House Sitting in Saint Joseph, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Sitter Profile Image: Lily S.
Verified Enhanced Background Check
Sitter Profile Image: Lily S.
Verified Enhanced Background Check

1. Lily S.

All-Day in Home Care For Critters
Milwaukee, WI, 53212
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
8 repeat clients
from
$60
per night
Profile image

This was our first time using a dog sitting service and we couldn’t have been more lucky to have Lily watch our dogs. She met with us multiple times to meet our pups and walk through our routine. During our trip she sent plenty of updates and pictures to keep us up to date. We couldn’t have asked for a better sitter for our pups and will definitely book Lily in the future!

Calendar Recently Updated
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check

2. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Milwaukee, WI, 53202
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
105 reviews
35 repeat clients
from
$59
per night
Profile image

Our family had recently experienced a loss of our other pet. It was a tough time for travel but Jessica supported our other pet while we were away. She kept us informed and made the world of difference being away during such a difficult time.

Calendar Recently Updated
Sitter Profile Image: Jenn S.
Verified Enhanced Background Check
Sitter Profile Image: Jenn S.
Verified Enhanced Background Check

3. Jenn S.

Star Sitter
Animal lover and cat mom of 3 🐈
West Allis, WI, 53227
5.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
45 reviews
15 repeat clients
from
$60
per night
Profile image

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.

Calendar Recently Updated
Sitter Profile Image: Rachel H.
Verified Background Check
Sitter Profile Image: Rachel H.
Verified Background Check

4. Rachel H.

Star Sitter
** Mission: meet ALL the dogs **
West Allis, WI, 53214
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
82 reviews
23 repeat clients
from
$30
per night
Profile image

Rachel is SO great! Excellent communication, took care of the special needs of our dog and his meds. Came back to happy pets and a spotless house!

Calendar Recently Updated
Sitter Profile Image: Ali M.
Verified Background Check
Sitter Profile Image: Ali M.
Verified Background Check

5. Ali M.

I love dogs, cats, and herptiles !
Milwaukee, WI, 53211
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
19 repeat clients
from
$65
per night
Profile image

My dog and cat seemed to really like Ali. She sent lots of pictures and kept me updated. I really appreciate that she was able to help me out in a pinch with a last-minute holiday booking!

Calendar Recently Updated
Sitter Profile Image: Jackie C.
Verified Enhanced Background Check
Sitter Profile Image: Jackie C.
Verified Enhanced Background Check

6. Jackie C.

Looking forward to meet your pet!
Milwaukee, WI, 53212
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
77 reviews
22 repeat clients
from
$70
per night
Profile image

I am a first time user of Rover.com and was nervous about leaving my dogs with someone the dogs and I didn't know. The meet and greet with Jackie helped put my mind at ease. Jackie did an amazing job taking care of my 2 dogs at my house for a little over 2 weeks. One the dogs does not trust people. It did not take him long to warm up to her, which says that she has good, calm energy. It was great that the dogs could be at home and she would come to them. I think this made the dogs less anxious. She sent us great pictures and promptly responded to texts. I would highly recommend Jackie and I would definitely use her again.

Calendar Recently Updated
Sitter Profile Image: Beth P.
Verified Enhanced Background Check
Sitter Profile Image: Beth P.
Verified Enhanced Background Check

7. Beth P.

Summer/weekend house sitting
Milwaukee, WI, 53210
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$60
per night
Profile image

Beth is a Godsend! She stayed at our home for five days and took exceptional care of our many animals: our dog, cats, rabbits, Guinea pig and fish. We came back to a tidy house and relaxed animals. She took our dog on two mile walks and sent photos and updates regularly. We couldn’t have asked for a better sitter. She is kind and considerate. We highly recommend Beth!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Jeremy M.
Verified Background Check
Sitter Profile Image: Jeremy M.
Verified Background Check

8. Jeremy M.

Rover 101
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
56 reviews
22 repeat clients
from
$55
per night
Profile image

We have high energy dogs. Jeremy came over ahead of time for a meet and greet so they could get to know him. That was important because one of our dogs will nip if he doesn’t know you. He needs that introduction. They both took to him and snuggled in for Jeremy’s stay.

Calendar Recently Updated
Sitter Profile Image: Marilia D.
Verified Enhanced Background Check
Sitter Profile Image: Marilia D.
Verified Enhanced Background Check

9. Marilia D.

Star Sitter
I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
8 repeat clients
from
$80
per night
Profile image

My kitties had a great time with their new friend Marilia. When Marilia came back to the house, even my shy Chico cat came to see her. So I guess the cats say it all. When they come to the door to greet the pet sitter, that is all I need to say. They love her.

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Lance C.
Verified Enhanced Background Check
Sitter Profile Image: Lance C.
Verified Enhanced Background Check

10. Lance C.

Coffee loving dog walker!
Enderis Park, Milwaukee, WI, 53210
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$38
per night

Lance does great with my two lab mix (5yr/1yr). Attention-to-detail, communication, and lovable are his key qualities! You can trust him with your fur babies!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Selena S.
Verified Enhanced Background Check
Sitter Profile Image: Selena S.
Verified Enhanced Background Check

11. Selena S.

Your trusted pet care companion
Milwaukee, WI, 53215
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
4 reviews
from
$50
per night

Selena is my long time trusty pet nanny. She has a kind a gentle soul that always seems to soothe my baby. He tends to get anxious when I am away but not when in the caring hands of Selena. She takes my pooch out for walks, to the beach, the park and more. He is always smiling in the pictures she sends me while they’re out on their adventures. Looking for the best gentle loving pet caregiver???? Look no further! Selena is the best!

Sitter Profile Image: Marie H.
Verified Enhanced Background Check
Sitter Profile Image: Marie H.
Verified Enhanced Background Check

12. Marie H.

Star Sitter
Your Pets New Favorite Sitter :)
Martin Drive, Milwaukee, WI, 53208
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
3 repeat clients
from
$45
per night
Profile image

Marie is a great sitter and I plan to use her for any future dog sitting needs. I have an elderly dog and it always makes me nervous to leave her, so it’s great to find someone I feel comfortable leaving her with. She gives many updates and pictures too which I love! I highly recommend her.

Calendar Recently Updated
Sitter Profile Image: Nikki G.
Verified Enhanced Background Check
Sitter Profile Image: Nikki G.
Verified Enhanced Background Check

13. Nikki G.

Teacher/Traveler/Trusted Pet Sitter
Milwaukee, WI, 53208
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$57
per night

Nikki is my daughter. I have entrusted her with many responsibilities for many years , in the caring for our 3 dogs and turtle . They adore her , and are always very excited to see her ! She had many pet Guinea pigs , and pet bunnies growing up that she was solely in charge of . Not only does Nikki care for our pets indoors, but outdoors as well . She’s diligent about cleaning up after their yard waste . We have a fish pond outside , in which she enjoys watching them during feeding time too . She was raised with the pleasure of watching her goats give birth and caring for them . She also had chickens to feed . Nikki is very loved by her sisters and her roommates cats . She’s always ready to step in and take charge when someone needs her to help out . All of these fur babies, feathered friends and even the turtle , have spent so much time in her arms feeling her warmth and compassion towards them. I need to also mention that she has a green thumb ! Her house plants thrive, and she’s spent a lot of time watering and weeding the garden . If you want an all around trustworthy , warmhearted and attentive person to rely on while you’re away , then Nikki is your gal !

Calendar Recently Updated
Sitter Profile Image: Sadie H.
Verified Enhanced Background Check
Sitter Profile Image: Sadie H.
Verified Enhanced Background Check

14. Sadie H.

Cat + dog lover with free time!
Enderis Park, Milwaukee, WI, 53210
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$45
per night

Sadie is an incredibly responsible individual, who provides outstanding service and care for my pets when needed. I feel confident to have her watch my pets when I'm away. 10/10 will hire again!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Maggie S.
Verified Enhanced Background Check
Sitter Profile Image: Maggie S.
Verified Enhanced Background Check

15. Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
1 repeat client
from
$50
per night

Maggie is the best! She is a true dog lover and she is our automatic go-to whenever we need a dog sitter. She has always given our pup the best care from the puppy days into his senior years. We trust her to stay at our house, and he has also done extended stays at her place. Can’t say enough great things about her!

Calendar Recently Updated
Sitter Profile Image: Mary M.
Verified Enhanced Background Check
Sitter Profile Image: Mary M.
Verified Enhanced Background Check

16. Mary M.

Animal lover looking to offer help!
Wauwatosa, WI, 53213
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$75
per night
Profile image

Mary's stay with my senior dog went very smoothly! From the first run-through, Mary had a positive and attentive demeanor, and I felt my dog would get plenty of quality time and individualized care. Mary was prompt and reliable throughout the stay, provided updates, and overall did a great job. Highly recommend!

Calendar Recently Updated
Sitter Profile Image: Erica L.
Verified Background Check
Sitter Profile Image: Erica L.
Verified Background Check

17. Erica L.

Rover 101
Pro. Dog Handler with WFH job!
Park West, Milwaukee, WI, 53206
1.8 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
84 reviews
29 repeat clients
from
$83
per night
Profile image

Erica was an outstanding sitter. She left the house spotless and updated us several times a day with how our pup was doing. She stuck to our dogs schedule as if we were home and tracked all of our dogs care instructions on an organized spreadsheet. Very pleased overall!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Cindy H.
Verified Enhanced Background Check
Sitter Profile Image: Cindy H.
Verified Enhanced Background Check

18. Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
32 reviews
9 repeat clients
from
$62
per night
Profile image

We had a great experience with Cindy. She took care of our furbabies like they were her own. Excellent communication, got daily pictures and updates. I did not have to worry at all will 100% rebook with Cindy.

Calendar Recently Updated
Sitter Profile Image: Scarlet H.
Verified Enhanced Background Check
Sitter Profile Image: Scarlet H.
Verified Enhanced Background Check

19. Scarlet H.

Proud pet mama of 2 dogs and a pig!
Milwaukee, WI, 53222
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$45
per night

Scarlet has a true love for animals of all kinds. She is responsible, trustworthy and honest. She has watched my pups, staying at my house and keeping everything neat and clean. She shares lots of photos, so I knew my fur babies were happy and cared for.

Calendar Recently Updated
Sitter Profile Image: Kristin R.
Verified Enhanced Background Check
Sitter Profile Image: Kristin R.
Verified Enhanced Background Check

20. Kristin R.

Animal lover
Enderis Park, Milwaukee, WI, 53210
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
14 repeat clients
from
$35
per night
Profile image

Kristin was great with our two big dogs! She also did a great job taking care of the house while we were away. We came home to happy pups and a clean house. She sent 1-2 timely updates per day and asked good questions about our pups’ care, at both the meet and greet as well as during her stay. We will definitely ask her to stay with Kane and Louie again!

Search Map

Rover also offers House Sitting in these neighborhoods:

Rover also offers other services in Saint Joseph:

Pet parents in Saint Joseph, Milwaukee, WI love dog sitters on Rover.com. 1089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Saint Joseph house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Saint Joseph, Milwaukee, WI who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers pet sitters and dog walkers.

House Sitting