Pet Sitting & Drop Ins in Tippecanoe, Milwaukee

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

Search

RoverProtect

Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more

Loving pet sitters in your neighborhood

Search Results

Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check
Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check

1. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5.0 out of 5 stars
129 reviews
44 repeat clients
Profile image

Leandra did an amazing job with my dog while I was out of town, came home to a very happy pup. Very timely with updates and made sure to take lots of pictures, highly recommend!

Availability updated today
Sitter Profile Image: Karsyn R.
Verified Enhanced Background Check
Sitter Profile Image: Karsyn R.
Verified Enhanced Background Check

2. Karsyn R.

Rover 101
Star Sitter
Dog Buddy & Reliable Care
Bay View, Milwaukee, WI, 53207
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
207 reviews
62 repeat clients
Profile image

Great communication and takes good care of our dog during drop-ins. Follows instructions for taking our dog out, and engages with our dog for fun playtime and training during the visit.

Availability updated 6 days ago
Sitter Profile Image: Rebecca S.
Verified Enhanced Background Check
Sitter Profile Image: Rebecca S.
Verified Enhanced Background Check

3. Rebecca S.

Star Sitter
Trainer w/ lrg fenced in yard
Town Of Lake, Milwaukee, WI, 53207
0.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
53 reviews
14 repeat clients

Becky provided exceptional care for my cat, Peanut, while I was away. She went above and beyond by not only feeding and cleaning the litter box, but also collecting my mail and playing with my cat. I was impressed with her attention to detail and the level of care she showed towards my cat. I definitely recommend giving her a chance.

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

4. Courtney B.

Now serving snuggles and walks!
Saint Francis, WI, 53235
0.8 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
10 reviews
Profile image

Courtney did a wonderful job with my very people selective senior dog. She was wonderful at the meet and greet, and I had zero concerns about her interacting with Miley. I will definitely have Courtney walk Miley again!

Availability updated today
Sitter Profile Image: Jessica H.
Verified Background Check
Sitter Profile Image: Jessica H.
Verified Background Check

5. Jessica H.

Star Sitter
The best care in Bay View!
Bay View, Milwaukee, WI, 53207
1.2 mi. away
House Sitting, Drop-In Visits
from
$20
per visit
5.0 out of 5 stars
58 reviews
16 repeat clients
Profile image

Jess took fantastic care of our kitties while we were away! Her communication was excellent, she asked wonderful questions in order to take the best care of our girls, and she was so kind & patient with our cats. She really impressed us with her initiative and her calm demeanor. We will happily ask her to cat-sit for us for our next vacation!!

Availability updated 11 days ago
Sitter Profile Image: Berenice B.
Verified Enhanced Background Check
Sitter Profile Image: Berenice B.
Verified Enhanced Background Check

6. Berenice B.

Rover 101
I walk to keep their tails waggin’
Bay View, Milwaukee, WI, 53207
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
88 reviews
39 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 3 days ago
Sitter Profile Image: Alexy & Dylan G.
Verified Enhanced Background Check
Sitter Profile Image: Alexy & Dylan G.
Verified Enhanced Background Check

7. Alexy & Dylan G.

Star Sitter
Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
42 reviews
15 repeat clients
Profile image

My cats, particularly Simba was very happy with Alexy and Dylan. I appreciate all the pictures they sent, and how they communicated. We had a little communication trouble at the beginning but it was all solved right away. Leaving instructions I believe helped as they have several clients. They were always on time and did what I asked for. The box, the dishes, and everything was perfect when we arrived. We would book Alexy and Dylan again.

Availability updated 9 days ago
Sitter Profile Image: Reilly R.
Verified Enhanced Background Check
Sitter Profile Image: Reilly R.
Verified Enhanced Background Check

8. Reilly R.

A dog’s home away from home
Bay View, milwaukee, WI, 53207
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
26 reviews
8 repeat clients
Profile image

Reilly did an amazing job watching our cat Marvin while we were out of the country. She was very responsive, and sent frequent updates and photos/videos during her visits. It was really great not having to worry about Marvin while we were gone, knowing he was in good hands with Reilly! I'd highly recommend Reilly to anyone here on Rover!

Availability updated 6 days ago
Sitter Profile Image: Markita H.
Verified Background Check
Sitter Profile Image: Markita H.
Verified Background Check

9. Markita H.

Star Sitter
Friendly/Compassionate/Responsible
Saint Francis, WI, 53235
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5.0 out of 5 stars
82 reviews
6 repeat clients
Profile image

Markita was excellent-gave lots of great care and attention to my cats and great communication. I appreciate that she makes sure to know your exact communication and update preferences since many owners may differ on the level of detail and specificity of updates on the visits. I definitely will be a repeat customer!

Availability updated 6 days ago
Sitter Profile Image: Stephanie L.
Verified Enhanced Background Check
Sitter Profile Image: Stephanie L.
Verified Enhanced Background Check

10. Stephanie L.

Available evenings and weekends!
Saveland Park, Milwaukee, WI, 53207
0.6 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
5 reviews
Profile image

Stephanie was excellent feeding my furry friends over labor day weekend. Very good communication and pictures. She not only fed them, but also tried to play with them. Would definitely recommend and use again!!

Availability updated 3 days ago
Sitter Profile Image: Edgar O.
Verified Enhanced Background Check
Sitter Profile Image: Edgar O.
Verified Enhanced Background Check

11. Edgar O.

Teacher by day, dog walker by night
Milwaukee, WI, 53207
1.7 mi. away
Drop-In Visits, Dog Walking
from
$14
per visit
5.0 out of 5 stars
5 reviews
1 repeat client

Edgar has cared for his own dog for the past 5 years, training it from a pup. He also frequently watches my dog when I need to go out of town and I trust him wholeheartedly. He pays attention to other dogs like theyre his own, respecting other owners boundaries and rules!

Availability updated 4 days ago
Sitter Profile Image: Hannah Z.
Verified Enhanced Background Check
Sitter Profile Image: Hannah Z.
Verified Enhanced Background Check

12. Hannah Z.

Tell your pet I said hi
St. Francis, WI, 53235
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$10
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
Profile image

Hannah was and continues to be great with my puppy Ivy!! She has been instrumental in getting Ivy adjusted to her new life with us and getting her on a schedule when we’re at work. We plan on continuing to use Hannah for as long as she’ll let us! Thanks Hannah!! 😊

Availability updated 2 days ago
Sitter Profile Image: Lilyia S.
Verified Enhanced Background Check
Sitter Profile Image: Lilyia S.
Verified Enhanced Background Check

13. Lilyia S.

Kind and Respectful Dog Walker
Bay View, Milwaukee, WI, 53207
1.3 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
Profile image

Great rover! Showed up on time and left detailed report cards!

Availability updated today
Sitter Profile Image: Kim S.
Verified Background Check
Sitter Profile Image: Kim S.
Verified Background Check

14. Kim S.

Star Sitter
Tons of pet experience and love
Town Of Lake, Milwaukee, WI, 53207
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
35 reviews
12 repeat clients
Profile image

Kim was fantastic. Our cat is known to hide from strangers and previous cat sitters have gone a whole week without finding her but Kim looked for her everyday. We received pictures of our cat everyday and by day three Kim was able to pet her and feed her treats by hand, a huge thing with our cat!!!! We would definitely use Kim again.

Availability updated 6 days ago
Sitter Profile Image: Danielle F.
Verified Enhanced Background Check
Sitter Profile Image: Danielle F.
Verified Enhanced Background Check

15. Danielle F.

Dog lover with two dog-loving dogs
Saint Francis, WI, 53235
0.7 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
6 reviews
6 repeat clients
Profile image

Danielle has taken care of my pup several times now and always does a great job!

Availability updated 7 months ago
Sitter Profile Image: Jessica B.
Verified Background Check
Sitter Profile Image: Jessica B.
Verified Background Check

16. Jessica B.

Will walk the extra mile
Bay View, Milwaukee, WI, 53207
1.4 mi. away
Boarding, House Sitting, Drop-In Visits
from
$18
per visit
5.0 out of 5 stars
23 reviews
7 repeat clients
Profile image

Jessica was great. My dog appeared to really take to her. She even went far above what she had to do. She kept a good eye on his overall well being too. I will plan to use her again for any of my future trips.

Availability updated 6 days ago
Sitter Profile Image: Crystal R.
Verified Background Check
Sitter Profile Image: Crystal R.
Verified Background Check

17. Crystal R.

WFH fenced in yard. Come over! :)
Bay View, Milwaukee, WI, 53207
0.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5.0 out of 5 stars
33 reviews
12 repeat clients
Profile image

Crystal is the most professional and attentive sitter I’ve ever had! She can handle all special needs and routines. She really cares and goes above and beyond. I also appreciated the detailed updates- absolutely recommend!

Availability updated 66 days ago
Sitter Profile Image: Blythe R.
Verified Background Check
Sitter Profile Image: Blythe R.
Verified Background Check

18. Blythe R.

Star Sitter
Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$35
per visit
5.0 out of 5 stars
150 reviews
64 repeat clients
Profile image

My dog has separation anxiety and can be a handful, so I’m so thankful when Blythe can stop in and check on her and give her some happy time 😍 plus I know she’s well cared for. Thank you!

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

19. Briceida P.

Pawsitively Perfect for your pet
Milwaukee, WI, 53207
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 reviews

Briceida was so helpful with my two dogs when I go out of town. I have to go out of town pretty regularly for work and on the weekends and she was always willing to work around my always changing schedule. She was always in time, and sent cute pictures of my doggos when she was walking them. It was so reassuring!! She will always be my first call when I need a dog sitter.

Availability updated 33 days ago
Sitter Profile Image: Amber B.
Verified Enhanced Background Check
Sitter Profile Image: Amber B.
Verified Enhanced Background Check

20. Amber B.

Cat mom who loves all animals
Saveland Park, Milwaukee, WI, 53207
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$25
per visit
5.0 out of 5 stars
4 reviews
1 repeat client

Amber is an amazing pet sitter. She often watches our cats and is really great at providing constant updates and photos. She is really quick to respond if you have a question or want an update. Amber plays with our cats, follows feeding feeding instructions, and keeps litter boxes clean. We never have to worry about our cats when amber is watching them. She is very responsible and loves animals.

Availability updated 12 days ago

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

Find a loving pet sitter to watch your pet overnight at their home.
Add dates for the most accurate results
Search now