House Sitting in Dineen 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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Search Results

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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1.

Erica L.

I'll love them like my own
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
76 reviews
37 repeat clients
from
$37
per night

Erica is easy going and professional. She makes sure to keep you updated with photos of your furry friends which I greatly appreciate! She has watched our dog and cat overnight over two weekends for us, and we have no complaints!

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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
78 reviews
26 repeat clients
from
$55
per night

Jessica has watched my boyfriend and I’s dogs three times now and she’s great! Always shows up on time, is friendly and kind to the dogs and sends pictures multiple times a day to let us know the dogs are happy. She’s our go-to person when we go out of town!

Sitter Profile Image: Daniela & Michael P.
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Sitter Profile Image: Daniela & Michael P.
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3.

Daniela & Michael P.

Rover 101
Paws Down, the Best in Town!
Milwaukee, WI, 53205
House Sitting, Drop-In Visits, Dog Walking
5.0
275 reviews
158 repeat clients
from
$65
per night

We could not have entrusted our pup or house with anyone better while we were on vacation! Our dog is a recent rescue, and is still working through some anxiety around new people. Daniela and Mike were SO accommodating, and came over to meet her more than once before our trip to make sure she was comfortable. I was anxious leaving her for the first time, but Daniela provided updates and pictures every day to let me know things were going well, which allowed me to relax a bit on our vacation knowing she was in good hands. Can't recommend them enough!

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Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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4.

Lexi K.

Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
26 reviews
7 repeat clients
from
$35
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!

Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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5.

Rachel H.

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

Rachel is the absolute BEST. I would highly recommend her to anyone. My dog absolutely loves her and Rachel was even kind enough to shovel for me after a snowstorm so that when I got home I didn't have to worry about it. THANKS RACHEL!

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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
41 reviews
17 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: Kira W.
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Sitter Profile Image: Kira W.
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7.

Kira W.

Flexible Scheduling, Cats and Dogs
Lenox Heights, Milwaukee, WI, 53210
House Sitting
5.0
3 reviews
1 repeat client
from
$40
per night

Kira was amazing with our quirky doggo. We couldn't have asked for a better experience. She provided daily updates and loved on our pup while we were away for a long weekend. Upon returning home, we could tell puppers was anxiety free and our home was in excellent order. 1000% would use Kira again.

Sitter Profile Image: Jordanne H.
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Sitter Profile Image: Jordanne H.
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8.

Jordanne H.

I’m a teacher with all summer off!!
Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
18 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.

Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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9.

Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
18 reviews
2 repeat clients
from
$55
per night

Cindy was delightful to meet and work with. She gave me many updates during the day which I so appreciated, and shared her knowledge as a dog trainer with me, too! Leila took to her immediately and I was relieved all day. I highly recommend her!

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Sitter Profile Image: Heidi F.
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Sitter Profile Image: Heidi F.
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10.

Heidi F.

Sit Stay Dog Care
Wauwatosa, WI, 53226
House Sitting, Dog Walking
5.0
4 reviews
from
$63
per night

House sat for me while I was away and watched my dog Hadley. Checked in frequently and communicated with me with any questions she had. Was a great guest and would have her watch my dog again.

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Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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11.

Jackie C.

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

Jackie was great sitter! Our dogs seemed to love her and she was respectful, responsive and reliable for an overnight stay. We look forward to using Jackie again in the future!

Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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12.

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
10 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: Travis H.
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Sitter Profile Image: Travis H.
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13.

Travis H.

Rover 101
Love & Exercise for your dog or cat
Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking
5.0
180 reviews
72 repeat clients
from
$62
per night

Travis was great with our pets. Our three dogs and two cats were well cared for. The dogs were surprisingly chill when we got home not crazy, barking pups like normal. He stayed overnight with them and didn't mind a puppy pile at night. We will definitely book Travis again.

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Sitter Profile Image: Savannah M.
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Sitter Profile Image: Savannah M.
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14.

Savannah M.

Will care for them as if my own!
Milwaukee, WI, 53226
House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
from
$25
per night

Savannah set up a meet and greet last second and was able to watch my pup so I could go home for the holidays! She was great with communicating and kept an eye on everything I mentioned during our meet and greet.

Sitter Profile Image: Margit B.
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Sitter Profile Image: Margit B.
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15.

Margit B.

"Wag More, Bark Less"
Milwaukee, WI, 53222
House Sitting, Drop-In Visits
5.0
27 reviews
6 repeat clients
from
$40
per night

Margit was absolutely wonderful with my two big dogs. I was so impressed with her professionalism and she was great at communicating any questions and concerns. I will certainly be using her services again, thanks Margit!

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Sitter Profile Image: Joan P.
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Sitter Profile Image: Joan P.
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16.

Joan P.

Dogs are my BFF!
Grantosa, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
from
$25
per night

I’m so pleased to have Joan take care of my Bella. You certainly can tell she loves animals. I felt very comfortable having Joan watch my dog overnight. I would recommend her to my family and friends. So, if you need a reliable and caring sitter, I suggest you book with her. I will be booking with her again.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Erin K.
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Sitter Profile Image: Erin K.
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17.

Erin K.

Small furry groups, full time care
Cooper Park, Milwaukee, WI, 53222
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0
41 reviews
14 repeat clients
from
$62
per night

Erin was spectacular and I would use her again in a heartbeat. Our animals loved her and were well cared for while we were gone - she also was great about sending pictures and letting us know how they were faring while we were away.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Amari I.
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Sitter Profile Image: Amari I.
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18.

Amari I.

🐾💛 The Pawfect Pal 💛🐾
Milwaukee, WI, 53216
House Sitting, Drop-In Visits, Dog Walking
5.0
9 reviews
2 repeat clients
from
$55
per night

I needed a dog sitter last minute and contacted Amari about taking care of my 70 lb Belgian Malinois rescue. I do not know how many times my dog has been re-homed so I was very anxious about leaving her with a stranger. When I got home after being away for 3 days my dog was happy as a clam and all of the signs of emotional distress she showed after previous trips -- not eating, not defecating, etc. -- were absent. Amari did a wonderful job! I will definitely employ her in the future.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Marina M.
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Sitter Profile Image: Marina M.
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19.

Marina M.

Rover 101
You deserve a worry free getaway!
Arlington Gardens, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking
5.0
86 reviews
18 repeat clients
from
$65
per night

Marina was great! I got lots of updates, pictures, and videos of my pups. I felt very comfortable leaving my babies with her. Will definitely use her again

Sitter Profile Image: Sashanel A.
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Sitter Profile Image: Sashanel A.
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20.

Sashanel A.

Taking care of business:)
Grasslyn Manor, Milwaukee, WI, 53216
House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
from
$30
per night

Sasha was wonderful! She took perfect care of our dogs while we were gone on vacation and even cleaned the house before she left. She sent frequent updates letting us know how things were going and was so polite. Definitely recommend hiring Sasha for your pet care needs!

Search Map

When it comes to pet care and house sitting, pet owners in Dineen Park, Milwaukee, WI trust their pets with sitters on Rover.com. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5. House sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a house sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a house sitter and pet care on Rover? Check out our average house sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

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