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

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Top rated Southpoint house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Caitlyn did a wonderful job house sitting for our family of 3 furr babies! She was prompt and responsive leading up to our vacation, and then through out our time away kept me very informed and shared lots of pictures! Our babies seem super happy- even though our Dog Veda takes a minute to warm up, I knew right away Caitlyn was a keeper because Veda ran right up to her! Caitlyn is flexible, easy going, truth worthy, reliable, and as sweet as can be!”

“As always, Keisha did a wonderful job taking care of my little fur babies! She made sure my walk-crazy dog had many miles under his belt, snuggled my velcro cat, and sent many photos along the way! Not to mention, she did the dishes and made sure my home was clean :) will absolutely book again!”

“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.”

“Rachel has been wonderful every time she has stayed with our pup. She gives daily check ins, and has even kept an eye on our guinea pig too. I know I can always trust her with our animals and our house. Thanks, Rachel!”

“Emily was absolutely incredible. She went above and beyond while caring for Bruster and kept me updated with thoughtful messages and great photos, which gave me so much peace of mind while I was away. It was clear how much attention and care she gave him, he was happy and clearly very well loved when I got home. I will for sure be booking with her again! Highly recommend!”

About: I LOVE DOGS. Their lives are short, and I want to help them enjoy those years with comfort, care, and fun. I have had a dog companion in my life since I was five years old. I especially enjoy caring for high-energy dogs who need regular exercise—I’m always up for long walks, playtime, or outdoor adventures. I also have experience with senior dogs, and I understand the importance of patience, gentle handling, and keeping routines consistent. I’ve successfully trained dogs to potty outside, sit on command, and even walk off-leash. Whether your pup is young and active or older and needs a slower pace, I’ll make sure they’re well cared for while you’re away. I function better with a dog at my side. Dogs help me start my day with purpose—there’s nothing like a good morning walk to get us both moving and ready for breakfast and whatever the day brings. I love building routines that keep dogs active, happy, and well cared for. I work remotely, so my schedule is very flexible and allows me to be fully present for pet care throughout the day. With cats, I understand how much they value consistency. I’m attentive to their morning and evening routines—feeding, cleaning the litter box, and giving them space or affection depending on their mood. I also make time for play and interaction throughout the day, based on each cat’s personality. Communication is everything. I try to make sure I understand each animal's boundaries and needs before providing care, this includes list of allergies and medications.
“Maiah did a terrific job taking care of my dog. She gave us daily updates and photos, left the house clean and even stayed with my dog so she didn’t get lonely! Amazing!”

“We came home clean house and my Esther was taught a trick and very disciplined on the leash in backyard. Alexis is so loving and I highly recommend her. She checked in with us throughout our trip. She is the best!”

“Ive had Sam over twice now to watch my fur baby. My dog loves her and I never worry about her while Im gone. Shes trustworthy and communicates well while im gone. I will definitely use her again”

“Ivy was simply the best! Our house was absolutely spotless when we returned and our doggos were absoutely thrilled with their newfound friend. Ivy was really easy to work with, communicative before and during our stay, and sent us photos and updates for the week we were gone. Would absolutely recommend!!!”

“Elizabeth took amazing care of our dog Layla while we were away. She kept us updated with sweet messages and photos, and we could tell Layla was happy and well-loved the whole time. We came home to a relaxed, content pup — we couldn’t ask for more! Highly recommend Elizabeth and would absolutely book with her again.”

“Jenn stayed at our house for a weekend away. One of our dogs recently went blind and we felt in-home care was our only option. Jenn didn't seem concerned about managing our blind dog, senior greyhound, and cat. I appreciated that she came out twice to the house to meet us and talk through our routine. I was also impressed that she read up a bit on greyhounds since Leo was the first greyhound she watched. She was great about communicating her schedule and sending us pictures. We would definitely try to schedule with Jenn again.”

“Emily did a great job watching my pups, and chickens. Easy and quick communication, she took the pups on some adventures as well. Highly recommend her and would use her again.”


“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!”
“Berenice was great!!! She was easy to get in touch with and sent lots of pictures! My puppy was so happy to see her and tuckered out when I saw him indicating that all his physical and mental needs were met during his full day of care. Trustworthy and reliable! Would definitely book again”


“Daniela is just so amazing. My little meatball is a lot at times and she handled it all with grace. She continually communicated with me which just eased my anxiety and allowed me to enjoy my vacation because I knew my dog was being cared for so well. Also appreciate all the informed consent prior and taking time to meet him.”

“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.”

“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.”

Over 32 pet parents in Southpoint have booked house sitting
Southpoint pet parents share their Rover experiences
As always, Keisha was wonderful!! She took wonderful care of both my fur babies, as well as my house! She made sure to walk my very needy dog several times a day and sent many photos, which I love! She even changed the sheets over for me to make sure my house was clean for me when I got home :) I will absolutely book with her again!

Caitlyn is a fantastic petsitter! At the last minute, our cat had to be started on two meds, and Caitlyn was super accommodating. She handled our leash reactive dog amazingly too. Both of our pets were happy and healthy when we got back and she left our home very clean. Super respectful and professional, highly recommend!!

Alissa was amazing! I can’t say enough good things about her. Her communication was phenomenal and she went above and beyond to take great care of our dog while we were away on vacation. The house was perfect when we got back and she sent numerous updates and pictures while we were away. We would gladly welcome her back!

This was our first time using Alex to watch our pets and it won’t be the last! He did a great job with our two dogs and three cats and taking care of our home. He kept us updated regularly and sent us photos. He was very respectful of our home! I would definitely recommend Alex and will be using him in the future!

IGNORE THE BAD REVIEW - that guy’s a doo-doo face… Sawyer clearly loves dogs and communicates just fine! I tend to over communicate and he had no problem responding to all my messages. I love getting all the pic updates, too! He’s experienced and my handsome staffy boy took to him immediately! My dog can be a handful on a leash and around other dogs but he must have handled him just fine because no bad reports! 💯 recommend Sawyer! 👍

I couldn't be happier with my experience! Margaret was amazing with Theo — attentive, communicative, and clearly a true dog lover. I received regular updates, photos, and videos, which gave me so much peace of mind while I was away. When I came home Theo didn't even want Maragret to leave! I’m so grateful to have found someone I can fully trust, and I’ll definitely be booking again. Highly recommend!

Kayla was fantastic with our pets (2 cats and 1 dog) for house sitting! She didn't hesitate to clarify tasks/med administration with us. We got lots of updates and photos. We came home to a very clean house and pets that were well taken care of! She was able to earn the trust of our very sensitive dog, which is saying something!

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!
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
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.
Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Southpoint.
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. Southpoint 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.










