House Sitting in Washington Heights, 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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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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1.

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: Lexi K.
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Sitter Profile Image: Lexi K.
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2.

Lexi K.

Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
17 reviews
5 repeat clients
from
$30
per night

Lexi is patient and kind! She had to care for my older dog who has heart problems and is needy when I’m gone! She communicated and thankfully helped make me feel comfortable when my dog was less than easy!

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Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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3.

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: Micaela B.
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Sitter Profile Image: Micaela B.
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4.

Micaela B.

Pet lover looking for new friends!
Riverwest, Milwaukee, WI, 53212
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
26 reviews
6 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: Danielle A.
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Sitter Profile Image: Danielle A.
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5.

Danielle A.

Flexible, professional pet care
Upper East Side, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking
5.0
24 reviews
8 repeat clients
from
$75
per night

Danielle was fantastic. She watched over my 2 bulldogs over Memorial Day weekend and was fantastic. She kept us updated with notes and pictures, and asked all the right questions to truly understand both boys. Would recommend again!

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Sitter Profile Image: Stephen & Wipawee D.
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Sitter Profile Image: Stephen & Wipawee D.
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6.

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: Abbie A.
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Sitter Profile Image: Abbie A.
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7.

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: Katelyn A.
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Sitter Profile Image: Katelyn A.
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8.

Katelyn A.

Eat. Play. Love.
West allis, WI, 53214
House Sitting, Dog Walking
5.0
7 reviews
7 repeat clients
from
$65
per night

Katelyn did a great job house sitting and watching our two dogs while we were away. She was respectful, gentle, and allowed our shy boy to take his time in getting used to her, which we really appreciated. She made sure they had their potty breaks and made sure they were fed and comfortable. She was extremely communicative and sent me photos and updates the entire time we were away. And she left our house as though no one was ever here! I would highly recommend Katelyn to anyone!

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Sitter Profile Image: Hannah J.
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Sitter Profile Image: Hannah J.
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9.

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.

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Sitter Profile Image: Amanda K.
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Sitter Profile Image: Amanda K.
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10.

Amanda K.

Big pet lover with a big heart!
Kops Park, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking
4 reviews
from
$28
per night

Amanda has walked and done overnights with our Golden Retriever, and we could not be more pleased with her as a petsitter. She is responsible, kind and communicative and made sure to spend extra time playing with and loving on our guy! Would highly recommend Amanda for any Rover gig.

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Sitter Profile Image: Tabitha K.
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Sitter Profile Image: Tabitha K.
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11.

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.

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Sitter Profile Image: Ronald P.
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Sitter Profile Image: Ronald P.
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12.

Ronald P.

Young professional who loves pets!
Milwaukee, WI, 53204
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
4 repeat clients
from
$76
per night

Highly recommend Ronald for all your pet needs!!! He took great care of our two dogs and was very respectful of our space while staying in our home. He sent picture updates and gave us peace of mind. It’s hard to choose a sitter on here, but I can say from experience that we will definitely be using his services again :) and would highly recommend him!

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Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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13.

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: Isabella G.
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Sitter Profile Image: Isabella G.
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14.

Isabella G.

Responsible & Active dog lover!
Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
2 reviews
from
$27
per night

About: I have been a dog owner since I was little, and have much experience with both big & small dogs of friends/family members! I've previously owned a German Shepherd and Labs, but I have pet-sat & had experience with many smaller breeds as well! I also have much experience with puppies, and can assure their safety, and also sustain high-energy activity to assure they're being well-cared for! I love being around all types of animals, and would provide 100% effort into making sure they are comfortable and cared for! I'm currently a student, but I have much weekend availability to dedicate 100% into caring for your animals properly! As a ballet dancer, I am very active, and can provide quality one-on-one time, from long energetic walks, to a more relaxed environment as well! On weekdays I have free-time usually after 4-5pm, but can dedicate all day to their care on weekends! As a responsible and detail-oriented person, I can ensure your pet will be cared for if they have any specific needs or preferences! In caring for your pet, depending on their specific energy-needs, I am equipped for a day of energetic play, or a calm day of cuddling and care! I can be trusted to keep them safe and well cared for, upon years of experience with dogs. My top priority is assuring the best care for your 4-legged family members!!

Sitter Profile Image: Isabel & Nicholas B.
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Sitter Profile Image: Isabel & Nicholas B.
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15.

Isabel & Nicholas B.

Active and loving dog family!
Northpoint, Milwaukee, WI, 53202
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
6 reviews
2 repeat clients
from
$45
per night

Isabel is an amazing pet sitter! We have 5 animals and there have been many times where Isabel has watched them while we have been away. She has such a kind heart for our cats and dogs and you can tell she really enjoys spending time with them. There is no one else I would trust to watch out animals. She is fabulous and so responsible!

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Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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16.

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: Casey V.
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Sitter Profile Image: Casey V.
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17.

Casey V.

I love animals more than humans! :)
Mount Mary, Milwaukee, WI, 53222
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
from
$45
per night

Casey was great, she took great care of my pup and sent updates. I would definitely recommend her!

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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, 53212
House Sitting
5.0
7 reviews
1 repeat client
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!

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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19.

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: Kelle B.
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Sitter Profile Image: Kelle B.
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20.

Kelle B.

Trustworthy, dependable, caring
Honey Creek Parkway, Milwaukee, WI, 53214
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
31 reviews
6 repeat clients
from
$75
per night

Kelle was incredible. She was very attentive to all of the directions we had to take care of our pups. She was timely, responsible & kept us updated. Our home was in pristine condition upon our return. Most importantly- she took such amazing care of our two boys. She kept us updated and sent lots of pictures. In the past we would check in often with our sitter - but didn’t feel the need to this time with Kelle because we knew they were in such great care. We will definitely be asking Kelle to watch our boys again in the future!

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When it comes to house sitting, dog owners in Washington Heights, 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 Washington Heights 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.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Washington Heights house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Washington Heights, Milwaukee who can provide the care your dog needs, when they need it.

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 Washington Heights, 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.

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