House Sitting in Johnson's Woods, 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: Lexi K.
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Sitter Profile Image: Lexi K.
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1.

Lexi K.

Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
16 reviews
5 repeat clients
from
$28
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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2.

Blythe R.

Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
116 reviews
58 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: Samantha B.
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Sitter Profile Image: Samantha B.
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3.

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: 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

Beyond amazing! We had a last minute conference we had to attend and we brought our pup to town from Nashville! We needed a sitter that would accommodate late sitting; Wipawee and Stephen came through! We got lots of updates with photos and messages for our pup who has separation anxiety and needed company for day.

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Sitter Profile Image: Felicity W.
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Sitter Profile Image: Felicity W.
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5.

Felicity W.

Animals are my full time passion 🤍
St Francis, WI, 53235
House Sitting, Drop-In Visits
5.0
19 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: Maggie P.
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Sitter Profile Image: Maggie P.
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6.

Maggie P.

Will love your pet like my own :)
Riverwest, Milwaukee, WI, 53221
House Sitting, Drop-In Visits, Dog Walking
5.0
18 reviews
12 repeat clients
from
$50
per night

Great first weekend having Maggie care for our two dogs! They seemed happy when we returned home and everything was kept so neat. It means so much to have total peace of mind when leaving for a few days.

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Sitter Profile Image: Amanda J.
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Sitter Profile Image: Amanda J.
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7.

Amanda J.

True love exists because animals do
Highwood Estates, Milwaukee, WI, 53219
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
1 repeat client
from
$30
per night

Amanda took such great care of my 2 girls and kept in contact with me as well. So happy we found her! ?

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Sitter Profile Image: Danielle A.
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Sitter Profile Image: Danielle A.
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8.

Danielle A.

Flexible, professional pet care
Upper East Side, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking
5.0
24 reviews
7 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: Samantha W.
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Sitter Profile Image: Samantha W.
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9.

Samantha W.

Will treat any animal as my own!
West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
1 repeat client
from
$30
per night

Samantha is amazing with small animals in general but dogs adore her. She just seems to know what they need and want. I highly recommend her!!

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Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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10.

Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
27 reviews
10 repeat clients
from
$65
per night

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.

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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11.

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

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!

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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

Thank you Ronald! Ronald housesat for a long weekend for our 2 big pups & I received several photo updates and check ins. We had a tiny situation resulting in a trip to the emergency vet and Ronald was calm, communicative, helpful, and went out of his way to make sure our dog was take care of. I highly recommend his services and am so thankful that he was so attentive!!

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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 was absolutely PHENOMENAL with our furbabies, and we have a lot! She sent regular updates and we felt so comfortable knowing that she was okay with both cats and dogs. We would absolutely hire her again.

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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14.

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

Leandrea is wonderful! She took great care of our dog while we were out of town and sent lots of pictures and updates to put our mind at ease. Our dog LOVED playing with her pup too, which was a nice bonus! We will definitely be booking Leandrea again in the future.

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Sitter Profile Image: Lydia P.
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Sitter Profile Image: Lydia P.
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15.

Lydia P.

Dog lover seeking furry friends!
Walker's Point, Milwaukee, WI, 53204
House Sitting, Drop-In Visits, Dog Walking
4 reviews
from
$50
per night

Lydia is great! She is easy to work with, responsive, and a true animal lover. Chip and Ryker enjoyed their time with Lydia. I would use her again and I would recommend her to anyone who needs a dog sitter.

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Sitter Profile Image: Katelyn A.
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Sitter Profile Image: Katelyn A.
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16.

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 was absolutely amazing with my dogs. She even came to meet them and learn their personalities prior to spending her weekend with them! I would use her again without a doubt?

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Sitter Profile Image: Kelle B.
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Sitter Profile Image: Kelle B.
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17.

Kelle B.

Trustworthy, dependable, caring
Honey Creek Parkway, Milwaukee, WI, 53214
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
30 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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Sitter Profile Image: Kelsey G.
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Sitter Profile Image: Kelsey G.
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18.

Kelsey G.

flexible schedule for walks/sitting
West Allis, WI, 53214
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
36 reviews
11 repeat clients
from
$32
per night

Kelsey was an awesome sitter for my dog and cat! This was the first time I had left my dog alone since adopting him and Kelsey was really great about sending daily photo updates. I could tell my pets were at ease and very well taken care of while I was away. She even went beyond my expectations and made sure my home was clean when I returned. I cannot recommend her enough! Thank you, Kelsey!!

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Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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19.

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

Wonderful! Molly was great again! Took care of Pearl like she was her own, and had great communication. I always feel comfortable leaving Pearl with Molly

Sitter Profile Image: Megan M.
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Sitter Profile Image: Megan M.
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20.

Megan M.

Passionate pet sitter
Milwaukee, WI, 53295
House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
1 repeat client
from
$28
per night

Megan did a great job with bella. She was attentive to her needs, mande sure she got pain medications if she needed it, and was diligent about timely bathroom breaks. Bella was happy and healthy when we returned. She was also worn-out enough to not be too crazy. I would happily use Megan again

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Pet parents in Johnson's Woods, Milwaukee, WI love dog sitters on Rover.com. 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day 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 Johnson's Woods 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 Johnson's Woods, 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 pet sitter or dog walker. 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 Johnson's Woods, 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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