Pet Sitting & Drop Ins in Harbor View, Milwaukee

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Harbor View pet sitters

1 / 1
Sitter Profile Image: Keisha P.
Verified Enhanced Background Check
Keisha P.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
16 reviews
10 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

Thank you Keusha!

Profile image
Jude A.
Sitter Profile Image: Devon W.
Verified Background Check
Devon W.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
98 reviews
41 repeat clients
20 years of experience
Fernwood, Milwaukee, WI, 53207

Dev is fantastic! They are great with our dog, responsive when we have questions or we need to change our schedule, and great about sharing pictures and updates! Highly recommended!

Profile image
Hayder J.
Sitter Profile Image: Berenice B.
Verified Enhanced Background Check
Berenice B.
Star Sitter
from
$20
per visit
5 out of 4.9 stars
168 reviews
77 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

Berenice was consistent and kept my cats from guessing at what time they will eat and get some cuddles. I appreciate this because they do not like change. She communicated via Rover only which was a bit hard because of where we were so next time I will insist on getting texts instead if possible. She was also very responsive when I asked her to do something.

Profile image
Vanessa N.
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
Jessica Z.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
159 reviews
49 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

Jessica took such good care of my cat. She gave me updates each time and took photos. I am happy to have Jessica care for my cat and would book with her again.

Profile image
Diane H.
Sitter Profile Image: Vilma C.
Verified Enhanced Background Check
Vilma C.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
40 reviews
11 repeat clients
4 years of experience
Walker's Point, Milwaukee, WI, 53204

Vilma was great with communication and was so kind! She sent multiple pictures a day and daily updates of how my boys were doing. I will definitely be keeping her in mind with future travels.

Profile image
Jenica W.
Sitter Profile Image: Megan D.
Verified Enhanced Background Check
Megan D.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
31 reviews
10 repeat clients
11 years of experience
Milwaukee, WI, 53204

Finley loves his time with Megan and the fun adventures they take on their walks together ◡̈ Megan is amazing at communicating and has been our #1 ever since she first met Fin. Thanks for all the helps always!

Profile image
Lyndsey B.
Sitter Profile Image: Lanaya O.
Verified Enhanced Background Check
Lanaya O.
from
$20
per visit
5 out of 5.0 stars
9 reviews
4 repeat clients
15 years of experience
Yankee Hill, Milwaukee, WI, 53202

Very helpful and communicates well. My dog loved Lanaya and she always took the best pictures each visit.

Profile image
Emily J.
Sitter Profile Image: Maiah D.
Verified Enhanced Background Check
Maiah D.
from
$15
per visit
5 out of 5.0 stars
9 reviews
2 repeat clients
16 years of experience
Juneau Town, Milwaukee, WI, 53963

Maiah helped me out on short notice and watched my cat, Patches. She did a wonderful job making sure she was taken care of while I was gone, and I look forward to scheduling with her again the next time I’m traveling. Thank you Maiah!

Profile image
Benjamin C.
Sitter Profile Image: Angela R.
Verified Enhanced Background Check
Angela R.
Star Sitter
from
$16
per visit
5 out of 5.0 stars
50 reviews
10 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

Angela was great with communication and keeping me up to date with everything! This was my first time using Rover and I was very pleased overall!

Profile image
Jenica W.
Sitter Profile Image: Lisa W.
Verified Enhanced Background Check
Lisa W.
Star Sitter
from
$15
per visit
5 out of 4.9 stars
169 reviews
52 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa gave me such peace of mind while I traveled. My elderly dog (with 5 different medications!) looked healthy and happy when I returned. Lisa also took great care of my two cats, sending great pictures after each visit. Each time I texted, Lisa would promptly text back and she handled my anxiety like a pro ;) I’d love for Lisa to come back the next time I need pet care!

Profile image
Jean V.
Sitter Profile Image: Julia S.
Verified Background Check
Julia S.
from
$20
per visit
5 out of 5.0 stars
16 reviews
6 repeat clients
8 years of experience
Historic Third Ward, Milwaukee, WI, 53202

Julia always takes great care of our two boys!

Profile image
Robert W.
Sitter Profile Image: Valerie S.
Verified Enhanced Background Check
Valerie S.
Star Sitter
from
$21
per visit
5 out of 5.0 stars
45 reviews
13 repeat clients
11 years of experience
Milwaukee, WI, 53202

Val took great care of my two cats while I was away. She sent tons of pics and even went above and beyond and took trash out! Would definitely book again.

Profile image
Rebecca R.
Sitter Profile Image: Emily R.
Verified Enhanced Background Check
Emily R.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
79 reviews
21 repeat clients
20 years of experience
Milwaukee, WI, 53204

Emily took great care of my three kitties while I was gone. She was wonderful at communicating and following the instructions I left. The litter area is clean and she watered my plants! I highly recommend her for your pet care. A+++

Profile image
Virginia I.
Sitter Profile Image: Avery P.
Verified Enhanced Background Check
Avery P.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
31 reviews
7 repeat clients
10 years of experience
Historic Third Ward, Milwaukee, WI, 53202

Avery was great. We appreciated her meeting our pup before she started with her visits. She left great notes and photos. We’ll definitely have her back again.

Profile image
Nicole S.
Sitter Profile Image: Maci P.
Verified Enhanced Background Check
Maci P.
from
$25
per visit
5 out of 5.0 stars
3 reviews
3 repeat clients
15 years of experience
Milwaukee, WI, 53203

About: I have had animals all my life and feel a real connection to them. My dog Kyra is my soul dog. I've had her since college and she's the best dog I could ever imagine owning. She is a 60 lb lab dog who has to be attached to my hip at all times, which I am perfectly okay with. I grew up having cats, but my husband is allergic so I would love to get some cat quality time in by taking care of yours :) I love being outside so taking your dogs on long walks would be an honor. I promise to make them feel loved in the little time I may get to spend with them. My dog can play pretty hard so I am a bit weary of watching smaller dogs around her, so I will leave it up to your discretion. She did become best friends with a small weenie dog (who thought he was much bigger), so it really just depends on your dog's personality. I would suggest meet and greets before hand for these situations :) Due to Kyra's high energy and the fact that I live in an apartment, we do go outside many times throughout the day as weather permits, and even go to the dog park whenever possible, so your dog is sure to have lots of outside time.

Sitter Profile Image: Megan & Richard S.
Verified Enhanced Background Check
Megan & Richard S.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
20 reviews
7 repeat clients
20 years of experience
Historic Third Ward, Milwaukee, WI, 53202

I really appreciate Megan and Richard for watching my dog Clover this week! The photo’s they upload to the website, along with the super fast response time really took stress off while traveling. I’d absolutely recommend!

Profile image
Matthew T.
Sitter Profile Image: Kayla R.
Verified Enhanced Background Check
Kayla R.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
114 reviews
33 repeat clients
8 years of experience
Bay View, Milwaukee, WI, 53207

We went out of town for a week and Kayla took care of our cats while we were gone. I can’t say enough good things about Kayla - she was helpful, communicative, friendly, and she took wonderful care of our kitties! We would love to have her back during a future trip ❤️

Profile image
Samantha D.
Sitter Profile Image: Joanne & Becky J.
Verified Enhanced Background Check
Joanne & Becky J.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
9 reviews
2 repeat clients
20 years of experience
Milwaukee, WI, 53203

About: We have a combined 20 years of experience owning and caring for pets. We have experience providing all types of care: check-ins, house-stays, feedings, walks, and play time for our neighbors and friends. We have house sat while watching as many as 4 pets (2 dogs and 2 cats) at a time. We have experience providing specialized care too including administering medication in the form of pills and insulin shots. We both have flexibility with our jobs to be able to take breaks to either make drop in visits or work remotely from other locations throughout the week. While we do not offer boarding services, we are happy to care for your pet(s) in your home and adapt our care to your preferences. We will love your pets as our own!

Sitter Profile Image: Olivia D.
Verified Background Check
Olivia D.
from
$18
per visit
5 out of 4.8 stars
16 reviews
9 repeat clients
5 years of experience
Harbor View, Milwaukee, WI, 53204

She was very good with communicating with me regarding how the visit was going and sent lots of pictures. She was very nice and followed all of the directions that I provided. Will be booking with her again!! :)

Profile image
Vanessa B.
Sitter Profile Image: Katarina N.
Verified Background Check
Katarina N.
from
$15
per visit
5 out of 4.7 stars
11 reviews
9 repeat clients
10 years of experience
Walker's Point, Milwaukee, WI, 53204

Kat was great! She took the time to get to know Lily. She was punctual, great communication, and she sent pictures. I would use her again for sure.

Profile image
Liz C.
1 / 1
View more sitters

Loving pet sitters in your neighborhood

Search Results

Sitter Profile Image: Keisha P.
Verified Enhanced Background Check
Sitter Profile Image: Keisha P.
Verified Enhanced Background Check

1. Keisha P.

Star Sitter
Your Furbabies will Love Me
Clarke Square, Milwaukee, WI, 53204
1.9 mi. away
House Sitting, Drop-In Visits
from
$18
per visit
5 out of 5.0 stars
16 reviews
10 repeat clients
Profile image

Thank you Keusha!

Availability updated yesterday
Sitter Profile Image: Devon W.
Verified Background Check
Sitter Profile Image: Devon W.
Verified Background Check

2. Devon W.

Rover 101
Star Sitter
Lover of all creatures!
Fernwood, Milwaukee, WI, 53207
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
98 reviews
41 repeat clients
Profile image

Dev is fantastic! They are great with our dog, responsive when we have questions or we need to change our schedule, and great about sharing pictures and updates! Highly recommended!

Availability updated 5 days ago
Sitter Profile Image: Berenice B.
Verified Enhanced Background Check
Sitter Profile Image: Berenice B.
Verified Enhanced Background Check

3. Berenice B.

Rover 101
Star Sitter
I walk to keep their tails waggin’
Bay View, Milwaukee, WI, 53207
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 4.9 stars
168 reviews
77 repeat clients
Profile image

Berenice was consistent and kept my cats from guessing at what time they will eat and get some cuddles. I appreciate this because they do not like change. She communicated via Rover only which was a bit hard because of where we were so next time I will insist on getting texts instead if possible. She was also very responsive when I asked her to do something.

Availability updated today
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check

4. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
159 reviews
49 repeat clients
Profile image

Jessica took such good care of my cat. She gave me updates each time and took photos. I am happy to have Jessica care for my cat and would book with her again.

Availability updated today
Sitter Profile Image: Vilma C.
Verified Enhanced Background Check
Sitter Profile Image: Vilma C.
Verified Enhanced Background Check

5. Vilma C.

Star Sitter
Looking forward to meeting your pet
Walker's Point, Milwaukee, WI, 53204
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
40 reviews
11 repeat clients
Profile image

Vilma was great with communication and was so kind! She sent multiple pictures a day and daily updates of how my boys were doing. I will definitely be keeping her in mind with future travels.

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

6. Megan D.

Star Sitter
Please pick me!
Milwaukee, WI, 53204
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
31 reviews
10 repeat clients
Profile image

Finley loves his time with Megan and the fun adventures they take on their walks together ◡̈ Megan is amazing at communicating and has been our #1 ever since she first met Fin. Thanks for all the helps always!

Availability updated yesterday
Sitter Profile Image: Lanaya O.
Verified Enhanced Background Check
Sitter Profile Image: Lanaya O.
Verified Enhanced Background Check

7. Lanaya O.

Animal lover here to help out
Yankee Hill, Milwaukee, WI, 53202
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
9 reviews
4 repeat clients
Profile image

Very helpful and communicates well. My dog loved Lanaya and she always took the best pictures each visit.

Availability updated 3 days ago
Sitter Profile Image: Maiah D.
Verified Enhanced Background Check
Sitter Profile Image: Maiah D.
Verified Enhanced Background Check

8. Maiah D.

Let me be your pet’s 2nd bestie!
Juneau Town, Milwaukee, WI, 53963
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
9 reviews
2 repeat clients
Profile image

Maiah helped me out on short notice and watched my cat, Patches. She did a wonderful job making sure she was taken care of while I was gone, and I look forward to scheduling with her again the next time I’m traveling. Thank you Maiah!

Availability updated today
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Angela R.
Verified Enhanced Background Check
Sitter Profile Image: Angela R.
Verified Enhanced Background Check

9. Angela R.

Star Sitter
Give me all the cat snuggles!
Bay View, Milwaukee, WI, 53207
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
5 out of 5.0 stars
50 reviews
10 repeat clients
Profile image

Angela was great with communication and keeping me up to date with everything! This was my first time using Rover and I was very pleased overall!

Availability updated 20 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Lisa W.
Verified Enhanced Background Check
Sitter Profile Image: Lisa W.
Verified Enhanced Background Check

10. Lisa W.

Star Sitter
Here to be kind to your pets!
Bay View, MILWAUKEE, WI, 53207
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 4.9 stars
169 reviews
52 repeat clients
Profile image

Lisa gave me such peace of mind while I traveled. My elderly dog (with 5 different medications!) looked healthy and happy when I returned. Lisa also took great care of my two cats, sending great pictures after each visit. Each time I texted, Lisa would promptly text back and she handled my anxiety like a pro ;) I’d love for Lisa to come back the next time I need pet care!

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

11. Julia S.

Forget the furbo, I’ve got you 😎
Historic Third Ward, Milwaukee, WI, 53202
0.8 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
16 reviews
6 repeat clients
Profile image

Julia always takes great care of our two boys!

Availability updated 8 days ago
Sitter Profile Image: Valerie S.
Verified Enhanced Background Check
Sitter Profile Image: Valerie S.
Verified Enhanced Background Check

12. Valerie S.

Star Sitter
Let me walk your doggos ❤️
Milwaukee, WI, 53202
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$21
per visit
5 out of 5.0 stars
45 reviews
13 repeat clients
Profile image

Val took great care of my two cats while I was away. She sent tons of pics and even went above and beyond and took trash out! Would definitely book again.

Availability updated 5 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Emily R.
Verified Enhanced Background Check
Sitter Profile Image: Emily R.
Verified Enhanced Background Check

13. Emily R.

Rover 101
Star Sitter
Pawsitively excellent pet sitter!
Milwaukee, WI, 53204
0.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 5.0 stars
79 reviews
21 repeat clients
Profile image

Emily took great care of my three kitties while I was gone. She was wonderful at communicating and following the instructions I left. The litter area is clean and she watered my plants! I highly recommend her for your pet care. A+++

Availability updated today
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Avery P.
Verified Enhanced Background Check
Sitter Profile Image: Avery P.
Verified Enhanced Background Check

14. Avery P.

Star Sitter
Dog-loving Third Ward resident
Historic Third Ward, Milwaukee, WI, 53202
0.8 mi. away
Drop-In Visits
from
$20
per visit
5 out of 5.0 stars
31 reviews
7 repeat clients
Profile image

Avery was great. We appreciated her meeting our pup before she started with her visits. She left great notes and photos. We’ll definitely have her back again.

Availability updated 5 days ago
Sitter Profile Image: Maci P.
Verified Enhanced Background Check
Sitter Profile Image: Maci P.
Verified Enhanced Background Check

15. Maci P.

Dog-person through & through!
Milwaukee, WI, 53203
1.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 5.0 stars
3 reviews
3 repeat clients

Maci is a loving and caring friend that everyone needs in life. By spending just a minute with her, you'll easily be able to see the kind of person she is. If you want your dog cared for by a genuine and compassionate person (for humans and dogs), hands down she's the best option.

Availability updated 18 days ago
Sitter Profile Image: Megan & Richard S.
Verified Enhanced Background Check
Sitter Profile Image: Megan & Richard S.
Verified Enhanced Background Check

16. Megan & Richard S.

Rover 101
Star Sitter
Stay at Home Dog Mom
Historic Third Ward, Milwaukee, WI, 53202
0.7 mi. away
Boarding, House Sitting, Drop-In Visits
from
$25
per visit
5 out of 5.0 stars
20 reviews
7 repeat clients
Profile image

I really appreciate Megan and Richard for watching my dog Clover this week! The photo’s they upload to the website, along with the super fast response time really took stress off while traveling. I’d absolutely recommend!

Availability updated yesterday
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Kayla R.
Verified Enhanced Background Check
Sitter Profile Image: Kayla R.
Verified Enhanced Background Check

17. Kayla R.

Star Sitter
Experienced dog mom & animal lover!
Bay View, Milwaukee, WI, 53207
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
114 reviews
33 repeat clients
Profile image

We went out of town for a week and Kayla took care of our cats while we were gone. I can’t say enough good things about Kayla - she was helpful, communicative, friendly, and she took wonderful care of our kitties! We would love to have her back during a future trip ❤️

Availability updated 8 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Joanne & Becky J.
Verified Enhanced Background Check
Sitter Profile Image: Joanne & Becky J.
Verified Enhanced Background Check

18. Joanne & Becky J.

Star Sitter
Wannabe Fur Moms - For Our Fur Fund
Milwaukee, WI, 53203
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
9 reviews
2 repeat clients

Joanne and Becky are the best dog sitters out there! My dog Zoey has a lot of anxiety and is typically nervous around new people. Zoey warmed up to them both right away and immediately felt comfortable. They are diligent about making sure they know the pet’s needs. I have a limited circle of people I trust with my dog. Joanne and Becky are at the top of my list!

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

19. Olivia D.

Rover 101
Experienced and Caring Sitter!
Harbor View, Milwaukee, WI, 53204
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5 out of 4.8 stars
16 reviews
9 repeat clients
Profile image

She was very good with communicating with me regarding how the visit was going and sent lots of pictures. She was very nice and followed all of the directions that I provided. Will be booking with her again!! :)

Availability updated 7 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Katarina N.
Verified Background Check
Sitter Profile Image: Katarina N.
Verified Background Check

20. Katarina N.

The best care for your best friend
Walker's Point, Milwaukee, WI, 53204
0.2 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 4.7 stars
11 reviews
9 repeat clients
Profile image

Kat was great! She took the time to get to know Lily. She was punctual, great communication, and she sent pictures. I would use her again for sure.

Availability updated 17 days ago
Confirmed availability for Juneteenth Weekend

How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a 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 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 pet 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.

Pet Sitting FAQs

Frequently asked questions about Rover

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge