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
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What size are your dogs (lbs)?

Search Results

Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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1. Lexi K.

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

Availability updated 9 days ago
Sitter Profile Image: Kathy S.
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Sitter Profile Image: Kathy S.
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2. Kathy S.

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

Availability updated today
Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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3. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
126 reviews
39 repeat clients
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!

Availability updated yesterday
Sitter Profile Image: Ashlee K.
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Sitter Profile Image: Ashlee K.
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4. Ashlee K.

Star Sitter
Pets are family 💕
Silver City, Milwaukee, WI, 53215
1.7 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
34 reviews
12 repeat clients
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Ashlee was great at communicating and went above and beyond for my large dog with medical needs. She was able to assist him outside using a sling and adhere to his physical restrictions post surgery.

Availability updated today
Sitter Profile Image: Hannah B.
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Sitter Profile Image: Hannah B.
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5. Hannah B.

Star Sitter
Lover of ALL animals!!
West Allis, WI, 53214
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5.0 out of 5 stars
40 reviews
13 repeat clients
Profile image

Hannah was amazing with my newly adopted kitten, Tyger! Despite being naturally shy, Hannah eventually was able to get him out of hiding, and she took great care of him. Definitely recommend!

Availability updated 6 days ago
Sitter Profile Image: Karsyn R.
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Sitter Profile Image: Karsyn R.
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6. Karsyn R.

Rover 101
Star Sitter
Dog Buddy & Reliable Care
Bay View, Milwaukee, WI, 53207
4.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
219 reviews
65 repeat clients
Profile image

Great communication and takes good care of our dog during drop-ins. Follows instructions for taking our dog out, and engages with our dog for fun playtime and training during the visit.

Availability updated 12 days ago
Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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7. Leandrea R.

Rover 101
Star Sitter
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
from
$15
per visit
5.0 out of 5 stars
135 reviews
47 repeat clients
Profile image

Leandra did an amazing job with my dog while I was out of town, came home to a very happy pup. Very timely with updates and made sure to take lots of pictures, highly recommend!

Availability updated yesterday
Sitter Profile Image: Amanda T.
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Sitter Profile Image: Amanda T.
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8. Amanda T.

Star Sitter
Crazy Dog Mama and Proud
Wauwatosa, WI, 53213
0.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5.0 out of 5 stars
16 reviews
4 repeat clients
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Amanda is great! She is so good with my 2 labs and such a sweet person. I will be asking her a few times each week for drop in visits. :)

Availability updated today
Sitter Profile Image: Megan M.
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Sitter Profile Image: Megan M.
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9. Megan M.

Star Sitter
Passionate pet sitter
Milwaukee, WI, 53215
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$14
per visit
5.0 out of 5 stars
19 reviews
7 repeat clients
Profile image

Megan did an excellent job looking after my cats, while I went out of town for a quick weekend away, all was really good. Would tell anyone needing someone to do drop in visits to use her. Would absolutely use again, Thanks !!!

Availability updated today
Sitter Profile Image: Lindsey F.
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Sitter Profile Image: Lindsey F.
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10. Lindsey F.

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

Availability updated 2 days ago
Sitter Profile Image: Michelle Y.
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Sitter Profile Image: Michelle Y.
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11. Michelle Y.

Loving Care While They Stay & Play!
Cooper Park, Milwaukee, WI, 53222
3.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
5.0 out of 5 stars
9 reviews
1 repeat client

Michelle was so wonderful with our dog Che! She made him feel right at home when we dropped him off and sent us plenty of pictures/videos during his stay. She fed him according to our instructions and he got lots of playtime. He didn't want to leave! We look forward to using Michelle again in the future!

Availability updated today
Sitter Profile Image: Elyzabeth S.
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Sitter Profile Image: Elyzabeth S.
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12. Elyzabeth S.

Star Sitter
Cat mom who grew up with dogs
Wauwatosa, WI, 53213
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
81 reviews
13 repeat clients
Profile image

Elyzabeth was wonderful and checked in/checked out as we agreed. Pictures were sent with regular updates and notes. Everything was great when we got home from our trip. :)

Availability updated 4 days ago
Sitter Profile Image: MeRae Y.
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Sitter Profile Image: MeRae Y.
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13. MeRae Y.

Sitter that will sing to your dogs!
Milwaukee, WI, 53204
3.8 mi. away
Drop-In Visits, Dog Walking
from
$10
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients

MeRae has a lot of experience raising and watching dogs and cats. I know she has raised 2 dogs from puppies to adulthood as well as multiple cats. MeRae house sat and watched my dog and cat for a week and she did a great job. She was able to accommodate the needs of both pets including feeding schedules as well as waking schedules. She provided great communication throughout the week and provided plenty of pictures and updates. I will be using her anytime I have a long term request and fully trust her with my pets. Would highly recommend.

Availability updated today
Sitter Profile Image: Amy D.
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Sitter Profile Image: Amy D.
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14. Amy D.

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

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!?❤️

Availability updated 8 days ago
Sitter Profile Image: Ashley Y.
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Sitter Profile Image: Ashley Y.
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15. Ashley Y.

Star Sitter
English Bulldog/Catahoula Mom
West Allis, WI, 53214
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
26 reviews
6 repeat clients
Profile image

Ashley was flexible, thorough and when I came home my critters were just as relaxed and comfy as can be! She is a great pet sitter, anyone would be lucky to have her!

Availability updated 9 days ago
Sitter Profile Image: Anna L.
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Sitter Profile Image: Anna L.
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16. Anna L.

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

Anna did great with my cat, Wally! I enjoyed her daily detailed updates and photos. Wally is a shy cat with new people but eventually on the last day, Wally appeared to warm up to her ☺️

Availability updated 4 days ago
Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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17. 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
from
$15
per visit
5.0 out of 5 stars
19 reviews
2 repeat clients

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!

Availability updated 8 days ago
Sitter Profile Image: Rachel W.
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Sitter Profile Image: Rachel W.
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18. Rachel W.

Experienced dog walker & lover!
Martin Drive, Milwaukee, WI, 53208
1.7 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$13
per visit
5.0 out of 5 stars
24 reviews
11 repeat clients
Profile image

Timely, cared for my two large dogs well, and sent great photos! Even dried them off after playing in the rain with them, will be booking again!

Availability updated 58 days ago
Sitter Profile Image: Amanda S.
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Sitter Profile Image: Amanda S.
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19. Amanda S.

Star Sitter
Tell your dog I said hi!
West Allis, WI, 53219
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$13
per visit
5.0 out of 5 stars
24 reviews
7 repeat clients
Profile image

Amanda is great! We have one senior dog and another with a lot of anxiety. She is so loving towards them and patient with whatever they need. I really appreciate her communication skills and know our pups are in great hands when we’re away.

Availability updated 3 days ago
Sitter Profile Image: Kristine K.
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Sitter Profile Image: Kristine K.
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20. Kristine K.

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

Availability updated yesterday

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