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.

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Top rated Harbor View pet sitters

“Thank you Keusha!”


“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!”


“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.”


“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.”


“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.”


“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!”


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


“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!”


“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!”


“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!”


“Julia always takes great care of our two boys!”


“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.”


“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+++”


“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.”


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.

“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!”


“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 ❤️”


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!

“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!! :)”

Loving pet sitters in your neighborhood
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1. Keisha P.

“Thank you Keusha!”


2. Devon W.


“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!”


3. Berenice B.


“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.”


4. Jessica Z.

“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.”


5. Vilma C.

“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.”


6. Megan D.

“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!”


7. Lanaya O.

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


8. Maiah D.

“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!”


9. Angela R.

“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!”


10. Lisa W.

“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!”


11. Julia S.

“Julia always takes great care of our two boys!”


12. Valerie S.

“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.”


13. Emily R.


“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+++”


14. Avery P.

“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.”


15. Maci P.
“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.”


16. Megan & Richard S.


“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!”


17. Kayla R.

“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 ❤️”


18. Joanne & Becky J.
“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!”


19. Olivia D.


“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!! :)”


20. Katarina N.

“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.”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. 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
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Harbor View.
Rover makes it easy to find Harbor View pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
