House Sitting in Story Hill, 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
117 reviews
60 repeat clients
from
$55
per night

I booked house sitting with Blythe because pet hotels stress my senior baby out. Blythe went above and beyond taking care of my senior baby. She did everything I asked and more. She updated me with pictures and my baby looked very comfy and happy. The whole process was very smooth and stress free. I will definitely be booking with Blythe again and recommend you do as well!

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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.

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 amazing! She communicated with us every day and sent us pictures/videos of the dogs, which my daughters really enjoyed. She took extra special care of our geriatric dog, making and feeding him human food, per our request. We will definitely be hiring Jessica again! Thank you for taking care of our fur babies! Brandy

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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
27 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: Jordanne H.
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Sitter Profile Image: Jordanne H.
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4.

Jordanne H.

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

Jordanne is great! We have a disabled pug that needs a lot of attention. She was up for the task and very attentive of our dogs needs. We received updates and photos while away. Jordanne is sweet, punctual, communicative, responsible and trustworthy!

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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
22 reviews
8 repeat clients
from
$60
per night

Jenn is so patient and kind with our kiddos! They’re not the best trained, but they’re our babies and we miss them terribly when we’re away. She’s timely with pics and updates which gives us such peace of mind!

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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
37 reviews
16 repeat clients
from
$65
per night

Stephen and Amelie provided exemplary care for our dogs, Cameron and Colby. Their kindness, coupled with their commitment to regular exercise and clear communication, put us completely at ease. They frequently updated us with photos and videos, and their prompt responses to our questions were much appreciated. In addition to taking great care of our dogs, they kept our house in perfect condition. We wholeheartedly recommend Stephen and Amelie to anyone needing reliable and loving pet sitters. We can't thank them enough for their top-notch service!

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Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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7.

Lexi K.

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

Lexi was delightful, and took great care of our babies. She was clearly an animal lover, and displayed a curiosity and interest in our pets (a dog and three cats). I am happy to have found her!

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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8.

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: Rachel H.
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Sitter Profile Image: Rachel H.
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9.

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 watched our (needy) French bulldogs and kitty in-home for a full week. She was amazingly attentive, sending photos and updates 1-2 times daily. Our boys are a bit of a challenge, and she cared for their needs without hesitation. We had a couple of unexpected incidences come up with the Frenchie boys, and she handled things just as if they were her own. Additionally, it was an unexpected surprise to come home to a tidy home despite being gone so long. Rachel really did go the extra mile! I would absolutely recommend Rachel to anyone looking for a sitter with experience, intuition, and compassion. We will certainly be contacting Rachel for future pet sitting.

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Sitter Profile Image: Samantha B.
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Sitter Profile Image: Samantha B.
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10.

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

Samantha did a wonderful job during an overnight say with my Sasha. She came to meet Sasha beforehand and get a quick tour of the house and rundown of Sasha's schedule. During her stay, she sent lots of pictures and updates. She also left my home cleaner than when I had left! I am extremely appreciative of Samantha's care that she put towards watching my fur baby.

Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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11.

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 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!

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Sitter Profile Image: Abbie A.
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Sitter Profile Image: Abbie A.
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12.

Abbie A.

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

Abbie is fantastic! She is genuine and reliable and just a really great person. I wouldn’t hesitate to recommend her and will absolutely be having her stay with Skeeter again. It’s great to feel free to travel and know that your pet and your home are well cared for. My dog loves everybody, but he really took a shine to Abbie, probably because of her calm and kind manner with him.”

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Sitter Profile Image: Tabitha K.
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Sitter Profile Image: Tabitha K.
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13.

Tabitha K.

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

Tabitha was great! Took great care of my pup, had amazing communication, would definitely recommend her!

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Sitter Profile Image: adriana l.
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Sitter Profile Image: adriana l.
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14.

adriana l.

Hello my name is Adriana!
Wauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking
5.0
1 review
1 repeat client
from
$25
per night

About: I have taken care of my neighbors cats and dogs for the past few years! I also have three cats and a dog at home :) I have a very flexible schedule! I work part time as when my boss needs help. I would love to help during the week as well as during the week! I care for my own pets daily such as taking my golden on walks, runs or hikes! I love taking love walks with my own dog.

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Sitter Profile Image: Megan M.
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Sitter Profile Image: Megan M.
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15.

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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Sitter Profile Image: Kelli H.
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Sitter Profile Image: Kelli H.
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16.

Kelli H.

Dog and exercise lover!
Bluemound Heights, Milwaukee, WI, 53213
Boarding, House Sitting
5.0
11 reviews
1 repeat client
from
$45
per night

Kelli was awesome house sitting for us. She was an awesome house guest and got along great with our dog. He was in high spirits while we were away. We appreciated all the photos Kelli sent and she was very responsive to our messages. 10 stars.

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Sitter Profile Image: Sam P.
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Sitter Profile Image: Sam P.
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17.

Sam P.

Rover 101
Loving, Responsive, Knowledgeable.
Hawthorne Glen, Milwaukee, WI, 53208
Boarding, House Sitting
5.0
110 reviews
53 repeat clients
from
$75
per night

Sam was wonderful with our 2 labs Lola (senior) and Oakley (puppyish). It was fairly short notice so we were lucky we found her!! We had lots of updates and photos while over the long weekend we were gone. Our Oakley is 18 months so still very “puppy”. Sam worked with her while she was here and gave us some awesome insight into helping her become a good leash walker! She is already doing so much better. We will definitely use her again for our girls!

Sitter Profile Image: Lauren H.
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Sitter Profile Image: Lauren H.
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18.

Lauren H.

I already love your pets
Wauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking
5.0
51 reviews
18 repeat clients
from
$75
per night

Lauren was beyond my expectation as a pet sitter. She had the difficult task of sitting for three terriers and had a great balance of being friendly and loving with them, yet firm. She was good about suggesting alternatives to my instructions when their health may have been at stake (the heat being too high for their stay in a sunroom) and left the house in better shape than it was on her arrival. She’s smart, thoughtful and provided plenty of pictures and videos to make me feel at ease in my first time using Rover. I would not hesitate to request her any time I’m in need in the future.

Sitter Profile Image: Julie N.
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Sitter Profile Image: Julie N.
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19.

Julie N.

Large fenced yard and a 1yr old lab
Wauwatosa, WI, 53213
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
71 reviews
30 repeat clients
from
$50
per night

Julie and her family and true, true animal lovers with amazing patience and knowledge of animals. Julie will go to great lengths to make pets comfortable and meet their needs in all ways.

Sitter Profile Image: Sarah S.
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Sitter Profile Image: Sarah S.
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20.

Sarah S.

I love spending time with animals
Story Hill, Milwaukee, WI, 53208
Boarding, House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$50
per night

Sarah is a kind, loving, and responsible person who loves to stay busy. She is a great cat mom to her two cats, and amazing with both of my pets as well. She has cared for my pets in the past, and I would highly recommend her!

Search Map

Pet parents turn to sitters on Rover.com when they're looking for house-sitting. 1,089 owners have reviewed sitters in Story Hill, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect house sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average house sitting rates to get an idea before you start a conversation with a house sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

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 Story Hill, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Story Hill, 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 Story Hill 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 Story Hill, 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 Story Hill, 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