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Top rated Waukesha house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Tara is truly the best! We were so nervous to leave our little anxious pup, but Tara made us feel so comfortable with her frequent updates and photos. She gave Roma so much love and attention. I'm pretty sure Roma likes Tara more than she likes us now :).”
About: I’ve been taking care of pets since I was 10 when my parents started dog sitting through Rover! I also have three high energy pups of my own who keep me on my toes. I have plenty of experience caring for seniors and young animals alike, and am happy to provide special care for those with medical needs. I currently have a part-time internship, so I will have plenty of time to care for your animals! I am available Monday-Thursday any time! I am happy to provide extra care for animals with special needs, and love spending time outside! I have walked dogs at differing levels of training, so a little bit of pulling on leash won’t bother me!
About: I will love your dog like my own! I have experience with many breeds and many different temperaments. I worked in a doggy day care for 4 years so I am very familiar with senior care, medicine care and feeding care. My schedule has currently opened up so I have more time to love on your dogs! I enjoy taking the time to get to know you and your pooch. I have a backyard for the pups to run around in. I have more than enough room to crate your pup if necessary. I have an incredibly friendly dog who loves other dogs.
“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. 🐕 🐾🩵”
“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.”
“We reached out to Phoebe to watch our fur babies and our home while we were out of town. Our biggest priority was keeping the dogs in their normal routine and comfortable in their own environment, and Phoebe absolutely delivered on that. From the initial contact through the end of her stay, she was responsive, communicative, and completely trustworthy. We felt confident our dogs and home were in great hands the entire time.”
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.
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.
“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!”
“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!!”
“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!”
“Tami is great. Our dogs are kind of weirdos, but she figured out their unique personalities quickly and sent lots of photos and updates. We will definitely hire her again!”
About: I have taken care of animals for family and friends. I have had many animals myself that I have raised and care for, I love playing with them too. I’m currently free most of the day but once September hits, I start school. I am free to play with animals or taking them for walks. Depending on the home someone has, I am able to accommodate with having dogs on leashes or in a fenced area. I love playing with dogs and making a connection with them.
“Aly was wonderful. From her initial meeting with my two senior dogs to the day of/overnight stay, she took the time to understand and take notes as to what was expected as to the dog's daily routines, schedules, food, medicine needs, sleeping arrangements, etc. I would highly recommend her. Aly's love for animals was clearly demonstrated by her actions in taking care of and making sure my dogs were comfortable and safe during her stay. Thanks again !!”
About: Hello! I’m April and have had fur babies all my life—my Miniature American Eskimo (Molly) for 15 years until she became sick. I was also mom to Sydney and Charlie from the time they were kittens to older adults. They were tabby cats. I have a special place in my heart for kitties! I miss having furry companions of my own, so I’d love to offer your pets the same affection and care I gave to mine. I’m an educator, so my schedule is fairly flexible. I’m available to help with occasional services or on a more regular basis. I can make a visit nearly any time of the day! Your home is your pet’s comfort zone, and I respect that. I’ll follow your instructions closely, provide lots of love and attention, and make sure your pet feels safe, seen, and well cared for—just like you would.
“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!”
“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: 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 am unavailable June 9–22. On weekdays, I work from 8:30 AM–12:30 PM, but I am available before and after those hours. A couple times a week, I also teach swim lessons for short 3–4 hour shifts. 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.
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.
Over 559 pet parents in Waukesha have booked house sitting
Waukesha pet parents share their Rover experiences
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!
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Waukesha is $50
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 house 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.
Sitters in Waukesha average 4 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Waukesha on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jun 2026, there are 1,202 house sitters in Waukesha. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 86% of Waukesha house sitters respond in under an hour.
House sitters in Waukesha have an average of 15 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Waukesha.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Waukesha house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
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