House Sitting in Estabrook 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: 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 awesome with my Aussie! My dog even wanted to sleep in bed with her, which is reserved only for people she really likes :) thank you so much!!

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Sitter Profile Image: Kait S.
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Sitter Profile Image: Kait S.
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2.

Kait S.

professional dog mama
Shorewood, WI, 53211
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
21 reviews
7 repeat clients
from
$60
per night

It was a little nerve wracking having to figure out a pet sitter only a month after bringing our boy home from the shelter, especially since we are still working on some training issues! Kait's experience and kind demeanor immediately put us at ease, and her frequent updates throughout our weekend away kept us at ease. She even took Goof on his first (to our knowledge) restaurant outing (after checking in with us, of course). She has great instincts and is kind and trustworthy, I recommend her 100%!

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Sitter Profile Image: Micaela B.
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Sitter Profile Image: Micaela B.
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3.

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
$45
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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4.

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

Dani was an excellent sitter for my puppy! She gave me prompt updates, lots of pictures and was so understanding when I needed to come home earlier than I anticipated. I would absolutely recommend Dani to anyone! Thanks so much, we appreciate you!!

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Sitter Profile Image: Maggie P.
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Sitter Profile Image: Maggie P.
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5.

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: 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: Jackie C.
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Sitter Profile Image: Jackie C.
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7.

Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
28 reviews
10 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: Miri D.
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Sitter Profile Image: Miri D.
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8.

Miri D.

The purrfect lady for you
Shorewood, WI, 53211
House Sitting
5.0
3 reviews
1 repeat client
from
$35
per night

Miri was so great taking care of my two dogs while I was out of town for work. She was very communicative and I loved seeing pictures of them while I was gone. We'll definitely be booking with her again!

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Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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9.

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!

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Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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10.

Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
House Sitting, Drop-In Visits, Dog Walking
5.0
30 reviews
10 repeat clients
from
$69
per night

Jeff was great with our two dogs, who each have very different energy levels and needs. He sent texts and pictures which made us comfortable that things were going well. Jeff was thoughtful and patient. Definitely reaching out again for our next weekend away.

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Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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11.

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 amazing!! I have 2 cats and an anxious dog. She treated them all with so much love and cared for them while I was out of town.Updates and pictures every day!!

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Sitter Profile Image: Lilly H.
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Sitter Profile Image: Lilly H.
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12.

Lilly H.

Guaranteed walks, attention, & love
Murray Hill, Milwaukee, WI, 53211
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0
18 reviews
6 repeat clients
from
$40
per night

We felt so comfortable leaving our very pampered pup with Lily!! She is so kind and accommodating!! Will definitely be using her again. Thank you, Lily

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Sitter Profile Image: Jordanne H.
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Sitter Profile Image: Jordanne H.
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13.

Jordanne H.

I’m a teacher with all summer off!!
Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
16 reviews
5 repeat clients
from
$50
per night

Jordanne was absolutely incredible. She was prompt and an excellent communicator. She took excellent care of my pup and kept my apartment clean. I highly recommend and will use Jordanne again in the future.

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Sitter Profile Image: Delaney R.
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Sitter Profile Image: Delaney R.
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14.

Delaney R.

Lots of pet sitting experience!
Milwaukee, WI, 53217
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
3 repeat clients
from
$30
per night

Delaney was an amazing sitter for our dog and 2 cats. I felt like they were in such great hands that I could fully relax the whole weekend I was away. She really cared for them like they were her own. I got plenty of updates and when I got back our dog was exhausted from all the fun he had over the weekend.

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Sitter Profile Image: Megan R.
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Sitter Profile Image: Megan R.
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15.

Megan R.

Loving Pet Sitter, Works from Home.
Historic Third Ward, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$30
per night

Megan is a dog lover! She is friendly with dogs and their owners. She is focused on the best care she can give pups when she is taking care of them. She is kind, caring and energetic. Megan is very active, and enjoys walking,running and hiking. Megan has taken care of many dogs at the owners homes and at her home and continues to get requests from dog owners. I highly recommend Megan as a pet caretaker.

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Sitter Profile Image: Kayla A.
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Sitter Profile Image: Kayla A.
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16.

Kayla A.

Caring and Trustworthy Pet Services
Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
5.0
51 reviews
25 repeat clients
from
$60
per night

Kayla did a great job of housesitting our two big dogs and kept us up to date on how things were going while we were away. When we came back Charlie and Rosie were obviously happy and well cared for. Kayla also watered our garden to keep our vegetables from dying. Highly recommended!

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Sitter Profile Image: Maddie S.
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Sitter Profile Image: Maddie S.
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17.

Maddie S.

Avid and Passionate Pupper Petter
Shorewood, WI, 53211
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
from
$60
per night

Maddie has been raised in a family of pet lovers. From the time she was little she was taught how to handle animals with care and love. We have had small pets, a couple of cats and a dog through the years. Now that Maddie has moved to NYC for school she has expressed how much she misses our kitty and that she would really love to get a dog one day. Maddie would be a wonderful dog watcher and would absolutely love to care for someone's dog. Maddie is also a very responsible and dependable young person as well.

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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18.

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 was absolutely amazing! We left for a week vacation and throughout the entire time Leandrea updated with text, photos and videos. Communication was so easy and Leandrea responded immediately!! I felt so relaxed leaving knowing my dogs were in amazing hands. We are definitely going to book Leandrea again!!! Could not recommend enough!!

Sitter Profile Image: Dena F.
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Sitter Profile Image: Dena F.
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19.

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: Kimberly K.
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Sitter Profile Image: Kimberly K.
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20.

Kimberly K.

Vaxxed, boosted, LGBTQ+ friendly :)
Shorewood, WI, 53211
House Sitting, Drop-In Visits, Dog Walking
5.0
9 reviews
7 repeat clients
from
$40
per night

Kimberly was great with our cat & dog for the weekend! She was reliable for providing injected insulin to our cat 2 times a day, and sent lots of pictures and updates. Thanks Kimberly!!

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When it comes to house sitting, dog owners in Estabrook 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 Estabrook 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.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Estabrook Park, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Estabrook Park, Milwaukee, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Estabrook Park house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Estabrook Park, Milwaukee, WI for your dog: people who'll treat him like family.

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 Estabrook 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:

House Sitting