs, ages 14 and 6, so I understand the patience, attention, and love pets need in every stage of life. Along with dogs, I’ve also owned and cared for small animals such as hamsters. I also have experience working in the stables at camps, where I helped care for around 40 horses, goats, and other animals roaming the property, including dogs. Through these experiences, I’ve learned how important it is to make animals feel safe, comfortable, and cared for. I would love the opportunity to care for your pets as if they were my own, whether that means walks, playtime, feeding, or simply giving them lots of attention and companionship! My schedule is fairly flexible this summer. However, I work weekdays from 8:30am–12:30pm, but I am available before and after those hours. I will always communicate clearly about availability and make sure your pets receive plenty of attention, care, and time throughout the day. Creating a safe, comfortable, and loving environment for your pets is my top priority. I will follow all general safety practices, as well as any additional instructions or routines provided by each family to ensure their pets feel secure and cared for. I understand every pet has different needs, personalities, and boundaries, and I will always treat them with patience, attention, and care as if they were my own.
“Dominique did an exceptional job house sitting my two large dogs for 3 nights. His communication was consistent and reliable. I appreciated his attention to detail for each dog and their unique quirks. My home was just how I left it upon my return. Water bowl was full and my pups were happy! I fully recommend Dominique and have already booked another sitting with him.”
The median cost per night for house sitting in Waukesha is $50
Pet parents share their Rover experiences - Waukesha
We had a great experience with Sydnie! Communication was excellent from start to finish, and we received regular updates, photos, and messages that gave us peace of mind while we were away. It was clear that our dog Layla was well cared for and getting lots of attention. We really appreciated the reliability and responsiveness, and we wouldn’t hesitate to book with her again. Highly recommend!

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!!

Barbara was an amazing Rover. She was very communicative, accommodating. and demonstrated a true caring for our puppy. We grew to trust her implicitly with his well-being as well as taking care of our home. Our dog Duncan was a little spicy. He is a 10 month old puppy who definitely kept her on her toes, kept her up at night, but she never lost her positive attitude and ability to see him for the adorable rambunctious little guy he is. We cannot recommend Barb enough for your needs, and we will have no hesitation to use her in the future.

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. 🐕 🐾🩵

Catherine was great! She came by to meet Elvis and Luciana ahead of time, which made us feel really confident. She sent updates, asked thoughtful questions to make sure she understood what the dogs needed, and took them on walks. You can tell she truly cares. We would definitely book with her again.

Mackenzie was amazing with our dog, Rosie! She has a ton of energy, and Mackenzie made sure she got plenty of walks, playtime, and attention. We got so many photo updates, and it was clear Rosie was having the best time. We came home to a happy (and tired!) pup!

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 Waukesha sitters!Sitters in Waukesha average 4 repeat house sitting clients
FAQs for House Sitting - Waukesha
Frequently asked questions about Rover
The average cost for House Sitting in Waukesha on Rover is $38.85 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 1,331 sitters on Rover offering House Sitting across Waukesha. 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 Waukesha 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 Waukesha 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 Waukesha 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 Waukesha. On Rover:
- 91% 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.






