Pet Sitting in Milwaukee

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Sitter Profile Image: Carole & Shannon C.
Verified Background Check
Sitter Profile Image: Carole & Shannon C.
Verified Background Check

1. Carole & Shannon C.

Star Sitter
east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
20 repeat clients
from
$20
per visit

Little Miss Oaks get so excited when Carole comes over and it just melts my heart! I’m so happy to have found someone who loves my little just as much as I do.

Calendar Recently Updated
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
5.0 out of 5 stars
98 reviews
33 repeat clients
from
$20
per visit

Jessica is reliable and responsive, and takes great care of my kitty. I will continue to ask her to take care of Rocco every time I go out of town. Thank you Jessica!

Calendar Recently Updated
Sitter Profile Image: Karsyn R.
Verified Enhanced Background Check
Sitter Profile Image: Karsyn R.
Verified Enhanced Background Check

3. Karsyn R.

Rover 101
Star Sitter
Dog Buddy & Reliable Care
Milwaukee, WI, 53207
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
157 reviews
53 repeat clients
from
$18
per visit

Karsyn was a great friend to Simba while we were away for a few hours! She was super responsive when we reached out for the initial visit and was very kind. Simba warmed up to her friendly personality right away, so we felt relieved when leaving him. Will definitely be using Karsyn again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Devon W.
Verified Background Check
Sitter Profile Image: Devon W.
Verified Background Check

4. Devon W.

Rover 101
Star Sitter
Lover of all creatures!
Milwaukee, WI, 53207
4.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
51 reviews
23 repeat clients
from
$15
per visit

Devon did a great job dropping in on our dogs while we were on vacation. They had very good communication, promptness, and even though our pups can be a handful Devon had no problem taking care of them.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check
Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check

5. Leandrea R.

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

Leandrea did a superb job with my kitty Sunny! I was anxious about leaving him due to him just having surgery a couple of days prior, but I was immediately put at ease with her quality of care! I would recommend her to anyone looking for care for their pet! I will definitely be booking for all my pet needs in the future! Thank you for being so wonderful!

Calendar Recently Updated
Sitter Profile Image: Emily V.
Verified Enhanced Background Check
Sitter Profile Image: Emily V.
Verified Enhanced Background Check

6. Emily V.

Star Sitter
Caring, active, & attentive sitter
Brewer's Hill, Milwaukee, WI, 53212
1.1 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
3 repeat clients
from
$14
per visit

Emily was wonderful during our drop in visit! She took Pickles for a walk and played with Brownie! We look forward to her next drop in visit and appreciate her help taking care of our little ones!

Calendar Recently Updated
Sitter Profile Image: Liz P.
Verified Enhanced Background Check
Sitter Profile Image: Liz P.
Verified Enhanced Background Check

7. Liz P.

Star Sitter
Pet Lover who works from home!
Riverwest, Milwaukee, WI, 53212
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
58 reviews
20 repeat clients
from
$18
per visit

Junior had a great time playing with Liz! Liz was also flexible when I asked to switch the time for a day. The feedback on how Junior was doing was also helpful!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Emily Z.
Verified Enhanced Background Check
Sitter Profile Image: Emily Z.
Verified Enhanced Background Check

8. Emily Z.

Star Sitter
Help me help you help your pet
Milwaukee, WI, 53211
2.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
19 repeat clients
from
$20
per visit

Emily was timely, easy to work with, trustworthy, friendly, and provides great updates.

Calendar Recently Updated
Sitter Profile Image: Elaine P.
Verified Enhanced Background Check
Sitter Profile Image: Elaine P.
Verified Enhanced Background Check

9. Elaine P.

☀️Experienced & loving pet owner
Milwaukee, WI, 53204
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
6 repeat clients
from
$16
per visit

As always, very dependable and my girls love her! Kaia and Pepper were well taken care of and I looked forward to reading the check in notes and seeing their pictures. I can appreciate the thoughtfulness and care Elaine provides. I will continue to use Elaine whenever she is available. 😊

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kennedy K.
Verified Enhanced Background Check
Sitter Profile Image: Kennedy K.
Verified Enhanced Background Check

10. Kennedy K.

Ready to be your pet’s assistant!
Milwaukee, WI, 53212
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
12 repeat clients
from
$20
per visit

Kennedy is a lovely human and a great sitter— very responsive, communicative, kind, and dependable. I’ve rebooked once and will plan to again :) Highly recommend!

Calendar Recently Updated
Sitter Profile Image: Becca S.
Verified Background Check
Sitter Profile Image: Becca S.
Verified Background Check

11. Becca S.

Rover 101
Walkies in Milwaukees!
Historic Third Ward, Milwaukee, WI, 53202
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
6 repeat clients
from
$20
per visit

Becca was amazing. I accidentally had a mix up with the time and address and she was SO accommodating. 10/10 recommend!!!

Calendar Recently Updated
Sitter Profile Image: Emily R.
Verified Enhanced Background Check
Sitter Profile Image: Emily R.
Verified Enhanced Background Check

12. 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
5.0 out of 5 stars
54 reviews
17 repeat clients
from
$25
per visit

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+++

Sitter Profile Image: Olivia G.
Verified Enhanced Background Check
Sitter Profile Image: Olivia G.
Verified Enhanced Background Check

13. Olivia G.

Star Sitter
I will love your pet like my own :)
Lower East Side, Milwaukee, WI, 53202
0.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
11 repeat clients
from
$18
per visit

Olivia is so amazing!! What a way to take the nerves away as this was our first time using rover. She was able to do everything we asked while we were gone. Thank you Olivia!

Calendar Recently Updated
Sitter Profile Image: Amanda & Cody T.
Verified Enhanced Background Check
Sitter Profile Image: Amanda & Cody T.
Verified Enhanced Background Check

14. Amanda & Cody T.

We love dogs! Come meet us!
Historic Third Ward, Milwaukee, WI, 53202
0.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
45 reviews
13 repeat clients
from
$20
per visit

Amazing. Honestly amazing!! Thank you🥰

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Hughes D.
Verified Enhanced Background Check
Sitter Profile Image: Hughes D.
Verified Enhanced Background Check

15. Hughes D.

Wildland Fire Fighter serving Dogs
Milwaukee, WI, 53212
1.5 mi. away
Drop-In Visits, Dog Walking
2 reviews
1 repeat client
from
$28
per visit

Wow! There aren’t enough words to say how amazing Hughes is! He helped us during such a tough time with our big 60 pound Collie, Maggie, with a hurt leg - even carrying her up and down the stairs (from the 2nd floor) with ease and so much care Maggie didn’t even mind at all. He was so gentle and kind with her and a great listener (and good advice) given her current challenging medical situation! I would highly recommend Hughes without a doubt - we already booked him to come back a bunch of times!

Sitter Profile Image: Natalie W.
Verified Enhanced Background Check
Sitter Profile Image: Natalie W.
Verified Enhanced Background Check

16. Natalie W.

Friendly Petsitter in Milwaukee!
Walker's Point, Milwaukee, WI, 53204
1.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
5 repeat clients
from
$18
per visit

About: I have experience taking care of and training puppies to seniors. I have a dog and two cats of my own and grew up around a lot of animals. I can’t wait to meet your pet! I am currently work from home Tuesday through Thursday. I am available during the day as long as I have notice. I am home most nights and during the weekend. Care for the pet in the clients home is preferred.Making sure your pet is safe is my top priority. Please share any additional information that is important to know about your pet!

Calendar Recently Updated
Sitter Profile Image: Anna L.
Verified Background Check
Sitter Profile Image: Anna L.
Verified Background Check

17. Anna L.

Seeking furry friends!
Historic Third Ward, Milwaukee, WI, 53202
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$25
per visit

She helped me with a last minute drop-in. She was really friendly and helpful! I’ll definitely rebook with Anna in the future!

Calendar Recently Updated
Sitter Profile Image: Stephanie T.
Verified Enhanced Background Check
Sitter Profile Image: Stephanie T.
Verified Enhanced Background Check

18. Stephanie T.

Star Sitter
Loving your pets as family
Juneau Town, Milwaukee, WI, 53202
0.6 mi. away
Drop-In Visits
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$14
per visit

I am a notoriously anxious pet owner, and Stephanie looked after my two cats while I was away for the weekend, and I was never worried about them! She stopped by twice per day to feed them and scoop the litter boxes. She also played with them and sent lots of photos! I would definitely recommend Stephanie!

Calendar Recently Updated
Sitter Profile Image: Valene S.
Verified Enhanced Background Check
Sitter Profile Image: Valene S.
Verified Enhanced Background Check

19. Valene S.

Let me walk your doggos ❤️
Milwaukee, WI, 53202
0.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$13
per visit

Valarie is an amazing care giver to both my Dogs and Birds. She is also an amazing chef who works for me. she is a take charge type of person and I have her in a leadership role. She would be an amazing care giver to pets. very trustworthy and reliable.

Calendar Recently Updated
Sitter Profile Image: Molly S.
Verified Enhanced Background Check
Sitter Profile Image: Molly S.
Verified Enhanced Background Check

20. Molly S.

Smiles at every single dog I see
Kilbourn Town, Milwaukee, WI, 53203
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$14
per visit

We have two large dogs and Molly is so incredible with them! They are taken on walks, played with and well taken care of when Molly is watching them. Leaving your pets while you are away can be nerve racking but I always am able to relax knowing they are in Molly’s care. I would highly recommend her to anyone looking for care for their pets!

Search Map

Milwaukee Pet Sitting & Drop Ins ratings

Overall Rating:
5.0 out of 5 stars

Pet sitters in Milwaukee are rated on average 5 out of 5 stars based on 1,424 reviews.

Check out the Pet Sitting & Drop Ins in your neighborhood:

Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services in Milwaukee:


Rover.com is the simple, savvy way to find and book Gra-Ram, Milwaukee house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Gra-Ram on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes the Rover Guarantee, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Gra-Ram, Milwaukee, WI house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

Drop-In Visits