House Sitting in Sunset Heights, Milwaukee

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Top rated Sunset Heights house sitters

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Sitter Profile Image: Ashley W.
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Ashley W.
from
$45
per night
5 out of 5.0 stars
14 reviews
5 repeat clients
10 years of experience
Washington Heights, Milwaukee, WI, 53208

As usual, a smooth transaction/stay! We absolutely love Ashley. She is very flexible, punctual and most importantly - clean (we only do home stays). Our pup is always happy to see Ashley and enjoys her company very much.

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Kristina S.
Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter
from
$60
per night
5 out of 5.0 stars
30 reviews
8 repeat clients
40 years of experience
Milwaukee, WI, 53211

Melissa was outstanding!! We for sure could not have asked for anyone better to come stay with our babies. We got daily pictures and updates and you could tell she loved them like her own. We can not wait for her to come back as we already have her booked for more sittings!

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payton t.
Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter
from
$31
per night
5 out of 5.0 stars
17 reviews
10 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

As always, Keisha did a wonderful job taking care of my fur babies while I was out of town! Came home to happy pets and a clean house after a long day of traveling.

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Kate C.
Sitter Profile Image: Emily S.
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Emily S.
Star Sitter
from
$40
per night
5 out of 4.9 stars
29 reviews
19 repeat clients
6 years of experience
West Allis, WI, 53227

Emily did a great job with our older dog. She communicated any concerns she had with him. The house was left in pristine condition. We were thankful to have her staying with Louie.

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Cheryl D.
Sitter Profile Image: Rachel H.
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Rachel H.
Star Sitter
from
$30
per night
5 out of 5.0 stars
91 reviews
23 repeat clients
11 years of experience
West Allis, WI, 53214

Rachel was absolutely amazing. She kept us posted throughout the whole night! She is amazing with dogs. We are definitely using her in the future!!!!! Couldn’t have asked for a better sitter for our crazy dog.

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Nick R.
Sitter Profile Image: Joanne & Becky J.
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Joanne & Becky J.
Star Sitter
from
$45
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
20 years of experience
Milwaukee, WI, 53203

Great sitters for our two cats and anxious dog! Loved the updates and how comfortable our pets looked in their care! House was well cared for and in such good shape upon our return!

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Jensen M.
Sitter Profile Image: Jessica Z.
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Jessica Z.
Star Sitter
from
$64
per night
5 out of 5.0 stars
159 reviews
49 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

Jessica was great! Our emotionally needy animals soaked up her attention and loved on her right back. Super great communication throughout the stay, and lots of great photos. Thanks again, Jessica!

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Nicole D.
Sitter Profile Image: Adrienne N.
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Adrienne N.
Star Sitter
from
$50
per night
5 out of 5.0 stars
45 reviews
7 repeat clients
14 years of experience
Lower East Side, Milwaukee, WI, 53214

Adrienne was absolutely amazing. I have never had someone dog sit in my home before as I was never comfortable with it, but Adrienne I could tell was a trustworthy person from the start. I have one extremely hyper puppy and a senior who barely leaves her bed, and she did an amazing job watching both. She went above and beyond what I could of asked of her, and we will most definitely use her in the future.

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Lexi M.
Sitter Profile Image: Alyssa B.
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Alyssa B.
from
$50
per night
5 out of 5.0 stars
8 reviews
3 repeat clients
10 years of experience
Whitefish Bay, WI, 53217

I loved Alyssa's help taking care of my dog ​​Tango. She did everything I asked her to do. She was very responsible and my dog ​​Tango loved her. During my trip, she sent me photos of Tango's walks with her in the park. 100% recommended.

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Paulo A.
Sitter Profile Image: Jasmine T.
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Jasmine T.
Star Sitter
from
$55
per night
5 out of 5.0 stars
14 reviews
6 repeat clients
5 years of experience
Timmerman West, Milwaukee, WI, 53225

Jasmine was amazing! She was extremely communicative and professional. I would absolutely book Jasmine again. She sent tons of photos and updates and my pets loved her!

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tanya h.
Sitter Profile Image: William L.
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William L.
from
$42
per night
5 out of 5.0 stars
11 reviews
18 years of experience
Merrill Park, Milwaukee, WI, 53208

Billy was awesome and responsive. Gave us updates throughout the day, and took great care of Apollo. Billy asked questions and followed instructions as well us took good care of our place. Would definitely recommend and use Billy again.

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natasha v.
Sitter Profile Image: Julia M.
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Julia M.
from
$45
per night
5 out of 5.0 stars
26 reviews
4 repeat clients
15 years of experience
Enderis Park, Milwaukee, WI, 53210

This was our first time using a pet sitter and we were very happy with Julia! Our animals were very comfortable with her and we felt relaxed on our vacation knowing she was there watching them. We got regular updates. We would book with Julia again! We have already recommended her to our family.

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Kathryn E.
Sitter Profile Image: Emily M.
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Emily M.
from
$38
per night
5 out of 5.0 stars
3 reviews
30 years of experience
Milwaukee, WI, 53213

Did amazing

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Justin F.
Sitter Profile Image: Jamila M.
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Jamila M.
Star Sitter
from
$57
per night
5 out of 4.9 stars
81 reviews
24 repeat clients
27 years of experience
Washington Heights, milwaukee, WI, 53208

Jamila is a reliable, caring sitter. Our dogs looked happy cuddled up with her while we were out of town. She left our house in very good shape. We welcome her back into our home the next time we need an overnight sitter.

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STEPHANIE R T.
Sitter Profile Image: Kelsey H.
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Kelsey H.
from
$39
per night
5 out of 5.0 stars
59 reviews
16 repeat clients
13 years of experience
Mount Mary, Milwaukee, WI, 53222

Could not have been happier Kelsey! We had a horrible dog watcher the weekend before and Kelsey instantly put our anxious minds at ease. We have a high energy dog and they seemed to get along very well. The house was clean and orderly when we got home as well. We have already booked her for another upcoming trip. Very highly recommend!

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Kelly P.
Sitter Profile Image: Stephen & Wipawee D.
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Stephen & Wipawee D.
Star Sitter
from
$95
per night
5 out of 5.0 stars
49 reviews
19 repeat clients
5 years of experience
Dineen Park, Milwaukee, WI, 53216

Stephen and Amelie provided exemplary care for our dogs, Cameron and Colby. Their kindness, coupled with their commitment to regular exercise and clear communication, put us completely at ease. They frequently updated us with photos and videos, and their prompt responses to our questions were much appreciated. In addition to taking great care of our dogs, they kept our house in perfect condition. We wholeheartedly recommend Stephen and Amelie to anyone needing reliable and loving pet sitters. We can't thank them enough for their top-notch service!

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Elliott R.
Sitter Profile Image: Molly O.
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Molly O.
from
$65
per night
5 out of 5.0 stars
46 reviews
16 repeat clients
18 years of experience
Wick Field, Milwaukee, WI, 53208

Molly absolutely crushed it- I can’t say enough good things. Our dogs have huge personalities, some bizarre behaviors, and special needs (and so does our weird old rental house) and she handled all of it with aplomb. Our resident canine klutz tore his paw pad the night before we left, and even though we totally sprung this development on Molly at the last minute, pro that she is, she jumped in and changed his dressings, kept the area clean, AND kept the dog calm to prevent further injury. He was basically fully healed upon our return. Thanks, Molly! We will be back if you’ll have us- with fewer surprises next time, we hope!

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Lily S.
Sitter Profile Image: Catherine C.
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Catherine C.
from
$35
per night
13 years of experience
Nash Park, Milwaukee, WI, 53222

About: I've been surrounded by animals my entire life. I grew up with multiple cats in the house as well as a large dog. When I was 10 my mom and I began to foster cats for the Wisconsin Humane Society. We have cared for nearly 200 cats and kittens, which ranged from bottle babies to feral cats to disabled and sick cats. I have also been dog walking since I was around 12. I have experience administering a variety of medications to animals, including oral, topical, and diabetic medication. I've helped to take care of my family's senior pets as they age. I also have experience with more exotic pet care, namely turtles and frogs! I have just finished my undergrad and am currently working part-time. My days are largely free to care for animals and am fully flexible depending on your schedule! Safety is the most important part of caring for an animal. Creating feelings of proper safety allows for trust to be built and a good relationship between animal and person. I have years of experience in creating trust with the most feral cats and know how to listen to animal body language and needs.

Sitter Profile Image: Cindy H.
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Cindy H.
from
$70
per night
5 out of 5.0 stars
42 reviews
12 repeat clients
25 years of experience
wauwatosa, WI, 53213

We had a great experience with Cindy. She took care of our furbabies like they were her own. Excellent communication, got daily pictures and updates. I did not have to worry at all will 100% rebook with Cindy.

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Kemmy S.
Sitter Profile Image: Kat K.
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Kat K.
from
$28
per night
5 out of 5.0 stars
3 reviews
1 repeat client
10 years of experience
Milwaukee, WI, 53208

About: Hi! I’m Kat. I have experience looking after animals of all kinds - dogs (big and small), cats, guinea pigs, hamsters, rats, turtles, you name it. I have three cats at home who get lovingly spoiled every day, and I have experience dog walking, dog-sitting (included overnight stays), and cat-sitting for neighbors, friends, and family. I have a genuine love for all types of animals, and I put their well-being, care, and enrichment above all else. I work from home as a jewelry maker, so my schedule during the week is flexible as can be. I can easily make time for morning, midday, and evening visits. I am detail-oriented and will follow any given care instructions to the letter. My goal is to treat your pet just like you would, with the same love and attention you give them every day.

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Sitter Profile Image: Ashley W.
Verified Background Check
Sitter Profile Image: Ashley W.
Verified Background Check

1. Ashley W.

Active person loves active dogs
Washington Heights, Milwaukee, WI, 53208
1.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
14 reviews
5 repeat clients
Profile image

As usual, a smooth transaction/stay! We absolutely love Ashley. She is very flexible, punctual and most importantly - clean (we only do home stays). Our pup is always happy to see Ashley and enjoys her company very much.

Availability updated today
Sitter Profile Image: Melissa H.
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Sitter Profile Image: Melissa H.
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2. Melissa H.

Star Sitter
Their Favorite Pawsome Auntie 🐾
Milwaukee, WI, 53211
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
30 reviews
8 repeat clients
Profile image

Melissa was outstanding!! We for sure could not have asked for anyone better to come stay with our babies. We got daily pictures and updates and you could tell she loved them like her own. We can not wait for her to come back as we already have her booked for more sittings!

Availability updated 3 days ago
Sitter Profile Image: Keisha P.
Verified Enhanced Background Check
Sitter Profile Image: Keisha P.
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3. Keisha P.

Star Sitter
Your Furbabies will Love Me
Clarke Square, Milwaukee, WI, 53204
4.2 mi. away
House Sitting, Drop-In Visits
from
$31
per night
5 out of 5.0 stars
17 reviews
10 repeat clients
Profile image

As always, Keisha did a wonderful job taking care of my fur babies while I was out of town! Came home to happy pets and a clean house after a long day of traveling.

Availability updated 6 days ago
Sitter Profile Image: Emily S.
Verified Enhanced Background Check
Sitter Profile Image: Emily S.
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4. Emily S.

Star Sitter
Enjoy making pets happy and loved
West Allis, WI, 53227
5.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 4.9 stars
29 reviews
19 repeat clients
Profile image

Emily did a great job with our older dog. She communicated any concerns she had with him. The house was left in pristine condition. We were thankful to have her staying with Louie.

Availability updated today
Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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5. Rachel H.

Star Sitter
** Mission: meet ALL the dogs **
West Allis, WI, 53214
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
91 reviews
23 repeat clients
Profile image

Rachel was absolutely amazing. She kept us posted throughout the whole night! She is amazing with dogs. We are definitely using her in the future!!!!! Couldn’t have asked for a better sitter for our crazy dog.

Availability updated 21 days ago
Sitter Profile Image: Joanne & Becky J.
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Sitter Profile Image: Joanne & Becky J.
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6. Joanne & Becky J.

Star Sitter
Wannabe Fur Moms - For Our Fur Fund
Milwaukee, WI, 53203
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
Profile image

Great sitters for our two cats and anxious dog! Loved the updates and how comfortable our pets looked in their care! House was well cared for and in such good shape upon our return!

Availability updated 6 days ago
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check

7. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$64
per night
5 out of 5.0 stars
159 reviews
49 repeat clients
Profile image

Jessica was great! Our emotionally needy animals soaked up her attention and loved on her right back. Super great communication throughout the stay, and lots of great photos. Thanks again, Jessica!

Availability updated yesterday
Sitter Profile Image: Adrienne N.
Verified Enhanced Background Check
Sitter Profile Image: Adrienne N.
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8. Adrienne N.

Star Sitter
WFH, med experience, and pet lover!
Lower East Side, Milwaukee, WI, 53214
4.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
45 reviews
7 repeat clients
Profile image

Adrienne was absolutely amazing. I have never had someone dog sit in my home before as I was never comfortable with it, but Adrienne I could tell was a trustworthy person from the start. I have one extremely hyper puppy and a senior who barely leaves her bed, and she did an amazing job watching both. She went above and beyond what I could of asked of her, and we will most definitely use her in the future.

Availability updated 4 days ago
Sitter Profile Image: Alyssa B.
Verified Enhanced Background Check
Sitter Profile Image: Alyssa B.
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9. Alyssa B.

Compassionate Pet Sitter
Whitefish Bay, WI, 53217
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
8 reviews
3 repeat clients
Profile image

I loved Alyssa's help taking care of my dog ​​Tango. She did everything I asked her to do. She was very responsible and my dog ​​Tango loved her. During my trip, she sent me photos of Tango's walks with her in the park. 100% recommended.

Availability updated 5 days ago
Sitter Profile Image: Jasmine T.
Verified Enhanced Background Check
Sitter Profile Image: Jasmine T.
Verified Enhanced Background Check

10. Jasmine T.

Star Sitter
🐈‍⬛Caring for your furry family🐕
Timmerman West, Milwaukee, WI, 53225
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
14 reviews
6 repeat clients
Profile image

Jasmine was amazing! She was extremely communicative and professional. I would absolutely book Jasmine again. She sent tons of photos and updates and my pets loved her!

Availability updated 7 days ago
Sitter Profile Image: William L.
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Sitter Profile Image: William L.
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11. William L.

U.S. Secretary of Dogs
Merrill Park, Milwaukee, WI, 53208
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$42
per night
5 out of 5.0 stars
11 reviews
Profile image

Billy was awesome and responsive. Gave us updates throughout the day, and took great care of Apollo. Billy asked questions and followed instructions as well us took good care of our place. Would definitely recommend and use Billy again.

Availability updated 4 days ago
Confirmed availability for 4th of July Weekend
Sitter Profile Image: Julia M.
Verified Enhanced Background Check
Sitter Profile Image: Julia M.
Verified Enhanced Background Check

12. Julia M.

Wags to Whiskers
Enderis Park, Milwaukee, WI, 53210
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
26 reviews
4 repeat clients
Profile image

This was our first time using a pet sitter and we were very happy with Julia! Our animals were very comfortable with her and we felt relaxed on our vacation knowing she was there watching them. We got regular updates. We would book with Julia again! We have already recommended her to our family.

Availability updated yesterday
Sitter Profile Image: Emily M.
Verified Enhanced Background Check
Sitter Profile Image: Emily M.
Verified Enhanced Background Check

13. Emily M.

Raised on urban farm, pet sitter
Milwaukee, WI, 53213
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$38
per night
5 out of 5.0 stars
3 reviews
Profile image

Did amazing

Availability updated today
Sitter Profile Image: Jamila M.
Verified Background Check
Sitter Profile Image: Jamila M.
Verified Background Check

14. Jamila M.

Rover 101
Star Sitter
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$57
per night
5 out of 4.9 stars
81 reviews
24 repeat clients
Profile image

Jamila is a reliable, caring sitter. Our dogs looked happy cuddled up with her while we were out of town. She left our house in very good shape. We welcome her back into our home the next time we need an overnight sitter.

Availability updated 4 days ago
Sitter Profile Image: Kelsey H.
Verified Enhanced Background Check
Sitter Profile Image: Kelsey H.
Verified Enhanced Background Check

15. Kelsey H.

flexible schedule for walks/sitting
Mount Mary, Milwaukee, WI, 53222
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$39
per night
5 out of 5.0 stars
59 reviews
16 repeat clients
Profile image

Could not have been happier Kelsey! We had a horrible dog watcher the weekend before and Kelsey instantly put our anxious minds at ease. We have a high energy dog and they seemed to get along very well. The house was clean and orderly when we got home as well. We have already booked her for another upcoming trip. Very highly recommend!

Availability updated 5 days ago
Sitter Profile Image: Stephen & Wipawee D.
Verified Enhanced Background Check
Sitter Profile Image: Stephen & Wipawee D.
Verified Enhanced Background Check

16. Stephen & Wipawee D.

Star Sitter
Pawfessional w/ Love & Care <3
Dineen Park, Milwaukee, WI, 53216
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$95
per night
5 out of 5.0 stars
49 reviews
19 repeat clients
Profile image

Stephen and Amelie provided exemplary care for our dogs, Cameron and Colby. Their kindness, coupled with their commitment to regular exercise and clear communication, put us completely at ease. They frequently updated us with photos and videos, and their prompt responses to our questions were much appreciated. In addition to taking great care of our dogs, they kept our house in perfect condition. We wholeheartedly recommend Stephen and Amelie to anyone needing reliable and loving pet sitters. We can't thank them enough for their top-notch service!

Availability updated 5 days ago
Sitter Profile Image: Molly O.
Verified Background Check
Sitter Profile Image: Molly O.
Verified Background Check

17. Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
46 reviews
16 repeat clients
Profile image

Molly absolutely crushed it- I can’t say enough good things. Our dogs have huge personalities, some bizarre behaviors, and special needs (and so does our weird old rental house) and she handled all of it with aplomb. Our resident canine klutz tore his paw pad the night before we left, and even though we totally sprung this development on Molly at the last minute, pro that she is, she jumped in and changed his dressings, kept the area clean, AND kept the dog calm to prevent further injury. He was basically fully healed upon our return. Thanks, Molly! We will be back if you’ll have us- with fewer surprises next time, we hope!

Availability updated 6 days ago
Sitter Profile Image: Catherine C.
Verified Enhanced Background Check
Sitter Profile Image: Catherine C.
Verified Enhanced Background Check

18. Catherine C.

Lifelong Animal Caretaker
Nash Park, Milwaukee, WI, 53222
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
1 review

Catherine has had a great affinity for cats since she was born. She has been fostering them and nursing them back to health for years. She’s always who I go to when I have questions about cats wild or domestic. She understands their body language and how they feel better than almost anyone. Just take her cat Eclipse for example! Saved from the outdoors and only known a safe, happy life since! N.C.

Availability updated 4 days ago
Sitter Profile Image: Cindy H.
Verified Enhanced Background Check
Sitter Profile Image: Cindy H.
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19. Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
1.6 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$70
per night
5 out of 5.0 stars
42 reviews
12 repeat clients
Profile image

We had a great experience with Cindy. She took care of our furbabies like they were her own. Excellent communication, got daily pictures and updates. I did not have to worry at all will 100% rebook with Cindy.

Availability updated 6 days ago
Sitter Profile Image: Kat K.
Verified Enhanced Background Check
Sitter Profile Image: Kat K.
Verified Enhanced Background Check

20. Kat K.

Ready to care for your fur babies!
Milwaukee, WI, 53208
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5 out of 5.0 stars
3 reviews
1 repeat client

Kat is super communicative, consistently sticks to our cat's routine, and gives her all the love and pats she deserves. They're one of our go-to pet sitters, from day trips to short-notice family emergencies. Hire them, you won't regret it! ❤️

Availability updated 26 days ago

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