House Sitting in Cambridge Heights, Milwaukee

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Sitter Profile Image: Ashley W.
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Sitter Profile Image: Ashley W.
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1. Ashley W.

Active person loves active dogs
Washington Heights, Milwaukee, WI, 53208
4.5 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: Jamie C.
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Sitter Profile Image: Jamie C.
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2. Jamie C.

Rover 101
Animal Loving Social Worker
Milwaukee, WI, 53211
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
93 reviews
15 repeat clients
Profile image

We were so happy with Jamie's house sitting, we would ask her to stay with our dogs again in a heartbeat. We have two large (50+lb) dogs - one is very anxious, and the other is standoffish with new people, so I had been hesitant to bring an unknown person in to watch them while we were out of town. Jamie seemed to win them over with ease. During our meet & greet, my anxious dog was climbing up on her and demanding love by the time Jamie sat on the couch. And, partway through the week we were gone, we received a wonderful note from Jamie declaring that our standoffish dog was now accepting belly rubs (a status almost none of our relatives have reached!). Jamie was wonderful with text messages and pictures, and great about reaching out if she had any questions. But the proof is in the pudding - we came home to two amazingly happy, calm dogs, who had spent the week we were gone getting love and peanut butter from a fantastic dog sitter!

Availability updated yesterday
Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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3. Carole & Shannon C.

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

Carole was nothing short of amazing! I have 2 senior dogs, one of whom is very “particular” as far as the people she likes. Carole was able to walk her and care for her without any issues. I received photos and updates and felt completely at ease knowing that they were in good hands.

Availability updated 4 days ago
Confirmed availability for 4th of July Weekend
Sitter Profile Image: Melissa H.
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Sitter Profile Image: Melissa H.
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4. Melissa H.

Star Sitter
Their Favorite Pawsome Auntie 🐾
Milwaukee, WI, 53211
1.0 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.
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Sitter Profile Image: Keisha P.
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5. Keisha P.

Star Sitter
Your Furbabies will Love Me
Clarke Square, Milwaukee, WI, 53204
4.7 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: 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
3.4 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.
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Sitter Profile Image: Jessica Z.
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7. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
1.9 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.
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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
2.0 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.
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Sitter Profile Image: Alyssa B.
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9. Alyssa B.

Compassionate Pet Sitter
Whitefish Bay, WI, 53217
2.2 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: Carrianne L.
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Sitter Profile Image: Carrianne L.
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10. Carrianne L.

Star Sitter
Caring for Critters of all Kinds!
Shorewood, WI, 53211
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$85
per night
5 out of 5.0 stars
47 reviews
12 repeat clients
Profile image

Carrianne did a wonderful job caring for my dog when I went out of town for a weekend. Penny takes some time to warm up to people and Carrianne was very patient and understanding throughout that process. She followed the care instructions I left and sent daily updates with important information (e.g., walks, eating habits, general behavior) with photos. She also stayed overnight in my apartment and left everything really tidy. I couldn't be happier with the care Penny received and will definitely rebook for future travel plans!

Availability updated 42 days ago
Confirmed availability for 4th of July Weekend
Sitter Profile Image: Addoris D.
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Sitter Profile Image: Addoris D.
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11. Addoris D.

Queer Friendly & Energetic Sitter
Lower East Side, Milwaukee, WI, 53202
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$32
per night
5 out of 5.0 stars
8 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 yesterday
Sitter Profile Image: Kelly N.
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Sitter Profile Image: Kelly N.
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12. Kelly N.

Your dog's new bestie!
Riverwest, Milwaukee, WI, 53212
1.1 mi. away
House Sitting, Drop-In Visits
from
$40
per night
4 reviews

Kelly loves dogs, but even more important, dogs love her! She has dog sat for us and many other people. She has been recruited by neighbors and friends because of her love and care for each dog she invests in. Every time she dog sits she falls in love with that dog and breed. She is committed and very responsible.

Availability updated today
Confirmed availability for 4th of July Weekend
Sitter Profile Image: Madelyn C.
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Sitter Profile Image: Madelyn C.
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13. Madelyn C.

Treats, Tail Wags & Lots of Love!
Milwaukee, WI, 53211
0.9 mi. away
House Sitting, Dog Walking
from
$52
per night
2 reviews
Profile image

Did such a great job taking care of Izzy and the house as well.

Availability updated today
Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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14. Jackie C.

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

I am a first time user of Rover.com and was nervous about leaving my dogs with someone the dogs and I didn't know. The meet and greet with Jackie helped put my mind at ease. Jackie did an amazing job taking care of my 2 dogs at my house for a little over 2 weeks. One the dogs does not trust people. It did not take him long to warm up to her, which says that she has good, calm energy. It was great that the dogs could be at home and she would come to them. I think this made the dogs less anxious. She sent us great pictures and promptly responded to texts. I would highly recommend Jackie and I would definitely use her again.

Availability updated 2 days ago
Sitter Profile Image: Keelyn M.
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Sitter Profile Image: Keelyn M.
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15. Keelyn M.

All dogs are my friends!
Shorewood, WI, 53211
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5 out of 5.0 stars
30 reviews
5 repeat clients
Profile image

Keelyn was great with the dog - prompt, communicative - excellent service!

Availability updated yesterday
Sitter Profile Image: Jenna M.
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Sitter Profile Image: Jenna M.
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16. Jenna M.

Caring and attentive pet sitter
Milwaukee, WI, 53202
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
31 reviews
7 repeat clients
Profile image

We couldn’t be happier with Jenna! Our pup has separation anxiety and Jenna navigates that with compassion and care. Highly recommend!

Availability updated 17 days ago
Sitter Profile Image: Liz P.
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Sitter Profile Image: Liz P.
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17. Liz P.

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

Liz was great at following instructions and was super receptive to any feedback or request. She took care of my boys and the house. She kept me updated and seemed to really care for the boys.

Availability updated 3 days ago
Sitter Profile Image: Kathryn D.
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Sitter Profile Image: Kathryn D.
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18. Kathryn D.

Star Sitter
Excited to meet your furry friend!
Milwaukee, WI, 53211
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
70 reviews
18 repeat clients
Profile image

Kathryn has been amazing! She picked up a request super last minute and was so sweet to my pup. She really goes above and beyond what a typical dog watcher would do. Would definitely recommend!!

Availability updated 11 days ago
Sitter Profile Image: Travis H.
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Sitter Profile Image: Travis H.
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19. Travis H.

Rover 101
Star Sitter
Love & Exercise for your dog or cat
Riverwest, Milwaukee, WI, 53212
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$62
per night
5 out of 5.0 stars
261 reviews
94 repeat clients
Profile image

Travis was great to work with. He really bonded with my dog, Lucy. She was sorry to see him go. I highly recommend Travis. He’s kind, prompt, and great with dogs. Very trustworthy. Best dog sitter in Milwaukee , and maybe the whole Midwest!

Availability updated 11 days ago
Sitter Profile Image: Lenys H.
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Sitter Profile Image: Lenys H.
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20. Lenys H.

Pets don’t need us, we need them!!
Milwaukee, WI, 53211
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 4.8 stars
12 reviews
3 repeat clients
Profile image

Lenys did a fantastic job watching my dog Miles. She was very attentive to him, and she provided transparent communication as well as pictures throughout the week. I would highly recommend her.

Availability updated yesterday

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