House Sitting in Maitland Park, Milwaukee
Find a loving house sitter to watch over your pets and your home.

More resources
A focus on safety
Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more about RoverProtect
Loving house sitters in your neighborhood
Search Results


1. Lynette F.

“Lynette was terrific with our dogs. One of our dogs is blind and the other one had been turned down from a doggy daycare for not being friendly enough. She spent time with them and sent us pictures of both of them in her lap sleeping. We have already talked with her about watching them again in March. Great job!! and great service.”




2. Blythe R.

“I booked house sitting with Blythe because pet hotels stress my senior baby out. Blythe went above and beyond taking care of my senior baby. She did everything I asked and more. She updated me with pictures and my baby looked very comfy and happy. The whole process was very smooth and stress free. I will definitely be booking with Blythe again and recommend you do as well!”


3. Adrienne N.

“Adrinne was incredible! She took great care of our dog, Rita, taking her on my walks, to dog-friendly coffee shops, and many snuggles. She sent photos and updates every day. We would highly recommend her and look forward to having her back!”


4. Emily S.

“Emily did a great job with our older dog. She communicated any concerns she had with him. The house was left in pristine condition. We were thankful to have her staying with Louie.”


5. Rachel H.

“I’m so happy we were able to book Rachel to watch our dogs and home while we went out of town. We did a meet and great before the trip, and I was certain they would be in good hands. We enjoyed getting daily pics too. She left our place looking nice than how we left it. I would not hesitate to book her again.”


6. Keisha P.

“We had Keisha stay for a 7 day sit for our dog and cat. Keisha was incredible and everything we could have ever wanted in a sitter! She sent us updates at least daily, sometimes more with pictures which is what we requested! I made an error and she was flexible with adding another day to her stay! Could not recommend her enough, we will definitely use her again in the future!!”


7. Carolina G.

“I had Carolina do some dog sitting in my home while I was out of town and I could not be happier. She took great care of my senior dog, Joey. He had plenty of exercise and walks, was well loved, she kept him great company and treated him like he was her own. Joey has some medical issues and requires medications throughout the day and she was very diligent about following his schedule. She gave constant updates, pictures and videos, which was much appreciated. Carolina was extremely respectful of my home, and pretty sure my place looked better than when I left. The next time I need someone to look after my old guy, I hope Carolina is available, I highly recommend her.”


8. Alexy & Christian G.

“Alexy and Christian watched my two dogs and cat at my place while I was out of the country. They were very patient with my 14 year old Chihuahua and labradoodle cattle dog mix. Both dogs can take a little while to warm up to others, they understood this and took great care of them. Lots of pictures, videos and communication throughout. Also left the house nice and clean.”


9. Markita H.

“Markita is an excellent dog sitter. She is my go to gal for staying the weekend at my house. She communicates well and gives adorable updates. Her love for animals is obvious!”




10. Daniela & Michael P.


“What peace of mind Daniela gave us! She was great at communicating, answering questions and texts, and snuggling our pups. She’s a pro for sure who goes above and beyond and I’m so glad we found her!”


11. Stephanie R.

“Stephanie was absolutely wonderful! We had a last minute need and she was able to step in and watch our 3 dogs for a week. She sent daily updates and pictures so I knew that our pups were being well taken care of while we were away. Cannot recommend Stephanie enough!”


12. Devon W.


“Devon did an awesome jobs taking care of our pups! She cared about them like they were her own and made sure they were comfortable the whole time we were away.”


13. Reilly R.

“Reilly is the best! She was available on a holiday weekend when I requested last minute & was very communicative. I loved getting so many photo updates & my dog loved her immediately! Would definitely book with her again!”


14. Leandrea R.


“Leandrea is wonderful! She took great care of our dog while we were out of town and sent lots of pictures and updates to put our mind at ease. Our dog LOVED playing with her pup too, which was a nice bonus! We will definitely be booking Leandrea again in the future.”


15. Berenice B.


“Berenice has a great heart for animals. Our dog has special needs and required hand feeding for meals. I think she would be a wonderful addition to your household, as an animal sitter. She has a kind disposition and will treat your pet with the utmost care. She left the house clean and played with our dog outside - he likes to sleep and can be lazy (so it was nice she provided enrichment playtime)! We got picture updates. She was on time for the meet and greet / when we left for our family trip to see relatives. Our dog seemed happy and content when we got home.”


16. Alexandra P.
About: I love animals, I’ve had a dog my entire life. I’ve dog sat for several different dogs. They truly make the world a better place. I take care of my 2 dogs every day, by feeding them, picking up after them, as well as playing with them. I also frequently walk my neighbors dog. Enrichment time is always important so using toys to play or if you have enough space, running in the back yard. I can feed them multiple times a day, and clean up any messes they might make.


17. Lauren Y.

“Lauren does such an amazing job! She is super communicative and my dog absolutely loves her. I know he’s in great hands when we travel!”


18. Joely Stella F.

“I can’t recommend Joely enough! We needed a pretty last minute dog sitter for our two-week vacation to Italy, and she was a complete lifesaver. Our two boys absolutely loved her, and she sent photo updates everyday, which we were extremely thankful for since we missed them so much! We will definitely rebook Joely again for all of our dog sitter needs :)”


19. Kelsey S.

“Kelsey was great with our 2 year old, high energy Samoyed while we went on a two day bike trip! She proactively asked to do a home visit first, which we were grateful for and it helped relieve some stress for us before our trip. It was clear Kelsey read all the info we prepared to help her have a fun stay in our home, and she sent lots of photos and updates. We were fully able to enjoy our time away as a result. She had great judgement about walking our double coated dog in the heat and rain. Our home was as clean as we left it upon our return. We’ll definitely book with Kelsey again!”


20. Tania D.

“took very good care of my dog Teddy. Constantly got pictures and videos as well very good communicator always replied very fast. Definitely will book again :)”
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 Maitland Park on Rover as of Jul 2024 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 2024, there are 963 house sitters in Maitland Park. 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 Maitland Park house sitters respond in under an hour.
House sitters in Maitland Park have an average of 16 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 Maitland Park.
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. Maitland Park 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.
