House Sitting in Martin Drive, 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

Loving house sitters in your neighborhood

Search Results

Sitter Profile Image: Ashley W.
Verified Background Check
Sitter Profile Image: Ashley W.
Verified Background Check

1. Ashley W.

Active person loves active dogs
Washington Heights, Milwaukee, WI, 53208
1.0 mi. away
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 64 days ago
Sitter Profile Image: Melissa H.
Verified Enhanced Background Check
Sitter Profile Image: Melissa H.
Verified Enhanced Background Check

2. Melissa H.

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

I’ve had Melissa watch my pups multiple times now and it makes traveling so much easier. She is very attentive to the dogs needs makes sure to give them the stimulation they need. I will continue booking her for when I’m traveling

Availability updated 2 days ago
Sitter Profile Image: Keisha P.
Verified Enhanced Background Check
Sitter Profile Image: Keisha P.
Verified Enhanced Background Check

3. Keisha P.

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

We were very happy with the communication and attention to detail while watching bella. Not only did she take great care of our dog but also our house 🧡 we would definitely recommend her and use her in the future

Availability updated yesterday
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
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
90 reviews
23 repeat clients
Profile image

Rachel was wonderful! She kept us updated the whole time and our boy was so happy! She took him to the dog park every day and made sure she had a great time while we were gone. We’ll use her every time we can if she’s free!

Availability updated 16 days ago
Sitter Profile Image: Devany M.
Verified Enhanced Background Check
Sitter Profile Image: Devany M.
Verified Enhanced Background Check

5. Devany M.

Can’t wait to meet your pet!
Milwaukee, WI, 53205
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
34 reviews
11 repeat clients
Profile image

Devany was wonderful with Pepper! A great communicator and the pictures were fantastic! The house looked great and the plants bloomed under her care.

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

6. Emily S.

Star Sitter
Enjoy making pets happy and loved
West Allis, WI, 53227
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 4.9 stars
29 reviews
19 repeat clients
Profile image

Highly recommend Emily’s services!! She made our senior dog so comfortable during her 4 day in home pet sitting. We received daily updates & pictures, and we could tell how much our dog enjoyed spending time with her! It can be nerve wracking leaving a senior dog at home, but we were never worried about our dogs care and safety while we were gone and Emily was with him.

Availability updated today
Sitter Profile Image: Joanne & Becky J.
Verified Enhanced Background Check
Sitter Profile Image: Joanne & Becky J.
Verified Enhanced Background Check

7. Joanne & Becky J.

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

Great sitters for our two cats and anxious dog! Loved the updates and how comfortable our pets looked in their care! House was well cared for and in such good shape upon our return!

Availability updated today
Sitter Profile Image: Berenice B.
Verified Enhanced Background Check
Sitter Profile Image: Berenice B.
Verified Enhanced Background Check

8. Berenice B.

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

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

Availability updated today
Sitter Profile Image: Addoris D.
Verified Enhanced Background Check
Sitter Profile Image: Addoris D.
Verified Enhanced Background Check

9. Addoris D.

Queer Friendly & Energetic Sitter
Lower East Side, Milwaukee, WI, 53202
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$32
per night
5 out of 5.0 stars
7 reviews
1 repeat client
Profile image

Thanks for taking care of our dog and cat. They appeared well taken care of. The house was clean when we got home as well.

Availability updated 15 days ago
Sitter Profile Image: Adrienne N.
Verified Enhanced Background Check
Sitter Profile Image: Adrienne N.
Verified Enhanced Background Check

10. Adrienne N.

Star Sitter
WFH, med experience, and pet lover!
Lower East Side, Milwaukee, WI, 53214
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
45 reviews
7 repeat clients
Profile image

Adrienne was a wonderful sitter for my 3 miniature schnauzer pups! They absolutely loved her attentiveness and affinity for snuggles. She followed my instructions and was very detailed oriented and even combed their fur and brushed their teeth. We all agree that we will definitely book Adrienne again!

Availability updated 2 days ago
Sitter Profile Image: Lanaya O.
Verified Enhanced Background Check
Sitter Profile Image: Lanaya O.
Verified Enhanced Background Check

11. Lanaya O.

Animal lover here to help out
Yankee Hill, Milwaukee, WI, 53202
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
9 reviews
4 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 3 days ago
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check

12. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$64
per night
5 out of 5.0 stars
159 reviews
49 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 today
Sitter Profile Image: William L.
Verified Enhanced Background Check
Sitter Profile Image: William L.
Verified Enhanced Background Check

13. William L.

U.S. Secretary of Dogs
Merrill Park, Milwaukee, WI, 53208
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
9 reviews

I boarded my dog with Billy over Christmas so I could go home to visit my parents, and he took great care of my little Sweet Pea. Would definitely hire again!

Availability updated 3 days ago
Sitter Profile Image: Julia M.
Verified Enhanced Background Check
Sitter Profile Image: Julia M.
Verified Enhanced Background Check

14. Julia M.

Wags to Whiskers
Enderis Park, Milwaukee, WI, 53210
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
26 reviews
4 repeat clients
Profile image

Julia was amazing with our house full of critters!! She kept to their usual routine and took great care of our senior dog with special needs. I don’t think any of them missed us while we were gone! We will definitely use her for pet sitting again in the future!!

Availability updated yesterday
Sitter Profile Image: Jamila M.
Verified Background Check
Sitter Profile Image: Jamila M.
Verified Background Check

15. Jamila M.

Rover 101
Star Sitter
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$57
per night
5 out of 4.9 stars
81 reviews
24 repeat clients
Profile image

Jamila is a reliable, caring sitter. Our dogs looked happy cuddled up with her while we were out of town. She left our house in very good shape. We welcome her back into our home the next time we need an overnight sitter.

Availability updated 14 days ago
Sitter Profile Image: Kat K.
Verified Enhanced Background Check
Sitter Profile Image: Kat K.
Verified Enhanced Background Check

16. Kat K.

Ready to care for your fur babies!
Milwaukee, WI, 53208
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5 out of 5.0 stars
3 reviews
1 repeat client

Kat is super communicative, consistently sticks to our cat's routine, and gives her all the love and pats she deserves. They're one of our go-to pet sitters, from day trips to short-notice family emergencies. Hire them, you won't regret it! ❤️

Availability updated 20 days ago
Sitter Profile Image: Enrique A.
Verified Enhanced Background Check
Sitter Profile Image: Enrique A.
Verified Enhanced Background Check

17. Enrique A.

Professional Patter
Wauwatosa, WI, 53213
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
2 reviews

Enrique was absolutely incredible. He boarded my cats at his place for an extended stay, and they felt instantly so comfortable with him! He gave great updates with pictures and videos, was easy to reach, flexible, and asked great questions. I know my kitties got so much love and attention with Enrique, they looked like they had a blast! Enrique also stayed at my apartment before to watch my pets. He left everything as he found it - in fact, even cleaner! He always made sure to bring in the mail/packages/etc. I will be sure to reach out to him in the future with any pet/house care needs as I trust him completely! So easy to work with, friendly, professional, and respectful. 10/10 recommend.

Availability updated 13 days ago
Sitter Profile Image: Claire V.
Verified Enhanced Background Check
Sitter Profile Image: Claire V.
Verified Enhanced Background Check

18. Claire V.

Claire's Got your Pet care covered!
Milwaukee, WI, 53208
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
6 reviews
1 repeat client

Claire was wonderful with my dogs. I have two golden doodles and she sent me so many pictures and kept in touch as much as I wanted and very responsive.

Availability updated 2 days ago
Sitter Profile Image: Riley M.
Verified Background Check
Sitter Profile Image: Riley M.
Verified Background Check

19. Riley M.

Would love to care for your pets
Wauwatosa, WI, 53213
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

Riley was awesome with our dog. He is a high energy, reactive Jack Russell (so not the easiest guy to watch). She was super communicative and took our crazy little guy in stride. 100% recommend.

Availability updated 2 days ago
Sitter Profile Image: Molly O.
Verified Background Check
Sitter Profile Image: Molly O.
Verified Background Check

20. Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
46 reviews
16 repeat clients
Profile image

Molly did a great job watching our three bulldogs for a long weekend. She sent lots of pics and responded quickly any time I sent a question or note. Two of our girls have had some weird behaviors around meal time right before we left and she rolled with it with ease (and everyone ate all meals under her care). Definitely would hire her again!

Availability updated yesterday

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