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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 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.”


“Meagan was on time, thorough, and communicative! Happily would have her watch our pups overnight again!”


“Barbara did a nice job updating me and sent pictures.”


“Stephanie did a great job watching our 4 crazy dogs while we were on vacation. We reached out fairly last minute and she was able to accommodate all our dogs’ needs. All our dogs loved her and we will definitely be utilizing her services again in the future.”


“Eli is the best. Such a responsible caregiver to our pets. When we return it’s like they received the same care they get when we are home. Communication is awesome including daily pictures of our pets — highly recommend!!”


“Jessica was fantastic! She sent tons of photos and took great care of my house. She is a total pet lover! I will definitely be reaching out again.”



“Repeat sitting and we always have a happy customer! 🐶❤️”


“If I could leave a 10 star review I would! Cici is just beginning her journey with Rover so don't let the few reviews sway you away. She is a solid dog momma and well experienced. I have an elderly gentleman and he suddenly required extra attention and Cici stepped right up. She is reliable and committed and communicates often. Highly recommend her”


“This was our first time with Bianca and she was amazing. We have 3 dogs, 2 of them are kind of anxious around strangers but she has a confidence about her and she handled them just fine. We got pics and videos everyday along with updates throughout the day. We had booked her for 3 day weekend and because of plane delays we couldn’t make it home until 2 days later and Bianca was so flexible and accommodating that we could relax knowing that she was there with our pups.”


About: I have been relied on to care for dogs from a very young age. I absolutely love providing all dogs with the attention and love they deserve! I am currently a student. I am available for overnights at your home, check ins and walks. I have lots of flexibility - we can always make something work! I have an active golden doodle dog of my own. I live near a dog park which I would be happy to take your pup to! Any and all instructions you leave for me will be followed with the utmost care to keep your pup happy!

“Aly is great! She had a four day stray with us and my Lucy absolutely adored her! She gave us frequent updates and was soo sweet and positive! We will book with her again!”


About: Having a furry friend in the home has been a norm for me for as long as I can remember! I’ve cared for dogs of my own and family members dogs for my whole life. I have trained my own family dog through 4-H, so I am knowledgeable on some training tactics for dogs, just let me know your furry friends needs! :) I am currently taking time away from work, so I am available full time to care for your pets! Whether you just need someone to take them on walks or you need a sitter for a vacation, I am available whenever you need! At home, I have a fenced in yard and a cat of my own who stays indoors for his own safety! He loves to follow me around to house and be wherever I am.

About: I am confident with dogs, I love taking them on walks or playing fetch. I love the exercise that comes with high energy dogs, and the snuggles that come with low energy dogs. Old dogs that need a little help deserve a little extra love too! I work part time as a hairstylist and I want to fill the rest of my time doing something that makes me happy! I love physical exercise, I love animals, so I know that I can help pet owners! (I also love animals snuggles) I’ll be honest, I didn’t grow up with dogs. But I’ve loved them for as long as I can remember. As a small kid I remember walking up to a big dog, and two adults (my mom and the dogs owner) trying to stop me because the dog wasn’t great with little kids, but this dog just licked my face and let me pet it. If I’m walking down the street and see a dog, you best believe I’m going to ask you to pet them. I have grown up with a cat my whole life, giving them medications throughout kitten-hood and adulthood. I think animals of any kind provide the best amount of happiness for a person.

About: I grew up with a chocolate lab, so I have experience from taking care of her. I also have several years experience dog sitting for friends and families pets. I work full time during the week, but I am available to do evening/overnight care during the week, and all day care on the weekends. I have had experience pet sitting in a variety of environments. So I am flexible in adjusting my care based on your or your pet's needs.

“Julia did a great job watching my dog Roxy for a holiday weekend! She was great at communicating and followed instructions. Would definitely have her watch in the future!”


About: I have a dog at home that I adore! I've also worked at my daycare for two years now, and I am going to school for animal science, specifically for behavior, and some training classes I work two jobs, but my hours and days of work vary, so I do have time during the day and evenings to care for your pets! Dog Walking- I have many years of dog walking experience. I know how to properly handle a leash and have the ability to handle reactive dogs as well. Drop-in/House sitting- I am able to easily follow feeding instructions and operate crates (if the dog uses one)

About: I have had animals in my life for as long as my age, I love caring for them & playing with them. I have been house sitting and taking care of animals for my friends fur babies for the last 10 years. I work remotely and can give them the attention they require. I am flexible and can work with special requests. Please let me know what your fur baby needs! 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.

“Jen was amazing! Very professional and personable. She took wonderful care of Billy and sent pictures throughout the night. Highly recommend!”


“We are so happy to have found Deklan. Our dogs are older and require extra TLC. Deklan was responsive and detail oriented. We received frequent updates and pictures which put our minds at ease while we were gone. We will definitely be using Deklan again in the future.”

Loving house sitters in your neighborhood
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Tara R.Star Sitter

“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.”


Meagan W.

“Meagan was on time, thorough, and communicative! Happily would have her watch our pups overnight again!”


Barbara M.


“Barbara did a nice job updating me and sent pictures.”


Stephanie S.

“Stephanie did a great job watching our 4 crazy dogs while we were on vacation. We reached out fairly last minute and she was able to accommodate all our dogs’ needs. All our dogs loved her and we will definitely be utilizing her services again in the future.”


Eliana S.

“Eli is the best. Such a responsible caregiver to our pets. When we return it’s like they received the same care they get when we are home. Communication is awesome including daily pictures of our pets — highly recommend!!”


Jessica B.

“Jessica was fantastic! She sent tons of photos and took great care of my house. She is a total pet lover! I will definitely be reaching out again.”




Danielle K.

“Repeat sitting and we always have a happy customer! 🐶❤️”


CeCi B.

“If I could leave a 10 star review I would! Cici is just beginning her journey with Rover so don't let the few reviews sway you away. She is a solid dog momma and well experienced. I have an elderly gentleman and he suddenly required extra attention and Cici stepped right up. She is reliable and committed and communicates often. Highly recommend her”


Bianca R.

“This was our first time with Bianca and she was amazing. We have 3 dogs, 2 of them are kind of anxious around strangers but she has a confidence about her and she handled them just fine. We got pics and videos everyday along with updates throughout the day. We had booked her for 3 day weekend and because of plane delays we couldn’t make it home until 2 days later and Bianca was so flexible and accommodating that we could relax knowing that she was there with our pups.”


Ellie M.
“Ellie is a very reliable and trustworthy person. She also punctual. She is a pet lover that will assure you pet(s) are walked and loved. You and your furry friends are in great hands with Ellie!!!”


Luminita "Aly" F.

“Aly is great! She had a four day stray with us and my Lucy absolutely adored her! She gave us frequent updates and was soo sweet and positive! We will book with her again!”


Kayla B.
About: Having a furry friend in the home has been a norm for me for as long as I can remember! I’ve cared for dogs of my own and family members dogs for my whole life. I have trained my own family dog through 4-H, so I am knowledgeable on some training tactics for dogs, just let me know your furry friends needs! :) I am currently taking time away from work, so I am available full time to care for your pets! Whether you just need someone to take them on walks or you need a sitter for a vacation, I am available whenever you need! At home, I have a fenced in yard and a cat of my own who stays indoors for his own safety! He loves to follow me around to house and be wherever I am.


Kali W.
“Kali did an amazing job watching my dog!! Took her on walks, played with her, provided many cuddle sessions!! I’m sure there were many treats given as should be!! My dog was very happy to have her watch her☺️”


Joseph O.
About: I grew up with a chocolate lab, so I have experience from taking care of her. I also have several years experience dog sitting for friends and families pets. I work full time during the week, but I am available to do evening/overnight care during the week, and all day care on the weekends. I have had experience pet sitting in a variety of environments. So I am flexible in adjusting my care based on your or your pet's needs.


Julia S.

“Julia did a great job watching my dog Roxy for a holiday weekend! She was great at communicating and followed instructions. Would definitely have her watch in the future!”


Kayla P.
About: I have a dog at home that I adore! I've also worked at my daycare for two years now, and I am going to school for animal science, specifically for behavior, and some training classes I work two jobs, but my hours and days of work vary, so I do have time during the day and evenings to care for your pets! Dog Walking- I have many years of dog walking experience. I know how to properly handle a leash and have the ability to handle reactive dogs as well. Drop-in/House sitting- I am able to easily follow feeding instructions and operate crates (if the dog uses one)


Michelle E.
“Michelle has provided exceptional house sitting and pet care services for my household for over eight years. I hold her in the highest regard. Her dedication and expertise are unparalleled. My pets adore her, and she consistently ensures their needs are met. I wholeheartedly endorse Michelle.”


Jen W.
Star Sitter


“Jen was amazing! Very professional and personable. She took wonderful care of Billy and sent pictures throughout the night. Highly recommend!”


Deklan O.

“We are so happy to have found Deklan. Our dogs are older and require extra TLC. Deklan was responsive and detail oriented. We received frequent updates and pictures which put our minds at ease while we were gone. We will definitely be using Deklan again in the future.”


Natasha J.

“Natasha was wonderful as always! She watched our three French Bulldogs (and house) for the past week. She sent daily updates and left the place very clean. Highly recommend!”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. 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 away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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.
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 Jul 2025 was about $45 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 Jul 2025, there are 1,223 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, 88% 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.
