Pet Sitting & Drop Ins in Bradley Estates, 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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To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

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Sitter Profile Image: Anna S.
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Sitter Profile Image: Anna S.
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1. Anna S.

I am an animal lover of all kinds!
Fox Point, WI, 53217
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
8 repeat clients
from
$25
per visit

Anna was responsible and great with my dog! She consistently provided updates and photos, which were reassuring. I would highly recommend Anna, and I will definitely use her in the future!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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2. Jessica Z.

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

She was great and got along, so well, with Blue. Sent all the pictures and all the updates. And gave awesome feed back. Will be using Jessica again

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Sitter Profile Image: Jeanee S.
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Sitter Profile Image: Jeanee S.
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3. Jeanee S.

Star Sitter
Pets just get me!
Menomonee Falls, WI, 53051
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$20
per visit

Jeaneé is the best. We’ve used her several times now. We always get pictures of the adventures they have together, and updates! We know our animals appreciate having her around.

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Sitter Profile Image: HeidyNoelle W.
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Sitter Profile Image: HeidyNoelle W.
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4. HeidyNoelle W.

Star Sitter
Your next Pawesome pet-sitter!
Mequon, WI, 53092
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
6 repeat clients
from
$22
per visit

I booked a reoccurring daily drop in and have been very happy with the service. My dog Duke is a bit of a jerk to new people but they have been getting along great. Heidy always gives me great notes on their visits and gives plenty of heads up if something with our schedules needs to change. Highly recommend.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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5. Marilia D.

Star Sitter
I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
7 repeat clients
from
$22
per visit

Marilia was communicative and accommodating for a last minute drop in request. She was on time, took plenty of photos and followed instructions perfectly. I knew my pup was in great hands and will absolutely book again!

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Sitter Profile Image: Katie K.
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Sitter Profile Image: Katie K.
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6. Katie K.

Friend to felines & all animals
Menomonee Falls, WI, 53051
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$18
per visit

Katie was great with my kitty. She put a lot of effort into making my cat feel safe and entertained while visiting. The pictures she shared were adorable, my cat was obviously having a great time with Katie!

Sitter Profile Image: kiki A.
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Sitter Profile Image: kiki A.
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7. kiki A.

Star Sitter
Animal lover & nurturer
Silver Spring, Milwaukee, WI, 53218
2.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
6 repeat clients
from
$15
per visit

Kiki did a terrific job with my dog. She showed up on time, did what I had asked of her, and sent me reassuring reports of her visits. I am very pleased.

Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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8. Tegra R.

Star Sitter
The right Mama to care 4 your baby
Milwaukee, WI, 53223
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
16 reviews
9 repeat clients
from
$18
per visit

Tegra took great care of our dogs and was very easy to coordinate with. We look forward to using her services again in the future!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Rhonda G.
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Sitter Profile Image: Rhonda G.
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9. Rhonda G.

Star Sitter
Love to walk and cuddle.
Whitefish Bay, WI, 53217
5.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
87 reviews
41 repeat clients
from
$15
per visit

Rhonda saved the day with a last minute service. She solved problems (getting in to our place) and went above and beyond to care for our two pups. We are very grateful for her flexibility and good care. Will definitely ask for her again!

Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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10. Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
5.2 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
559 reviews
340 repeat clients
from
$22
per visit

Cindy did a last minute drop in visit for me on a Saturday night for my 2 huskies. Everything went very well and I would definitely use her services again. Thank you, Cindy!

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Sitter Profile Image: Daniel F.
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Sitter Profile Image: Daniel F.
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11. Daniel F.

Star Sitter
Happy to visit furry best friends
Fox Point, WI, 53217
4.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
45 reviews
21 repeat clients
from
$20
per visit

Although I was not able to meet Daniel in person, he was very communicative and responsive. Being new to the platform, he was very understanding and worked with me to make sure my experience was as smooth and easy as possible. I came home to a happy healthy pup so I knew he took very good care of her while I was gone!

Sitter Profile Image: Kate D.
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Sitter Profile Image: Kate D.
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12. Kate D.

Student who loves pets
Mequon, WI, 53092
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
19 repeat clients
from
$20
per visit

Kate was awesome! My husband and I were gone for a week, and it's so much easier being away knowing someone will be giving them lots of love. Will definitely be using her again :)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Maddalena P.
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Sitter Profile Image: Maddalena P.
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13. Maddalena P.

Animal Loving Biology Teacher
Menomonee Falls, WI, 53051
4.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$20
per visit

Without hesitation, I would highly recommend Maddalena to watch your dog or other pet. I had to travel unexpectedly within weeks of adopting my dog Peach, and Maddalena stepped up to the plate. She listened to my concerns and notes regarding the care Peach required. Further, she was quick to reply when I checked in while away. A full-hearted endorsement from me!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Elizabeth M.
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Sitter Profile Image: Elizabeth M.
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14. Elizabeth M.

Dietitian by day Animal lover 24/7!
Fox Point, WI, 53217
3.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
5 repeat clients
from
$15
per visit

Elizabeth was absolutely phenomenal with my complicated, demanding cats. I hadn’t left them with a sitter in years and she was incredibly reassuring, communicative, professional, prompt…everything I could’ve hoped for and more! Elizabeth was so patient and creative in getting my skittish kitty to eat and by the end he totally warmed up to her! She also went above and beyond by feeding my fish and shoveling my front walk. I feel so lucky and grateful to have found Elizabeth and will not hesitate to hire her again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kristina K.
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Sitter Profile Image: Kristina K.
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15. Kristina K.

Animals make me smile most!
Brown Deer, WI, 53209
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
9 repeat clients
from
$17
per visit

Kristina

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kaylee K.
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Sitter Profile Image: Kaylee K.
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16. Kaylee K.

I'll treat them as my own.
Glendale, WI, 53217
3.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
56 reviews
23 repeat clients
from
$18
per visit

Kaylee was great ! She was reliable and got along with my cats . She gave the meds on schedule with no problems. I definitely will hire Kailee again. Her visits made it possible for me to go visit my children and not worry about my pets.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Dawn C.
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Sitter Profile Image: Dawn C.
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17. Dawn C.

Cat friendly home to care for you a
Granville Station, Milwaukee, WI, 53224
2.8 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
6 reviews
1 repeat client
from
$14
per visit

Dawn checked in every day, and sent photos which was so awesome

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Sitter Profile Image: Jessica s.
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Sitter Profile Image: Jessica s.
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18. Jessica s.

Provide care and comfort!
Whispering Hills, Milwaukee, WI, 53223
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
from
$20
per visit

Jessica is an excellent pet caregiver. Any breed of Dogs love her. Flexibility was huge for us knowing we needed someone to come to our home where we know our dogs are the most comfortable. She gives them lots of attention and walks. Highly recommend!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Becky R.
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Sitter Profile Image: Becky R.
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19. Becky R.

Rover 101
Northshore Dog Walker!
Glendale, WI, 53209
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
101 reviews
25 repeat clients
from
$23
per visit

Becky again provided outstanding care for our two kitties! They love her, and so do we! Becky faithfully went to our house when she said she would in the morning and again in the late afternoon for drop in visits. She fed the kitties, changed their water, scooped the litter, played with the playful one, and gave both of them snuggles and pets. Becky also sent us lots of wonderful photos which we loved! While we were gone, we felt so at ease, knowing that our kitties were receiving the best care. We are booking Becky again already for our next out of town plans.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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20. Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
10 repeat clients
from
$25
per visit

Jeff is very conscientious and even has studied the commands we use with our year old puppy. He anticipates issues and asks about them ahead of time. Jeff stays in touch during his visits, making me feel very confident that my pup is in good hands.

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Drop-In Visits