House Sitting in Sherman Park, Milwaukee

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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1. Lily S.

Compassion, Experience, Flexibility
Milwaukee, WI, 53212
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$50
per night

This was Lily’s first time house sitting Kai and she exceeded my expectations. She clearly developed a great connection with Kai, did a really nice job keeping me connected/informed, and overall left the house looking like it did when I left. I so much enjoyed her texts, pictures and video clips. Thank you Lily!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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2. 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
5.0 out of 5 stars
98 reviews
33 repeat clients
from
$59
per night

Our family had recently experienced a loss of our other pet. It was a tough time for travel but Jessica supported our other pet while we were away. She kept us informed and made the world of difference being away during such a difficult time.

Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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3. Rachel H.

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

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.

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Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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4. Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
69 reviews
22 repeat clients
from
$65
per night

Jackie is incredible! Great communication, she is punctual, sent so many pictures, and best part was my pup was so happy. I definitely recommend! Thanks again Jackie!!

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Sitter Profile Image: Ali M.
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Sitter Profile Image: Ali M.
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5. Ali M.

I love dogs, cats, and herptiles !
Milwaukee, WI, 53211
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
17 repeat clients
from
$65
per night

Ali gave me such peace of mind when she watched my cat for the weekend. I’ve never used any pet sitting or boarding services prior to meeting Ali, so I really didn’t know what to expect. She was very professional, friendly, and helpful with the entire process. She sent me photo updates of my cat when she stopped in and she took such good care of everything I asked her to do. I will definitely be using her again.

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Sitter Profile Image: Danica V.
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Sitter Profile Image: Danica V.
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6. Danica V.

Star Sitter
PAWsitively reliable med student!
Wauwatosa, WI, 53226
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
7 repeat clients
from
$46
per night

Danica is consistent and professional throught the Rover experience. I've been burned before with previous dog sitters that have been inconsistent and unresponsive, but Danica is always punctual and quick to respond to any concerns/needs. I trust her to be with my pups when they are most stressed and take care of them when I'm away. That peace of mind is priceless and I love having Danica over to watch my pups.

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Sitter Profile Image: Daniela & Michael P.
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Sitter Profile Image: Daniela & Michael P.
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7. Daniela & Michael P.

Rover 101
Paws Down, the Best in Town!
Milwaukee, WI, 53205
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
282 reviews
160 repeat clients
from
$65
per night

Daniela and Mike were amazing! It was so nice knowing our fur babies were being taken care of while we were away for a few days. We received several pictures each day and our babies always looked so happy and relaxed. If I could I would give them 10 stars!

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Sitter Profile Image: Riley N.
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Sitter Profile Image: Riley N.
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8. Riley N.

Star Sitter
Animal lover since birth! PETS=FAM
Milwaukee, WI, 53212
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$60
per night

Our boys are crabby old men and pretty high maintenance. Riley won them over though! She was so patient and they eventually started warming up to her. Will definitely rebook!

Sitter Profile Image: Beth P.
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Sitter Profile Image: Beth P.
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9. Beth P.

Summer/weekend house sitting
Milwaukee, WI, 53212
2.9 mi. away
House Sitting
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$60
per night

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!

Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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10. Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
31 reviews
8 repeat clients
from
$70
per night

Cindy never fails to please! I was able to leave my dog Daisy with her while we attended a wedding. Cindy sent lots of pictures, and it was clear that Daisy was getting along well with her little pups! Daisy is an older dog, and easily becomes stressed and anxious. At home, she becomes distressed if she awakes and I am not in the room. When I went to pick her up at Cindy's, she looked as though she was feeling totally safe and secure right where she was! It warms my heart to see her so content.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sam P.
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Sitter Profile Image: Sam P.
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11. Sam P.

Rover 101
Loving, Responsive, Knowledgeable.
Hawthorne Glen, Milwaukee, WI, 53208
2.0 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
120 reviews
58 repeat clients
from
$80
per night

Sam recently stayed at our house caring for our deaf pit bull and cat for four nights. We are very happy with her service and will call on her again. She sent photos and updates, and our kids seemed very happy. I can tell she spends a lot of time playing and giving plenty of attention. I would recommend her without hesitation.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lance C.
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Sitter Profile Image: Lance C.
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12. Lance C.

Coffee loving dog walker!
Enderis Park, Milwaukee, WI, 53210
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$38
per night

Lance has watched my dog Lupe a number of times. My dog loves him! He gets a lot of love, walks, and hang out time. He's very responsible, asks all the right questions and provides updates to make sure my wife and I are never concerned. I highly recommend Lance if you want peace of mind while you're away.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Micaela B.
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Sitter Profile Image: Micaela B.
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13. Micaela B.

Star Sitter
Pet lover looking for new friends!
Riverwest, Milwaukee, WI, 53212
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
29 reviews
7 repeat clients
from
$50
per night

Micaela put us at ease when my husband & I left our dog with someone other than family for the first time. She sent regular updates & her communication was wonderful overall. Would absolutely book Micaela again.

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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14. Erica L.

Rover 101
Pro. Dog Handler with WFH job!
Park West, Milwaukee, WI, 53206
1.1 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
84 reviews
29 repeat clients
from
$75
per night

If I could give more stars, I would. I was very nervous about leaving Bella and Tuco. Erica made me feel so comfortable with lots of pictures and contacts. She was great help!!

Sitter Profile Image: Samantha A.
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Sitter Profile Image: Samantha A.
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15. Samantha A.

falls in love with any & all dogs
Washington Heights, Milwaukee, WI, 53208
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$40
per night

Samantha is a dog lover! She has been around dogs her whole life. She was responsible for crate and house training for one of our labs. She is organized and conscientious and will work hard to be sure your dog thrives in her care.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Marie H.
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Sitter Profile Image: Marie H.
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16. Marie H.

Star Sitter
Your Pets New Favorite Sitter :)
Martin Drive, Milwaukee, WI, 53208
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$45
per night

Marie is a great sitter and I plan to use her for any future dog sitting needs. I have an elderly dog and it always makes me nervous to leave her, so it’s great to find someone I feel comfortable leaving her with. She gives many updates and pictures too which I love! I highly recommend her.

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
5.0 out of 5 stars
27 reviews
13 repeat clients
from
$65
per night

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jeremy M.
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Sitter Profile Image: Jeremy M.
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18. Jeremy M.

Rover 101
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
51 reviews
21 repeat clients
from
$55
per night

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!

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Sitter Profile Image: Jordan J.
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Sitter Profile Image: Jordan J.
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19. Jordan J.

Patient animal lover
Wauwatosa, WI, 53223
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$60
per night

Jordan has been an animal lover all her life and would give your pet so much love while you are away. Jordan has been caring for cats and dogs her whole life and she is currently caring for an elderly cat of her own that has a complex regiment including: giving fluids, liquid oral medication and pills and powder. She would do anything for this cat, and knows how much pets weigh in our hearts. She is someone you can trust and know she would communicate any small detail while caring for your fur baby! You bet I would book with her!

Sitter Profile Image: Casandra E.
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Sitter Profile Image: Casandra E.
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20. Casandra E.

Dog mom dog lover
Milwaukee, WI, 53208
1.4 mi. away
House Sitting
5.0 out of 5 stars
5 reviews
from
$33
per night

Casey was WONDERFUL dogsitting and housesitting when I was traveling. She took such great care to follow the instructions I left, and she checked in with me frequently with pictures and messages that made me feel way more secure leaving my pup. My house was very clean when I came home, and she even left some amazing little poloroids! I'll absolutely be booking her again!

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Dog owners in Sherman Park, Milwaukee, WI turn to house sitters on Rover.com for their house sitting needs. Over 1089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5. House sitting can be affordable, no matter where you live or what your price range may be. Curious about how much house sitting costs in Milwaukee with Rover.com? Check out our average house sitting rates near you to get an idea before getting a conversation started with a house sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Sherman Park house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Sherman Park, Milwaukee, WI who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers pet sitters and dog walkers.

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