House Sitting in Southpoint, Milwaukee, WI

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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.

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Sitter Profile Image: Caitlyn M.
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Caitlyn M.
Star Sitter
from
$50
per night
5.0 out of 5.0 stars
21 reviews
5 repeat clients
20 years of experience
Lyons Park, Milwaukee, WI, 53219

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!

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Amanda S.
Sitter Profile Image: Keisha P.
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Keisha P.
from
$45
per night
5.0 out of 5.0 stars
34 reviews
15 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

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!

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Kate C.
Sitter Profile Image: Alexy & Christian G.
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Alexy & Christian G.
from
$40
per night
4.9 out of 5.0 stars
81 reviews
23 repeat clients
9 years of experience
Bay View, Milwaukee, WI, 53207

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.

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Ashley J.
Sitter Profile Image: Rachel H.
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Rachel H.
Star Sitter
from
$30
per night
5.0 out of 5.0 stars
95 reviews
24 repeat clients
11 years of experience
West Allis, WI, 53214

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!

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Erin F.
Sitter Profile Image: Emily S.
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Emily S.
Star Sitter
from
$45
per night
4.9 out of 5.0 stars
48 reviews
26 repeat clients
6 years of experience
West Allis, WI, 53227

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!

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Samantha B.
Sitter Profile Image: Sonia E.
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Sonia E.
from
$49
per night
5.0 out of 5.0 stars
8 reviews
18 years of experience
Harder's Oaks, Milwaukee, WI, 53215

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.

Sitter Profile Image: Maiah D.
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Maiah D.
Star Sitter
from
$80
per night
5.0 out of 5.0 stars
80 reviews
24 repeat clients
16 years of experience
Juneau Town, Milwaukee, WI, 53963

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!

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Will S.
Sitter Profile Image: Alexis W.
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Alexis W.
from
$57
per night
5.0 out of 5.0 stars
3 reviews
10 years of experience
Jackson Park, Milwaukee, WI, 53219

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!

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Michaelchad B.
Sitter Profile Image: Lynette F.
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Lynette F.
Star Sitter
from
$60
per night
5.0 out of 5.0 stars
58 reviews
9 repeat clients
11 years of experience
Milwaukee, WI, 53207

Lynette continues to be a star with our dogs. They are both rescues and have special issues. They love lynette and she is so good with them. Thank you Lyly!!!

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Bill B.
Sitter Profile Image: Samantha B.
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Samantha B.
from
$60
per night
4.9 out of 5.0 stars
13 reviews
4 repeat clients
13 years of experience
Milwaukee, WI, 53215

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

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Tia R.
Sitter Profile Image: Ivy G.
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Ivy G.
Star Sitter
from
$45
per night
5.0 out of 5.0 stars
27 reviews
8 repeat clients
20 years of experience
Uptown, Milwaukee, WI, 53210

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!!!

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Joseph B.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
Star Sitter
from
$40
per night
5.0 out of 5.0 stars
18 reviews
3 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

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.

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Monique M.
Sitter Profile Image: Jenn S.
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Jenn S.
Star Sitter
from
$64
per night
5.0 out of 5.0 stars
105 reviews
30 repeat clients
40 years of experience
West Allis, WI, 53227

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.

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Dori C.
Sitter Profile Image: Emily M.
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Emily M.
Star Sitter
from
$59
per night
5.0 out of 5.0 stars
17 reviews
4 repeat clients
30 years of experience
Milwaukee, WI, 53213

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.

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Lauren S.
Sitter Profile Image: Blythe R.
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Blythe R.
Star Sitter
from
$75
per night
5.0 out of 5.0 stars
189 reviews
68 repeat clients
7 years of experience
South Milwaukee, WI, 53172

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!

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Danielle G.
Sitter Profile Image: Kelli H.
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Kelli H.
from
$50
per night
5.0 out of 5.0 stars
25 reviews
4 repeat clients
20 years of experience
Bay View, Milwaukee, WI, 53207

Kelli was absolutely AMAZING!!! She was a great communicator and provided the perfect amount of updates for us. We will 1000% be using her in the future!

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Benjamin K.
Sitter Profile Image: Berenice B.
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Berenice B.
from
$75
per night
4.9 out of 5.0 stars
238 reviews
96 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

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

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Jagpreet S.
Sitter Profile Image: Daniela & Michael P.
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Daniela & Michael P.
from
$65
per night
4.9 out of 5.0 stars
293 reviews
166 repeat clients
11 years of experience
Bay View, Milwaukee, WI, 53207

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.

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Katie M.
Sitter Profile Image: Devon W.
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Devon W.
Star Sitter
from
$55
per night
5.0 out of 5.0 stars
127 reviews
50 repeat clients
20 years of experience
Fernwood, Milwaukee, WI, 53207

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.

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stephanie j.
Sitter Profile Image: Carolina G.
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Carolina G.
from
$40
per night
5.0 out of 5.0 stars
31 reviews
7 repeat clients
9 years of experience
Cudahy, WI, 53110

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.

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Chad A.
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Over 32
pet parents in Southpoint have booked house sitting

Southpoint pet parents share their Rover experiences

1 / 1
5.0 out of 5.0 stars

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!

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Kate C.
House Sitting
5.0 out of 5.0 stars

Alexis saved the day when we had a last-minute cancellation for a long trip. She was wonderful and spent lots of time with our pets, sending updates and giving them lots of love!

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Cassandra D.
House Sitting
5.0 out of 5.0 stars

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!!

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Riley H.
House Sitting
5.0 out of 5.0 stars

Caitlyn checks in once a day with pictures, which I really appreciate, and is super communicative. She’s catsit for me twice now and does a great job - I will absolutely continue to schedule with her!

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Tressa S.
House Sitting
5.0 out of 5.0 stars

Samantha was great. The dogs loved her from the meet and greet and she was in constant communication sending lots of pictures. Had complete piece of mind with her watching them.

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Scott B.
House Sitting
5.0 out of 5.0 stars

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!

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Kristen A.
House Sitting
5.0 out of 5.0 stars

Emma did an amazing job watching my animals and housesitting!! I think my dog and cats probably love her more than me🤣

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Donna L.
House Sitting
5.0 out of 5.0 stars

Mara watched our 2 pups for a week while my husband and I were on vacation. She sent us daily updates and cute pics of our pups, which put my anxious mind at ease while we were many miles away. I highly recommend he to others!

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Nicole W.
House Sitting
5.0 out of 5.0 stars

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!

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Kathryn E.
House Sitting
5.0 out of 5.0 stars

Julia was great again and took very good care of our dog! She was great at communicating when some travel complications came up and got the issue fixed resolved. Definitely hope to have her watch our pets again!

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Emma C.
House Sitting
5.0 out of 5.0 stars

Megan was amazing with our pup that is really scared of storms. She’s really great at communicating and was very professional! Would highly recommend her as a sitter.

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Lily V.
House Sitting
5.0 out of 5.0 stars

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! 👍

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Alexander C.
House Sitting
5.0 out of 5.0 stars

I've used a few amazing Rover sitters, but Maggie is my go-to gal. I have the world's best cat and a blind senior dog who can be a bit of a challenge, and they both love her. I always feel at ease when she's house sitting.

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Megan S.
House Sitting
5.0 out of 5.0 stars

Julia is absolutely wonderful and took excellent care of our dog. She is caring, keeps great communication and our pup loves her!

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Ryan M.
House Sitting
5.0 out of 5.0 stars

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!

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Marleigh P.
House Sitting
5.0 out of 5.0 stars

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!

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Todd S.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 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. 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?

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  • 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

If you’re searching for a Southpoint house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

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.