House Sitting in Sherman Park, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Fiona G.
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Sitter Profile Image: Fiona G.
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1. Fiona G.

Patient & trustworthy animal lover
Uptown, Milwaukee, WI, 53210
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
Profile image

Fiona is an incredible pet sitter!!! She stayed at our home for five nights and took care of our fur babies like they were her own. She walked them frequently, played with them, gave them plenty of outside time and sent us lots of pictures and updates along the way. We came home to a very clean home and happy dogs! We would have Fiona back in a heartbeat and feel incredibly lucky that we were able to find her last minute. Do not hesitate if you’re on the fence about having a pet sitter - Fiona is truly the best and extremely kind. You can tell that she is a true dog lover❤️

Availability updated 13 days ago
Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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2. Carole & Shannon C.

Star Sitter
east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5.0 out of 5 stars
76 reviews
25 repeat clients
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Carole and Max are amazing. The last time she sat for me, I had two dogs. Sadly, I had to put one of them down and Carole and Max left me a framed photo on my beloved Sequoia. Their thoughtfulness meant the world to me and I know my dog Miley was well cared for.

Availability updated yesterday
Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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3. Erica L.

I'll love them like my own
West Allis, WI, 53227
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$37
per night
5.0 out of 5 stars
95 reviews
46 repeat clients
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Erica was great at communication, followed all the directions that we left her, and worked well with my cats! They responded beautifully to her and thats a good thing! Even my oldest and most particular cat came out for her! Total success! Thank you Erica! We will book you again I am sure!

Availability updated yesterday
Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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4. Lily S.

Star Sitter
All-Day in Home Care For Critters
Milwaukee, WI, 53212
2.3 mi. away
House Sitting, Drop-In Visits
from
$75
per night
5.0 out of 5 stars
24 reviews
9 repeat clients
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Lily was fantastic with my animals! She got sick while I was gone, poor thing, but worked right through it, even cleaned the carpet when one of my babies threw up. I would definitely trust her with my animals and place and will be using her services in the future!

Availability updated 2 days ago
Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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5. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$59
per night
5.0 out of 5 stars
118 reviews
37 repeat clients
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Jessica was great! Super communicative and sent lots of pictures! My boys are a handful and don't like strangers, so if she can handle them she can handle any high maintenance pups!

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

Star Sitter
** Mission: meet ALL the dogs **
West Allis, WI, 53214
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5.0 out of 5 stars
84 reviews
23 repeat clients
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Rachel was great with our two crazy dogs and her ability to watch them in our home was priceless. Our beagle has anxiety and does best in her own environment. Rachel kept us informed with texts and pictures and really provided peace of mind that our pups were in good hands.

Availability updated 87 days ago
Sitter Profile Image: Jamila M.
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Sitter Profile Image: Jamila M.
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7. Jamila M.

Rover 101
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5.0 out of 5 stars
65 reviews
22 repeat clients
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Jeremy was extremely professional! You can tell he truly loves animals and spends time getting to know them so that everything goes smoothly. I had just gotten a new dog, and by the time I had gotten back he had taught them all how to go on a walk at the same time! I love that he sends pictures during his stay, so you can check in. I highly recommend him!

Availability updated today
Sitter Profile Image: Sean N.
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Sitter Profile Image: Sean N.
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8. Sean N.

Husband, father and dog lover.
Kops Park, Milwaukee, WI, 53222
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5.0 out of 5 stars
12 reviews
6 repeat clients
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Sean was our first time using rover since we moved across the country and he was AMAZING. We recently got a rescue Great Dane who is not the easiest when trusting others & with Sean’s patience and expertise my dog got comfortable with me rather quickly! He sent pictures through out the night & even a video. Looking forward to use Sean’s service again.

Availability updated yesterday
Sitter Profile Image: Talor G.
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Sitter Profile Image: Talor G.
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9. Talor G.

Star Sitter
I <3 furry friends & miss my fam’s
Milwaukee, WI, 53203
3.6 mi. away
Boarding, House Sitting
from
$75
per night
5.0 out of 5 stars
41 reviews
10 repeat clients
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Talor was wonderful! The cats were disappointed when we got home. They missed their new friend. The house was exactly as we had left it. We would have her back anytime if she would have us.

Availability updated 2 days ago
Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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10. Jackie C.

Star Sitter
Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5.0 out of 5 stars
87 reviews
25 repeat clients
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Jackie was great. This was our first time having someone come to our house to watch our (almost) 11 year old chocolate lab. He can be finicky and has pretty strong anxiety, but Jackie was great with updates, and when we came home, Otis seemed in great shape...much better than taking him somewhere else. Would highly recommend Jackie, especially to anyone who is new to Rover and unsure of whether or not to book.

Availability updated yesterday
Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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11. Marilia D.

Star Sitter
I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5.0 out of 5 stars
44 reviews
13 repeat clients
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Marilia is fantastic! We felt very comfortable leaving our two dogs overnight in our home with Marilia even after meeting her for the first time. Our girls were happy and healthy when we returned, and we feel even better about having Marilia take care of Rae and Frankie sometime in the future! Thanks Marilia!!!

Availability updated yesterday
Sitter Profile Image: Sydney P.
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Sitter Profile Image: Sydney P.
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12. Sydney P.

Happy Dog Happy Syd
Wauwatosa, WI, 53213
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
3 reviews
1 repeat client

You want Syd to help you with your pup! She has watched our dog several times and is awesome. She always takes care of him like he’s her own, and she goes above and beyond. She loves all kinds of dogs and knows what she is doing!

Availability updated 8 days ago
Sitter Profile Image: Allison S.
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Sitter Profile Image: Allison S.
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13. Allison S.

Star Sitter
Guaranteed tail wags!
Milwaukee, WI, 53233
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5.0 out of 5 stars
25 reviews
8 repeat clients
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Allison was very responsive and communicative. We got pictures for our pets through out our trip and when we came home the place was clean and in a great shape. We definitely recommend Allison and we would have her help out in the future with house/pet sitting.

Availability updated 6 days ago
Sitter Profile Image: Kia L.
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Sitter Profile Image: Kia L.
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14. Kia L.

Star Sitter
Looking for some company! :)
Bluemound Heights, Milwaukee, WI, 53213
2.9 mi. away
Boarding, House Sitting
from
$50
per night
5.0 out of 5 stars
31 reviews
4 repeat clients
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Kia was AMAZING and literally a Godsend, especially being so last second.. This was my first time using this kinda service, so I was suuppeerr anxious and nervous about it, but it went amazingly!! Kia was great at communicating and adjusting to the help I needed with Kaiya, let alone how she treated her! I feel like we made a new friend as well and I think Kaiya misses her already ☺️.. We're looking forward to the next time Kia can help us out!!!

Availability updated 12 days ago
Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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15. Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$68
per night
5.0 out of 5 stars
39 reviews
11 repeat clients
Profile image

As first-time Rover users, we were quite nervous about leaving our golden doodle in someone else's care. However, Cindy quickly put our minds at ease. She was fantastic to work with and followed through on everything we agreed upon. She also sent us some great photos of our baby having fun on walks, which really helped us relax. We couldn't have asked for a better experience, and we highly recommend Cindy to anyone looking for a reliable and caring pet sitter. Thank you, Cindy, for taking such good care of our furry family member!

Availability updated 22 days ago
Sitter Profile Image: Adam W.
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Sitter Profile Image: Adam W.
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16. Adam W.

Dog lover who spends time outdoors
Story Hill, Milwaukee, WI, 53208
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
2 reviews

Adam is a great pet owner, he consistently showers his dog with love and snuggles. He’s a great dog parent and shows the same care for others’ dogs.

Availability updated 2 days ago
Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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17. Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5.0 out of 5 stars
33 reviews
14 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: Beth P.
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Sitter Profile Image: Beth P.
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18. Beth P.

Summer/weekend house sitting
Milwaukee, WI, 53210
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
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Beth is a Godsend! She stayed at our home for five days and took exceptional care of our many animals: our dog, cats, rabbits, Guinea pig and fish. We came back to a tidy house and relaxed animals. She took our dog on two mile walks and sent photos and updates regularly. We couldn’t have asked for a better sitter. She is kind and considerate. We highly recommend Beth!

Availability updated 53 days ago
Sitter Profile Image: Payton R.
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Sitter Profile Image: Payton R.
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19. Payton R.

Star Sitter
making tails wag one walk at a time
Milwaukee, WI, 53206
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
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Payton takes great care of Izzy and is always very responsive

Availability updated 6 days ago
Sitter Profile Image: Nikki G.
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Sitter Profile Image: Nikki G.
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20. Nikki G.

Teacher/Traveler/Trusted Pet Sitter
Milwaukee, WI, 53208
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$64
per night
5.0 out of 5 stars
8 reviews
Profile image

Nikki was great! She answered our request promptly when we needed a sitter for our two Poms after our pre-arranged sitter we used to use said she couldn’t do our 1 day dog sitting. We were visiting from TN and wanted to attend the State Fair. We would have had to go two different days but this way we could be gone all day and know our dogs were in good hands. She arrived early to get to meet them and get instructions on walking, feeding and meds. She is a very sweet woman and your dogs will love her! If we come to WI with our dogs next year, I will try and book Nikki again!

Availability updated 28 days ago

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