House Sitting in Haymarket, Milwaukee

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Top rated Haymarket house sitters

1 / 1
Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter
from
$31
per night
5 out of 5.0 stars
15 reviews
8 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

We were very happy with the communication and attention to detail while watching bella. Not only did she take great care of our dog but also our house 🧡 we would definitely recommend her and use her in the future

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Amy G.
Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter
from
$60
per night
5 out of 5.0 stars
26 reviews
7 repeat clients
40 years of experience
Milwaukee, WI, 53211

Wonderful!!! Charlie was so relaxed when I got home which I think speaks volumes to how comfortable he was with Melissa. They played, cuddled and went for a bunch of walks. I loved the photos!!❤️ I will definitely be booking Melissa again for my sweet little peanut!

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Mary Elizabeth W.
Sitter Profile Image: Megan D.
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Megan D.
Star Sitter
from
$63
per night
5 out of 5.0 stars
26 reviews
9 repeat clients
11 years of experience
Milwaukee, WI, 53204

Megan was so lovely! She was so great with my (big) dog and I felt really confident leaving my pup with her. She kept me updated the whole time and sent a lot of pics. I came home to my apartment the same way I left it and Megan even left a sweet card. Highly recommend Megan!

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Stella F.
Sitter Profile Image: Carole & Shannon C.
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Carole & Shannon C.
Star Sitter
from
$75
per night
5 out of 5.0 stars
119 reviews
32 repeat clients
23 years of experience
Murray Hill, Milwaukee, WI, 53211

Carole did a great job caring for our pets while we were out of town for the weekend! She sent us lots of pictures of Moose and Kitty while we were away. And we came home to a clean house and she even washed the bedding and remade the bed! We hate having to leave our pets to go out of town, but Carole kept us updated on how they were doing and that brought peace of mind so that we could enjoy our trip! Would definitely recommend and book again!

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Emily S.
Sitter Profile Image: Adrienne N.
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Adrienne N.
Star Sitter
from
$50
per night
5 out of 5.0 stars
42 reviews
6 repeat clients
14 years of experience
Lower East Side, Milwaukee, WI, 53214

Adrienne was a wonderful sitter for my 3 miniature schnauzer pups! They absolutely loved her attentiveness and affinity for snuggles. She followed my instructions and was very detailed oriented and even combed their fur and brushed their teeth. We all agree that we will definitely book Adrienne again!

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Therease T.
Sitter Profile Image: Daniela & Michael P.
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Daniela & Michael P.
from
$65
per night
5 out of 4.9 stars
289 reviews
165 repeat clients
11 years of experience
Bay View, Milwaukee, WI, 53207

This was our first time using Daniela and she was amazing! Dealing with a wind storm, a power outage and some overprotective dog parents is not easy. But, both our dogs loved her and she made our trip worry free. Daniela is highly recommended and we would not hesitate to use her again.

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Katie B.
Sitter Profile Image: Addoris D.
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Addoris D.
from
$25
per night
5 out of 5.0 stars
6 reviews
1 repeat client
5 years of experience
Lower East Side, Milwaukee, WI, 53202

Thanks for taking care of our dog and cat. They appeared well taken care of. The house was clean when we got home as well.

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Tiffany M.
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

Ashley was GREAT! I had a last minute trip pop up this weekend and she immediately responded to help me out. She even dropped what she was doing to come meet her that night! She was super responsive while I was away, and Brooklyn is worn out tonight- which I know is because she had so much fun! Thanks again, Ashley!

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Graham B.
Sitter Profile Image: Lily S.
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Lily S.
Star Sitter
from
$125
per night
5 out of 5.0 stars
41 reviews
12 repeat clients
25 years of experience
Milwaukee, WI, 53212

Lily is so invested in my dogs and did a particularly fantastic job with the puppy. She’s a great communicator and an outstanding photographer to boot.

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Eric M.
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
7 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
156 reviews
48 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

Jessica Z stayed in my house with my 14 y/o blind Boston Terrier. She was wonderful. I received daily updates and photos, she clearly took excellent care of my pup. She left my place spotless and I would highly recommend her. She is excellent and I will definitely use her again.

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Toni P.
Sitter Profile Image: Berenice B.
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Berenice B.
Star Sitter
from
$75
per night
5 out of 4.9 stars
166 reviews
70 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

Berenice was great!!! She was easy to get in touch with and sent lots of pictures! My puppy was so happy to see her and tuckered out when I saw him indicating that all his physical and mental needs were met during his full day of care. Trustworthy and reliable! Would definitely book again

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Jagpreet S.
Sitter Profile Image: Becca S.
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Becca S.
Star Sitter
from
$60
per night
5 out of 5.0 stars
32 reviews
11 repeat clients
15 years of experience
Historic Third Ward, Milwaukee, WI, 53202

Becca took such great care of our dog, Annabelle! We were gone over the weekend and it was Annabelle’s first time staying with someone besides family. Obviously, we were nervous and a little scared, but Becca did a tremendous job of updating us, sending lots of pictures, and most importantly, making Annabelle feel comfortable. Highly recommend! 😊

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Estefania V.
Sitter Profile Image: Lanaya O.
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Lanaya O.
from
$30
per night
5 out of 5.0 stars
5 reviews
4 repeat clients
15 years of experience
Yankee Hill, Milwaukee, WI, 53202

Lanaya was great. She could handle our Great Dane with no problems for a whole day, even sending us pictures through the day without us asking for them which was really nice of her. First time using rover for us but it won’t be the last. Thanks Lanaya! We will see you soon.

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Leonardo P.
Sitter Profile Image: Liz P.
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Liz P.
Star Sitter
from
$60
per night
5 out of 5.0 stars
121 reviews
40 repeat clients
4 years of experience
Riverwest, Milwaukee, WI, 53212

Liz was wonderful to work with. I had her stay with my dog for 2 nights in my home since it was the first time I would be away and thought it would be less stressful than boarding him. I was really happy I made the choice to have her stay. She was very responsive and sent me daily updates! I would absolutely recommend her to anyone who is looking to do this for the first time and is unsure, and I will use her again in the future!

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Jessica S.
Sitter Profile Image: Linnea G.
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Linnea G.
from
$50
per night
5 out of 4.9 stars
48 reviews
14 repeat clients
5 years of experience
Lower East Side, Milwaukee, WI, 53202

Linnea was absolutely amazing! She went above and beyond to make sure my puppy was well taken care of (which included a vet visit). I could not recommend Linnea enough. She was super communicative and my puppy loved her. She also was a perfect house guest.

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Courtney R.
Sitter Profile Image: Emma S.
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Emma S.
from
$50
per night
5 out of 5.0 stars
4 reviews
15 years of experience
Avenues West, Milwaukee, WI, 53233

Emma was incredible! She took care of our two 1 year old black labs and our cat while we were out of town and did an amazing job. They miss her already! I will definitely be reaching out to Emma for future care.

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Kelly F.
Sitter Profile Image: Maiah D.
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Maiah D.
from
$75
per night
5 out of 5.0 stars
5 reviews
16 years of experience
Juneau Town, Milwaukee, WI, 53963

About: I have grown up with our family dog in the home that I had responsibilities to take care of, as well as various dogs from my neighborhood. I love to go on walks, so bringing a pet with me is a bonus! I’m currently working 2 part-time jobs, one in the morning and one in the evening. Therefore, I can fit pet care in around lunchtime, plus before and after work. I have a work schedule that I can be flexible with! I will fully abide by whatever pet care requirements you have (a set walk schedule, using a pet leash, carrying safety equipment, etc.). Please let me know what you are comfortable with and we can work together to ensure your pet is in good hands.

Sitter Profile Image: Talor G.
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Talor G.
Star Sitter
from
$95
per night
5 out of 5.0 stars
50 reviews
14 repeat clients
20 years of experience
Milwaukee, WI, 53202

Talor was amazing!!! Super responsive, personable, and made sure to send photo updates each day we were away. She was very attentive to our dog and made sure he had plenty of walks during her stay to keep up with his high energy level. Talor stayed in our home while we were away and made a point to make it look just as we had left it. Booking a new person can sometimes be stressful, but she made it very easy! Definitely recommend her services

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Darian W.
Sitter Profile Image: Jackie C.
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Jackie C.
Star Sitter
from
$75
per night
5 out of 5.0 stars
106 reviews
34 repeat clients
10 years of experience
Brewer's Hill, Milwaukee, WI, 53212

Jackie was absolutely wonderful! Not only did she take excellent care of our high-need 16.5-year-old dog, she also took great care of our home. She provided updates along the way and followed all of our instructions for caring for Jack (no small feat). We can't speak highly enough about Jackie.

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Kristen R.
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Sitter Profile Image: Keisha P.
Verified Enhanced Background Check
Sitter Profile Image: Keisha P.
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1. Keisha P.

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

We were very happy with the communication and attention to detail while watching bella. Not only did she take great care of our dog but also our house 🧡 we would definitely recommend her and use her in the future

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
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
26 reviews
7 repeat clients
Profile image

Wonderful!!! Charlie was so relaxed when I got home which I think speaks volumes to how comfortable he was with Melissa. They played, cuddled and went for a bunch of walks. I loved the photos!!❤️ I will definitely be booking Melissa again for my sweet little peanut!

Availability updated 4 days ago
Sitter Profile Image: Megan D.
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Sitter Profile Image: Megan D.
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3. Megan D.

Star Sitter
Please pick me!
Milwaukee, WI, 53204
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$63
per night
5 out of 5.0 stars
26 reviews
9 repeat clients
Profile image

Megan was so lovely! She was so great with my (big) dog and I felt really confident leaving my pup with her. She kept me updated the whole time and sent a lot of pics. I came home to my apartment the same way I left it and Megan even left a sweet card. Highly recommend Megan!

Availability updated 11 days ago
Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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4. Carole & Shannon C.

Star Sitter
east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
2.0 mi. away
House Sitting, Drop-In Visits
from
$75
per night
5 out of 5.0 stars
119 reviews
32 repeat clients
Profile image

Carole did a great job caring for our pets while we were out of town for the weekend! She sent us lots of pictures of Moose and Kitty while we were away. And we came home to a clean house and she even washed the bedding and remade the bed! We hate having to leave our pets to go out of town, but Carole kept us updated on how they were doing and that brought peace of mind so that we could enjoy our trip! Would definitely recommend and book again!

Availability updated 2 days ago
Sitter Profile Image: Adrienne N.
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Sitter Profile Image: Adrienne N.
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5. Adrienne N.

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

Adrienne was a wonderful sitter for my 3 miniature schnauzer pups! They absolutely loved her attentiveness and affinity for snuggles. She followed my instructions and was very detailed oriented and even combed their fur and brushed their teeth. We all agree that we will definitely book Adrienne again!

Availability updated yesterday
Sitter Profile Image: Daniela & Michael P.
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Sitter Profile Image: Daniela & Michael P.
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6. Daniela & Michael P.

Rover 101
Paws Down, the Best in Town!
Bay View, Milwaukee, WI, 53207
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 4.9 stars
289 reviews
165 repeat clients
Profile image

This was our first time using Daniela and she was amazing! Dealing with a wind storm, a power outage and some overprotective dog parents is not easy. But, both our dogs loved her and she made our trip worry free. Daniela is highly recommended and we would not hesitate to use her again.

Availability updated 4 days ago
Sitter Profile Image: Addoris D.
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Sitter Profile Image: Addoris D.
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7. Addoris D.

Queer Friendly & Energetic Sitter
Lower East Side, Milwaukee, WI, 53202
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per night
5 out of 5.0 stars
6 reviews
1 repeat client
Profile image

Thanks for taking care of our dog and cat. They appeared well taken care of. The house was clean when we got home as well.

Availability updated 3 days ago
Sitter Profile Image: Ashley W.
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Sitter Profile Image: Ashley W.
Verified Background Check

8. Ashley W.

Active person loves active dogs
Washington Heights, Milwaukee, WI, 53208
3.1 mi. away
Boarding, 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

Ashley was GREAT! I had a last minute trip pop up this weekend and she immediately responded to help me out. She even dropped what she was doing to come meet her that night! She was super responsive while I was away, and Brooklyn is worn out tonight- which I know is because she had so much fun! Thanks again, Ashley!

Availability updated 39 days ago
Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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9. Lily S.

Star Sitter
Certified Sitter!
Milwaukee, WI, 53212
0.7 mi. away
House Sitting, Drop-In Visits
from
$125
per night
5 out of 5.0 stars
41 reviews
12 repeat clients
Profile image

Lily is so invested in my dogs and did a particularly fantastic job with the puppy. She’s a great communicator and an outstanding photographer to boot.

Availability updated 2 days ago
Sitter Profile Image: Joanne & Becky J.
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Sitter Profile Image: Joanne & Becky J.
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10. Joanne & Becky J.

Star Sitter
Wannabe Fur Moms - For Our Fur Fund
Milwaukee, WI, 53203
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
7 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.
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11. Jessica Z.

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

Jessica Z stayed in my house with my 14 y/o blind Boston Terrier. She was wonderful. I received daily updates and photos, she clearly took excellent care of my pup. She left my place spotless and I would highly recommend her. She is excellent and I will definitely use her again.

Availability updated today
Sitter Profile Image: Berenice B.
Verified Enhanced Background Check
Sitter Profile Image: Berenice B.
Verified Enhanced Background Check

12. Berenice B.

Rover 101
Star Sitter
I walk to keep their tails waggin’
Bay View, Milwaukee, WI, 53207
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5 out of 4.9 stars
166 reviews
70 repeat clients
Profile image

Berenice was great!!! She was easy to get in touch with and sent lots of pictures! My puppy was so happy to see her and tuckered out when I saw him indicating that all his physical and mental needs were met during his full day of care. Trustworthy and reliable! Would definitely book again

Availability updated today
Sitter Profile Image: Becca S.
Verified Background Check
Sitter Profile Image: Becca S.
Verified Background Check

13. Becca S.

Rover 101
Star Sitter
Walkies in Milwaukees!
Historic Third Ward, Milwaukee, WI, 53202
1.4 mi. away
House Sitting
from
$60
per night
5 out of 5.0 stars
32 reviews
11 repeat clients
Profile image

Becca took such great care of our dog, Annabelle! We were gone over the weekend and it was Annabelle’s first time staying with someone besides family. Obviously, we were nervous and a little scared, but Becca did a tremendous job of updating us, sending lots of pictures, and most importantly, making Annabelle feel comfortable. Highly recommend! 😊

Availability updated 3 days ago
Sitter Profile Image: Lanaya O.
Verified Enhanced Background Check
Sitter Profile Image: Lanaya O.
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14. Lanaya O.

Animal lover here to help out
Yankee Hill, Milwaukee, WI, 53202
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
5 reviews
4 repeat clients
Profile image

Lanaya was great. She could handle our Great Dane with no problems for a whole day, even sending us pictures through the day without us asking for them which was really nice of her. First time using rover for us but it won’t be the last. Thanks Lanaya! We will see you soon.

Availability updated 10 days ago
Sitter Profile Image: Liz P.
Verified Enhanced Background Check
Sitter Profile Image: Liz P.
Verified Enhanced Background Check

15. Liz P.

Star Sitter
Pet Lover who works from home!
Riverwest, Milwaukee, WI, 53212
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 5.0 stars
121 reviews
40 repeat clients
Profile image

Liz was wonderful to work with. I had her stay with my dog for 2 nights in my home since it was the first time I would be away and thought it would be less stressful than boarding him. I was really happy I made the choice to have her stay. She was very responsive and sent me daily updates! I would absolutely recommend her to anyone who is looking to do this for the first time and is unsure, and I will use her again in the future!

Availability updated 2 days ago
Sitter Profile Image: Linnea G.
Verified Background Check
Sitter Profile Image: Linnea G.
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16. Linnea G.

Rover 101
Home Full Time Dog Lover!
Lower East Side, Milwaukee, WI, 53202
0.5 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 4.9 stars
48 reviews
14 repeat clients
Profile image

Linnea was absolutely amazing! She went above and beyond to make sure my puppy was well taken care of (which included a vet visit). I could not recommend Linnea enough. She was super communicative and my puppy loved her. She also was a perfect house guest.

Availability updated 3 days ago
Sitter Profile Image: Emma S.
Verified Enhanced Background Check
Sitter Profile Image: Emma S.
Verified Enhanced Background Check

17. Emma S.

Can’t wait for new furry friends!
Avenues West, Milwaukee, WI, 53233
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
4 reviews
Profile image

Emma was incredible! She took care of our two 1 year old black labs and our cat while we were out of town and did an amazing job. They miss her already! I will definitely be reaching out to Emma for future care.

Availability updated 2 days ago
Sitter Profile Image: Maiah D.
Verified Enhanced Background Check
Sitter Profile Image: Maiah D.
Verified Enhanced Background Check

18. Maiah D.

Let me be your pet’s 2nd bestie!
Juneau Town, Milwaukee, WI, 53963
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
5 reviews

Maiah grew up in a house with dogs and has been around animals her entire life. She is very responsible in all areas of her life. She is very loving toward animals and can be trust with their care

Availability updated today
Sitter Profile Image: Talor G.
Verified Background Check
Sitter Profile Image: Talor G.
Verified Background Check

19. Talor G.

Star Sitter
I <3 furry friends & miss my fam’s
Milwaukee, WI, 53202
1.0 mi. away
Boarding, House Sitting
from
$95
per night
5 out of 5.0 stars
50 reviews
14 repeat clients
Profile image

Talor was amazing!!! Super responsive, personable, and made sure to send photo updates each day we were away. She was very attentive to our dog and made sure he had plenty of walks during her stay to keep up with his high energy level. Talor stayed in our home while we were away and made a point to make it look just as we had left it. Booking a new person can sometimes be stressful, but she made it very easy! Definitely recommend her services

Availability updated 6 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Jackie C.
Verified Enhanced Background Check
Sitter Profile Image: Jackie C.
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20. Jackie C.

Star Sitter
Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
106 reviews
34 repeat clients
Profile image

Jackie was absolutely wonderful! Not only did she take excellent care of our high-need 16.5-year-old dog, she also took great care of our home. She provided updates along the way and followed all of our instructions for caring for Jack (no small feat). We can't speak highly enough about Jackie.

Availability updated yesterday

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