House Sitting in Milwaukee

Find a loving house sitter to watch over your pets and your home.

Search

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

Top rated Milwaukee house sitters

1 / 1
Sitter Profile Image: Megan D.
Verified Enhanced Background Check
Megan D.
Star Sitter
from
$63
per night
5 out of 5.0 stars
23 reviews
7 repeat clients
11 years of experience
Milwaukee, WI, 53204

Megan was so lovely! She was so great with my (big) dog and I felt really confident leaving my pup with her. She kept me updated the whole time and sent a lot of pics. I came home to my apartment the same way I left it and Megan even left a sweet card. Highly recommend Megan!

Profile image
Stella F.
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
Jessica Z.
Star Sitter
from
$64
per night
5 out of 5.0 stars
152 reviews
46 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

Jessica Z stayed in my house with my 14 y/o blind Boston Terrier. She was wonderful. I received daily updates and photos, she clearly took excellent care of my pup. She left my place spotless and I would highly recommend her. She is excellent and I will definitely use her again.

Profile image
Toni P.
Sitter Profile Image: Lily S.
Verified Enhanced Background Check
Lily S.
Star Sitter
from
$75
per night
5 out of 5.0 stars
39 reviews
12 repeat clients
25 years of experience
Milwaukee, WI, 53212

Lily was fantastic with my animals! She got sick while I was gone, poor thing, but worked right through it, even cleaned the carpet when one of my babies threw up. I would definitely trust her with my animals and place and will be using her services in the future!

Profile image
Heidi A.
Sitter Profile Image: Keisha P.
Verified Enhanced Background Check
Keisha P.
Star Sitter
from
$31
per night
5 out of 5.0 stars
14 reviews
7 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

Keisha was amazing!! She sent lots of updates on our dog and spent really good time with her the whole 5 day trip. She was in such good hands and we would DEFINITELY use her again! Thank you!!

Profile image
Elissa G.
Sitter Profile Image: Joanne & Becky J.
Verified Enhanced Background Check
Joanne & Becky J.
Star Sitter
from
$45
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
20 years of experience
Milwaukee, WI, 53203

Joann and Becky stayed with our dog and cat for almost a week a d they were terrific! They sent lots of updates and pics, and I could see my pets were comfortable, happy and well cared for. I will book with them again in the future. Highly recommend!

Profile image
Sarah O.
Sitter Profile Image: Carole & Shannon C.
Verified Background Check
Carole & Shannon C.
Star Sitter
from
$75
per night
5 out of 5.0 stars
113 reviews
32 repeat clients
23 years of experience
Murray Hill, Milwaukee, WI, 53211

We were so happy to have Carole staying at our house and taking care of our puppy! We were sent many updates and assured that our dog had been well taken care of. Thank you!

Profile image
Catie W.
Sitter Profile Image: Melissa H.
Verified Enhanced Background Check
Melissa H.
Star Sitter
from
$60
per night
5 out of 5.0 stars
24 reviews
5 repeat clients
40 years of experience
Milwaukee, WI, 53211

Melissa was outstanding!! We for sure could not have asked for anyone better to come stay with our babies. We got daily pictures and updates and you could tell she loved them like her own. We can not wait for her to come back as we already have her booked for more sittings!

Profile image
payton t.
Sitter Profile Image: Addoris D.
Verified Enhanced Background Check
Addoris D.
from
$25
per night
5 out of 5.0 stars
5 reviews
1 repeat client
5 years of experience
Lower East Side, Milwaukee, WI, 53202

About: I’ve taken care of elderly dogs, as well as new puppies, and know how to meet the needs of every unique pet that I work with in my life. I am always conscious about disrupting their routine as little as possible while their humans are gone, and take care to give them as much kindness and love as possible. I work in theatre in the evenings, but have my mornings and afternoons free. I enjoy dog sitting when I don’t have a show, as well as drop in visits and walks to help folks who work a 9-5 job. I always strive to respect and diligently care for the pets in my care. I always write down any instructions I receive, and make sure to cross check that to provide the highest quality care and service for folks. I treat the pets I care for with the kindness, calmness, and love that I would want someone to take care of my own pets.

Sitter Profile Image: Emily R.
Verified Enhanced Background Check
Emily R.
Star Sitter
from
$77
per night
5 out of 5.0 stars
74 reviews
21 repeat clients
20 years of experience
Milwaukee, WI, 53204

Emily was prompt, respectful, and communicative. She sent pictures and updates and my dog seemed very comfortable and calm when I returned. I highly recommend Emily and will happily book her again in the future if I need a dog sitter!

Profile image
Meredith H.
Sitter Profile Image: Ashley W.
Verified Background Check
Ashley W.
from
$45
per night
5 out of 5.0 stars
14 reviews
5 repeat clients
10 years of experience
Washington Heights, Milwaukee, WI, 53208

Ashley was GREAT! I had a last minute trip pop up this weekend and she immediately responded to help me out. She even dropped what she was doing to come meet her that night! She was super responsive while I was away, and Brooklyn is worn out tonight- which I know is because she had so much fun! Thanks again, Ashley!

Profile image
Graham B.
Sitter Profile Image: Daniela & Michael P.
Verified Background Check
Daniela & Michael P.
from
$65
per night
5 out of 4.9 stars
289 reviews
165 repeat clients
11 years of experience
Bay View, Milwaukee, WI, 53207

Daniela is wonderful and such a doting dogsitter. Our great dane loves it when she comes and is always sad when she leaves! She's attentive to his special diet and is highly communicative. Cannot recommend her enough!

Profile image
Steve C.
Sitter Profile Image: Lanaya O.
Verified Enhanced Background Check
Lanaya O.
from
$25
per night
5 out of 5.0 stars
3 reviews
2 repeat clients
15 years of experience
Yankee Hill, Milwaukee, WI, 53202

Lanaya was great. She could handle our Great Dane with no problems for a whole day, even sending us pictures through the day without us asking for them which was really nice of her. First time using rover for us but it won’t be the last. Thanks Lanaya! We will see you soon.

Profile image
Leonardo P.
Sitter Profile Image: Blythe R.
Verified Background Check
Blythe R.
Star Sitter
from
$70
per night
5 out of 5.0 stars
171 reviews
66 repeat clients
7 years of experience
Bay View, Milwaukee, WI, 53207

Blythe is a fabulous dog sitter!! She truly loves her clients and you can tell‼️ She’s great at sending pictures and messages to keep you updated. I can’t say enough about her caring heart.

Profile image
Mary Ellen G.
Sitter Profile Image: Mikalanne T.
Verified Enhanced Background Check
Mikalanne T.
from
$40
per night
5 out of 5.0 stars
2 reviews
2 repeat clients
4 years of experience
Lower East Side, Milwaukee, WI, 53202

About: I have grown up with dogs all my life. Every time I get the opportunity to watch a fur baby, I treat them like they are my own. I have done some dog/puppy training as well, and I've always gotten great reviews on what one's pet can do by the time they go home (If interested) As of right now, my schedule is completely open, Monday - Sunday. I am in a transition period, so I would love to prioritize your fur baby. I live in an apartment on the east side, so I’m close to several parks and have access to trails, lakeside, dog parks if these attributes benefit your baby. I’m a very active person, so taking your animal on several walks a day is a treat to me!

Sitter Profile Image: Maggie M.
Verified Enhanced Background Check
Maggie M.
from
$35
per night
5 out of 5.0 stars
10 reviews
3 repeat clients
18 years of experience
Bay View, Milwaukee, WI, 53226

Maggie did an amazing job while I was away a week from my two boys. She sent me updates and photos which helped me feel more at peace with being away from them.

Profile image
Whitney S.
Sitter Profile Image: Linnea G.
Verified Background Check
Linnea G.
from
$50
per night
5 out of 4.9 stars
47 reviews
14 repeat clients
5 years of experience
Lower East Side, Milwaukee, WI, 53202

Linnea was absolutely amazing! She went above and beyond to make sure my puppy was well taken care of (which included a vet visit). I could not recommend Linnea enough. She was super communicative and my puppy loved her. She also was a perfect house guest.

Profile image
Courtney R.
Sitter Profile Image: Talor G.
Verified Background Check
Talor G.
Star Sitter
from
$95
per night
5 out of 5.0 stars
50 reviews
14 repeat clients
20 years of experience
Milwaukee, WI, 53202

Talor was a great sitter! She asked a bunch of questions when booking to make sure she understood my pet and how to best care for him. She checked in often and provided updates each day. She did a very good job watching Finn. Definitely would rebook next time I need a sitter.

Profile image
Richie I.
Sitter Profile Image: Anna L.
Verified Background Check
Anna L.
Star Sitter
from
$75
per night
5 out of 5.0 stars
21 reviews
6 repeat clients
10 years of experience
Historic Third Ward, Milwaukee, WI, 53202

Ms. Anna treated Ruby like her own puppy. It was so fabulous to travel to Chicago for the day and know Ruby was in competent hands. We highly recommend Ms. Anna.

Profile image
Jan G.
Sitter Profile Image: Berenice B.
Verified Enhanced Background Check
Berenice B.
Star Sitter
from
$75
per night
5 out of 4.9 stars
157 reviews
64 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

Berenice is fantastic! Sends lots of updates and pictures of my babies while we were away. Cleaned up after herself which wasn’t necessary. I felt comfortable being away knowing my dogs were taken care of. 10 out of 10!!

Profile image
Jessica C.
Sitter Profile Image: Jackie C.
Verified Enhanced Background Check
Jackie C.
Star Sitter
from
$75
per night
5 out of 5.0 stars
101 reviews
33 repeat clients
10 years of experience
Brewer's Hill, Milwaukee, WI, 53212

Jackie was absolutely wonderful! Not only did she take excellent care of our high-need 16.5-year-old dog, she also took great care of our home. She provided updates along the way and followed all of our instructions for caring for Jack (no small feat). We can't speak highly enough about Jackie.

Profile image
Kristen R.
1 / 1
View more sitters

Loving house sitters in your neighborhood

Search Results

Sitter Profile Image: Megan D.
Verified Enhanced Background Check
Sitter Profile Image: Megan D.
Verified Enhanced Background Check

1. Megan D.

Star Sitter
Please pick me!
Milwaukee, WI, 53204
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$63
per night
5 out of 5.0 stars
23 reviews
7 repeat clients
Profile image

Megan was so lovely! She was so great with my (big) dog and I felt really confident leaving my pup with her. She kept me updated the whole time and sent a lot of pics. I came home to my apartment the same way I left it and Megan even left a sweet card. Highly recommend Megan!

Availability updated 2 days ago
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
Lower East Side, Milwaukee, WI, 53202
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$64
per night
5 out of 5.0 stars
152 reviews
46 repeat clients
Profile image

Jessica Z stayed in my house with my 14 y/o blind Boston Terrier. She was wonderful. I received daily updates and photos, she clearly took excellent care of my pup. She left my place spotless and I would highly recommend her. She is excellent and I will definitely use her again.

Availability updated yesterday
Sitter Profile Image: Lily S.
Verified Enhanced Background Check
Sitter Profile Image: Lily S.
Verified Enhanced Background Check

3. Lily S.

Star Sitter
Certified Sitter!
Milwaukee, WI, 53212
1.5 mi. away
House Sitting, Drop-In Visits
from
$75
per night
5 out of 5.0 stars
39 reviews
12 repeat clients
Profile image

Lily was fantastic with my animals! She got sick while I was gone, poor thing, but worked right through it, even cleaned the carpet when one of my babies threw up. I would definitely trust her with my animals and place and will be using her services in the future!

Availability updated today
Sitter Profile Image: Keisha P.
Verified Enhanced Background Check
Sitter Profile Image: Keisha P.
Verified Enhanced Background Check

4. Keisha P.

Star Sitter
Your Furbabies will Love Me
Clarke Square, Milwaukee, WI, 53204
2.3 mi. away
House Sitting, Drop-In Visits
from
$31
per night
5 out of 5.0 stars
14 reviews
7 repeat clients
Profile image

Keisha was amazing!! She sent lots of updates on our dog and spent really good time with her the whole 5 day trip. She was in such good hands and we would DEFINITELY use her again! Thank you!!

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Joanne & Becky J.
Verified Enhanced Background Check
Sitter Profile Image: Joanne & Becky J.
Verified Enhanced Background Check

5. Joanne & Becky J.

Star Sitter
Wannabe Fur Moms - For Our Fur Fund
Milwaukee, WI, 53203
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
Profile image

Joann and Becky stayed with our dog and cat for almost a week a d they were terrific! They sent lots of updates and pics, and I could see my pets were comfortable, happy and well cared for. I will book with them again in the future. Highly recommend!

Availability updated today
Sitter Profile Image: Carole & Shannon C.
Verified Background Check
Sitter Profile Image: Carole & Shannon C.
Verified Background Check

6. Carole & Shannon C.

Star Sitter
east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
2.2 mi. away
House Sitting, Drop-In Visits
from
$75
per night
5 out of 5.0 stars
113 reviews
32 repeat clients
Profile image

We were so happy to have Carole staying at our house and taking care of our puppy! We were sent many updates and assured that our dog had been well taken care of. Thank you!

Availability updated 2 days ago
Sitter Profile Image: Melissa H.
Verified Enhanced Background Check
Sitter Profile Image: Melissa H.
Verified Enhanced Background Check

7. Melissa H.

Star Sitter
Their Favorite Pawsome Auntie 🐾
Milwaukee, WI, 53211
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
24 reviews
5 repeat clients
Profile image

Melissa was outstanding!! We for sure could not have asked for anyone better to come stay with our babies. We got daily pictures and updates and you could tell she loved them like her own. We can not wait for her to come back as we already have her booked for more sittings!

Availability updated 2 days ago
Sitter Profile Image: Addoris D.
Verified Enhanced Background Check
Sitter Profile Image: Addoris D.
Verified Enhanced Background Check

8. Addoris D.

Queer Friendly & Energetic Sitter
Lower East Side, Milwaukee, WI, 53202
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per night
5 out of 5.0 stars
5 reviews
1 repeat client

Adi was an absolute gem. My dog Ruby loved her and we were sad when she moved to Chicago. She takes incredible care and was always prompt when messaging me about any issues (Ruby has to take medication every day and she can sometimes be a nightmare about it). Would highly recommend her, especially for your elderly dogs that need a little bit of extra love and attention.

Availability updated yesterday
Sitter Profile Image: Emily R.
Verified Enhanced Background Check
Sitter Profile Image: Emily R.
Verified Enhanced Background Check

9. Emily R.

Rover 101
Star Sitter
Pawsitively excellent pet sitter!
Milwaukee, WI, 53204
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$77
per night
5 out of 5.0 stars
74 reviews
21 repeat clients
Profile image

Emily was prompt, respectful, and communicative. She sent pictures and updates and my dog seemed very comfortable and calm when I returned. I highly recommend Emily and will happily book her again in the future if I need a dog sitter!

Availability updated 6 days ago
Sitter Profile Image: Ashley W.
Verified Background Check
Sitter Profile Image: Ashley W.
Verified Background Check

10. Ashley W.

Active person loves active dogs
Washington Heights, Milwaukee, WI, 53208
3.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
14 reviews
5 repeat clients
Profile image

Ashley was GREAT! I had a last minute trip pop up this weekend and she immediately responded to help me out. She even dropped what she was doing to come meet her that night! She was super responsive while I was away, and Brooklyn is worn out tonight- which I know is because she had so much fun! Thanks again, Ashley!

Availability updated 16 days ago
Sitter Profile Image: Daniela & Michael P.
Verified Background Check
Sitter Profile Image: Daniela & Michael P.
Verified Background Check

11. Daniela & Michael P.

Rover 101
Paws Down, the Best in Town!
Bay View, Milwaukee, WI, 53207
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 4.9 stars
289 reviews
165 repeat clients
Profile image

Daniela is wonderful and such a doting dogsitter. Our great dane loves it when she comes and is always sad when she leaves! She's attentive to his special diet and is highly communicative. Cannot recommend her enough!

Availability updated 7 days ago
Sitter Profile Image: Lanaya O.
Verified Enhanced Background Check
Sitter Profile Image: Lanaya O.
Verified Enhanced Background Check

12. Lanaya O.

Animal lover here to help out
Yankee Hill, Milwaukee, WI, 53202
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per night
5 out of 5.0 stars
3 reviews
2 repeat clients
Profile image

Lanaya was great. She could handle our Great Dane with no problems for a whole day, even sending us pictures through the day without us asking for them which was really nice of her. First time using rover for us but it won’t be the last. Thanks Lanaya! We will see you soon.

Availability updated 7 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Blythe R.
Verified Background Check
Sitter Profile Image: Blythe R.
Verified Background Check

13. Blythe R.

Star Sitter
Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
171 reviews
66 repeat clients
Profile image

Blythe is a fabulous dog sitter!! She truly loves her clients and you can tell‼️ She’s great at sending pictures and messages to keep you updated. I can’t say enough about her caring heart.

Availability updated today
Sitter Profile Image: Mikalanne T.
Verified Enhanced Background Check
Sitter Profile Image: Mikalanne T.
Verified Enhanced Background Check

14. Mikalanne T.

Hi, my name is Mika! (They/them)
Lower East Side, Milwaukee, WI, 53202
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
2 reviews
2 repeat clients

About: I have grown up with dogs all my life. Every time I get the opportunity to watch a fur baby, I treat them like they are my own. I have done some dog/puppy training as well, and I've always gotten great reviews on what one's pet can do by the time they go home (If interested) As of right now, my schedule is completely open, Monday - Sunday. I am in a transition period, so I would love to prioritize your fur baby. I live in an apartment on the east side, so I’m close to several parks and have access to trails, lakeside, dog parks if these attributes benefit your baby. I’m a very active person, so taking your animal on several walks a day is a treat to me!

Availability updated yesterday
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Maggie M.
Verified Enhanced Background Check
Sitter Profile Image: Maggie M.
Verified Enhanced Background Check

15. Maggie M.

Attentive and caring pet sitter
Bay View, Milwaukee, WI, 53226
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
10 reviews
3 repeat clients
Profile image

Maggie did an amazing job while I was away a week from my two boys. She sent me updates and photos which helped me feel more at peace with being away from them.

Availability updated 8 days ago
Sitter Profile Image: Linnea G.
Verified Background Check
Sitter Profile Image: Linnea G.
Verified Background Check

16. Linnea G.

Rover 101
Home Full Time Dog Lover!
Lower East Side, Milwaukee, WI, 53202
0.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 4.9 stars
47 reviews
14 repeat clients
Profile image

Linnea was absolutely amazing! She went above and beyond to make sure my puppy was well taken care of (which included a vet visit). I could not recommend Linnea enough. She was super communicative and my puppy loved her. She also was a perfect house guest.

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Talor G.
Verified Background Check
Sitter Profile Image: Talor G.
Verified Background Check

17. Talor G.

Star Sitter
I <3 furry friends & miss my fam’s
Milwaukee, WI, 53202
1.1 mi. away
Boarding, House Sitting
from
$95
per night
5 out of 5.0 stars
50 reviews
14 repeat clients
Profile image

Talor was a great sitter! She asked a bunch of questions when booking to make sure she understood my pet and how to best care for him. She checked in often and provided updates each day. She did a very good job watching Finn. Definitely would rebook next time I need a sitter.

Availability updated 4 days ago
Sitter Profile Image: Anna L.
Verified Background Check
Sitter Profile Image: Anna L.
Verified Background Check

18. Anna L.

Star Sitter
Seeking furry friends!
Historic Third Ward, Milwaukee, WI, 53202
0.4 mi. away
Boarding, House Sitting, Drop-In Visits
from
$75
per night
5 out of 5.0 stars
21 reviews
6 repeat clients
Profile image

Ms. Anna treated Ruby like her own puppy. It was so fabulous to travel to Chicago for the day and know Ruby was in competent hands. We highly recommend Ms. Anna.

Availability updated 3 days ago
Sitter Profile Image: Berenice B.
Verified Enhanced Background Check
Sitter Profile Image: Berenice B.
Verified Enhanced Background Check

19. Berenice B.

Rover 101
Star Sitter
I walk to keep their tails waggin’
Bay View, Milwaukee, WI, 53207
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5 out of 4.9 stars
157 reviews
64 repeat clients
Profile image

Berenice is fantastic! Sends lots of updates and pictures of my babies while we were away. Cleaned up after herself which wasn’t necessary. I felt comfortable being away knowing my dogs were taken care of. 10 out of 10!!

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Jackie C.
Verified Enhanced Background Check
Sitter Profile Image: Jackie C.
Verified Enhanced Background Check

20. Jackie C.

Star Sitter
Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
101 reviews
33 repeat clients
Profile image

Jackie was absolutely wonderful! Not only did she take excellent care of our high-need 16.5-year-old dog, she also took great care of our home. She provided updates along the way and followed all of our instructions for caring for Jack (no small feat). We can't speak highly enough about Jackie.

Availability updated today

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?

  • 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

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge