Pet Sitting & Drop Ins In Uptown 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
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
46 reviews
20 repeat clients
from
$20
per visit

Very responsive and attentive. I booked them last minute for an evening visit and they responded right away! They gave lots of picture/text updates and I felt like my pup was in great hands.

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
4.1 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 took wonderful care of our cats while we were on a long trip! She went above and beyond helping us with taking care of the house too. Her communication and response is excellent. I am so grateful for her help and I really hope she’ll come help us again when we need it! :)

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

3. Kathy S.

Rover 101
Star Sitter
Patient walker and caregiver.
Wauwatosa, WI, 53213
1.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
50 reviews
17 repeat clients
from
$16
per visit

I am so grateful I found Kathy when looking for a sitter to check in on my cat! My cat was recently prescribed meds that need to be administered every 12 hours. Kathy didn't bat an eye at helping with meds and was punctual for each check-in. She went above and beyond in every way while I was out of town, and her communication was excellent. I won't hesitate to have her check-in on my cat again in the future, and would I recommend her to others in a heartbeat!

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

4. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
4.2 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

Great communication always on time if there were any questions she asked. Very friendly and very good with the dog. Would highly recommend her for taking care of your dogs. Always sent pictures and an update on what was going on.

Sitter Profile Image: Lexi K.
Verified Enhanced Background Check
Sitter Profile Image: Lexi K.
Verified Enhanced Background Check

5. Lexi K.

Star Sitter
Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
44 reviews
12 repeat clients
from
$16
per visit

Lexi & Aaron did drop-in visits for Louis, our attention needy :) cat. They were dependable and I'm sure if cats could talk, Louis would say 'they were great!' He was a happy guy when we got home & his litter box was so clean. Knowing someone was dropping in to hang out with him (& give him his wet nummy food) made our vacation more enjoyable.

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
3.4 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 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: Lindsey F.
Verified Enhanced Background Check
Sitter Profile Image: Lindsey F.
Verified Enhanced Background Check

7. Lindsey F.

Star Sitter
Your best friends new best friend!
Wauwatosa, WI, 53213
1.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
3 repeat clients
from
$15
per visit

Lindsey is awesome! She gave us detailed updates with pictures of our dog, Kobe. She made our night away very easy and stress-free. Thank you, Lindsey!

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

8. Lillith L.

Star Sitter
ABC VA Certified and ❤️ all animals
Milwaukee, WI, 53208
0.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
7 repeat clients
from
$19
per visit

Lily was the most amazing, caring, and attentive caretaker for my dog. I absolutely love her and her personality, I have never met anyone so sweet. She documented everything and sent me lots of pictures to keep me at ease. All of my instructions were followed amazingly and she went above and beyond for my pup giving her lots of love and keeping me informed about her. She will be my forever pet sitter

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

9. Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$15
per visit

Maggie is the best! She is a true dog lover and she is our automatic go-to whenever we need a dog sitter. She has always given our pup the best care from the puppy days into his senior years. We trust her to stay at our house, and he has also done extended stays at her place. Can’t say enough great things about her!

Sitter Profile Image: Kristine K.
Verified Enhanced Background Check
Sitter Profile Image: Kristine K.
Verified Enhanced Background Check

10. Kristine K.

Star Sitter
Experienced dog & cat mom
Merrill Park, Milwaukee, WI, 53208
2.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
13 repeat clients
from
$16
per visit

We are so glad Kristine was available on Christmas Day to check on our cat. She came a few days prior on late notice for a meet and greet and provided a nice update!

Sitter Profile Image: Heidi N.
Verified Enhanced Background Check
Sitter Profile Image: Heidi N.
Verified Enhanced Background Check

11. Heidi N.

Pet loving medical student
Washington Heights, Milwaukee, WI, 53208
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
3 repeat clients
from
$20
per visit

Heidi was really great with our dog, Hazel! Excellent communication and so nice to deal with. She took good care of Hazel during our day away. Will definitely book again!

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

12. Lance C.

Coffee loving dog walker!
Enderis Park, Milwaukee, WI, 53210
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$14
per visit

Lance does great with my two lab mix (5yr/1yr). Attention-to-detail, communication, and lovable are his key qualities! You can trust him with your fur babies!

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

13. Kaitlin G.

Mom to animals, teacher to humans
Wauwatosa, WI, 53213
0.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
2 repeat clients
from
$18
per visit

I’ve worked with Kaitlin multiple times now - she’s awesome! She’s reliable and communicative, she’ll hang out with your pets and make sure to send photos :) 10/10 person

Sitter Profile Image: Aly L.
Verified Enhanced Background Check
Sitter Profile Image: Aly L.
Verified Enhanced Background Check

14. Aly L.

Star Sitter
Warning! Pets are spoiled here!
Washington Heights, Milwaukee, WI, 53208
1.1 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
12 repeat clients
from
$20
per visit

Ally was super friendly & easy to work with, very thorough communication and made us feel at ease. We will use her for ALL of our needs. Highly recommend.

Sitter Profile Image: Samantha A.
Verified Enhanced Background Check
Sitter Profile Image: Samantha A.
Verified Enhanced Background Check

15. Samantha A.

falls in love with any & all dogs
Washington Heights, Milwaukee, WI, 53208
0.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$45
per visit

Sam is absolutely amazing!!! Goose loves when she comes to visit !

Sitter Profile Image: Sylvia G.
Verified Background Check
Sitter Profile Image: Sylvia G.
Verified Background Check

16. Sylvia G.

Here to help with your pet needs!
Washington Heights, Milwaukee, WI, 53208
1.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
1 repeat client
from
$11
per visit

About: Animals are my passion while my full time position is in healthcare. I’ve been around animals my entire life and truly try to create a deep bond with every animal I work with. I’m here to give your animal all the scratches and cuddles they want! I have two dogs of my own, 5 and 6 years old. They both are very friendly with other animals and love to play. I have a fenced in yard for your dog to run freely and get all the sniffing they want in! I work 12 hour shifts Friday through Sunday. I am completely available Monday through Thursday at any time of the day. I am here to love your animal! I have a fenced in yard and two friendly pups to keep them entertained. I keep my dogs on a schedule with food, potty breaks, and walks; I can do the same for your dogs given the information!

Sitter Profile Image: Jeremy M.
Verified Background Check
Sitter Profile Image: Jeremy M.
Verified Background Check

17. Jeremy M.

Rover 101
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
52 reviews
21 repeat clients
from
$20
per visit

Jeremy was an amazing cat sitter! Both my cats were immediately comfortable and really grew to like Jeremy’s daily visits and play time. Super responsive and always sending lots of pics for me to check in on- it’s was such a relief to have them in Jeremy’s care. Highly recommend!!!

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

18. Austin M.

WFH dog lover w/ flexible schedule
Wick Field, Milwaukee, WI, 53208
1.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$14
per visit

Austin was a great sitter for my pets. He followed the instructions we left and was very respectful during the visits or taking care of them as instructed. I would 100% recommend Austin for anyone else that needs their pet to be looked after. They’re in good hands with Austin.

Sitter Profile Image: Melainie T.
Verified Background Check
Sitter Profile Image: Melainie T.
Verified Background Check

19. Melainie T.

Care for all Animals
Enderis Park, Milwaukee, WI, 53210
0.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
14 repeat clients
from
$20
per visit

Knowledgeable about dog behavior, my dog took to her right away.

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

20. Alex S.

New Walker on the scene!
Uptown, Milwaukee, WI, 53210
0.4 mi. away
Drop-In Visits, Dog Walking
1 review
from
$20
per visit

I have known Alex for years, and I could not recommend him more. I have three dogs and three cats, and Alex and has done a fabulous job making sure they are well taken care of in our absence! He has walked the dogs all together and individually (which I prefer since they all have different triggers while out and about) and they just love Alex. He has also done numerous pop-ins to feed the cats and clean the box while we’ve been on extended stays. He’s compassionate and reliable. Highly recommend!

Search Map

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

Rover also offers other services in Uptown:

Dog owners in Uptown, Milwaukee, WI love booking pet sitting with sitters on Rover.com. Over 1089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Uptown.

Rover.com is the simple, savvy way to find and book Uptown, Milwaukee drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 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, so you're sure to find the perfect pet sitter in Uptown, Milwaukee . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

Drop-In Visits