Pet Sitting & Drop Ins in Haymarket, 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

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
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
46 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.

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
0.9 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 did a great job! I would definitely book her again. First, it was so easy to coordinate with her. Next she kept me up to date with what was going on with Lucy during the check-ins. My girl was happy and well taken care of.

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

3. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
106 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!

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

4. Karsyn R.

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

Karsyn was quick to respond to my last minute request and did a perfect job looking after Ozzie while we were away. Looking forward to working with Karsyn again in the future. Thank you!

Sitter Profile Image: Emily Z.
Verified Enhanced Background Check
Sitter Profile Image: Emily Z.
Verified Enhanced Background Check

5. Emily Z.

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

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

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
0.4 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
19 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!

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

7. Olivia G.

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

Olivia is a great cat sitter, she takes great pictures and communicates how each check in goes. It’s a relief when out of town knowing your pet is being care of properly! Would recommend and will request her again for our next vacation, thank you Olivia!

Sitter Profile Image: Becca S.
Verified Background Check
Sitter Profile Image: Becca S.
Verified Background Check

8. Becca S.

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

Becca did great and she was fun to chat with! Would recommend!

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

9. Hannah R.

Star Sitter
Lover of furry friends!
Riverwest, Milwaukee, WI, 53212
2.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
82 reviews
19 repeat clients
from
$20
per visit

Hannah was amazing and very flexible! She was very courteous, prompt and caring heart for the fur butts! I plan on using her in the future!!

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

10. Liz P.

Star Sitter
Pet Lover who works from home!
Riverwest, Milwaukee, WI, 53212
2.4 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!

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

11. Emily R.

Rover 101
Star Sitter
Pawsitively excellent pet sitter!
Milwaukee, WI, 53204
2.0 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: Kennedy K.
Verified Enhanced Background Check
Sitter Profile Image: Kennedy K.
Verified Enhanced Background Check

12. Kennedy K.

Ready to be your pet’s assistant!
Milwaukee, WI, 53212
0.9 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!

Sitter Profile Image: Gabby E.
Verified Enhanced Background Check
Sitter Profile Image: Gabby E.
Verified Enhanced Background Check

13. Gabby E.

Full-time Animal Lover
Riverwest, Milwaukee, WI, 53212
0.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
42 reviews
12 repeat clients
from
$16
per visit

Gabby has taken care of multiple pets throughout her life. This includes family pets she has cared for over the span of years, and dog sitting ranging from a couple days to a few weeks. She cares deeply about animals and is dedicated to ensuring not only the animals safety but their happiness and comfort as well. She is a responsible, caring, and dependable person.

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
1.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
44 reviews
12 repeat clients
from
$20
per visit

Amazing. Honestly amazing!! Thank you🥰

Sitter Profile Image: Alex M.
Verified Enhanced Background Check
Sitter Profile Image: Alex M.
Verified Enhanced Background Check

15. Alex M.

Rover 101
Every dog deserves a good walk!:)
Lower East Side, Milwaukee, WI, 53202
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
14 repeat clients
from
$25
per visit

Alex did a great job keeping me updated and sending photos! Will book again

Sitter Profile Image: Anna L.
Verified Background Check
Sitter Profile Image: Anna L.
Verified Background Check

16. Anna L.

Seeking furry friends!
Historic Third Ward, Milwaukee, WI, 53202
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 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!

Sitter Profile Image: Jahaira C.
Verified Enhanced Background Check
Sitter Profile Image: Jahaira C.
Verified Enhanced Background Check

17. Jahaira C.

Cat, Dog, and Small pet lover!!
Avenues West, Milwaukee, WI, 53233
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$18
per visit

Jahaira is super on top of everything and makes travel easy - so glad to have found her! She has watched our guinea pigs multiple times and goes above and beyond to make sure they are happy & healthy. Would highly recommend to anyone who wants to rest assured that their pets are in caring hands.

Sitter Profile Image: Stephanie B.
Verified Enhanced Background Check
Sitter Profile Image: Stephanie B.
Verified Enhanced Background Check

18. Stephanie B.

Animal Enthusiast
Kilbourn Town, Milwaukee, WI, 53205
0.4 mi. away
Drop-In Visits, Dog Walking
3 years of experience
from
$17
per visit

About: I’m new to sitting for Rover but I’ve taken care of numerous neighborhood family pets including German Shepard, morkies, newfoundland, and pit bull breeds. I currently own a pocketbully and am well experienced with dogs and dog interactions. I would love to help to care of your loved animal if you need extra hands! I currently work full-time remotely. I have ample opportunity to drop in for dog walks during the day and weekends. My current dog is limited on his exercise due to arthritis and looking for evening walk buddies. I currently will not accept pets in my own place. I am willing to do drop ins and make sure to treat your animals with the love and compassion I have towards my own.

Sitter Profile Image: Stephanie M.
Verified Enhanced Background Check
Sitter Profile Image: Stephanie M.
Verified Enhanced Background Check

19. Stephanie M.

Excited to meet your pet!
Lower East Side, Milwaukee, WI, 53202
0.6 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat client
from
$18
per visit

Stephanie is a phenomenal pet sitter. She really goes above and beyond treating pets as if they were her own. She follows all care instructions carefully. I very highly recommend having her as your sitter when you have to be away from your fur baby!💕

Sitter Profile Image: Lily S.
Verified Enhanced Background Check
Sitter Profile Image: Lily S.
Verified Enhanced Background Check

20. Lily S.

Compassion, Experience, Flexibility
Milwaukee, WI, 53212
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$25
per visit

About: I grew up in a household that fostered many animals! Starting at age 12, I started training bloodhounds with my mother for Search & Rescue. Over the years, I've served as the default dog sitter and trainer in my social circle. With tons of patience and research I also rehabilitated our two rescue dogs, who were human/dog aggressive when my husband adopted them. I have nursed our dog Molly back to health after numerous surgeries and I have extensive experience with geriatric dogs and cats. I'm pursuing my college degree late in life, and fully online. Other than a few random appointments here and there, I have full-time flexibility in my schedule. As long as you have wifi, I can do my work! We can't currently host animals at our house, but I'm happy to follow all guidelines you may have, strictly and with zero judgement. I'm happy to crate, keep dogs off furniture, or let them be laps dogs. The important thing is consistency, so I will follow your lead 100% unless you ask for my advice!

Search Map

Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Haymarket:

Dog owners in Haymarket, Milwaukee, WI turn to pet sitters on Rover.com for their pet sitting needs. Over 1089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Milwaukee with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Haymarket pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Haymarket, Milwaukee, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Haymarket pet sitters and avoid the kennel.

Drop-In Visits