Pet Sitting & Drop Ins in Johnson's Woods, 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

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

1. Karsyn R.

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

Karsyn was a great sitter for my cat. She spent quality time with him, played with him, brushed him, and made sure to provide regular updates. It brought great peace of mind since this was the first weekend my cat was left at home. Thank you Karsyn for being so professional and compassionate!

Calendar Recently Updated
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check

2. Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
93 reviews
32 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! :)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kathy S.
Verified Enhanced Background Check
Sitter Profile Image: Kathy S.
Verified Enhanced Background Check

3. Kathy S.

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

Kathy is always super reliable and was able to help us out to watch our cats over the holidays. Always recommend her when she’s available. Thank you for all of your help!

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

4. Emily V.

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

Emily is your best choice as a dog walker. She is very reliable, timely and most importantly a dog lover! She'd walk your dog all day if you'd let her. You dog will be in great hands.

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
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
104 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: Lexi K.
Verified Enhanced Background Check
Sitter Profile Image: Lexi K.
Verified Enhanced Background Check

6. Lexi K.

Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
42 reviews
11 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sarah J.
Verified Enhanced Background Check
Sitter Profile Image: Sarah J.
Verified Enhanced Background Check

7. Sarah J.

I’m awkward with humans.
West allis, WI, 53219
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
113 reviews
37 repeat clients
from
$13
per visit

Sarah did a great job! She was quick to respond and communicate, really flexible, and very respectful of our space. Our kitty was well taken care of!

Calendar Recently Updated
Sitter Profile Image: Lindsey F.
Verified Enhanced Background Check
Sitter Profile Image: Lindsey F.
Verified Enhanced Background Check

8. Lindsey F.

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

I would recommend Lindsey to anyone. We hired her for three drop-in’s over the weekend and she was timely, respectful, had great communication throughout the process. It felt as though a family member was taking care of our dogs.

Calendar Recently Updated
Sitter Profile Image: April & Brad R.
Verified Enhanced Background Check
Sitter Profile Image: April & Brad R.
Verified Enhanced Background Check

9. April & Brad R.

Opening home after losing pet
West Allis, WI, 53214
3.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
9 repeat clients
from
$20
per visit

I want to recommend April R for a dog caregiver position formally. My dog is my life, and I don't trust many people with him; for that reason, I am significantly picky about who he is left with when I have to leave town without him. I trust April completely; I know that she would treat him as if he was her dog in her care, and I would not have to worry about him at all. She would be an asset to your team.

Calendar Recently Updated
Sitter Profile Image: Natalie F.
Verified Enhanced Background Check
Sitter Profile Image: Natalie F.
Verified Enhanced Background Check

10. Natalie F.

Lover of all animals big or small!
Wauwatosa, WI, 53226
2.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
2 repeat clients
from
$18
per visit

Thank you! I will definitely keep you in mind for future visits. ?

Calendar Recently Updated
Sitter Profile Image: Amy D.
Verified Background Check
Sitter Profile Image: Amy D.
Verified Background Check

11. Amy D.

Reliable & Conscientious Caretaker
Wauwatosa, WI, 53213
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
14 repeat clients
from
$18
per visit

Amy was absolutely wonderful!! Our daughter was getting married in Elkhart Lake about an hour away from our home. There were some changes in the planning and schedule and Amy just rolled with it, including adding a second dog into the mix! Thank you for taking such good care of Riley!?❤️

Calendar Recently Updated
Sitter Profile Image: Jessica E.
Verified Enhanced Background Check
Sitter Profile Image: Jessica E.
Verified Enhanced Background Check

12. Jessica E.

Loving Sitter With a Fenced In Yard
West Allis, WI, 53227
3.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$14
per visit

Jessica did an incredible job with my furry baby :) Thank you for everything!

Calendar Recently Updated
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
1.7 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!

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

14. Lillith L.

ABC VA Certified and ❤️ all animals
Milwaukee, WI, 53208
2.3 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: Hillery F.
Verified Enhanced Background Check
Sitter Profile Image: Hillery F.
Verified Enhanced Background Check

15. Hillery F.

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

Hillery is fantastic! I cannot stay how much I appreciate her services. She has helped put our minds at ease while we are are away knowing that someone so dedicated to the well being of furry family members is there to make sure they are cared for. We are so thankful and blessed to have found Hillery.

Calendar Recently Updated
Sitter Profile Image: Kristine K.
Verified Enhanced Background Check
Sitter Profile Image: Kristine K.
Verified Enhanced Background Check

16. Kristine K.

Experienced dog & cat mom
Merrill Park, Milwaukee, WI, 53208
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
17 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: Megan C.
Verified Enhanced Background Check
Sitter Profile Image: Megan C.
Verified Enhanced Background Check

17. Megan C.

Tell your dog I said Hey! ❤
west allis, WI, 53214
1.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
6 repeat clients
from
$15
per visit

Megan has been nothing but fantastic with our dogs for drop-ins. They can be a little rambunctious and crazy but they always seem to enjoy her company....and trust me that's hard to find with our dogs. We will be using Megan for a very long time! Thanks Megan for always being so wonderful to our crazy loving dogs ❤️ 🐕

Calendar Recently Updated
Sitter Profile Image: Katherine B.
Verified Enhanced Background Check
Sitter Profile Image: Katherine B.
Verified Enhanced Background Check

18. Katherine B.

Dogs are happiness 😊
West Allis, WI, 53219
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$25
per visit

I could tell our pup was very happy and comfortable with Katie. Katie was both friendly and professional. I was pleased with all of photos and regular updates we recieved. It was clear she gave our dog plenty of exercise as our dog was pooped. I will definitely be booking again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Gabriella I.
Verified Enhanced Background Check
Sitter Profile Image: Gabriella I.
Verified Enhanced Background Check

19. Gabriella I.

Part-time RN, full-time pet lover!
Wauwatosa, WI, 53213
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$15
per visit

Gabriella is a wonderful dog sitter and walker! She is great with my two fur babies. She has been looking after my dogs about a year or so on and off when I am out of town/in need and I have no complaints. She is reliable and always has such a positive attitude. Can’t say enough good things about Gabriella. Me and my pups love having her around!

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

20. Elyzabeth S.

Cat mom who grew up with dogs
Wauwatosa, WI, 53213
0.7 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
4 repeat clients
from
$15
per visit

I really appreciated that Elyzabeth arrived on time every day for our kitty check-in. She was able to make contact with one of our extremely skittish cats, which was impressive! She also tidied up the litter area before we came home. We are super happy with her service and would definitely hire her again.

Search Map

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

Rover also offers other services in Johnson's Woods:

When it comes to pet sitting, dog owners in Johnson's Woods, Milwaukee, WI love Rover.com. Over 1089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of pet sitting in Johnson's Woods may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Johnson's Woods, 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 Johnson's Woods, Milwaukee who can provide the care your pet needs, when they need it.

Drop-In Visits