House Sitting in Wilson 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
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Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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1.

Blythe R.

Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
116 reviews
59 repeat clients
from
$55
per night

Blythe was absolutely amazing from start to finish! I am always worried leaving my dogs as they are my baby's! I get the highest of anxieties having to leave them and trusting the person I leave them with. Blythe was so accommodating, comforting and sent me pictures and updates everyday, which made me feel at ease knowing they were in good hands. If we go away again I have no doubt Blythe will be the one I'll choose to care for them as long as she would have them again. I cant thank her enough!

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Sitter Profile Image: Felicity W.
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Sitter Profile Image: Felicity W.
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2.

Felicity W.

Animals are my full time passion 🤍
St Francis, WI, 53235
House Sitting, Drop-In Visits
5.0
20 reviews
7 repeat clients
from
$50
per night

Felicity was great! My pup loved her and was well taken care of while we were away. She has watched her twice now and we would definitely book again! She stayed at our home and the house was in great shape when we got home.

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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3.

Leandrea R.

Rover 101
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
81 reviews
30 repeat clients
from
$60
per night

Leandra was so great!! She was a great communicator, always responded quickly, and gave constant updates and sent lots of pictures. I was worried about traveling because my dog had recently hurt his leg, but Leandra did such a great job and made me feel so much better knowing my pup was in good hands. She stayed in my house while we were gone and left it in perfect shape, it was so nice to come home to a clean house. My dog really loved her, he even seemed to be looking for her after we got home! I highly recommend Leandra as a sitter, and hope to see her again soon myself :)

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Sitter Profile Image: Stephen & Wipawee D.
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Sitter Profile Image: Stephen & Wipawee D.
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4.

Stephen & Wipawee D.

Pawfessional w/ Love & Care <3
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
36 reviews
16 repeat clients
from
$65
per night

We had such an amazing experience with Stephen and Amelie! They sent frequent updates and our pup Teagan seemed incredibly happy the entire trip. They were kind and respectful of our space and very trustworthy. Thank you!!

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Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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5.

Jenn S.

Animals❤️me-Available all holidays!
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
21 reviews
8 repeat clients
from
$60
per night

Jenn is a amazing! She is the most kind and compassionate woman. This is the very first time we have ever left our two rescue dogs, so I wasn’t sure what to expect with our two pups and how they would react to anyone other than family watching them. she watched them for two stretches of time periods, one stretch of time was for a few hours while we were at a rehearsal dinner and with a second stretch of time it was for over 12 hours at our daughters wedding. The first stretch of time they barked continuously, and poor Jenn soldiered through like a champ, unscathed. I was afraid she wouldn’t show up the next day, but there she was bright and early the next day, ready to meet the challenge! Within 10 minutes, she texted me with a photo that our two beautiful pups were fast asleep and quiet. She had a wonderful day. It just took a while for them to get used to being with someone other than their owners. She was wonderful, kept us up-to-date throughout our time away. With photos and brief updates. Highly recommend, if I could leave more than five stars, I would!⭐️

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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6.

Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
5.0
72 reviews
24 repeat clients
from
$55
per night

I had Jessica stay with my 9 year old hound for three weeks while we were abroad. Daily updates, wonderful communication, great pics of our furry family member, a tidy house upon our return and a happy doggo lead me to give her top marks. I feel very lucky to have found her as a dog sitter and believe you would too! Thanks Jessica!

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Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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7.

Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
22 reviews
9 repeat clients
from
$55
per night

Molly did a great job watching our three bulldogs for a long weekend. She sent lots of pics and responded quickly any time I sent a question or note. Two of our girls have had some weird behaviors around meal time right before we left and she rolled with it with ease (and everyone ate all meals under her care). Definitely would hire her again!

Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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8.

Rachel H.

** Mission: meet ALL the dogs **
West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
69 reviews
21 repeat clients
from
$27
per night

Rachel went above and beyond house sitting my two pets for the week. When my dog had some unexpected stomach issues, she took great care of him and provided updates throughout the day. My pets were sad to see her go!

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Sitter Profile Image: Katelynn K.
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Sitter Profile Image: Katelynn K.
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9.

Katelynn K.

I’ve always had a passion for dogs!
Hales Corners, WI, 53130
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
from
$40
per night

Katelynn was great with our puppy Hazy Rey! She sent multiple updates with pictures which was greatly appreciated! Hazy was definitely sad when she left..we could tell she missed her!!

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Sitter Profile Image: Miranda O.
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Sitter Profile Image: Miranda O.
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10.

Miranda O.

All Dogs go to heaven
Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
149 reviews
78 repeat clients
from
$70
per night

Miranda came to our rescue as we needed a sitter last minute. I placed a request at 630 am and she got back to me right away. It was a long weekend as well so her commitment to her job was very evident to us. She came to meet and greet us as well as sit Lambeau in our home. She took Lambeau to her home for an overnight stay and kept him all day and also returned him to our home. We believe she did an excellent job caring for our dog. She is delightful to talk to and is professional. I would definitely recommend her to others.

Sitter Profile Image: Berenice D.
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Sitter Profile Image: Berenice D.
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11.

Berenice D.

Pet lover for over 10+ years 🥰
Oak Creek, WI, 53154
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
from
$35
per night

Berenice is kind, reliable, and trustworthy - essential qualities in a pet caretaker. I have the pleasure of being her colleague and friend. She took such great care of my yorkie mix and goldendoodle when I went out of town. She adhered to their feeding/medication schedules and sent timely updates with cute photos. I wholeheartedly recommend her to be a Rover caretaker.

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Sitter Profile Image: Patricia N.
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Sitter Profile Image: Patricia N.
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12.

Patricia N.

Love them all!
Franklin, WI, 53132
House Sitting, Drop-In Visits, Dog Walking
5.0
37 reviews
10 repeat clients
from
$30
per night

Pat did a wonderful job sitting for my house & 2 dogs. She provided frequent updates, followed directions, & was very respectful of our place. I would definitely hire her again without hesitation.

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Sitter Profile Image: Abbie A.
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Sitter Profile Image: Abbie A.
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13.

Abbie A.

Will love your pet when you’re gone
Wauwatosa, WI, 53226
House Sitting
3 reviews
from
$38
per night

Abbie has been a great pet sitter for many generations of our pets! We used to have two large dogs which Abbie handled with patience and grace while staying at our house. We now have a smaller dog that loves the very same treatment! We have 3 young kids, so to say Abbie can handle jumbled living situations with our doggies is an understatement. 10/10, Highly recommend.

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Sitter Profile Image: Samantha B.
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Sitter Profile Image: Samantha B.
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14.

Samantha B.

Animal lover for both dogs or cats
White Manor, Milwaukee, WI, 53219
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
11 reviews
3 repeat clients
from
$45
per night

Ive had Sam over twice now to watch my fur baby. My dog loves her and I never worry about her while Im gone. Shes trustworthy and communicates well while im gone. I will definitely use her again

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Sitter Profile Image: Hannah J.
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Sitter Profile Image: Hannah J.
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15.

Hannah J.

Reliable and friendly sitter
Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking
5.0
15 reviews
7 repeat clients
from
$60
per night

Hannah was an amazing weekend sitter! She gave our fur-child lots of love and attention while we were away! We usually bring him with us, so we were nervous leaving him behind and feeling lonely. Not this weekend! I don't think he missed us at all with Hannah around! 5 stars. Would recommend. Will book again.

Sitter Profile Image: Dena F.
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Sitter Profile Image: Dena F.
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16.

Dena F.

All pets receive love and attention
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
2 repeat clients
from
$40
per night

She was amazing, we came home to some happy and tired pups. Thank you!

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Sitter Profile Image: Eagen M.
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Sitter Profile Image: Eagen M.
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17.

Eagen M.

All-inclusive pet caregiver
Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$35
per night

Eagen is responsible, caring, and loves animals. He grew up with 2 basset hounds. Anytime there is animals around you can find Eagen interested in them. He loves to give belly rubs, snuggles on the couch, and takes our basset hounds for walks.

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Sitter Profile Image: Stephanie  G.
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Sitter Profile Image: Stephanie  G.
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18.

Stephanie G.

Steph's Bay View Dog Support
Tippecanoe, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
49 reviews
19 repeat clients
from
$56
per night

Stephanie took fantastic care of our dog, Berklee, while my wife and I were out of town. She is bubbly, energetic and a real dog lover that cared about our dog as much as hers. She is great about sending video clips, photos and updates while you’re away to give you even more peace of mind

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Sitter Profile Image: Tabitha K.
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Sitter Profile Image: Tabitha K.
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19.

Tabitha K.

Student Sitter!
Kilbourn Town, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
from
$30
per night

Tabitha did a fantastic job watching my dog Odie! She was very attentive and provided me with updates along the way.

Sitter Profile Image: Margit B.
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Sitter Profile Image: Margit B.
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20.

Margit B.

"Wag More, Bark Less"
Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking
5.0
26 reviews
6 repeat clients
from
$40
per night

Margit was the best, highly recommend. She gave lots of updates and treated my pup like her own. She even did the laundry. Will be using her again for sure.

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When it comes to house sitting, dog owners in Wilson Park, Milwaukee, WI love Rover.com. Over 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of house sitting in Wilson Park may surprise you - in a good way. That's because there's a house sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for house sitting on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

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 Wilson 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 Wilson 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.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Wilson Park, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including:

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