Pet Sitting & Drop Ins in Thurston 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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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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1. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
5.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
125 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 today
Sitter Profile Image: Ashlee K.
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Sitter Profile Image: Ashlee K.
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2. Ashlee K.

Pets are family 💕
Silver City, Milwaukee, WI, 53215
7.2 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
34 reviews
11 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 2 days ago
Sitter Profile Image: Amanda T.
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Sitter Profile Image: Amanda T.
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3. Amanda T.

Crazy Dog Mama and Proud
Wauwatosa, WI, 53213
6.2 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: Ella C.
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Sitter Profile Image: Ella C.
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4. Ella C.

Very experienced and I love animals
Milwaukee, WI, 53211
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
5.0 out of 5 stars
20 reviews
8 repeat clients
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Ella did a wonderful job caring for my two elderly cats! She had no complaints about their messy non-litter-box deposits, and she was fine about giving multiple meds to my 19-year old cat, Frisky. When Ella came over to return my house key, Frisky jumped right into her arms and clearly enjoyed cuddling with her. I would definitely give Ella a high recommendation.

Availability updated 6 days ago
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
2.5 mi. away
House Sitting, Drop-In Visits
from
$22
per visit
5.0 out of 5 stars
48 reviews
14 repeat clients
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Marilia has looked after my kitty several times now, and she always does a great job. I appreciate that she patiently tries hard to make friends with her, even though those overtures are typically rebuffed by the aloof kitty!

Availability updated 2 days ago
Sitter Profile Image: Rachel W.
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Sitter Profile Image: Rachel W.
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6. Rachel W.

Experienced dog walker & lover!
Martin Drive, Milwaukee, WI, 53208
5.3 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
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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 56 days ago
Sitter Profile Image: Dani D.
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Sitter Profile Image: Dani D.
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7. Dani D.

Rover 101
All pets are welcome
Menomonee River Hills, Milwaukee, WI, 53244
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
7 reviews
4 repeat clients

About: Hello and welcome! My name is Dani and I’ve taken care of multiple different kinds of pets for extended periods of time while their owners were out on various adventures. I have my own two dogs, as well as four cats. I have experience with multiple different breeds and types of animals, as well as being able to handle many at a time. (I have had up to 6 dogs in my care at one time!) I know how hard it is to leave your pet behind, which is why I will update you with pictures as much as you would like. I have a finished basement if your loved one would prefer to be separated, and also have many open rooms for them to choose from for slumber. The cats have a gated off cat room, only accessible to humans and kitties. The crew and I can’t wait to meet you! (Or if you prefer the whole crew won’t meet you :)). I’m currently working part time as a CNA, The longest your pet will be left alone in my home is a maximum of 2 hours. At this time I am home for the day by 2:30 pm at the latest. There is one other person is the home, being my fiancé. His name is Aidan and he does help out with the animals (taking out the dogs, walks, feeding, play time, etc.) You can request my schedule for any amount of time to confirm your loved one will be cared for properly and on time. I have cats, dogs, and fish. I had a childhood cat and have had dogs around my entire life. I keep my fishtanks neat and clean, as well as my home. My dogs are extremely friendly even with cats. My backyard is also fenced in.

Availability updated yesterday
Sitter Profile Image: Anna L.
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Sitter Profile Image: Anna L.
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8. Anna L.

Star Sitter
Attentive & Caring - ♥️ Senior Pets
Wauwatosa, WI, 53213
4.4 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 2 days ago
Sitter Profile Image: Becky R.
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Sitter Profile Image: Becky R.
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9. Becky R.

Rover 101
Northshore Dog Walker!
Glendale, WI, 53209
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
116 reviews
28 repeat clients
Profile image

Becky was perfect as usual. I never have any concerns leaving my 3 dogs in her care. She provides thorough reports and pictures with each visit. We always enjoy a peak into their day while we are away. I can enjoy being away knowing that the boys are in good and responsible hands.

Availability updated today
Sitter Profile Image: Alyssa S.
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Sitter Profile Image: Alyssa S.
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10. Alyssa S.

Looking to make new furry friends!
Glendale, WI, 53217
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$14
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
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Alyssa was responsive and took excellent care of my cat with attention to detail and his unique needs.

Availability updated 3 days ago
Sitter Profile Image: Carrianne L.
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Sitter Profile Image: Carrianne L.
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11. Carrianne L.

Passionate About Animals and Work
Shorewood, WI, 53211
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients

Carrianne is a beacon of joy and kindness who strives to ensure that hospitality is at the core of her words and actions. She will brighten your day and provide the best love and care for your dog; it's simply in her nature.

Availability updated yesterday
Sitter Profile Image: Kristin R.
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Sitter Profile Image: Kristin R.
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12. Kristin R.

Star Sitter
Animal lover
Enderis Park, Milwaukee, WI, 53210
4.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
41 reviews
15 repeat clients
Profile image

Kristin did a great job looking after my cat! She was very friendly and willing to help when I forgot that she was due for her monthly medication. I got lots of pictures of my cat snuggling with her, which is always a good sign! I would definitely use Kristin again.

Availability updated 5 days ago
Sitter Profile Image: Vicki S.
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Sitter Profile Image: Vicki S.
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13. Vicki S.

Your fur babies best friend!
Whitefish Bay, WI, 53217
2.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
Profile image

Vicki was great. After meeting her and seeing how our cat interacted with her any concerns we had vanished. Highly recommend Vicki to watch after your fur baby.

Availability updated 4 days ago
Sitter Profile Image: Jackson E.
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Sitter Profile Image: Jackson E.
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14. Jackson E.

Pet lover
Milwaukee, WI, 53210
4.1 mi. away
Drop-In Visits, Dog Walking
from
$10
per visit
5.0 out of 5 stars
17 reviews
2 repeat clients
Profile image

Jackson took incredible care of my cat while I was out of town over Labor Day Weekend. Not only was he attentive to my cat’s needs, but he also provided regular updates that gave me peace of mind during my trip. Jackson was very respectful of my home, leaving everything exactly as I had left it. It’s clear that he genuinely cares about the pets he looks after. I highly recommend Jackson to anyone in need of a reliable, caring, and professional pet sitter. I will definitely be booking him again in the future!

Availability updated 13 days ago
Sitter Profile Image: Charlotte M.
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Sitter Profile Image: Charlotte M.
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15. Charlotte M.

Pets > people :)
Milwaukee, WI, 53210
3.5 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
39 reviews
8 repeat clients

The first time my dog met Charlotte, she refused to leave her side, especially when she discovered that Charlotte is an expert at giving ear massages. It's a testament to how wonderful Charlotte is with animals, how gentle and loving she is that they are naturally drawn to her. When I thought my dog needed surgery and someone would have to spend all day with her during recovery, I instantly thought of Charlotte as a potential caregiver, and I'd trust Charlotte absolutely in my dog's most vulnerable state. Charlotte is an incredible dog mom and your pets would be so lucky to have her care for them.

Availability updated 3 days ago
Sitter Profile Image: Ryan T.
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Sitter Profile Image: Ryan T.
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16. Ryan T.

Star Sitter
Work from home Dog Father
Whitefish Bay, WI, 53217
2.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5.0 out of 5 stars
54 reviews
12 repeat clients

Ryan did a fabulous job. My pets were so happy there—from his pics and vids—that they looked like they had found a second home. He watched our two dogs and a cat. He communicated well, was obviously very experienced, and knew how to make our three pets happy. We were gone for over twenty days, and for once, weren’t worried about how our pets were handling our absence. What a great experience they had!

Availability updated 13 days ago
Sitter Profile Image: Sheree P.
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Sitter Profile Image: Sheree P.
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17. Sheree P.

I love dogs they make me happy
Menomonee River Hills East, Milwaukee, WI, 53223
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$14
per visit
20 years of experience

About: Ive have dog since i was about 7 i cared for them since i was 20 they always kept me happy and they always loved on me so hard I work from home and ha e alot of free time so figured this job would be a great fit for me and I get to be around different dogs I have 4 dogs they are groomed once a week they been out their cages more than they be in them. Sometimes I make steak for them just cause they live on me so much and they are walked about 4 times a day . We also love going to the doggie park to have some free time

Availability updated today
Sitter Profile Image: Alyssa B.
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Sitter Profile Image: Alyssa B.
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18. Alyssa B.

Compassionate Pet Sitter
Whitefish Bay, WI, 53217
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients

About: I have been passionate about animals, big and small, my entire life! I have volunteered at humane societies, fostered animals in need, cared for the pets of family members and friends, interned at AZA-accredited zoos, and worked at wildlife sanctuaries. Currently I am a full-time licensed wildlife rehabilitator caring for injured and orphaned Wisconsin wildlife with the goal of releasing them back into the wild, but I have previously worked with a variety of domestic animals both in my personal and in my professional life. I am well versed in animal behavior, body language, and positive reinforcement. I promise to treat (and spoil) your pets like they are my own! At the moment I have 3 sweet cats, a high-energy dog, a mischievous chinchilla, and a gentleman of a ball python! Please do not hesitate to reach out and get to know me more! I currently work 4 days of the week at my full time job so I am only available select days. I am eager to spend time with your pets, however, so if my schedule shows I am unavailable, please reach out anyway as I try to be as flexible as possible! It is extremely important to me to use Fear Free tactics when interacting with any animal. Gaining the trust of you and your pet are my top priority!

Availability updated 7 days ago
Sitter Profile Image: Tiffani H.
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Sitter Profile Image: Tiffani H.
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19. Tiffani H.

Loving pet sitter,flexible schedule
Hampton Heights, Milwaukee, WI, 53218
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$13
per visit
5.0 out of 5 stars
16 reviews
4 repeat clients

She loves that crazy dog lol She"s amazing with dogs and ginuinely loves animal. Also as an individual shes a very responsible young lady. Give her a try

Availability updated today
Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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20. Jeff G.

Star Sitter
Care for dogs like they're children
Glendale, WI, 53209
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
42 reviews
12 repeat clients
Profile image

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.

Availability updated yesterday

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