Pet Sitting & Drop Ins in Washington Heights, 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)?

Search Results

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

1. Lexi K.

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

She did so good with my evil cat and even brought in a package and put my robot camera back on the charger. We met up before my vacation and did a quick review of what was needed. I felt comfortable knowing she was there for my cat :)

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

2. Kathy S.

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

Kathy did a fantastic job with our cat. She was so sweet with him, took great care of him, and provided detailed updates. Absolutely wonderful!

Sitter Profile Image: Hillery F.
Verified Enhanced Background Check
Sitter Profile Image: Hillery F.
Verified Enhanced Background Check

3. Hillery F.

Happy to help!
West Allis, WI, 53214
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
85 reviews
35 repeat clients
from
$19
per visit
Profile image

Just fantastic service. Hillery was awesome with all our pets and left detailed feedback after each visit. We would and will use her services again!

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

4. 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
99 reviews
34 repeat clients
from
$20
per visit
Profile image

We are so grateful to have Jessica care for our pets while we travel! She came through for us very last minute when we had to leave our cats at home unexpectedly. They were not only well cared for but loved too! We will continue to book Jessica when we travel and highly recommend her to anyone in need of an amazing house/pet sitter while you’re away!

Sitter Profile Image: Lindsey F.
Verified Enhanced Background Check
Sitter Profile Image: Lindsey F.
Verified Enhanced Background Check

5. Lindsey F.

Star Sitter
Your best friends new best friend!
Wauwatosa, WI, 53213
1.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
30 reviews
5 repeat clients
from
$16
per visit
Profile image

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

6. Leandrea R.

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

Leandrea did an incredible job caring for my cat, Star!! I would absolutely highly recommend her to anyone and look forward to booking with her again. I recieved amazing summaries each day along with so many cute pictures; I knew Star was in great hands!!! I appreciate all of the communication from Leandrea so much. Thank you for doing such an incredible job caring for Star!! We appreciate it!!

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

7. Kristine K.

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

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

8. Anna L.

Star Sitter
Attentive & Caring - ♥️ Senior Pets
Wauwatosa, WI, 53213
0.9 mi. away
Drop-In Visits
5.0 out of 5 stars
60 reviews
18 repeat clients
from
$20
per visit
Profile image

Anna was absolutely amazing! She took great care of my cat maisel always sending pictures and a little blurb about how she was doing. It made me feel so much better being away to know she was being well taken care of. Anna was also super flexible and helped me figure out how to use Rover, I was using the browser at first which was causing all sorts of problems but Anna knew what I was trying to do and got it all sorted out. I cannot recommend Anna enough!

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

9. Liz B.

Rover 101
Senior pet lover and expert!
Avenues West, Milwaukee, WI, 53233
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
6 repeat clients
from
$22
per visit
Profile image

Liz really went above and beyond with my boys! She spent an lot of time making sure they had playtime, that my apartment was a comfortable temp for them, and checked in regularly to see if I needed her to do anything else around my house. I would have her care for any pet I have without reservation.

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

10. Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 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: Austin M.
Verified Enhanced Background Check
Sitter Profile Image: Austin M.
Verified Enhanced Background Check

11. Austin M.

WFH dog lover w/ flexible schedule
Wick Field, Milwaukee, WI, 53208
0.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$14
per visit
Profile image

Austin is very professional, personable, timely and great with our dogs! We highly recommend him for the care of your animals and will be inviting him back soon. Thank you again Austin!!

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
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$14
per visit

Lance has watched my dog Lupe a number of times. My dog loves him! He gets a lot of love, walks, and hang out time. He's very responsible, asks all the right questions and provides updates to make sure my wife and I are never concerned. I highly recommend Lance if you want peace of mind while you're away.

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

13. Heidi N.

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

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

14. Kaitlin G.

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

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

15. Jeremy M.

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

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: Lou H.
Verified Enhanced Background Check
Sitter Profile Image: Lou H.
Verified Enhanced Background Check

16. Lou H.

I’m a long time dog lover!
Wauwatosa, WI, 53213
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
31 reviews
3 repeat clients
from
$14
per visit
Profile image

Lou was prompt and great to work with! She stopped by before the day she was needed and got to know the dogs and was reliable! Will book again!

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

17. Melainie T.

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

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

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

18. Alexandria B.

PT Dog Walker, FT Dog Mom
Milwaukee, WI, 53213
1.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
3 reviews
from
$14
per visit

Hello, Alex would be a great benefit for Rover because she loves dogs! She is great with handling dogs and does a tremendous job! She also is compassionate, accepting, and would display hard work every day she is on the job. She would take a lot of pride in working for Rover. I have been around Alex many times where she is taking care of pets, and she does a great job. She would be an incredible asset to Rover.

Sitter Profile Image: Cindy H.
Verified Enhanced Background Check
Sitter Profile Image: Cindy H.
Verified Enhanced Background Check

19. Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
32 reviews
8 repeat clients
from
$25
per visit

Where to start with Cindy's animal skills. I have watched Cindy around dogs and cats, foster cats and dogs, adopt cat and dog rescues over many years...and I'm still not sure who adopts who. She can read a dog or a cat like few I've seen and adapt her behavior/skills to their needs. Kind, patient, firm, loving, compassionate, these are but a few words that describe Cindy. I would have trusted her implicitly with my Xena (a cat) were Xena still with us. In brief, Cindy's pretty amazing and I'm sure the animals that touch her world think so too.

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

20. Aly L.

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

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.

Search Map

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

Rover also offers other services in Washington Heights:

Dog owners in Washington Heights, 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 Washington Heights.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Washington Heights, Milwaukee pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Washington Heights, Milwaukee who can provide the care your pet needs, when they need it.

Drop-In Visits