Pet Sitting & Drop Ins in Dineen Park, Milwaukee

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Kathy S.
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Sitter Profile Image: Kathy S.
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1.

Kathy S.

Rover 101
Patient walker and caregiver.
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
31 reviews
12 repeat clients
from
$16
per visit

Kathy is great to work with. She regularly walks my puppy and also supported while I was out of town. She is reliable and great with my pups!

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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
26 reviews
7 repeat clients
from
$16
per visit

Lexi & Aaron did drop-in visits for Louis, our attention needy :) cat. They were dependable and I'm sure if cats could talk, Louis would say 'they were great!' He was a happy guy when we got home & his litter box was so clean. Knowing someone was dropping in to hang out with him (& give him his wet nummy food) made our vacation more enjoyable.

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Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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3.

Kim S.

Never lived a day without a pet
Glendale, WI, 53217
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
34 reviews
13 repeat clients
from
$20
per visit

Kim was such a pleasure to work with. We met prior to the booking and found out she lived within walking distance of us! It gave us peace of mind knowing she was so close and got along well with our kitties. She provided daily updates which was so fun to receive as we loved the pictures! We would recommend Kim to anyone and will book with her again!

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Sitter Profile Image: Kevin F.
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Sitter Profile Image: Kevin F.
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4.

Kevin F.

Rover 101
I’d swipe right on your dog
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
21 reviews
11 repeat clients
from
$17
per visit

Our dog loves Kevin! He takes excellent care of her and always makes sure she’s well excised, has plenty of water and is safe and sound when he leaves. Would recommend Kevin to our family and friends for pet care!

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Sitter Profile Image: Rachel F.
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Sitter Profile Image: Rachel F.
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5.

Rachel F.

Crazy Cat Mom🐱
Wauwatosa, WI, 53213
Drop-In Visits
5.0
50 reviews
17 repeat clients
from
$20
per visit

Rachel was awesome!!! Spent a few hours playing and helping take care of my cat while I was on vacation. She gave my cat plenty of play time and some nice tlc :) She also made sure she was fed, had plenty of water, and that her litter box was cleaned. Would definitely use Rachel’s services again and I would be comfortable recommending her to any friends or family that needed help with their pet. 5 stars!!!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Liz H.
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Sitter Profile Image: Liz H.
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6.

Liz H.

Winter Availability 🐾❄️
Wauwatosa, WI, 53226
Drop-In Visits, Dog Walking
5.0
93 reviews
41 repeat clients
from
$19
per visit

Liz did a wonderful job taking care of our dog. She took the time to play with him at each visit. From the pictures, I could tell our dog was having fun! It was nice to not have to worry about how he was doing. Liz was on time and reliable. She did a great job and we would definitely book her again.

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Sitter Profile Image: Kathy B.
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Sitter Profile Image: Kathy B.
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7.

Kathy B.

Love love love every doggo.
Golden Valley, Milwaukee, WI, 53222
Drop-In Visits
5.0
1 review
1 repeat client
from
$14
per visit

Kathy did a great job earning our dog’s trust when she came for check-ins. She provided comfort and lots of exercise and play time- just what we needed!

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Sitter Profile Image: Anna L.
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Sitter Profile Image: Anna L.
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8.

Anna L.

Attentive & Caring - ♥️ Senior Pets
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
54 reviews
18 repeat clients
from
$20
per visit

Anna is awesome! She is friendly, caring, and thorough. She gave great updates and my kitty really appreciated her care. I hate having to leave my cat but it helps to know Anna is looking after him.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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9.

Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
547 reviews
336 repeat clients
from
$22
per visit

Cindy was great for our first experience using Rover. And she came through in a big pinch before our vacation when we couldn’t bring Gus to the daycare for boarding suddenly. She took photos every time she was there (we had her drop in 3 times in less than 24 hours).

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Travis H.
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Sitter Profile Image: Travis H.
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10.

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
179 reviews
72 repeat clients
from
$25
per visit

Travis was amazing! Hands down the best sitter we’ve ever had. My female cat who is extremely skittish snuggled and played with him, which is unheard of. Wish I could assign more stars

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Sitter Profile Image: Lindsey F.
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Sitter Profile Image: Lindsey F.
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11.

Lindsey F.

Your best friends new best friend!
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
17 reviews
2 repeat clients
from
$15
per visit

❤️❤️❤️

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Sitter Profile Image: Greg B.
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Sitter Profile Image: Greg B.
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12.

Greg B.

Around Here Cats Is King
Milwaukee, WI, 53216
Drop-In Visits
5.0
3 reviews
from
$14
per visit

Greg was the perfect person to take care of my 3 cats while I was gone for the holiday! He communicated well and sent plenty of pictures. He definitely eased my anxiety about using Rover for the first time.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Crystal A.
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Sitter Profile Image: Crystal A.
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13.

Crystal A.

Fire fighter who loves doggos 😊😊
Enderis Park, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
3 reviews
1 repeat client
from
$18
per visit

Crystal is a very hard working woman and a wonderful dog mom to Zoey, a beautiful black lab that I've had the pleasure to care for for a few years! Zoey is so lucky to have crystal as her mom! Crystal puts her first and treats her like her child, as it should be! As hard as crystal works, she still gives Zoey all of her attention and makes sure Zoey is living her best life!

Sitter Profile Image: Kristin R.
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Sitter Profile Image: Kristin R.
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14.

Kristin R.

Animal lover
Enderis Park, Milwaukee, WI, 53210
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
28 reviews
10 repeat clients
from
$15
per visit

Kristin is such a wonderful dog sitter! Our 14 year old dog Harper is always in good spirits when we return home. It’s so wonderful to be able to trust someone in town to take care of our sweet pup!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Kaitlin G.
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Sitter Profile Image: Kaitlin G.
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15.

Kaitlin G.

Mom to animals, teacher to humans
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
17 reviews
2 repeat clients
from
$19
per visit

Thank you for taking care of our kitties! We felt super safe leaving them with Kaitlin over the long weekend and would definitely hire again.

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Sitter Profile Image: Alexa G.
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Sitter Profile Image: Alexa G.
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16.

Alexa G.

Experienced dog lover
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
2 reviews
1 repeat client
from
$20
per visit

Alexa is the ultimate dog whisperer! Her dog-loving vibes are off the charts, and it's like she speaks their language. If you're looking for someone who's as passionate as you are about your fur-babies, Alexa's your go-to. Trustworthy and pawsitively awesome! 🐾👏

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Charlotte M.
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Sitter Profile Image: Charlotte M.
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17.

Charlotte M.

Pets > people :)
Milwaukee, WI, 53210
Drop-In Visits, Dog Walking
5.0
11 reviews
3 repeat clients
from
$19
per visit

Charlotte is an important part of my pets life. Whether she is spending time on a long walk or just playing with them in the yard, they thoroughly enjoy every minute they spend with her. Charlotte is the first person I call when I am unable to spend quality time with my pets.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Leah C.
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Sitter Profile Image: Leah C.
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18.

Leah C.

Animal Loving Teacher
Kops Park, Milwaukee, WI, 53222
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
3 reviews
2 repeat clients
from
$20
per visit

About: I've had all types of pets my entire life. I was raised in a home with cats, dogs, hamsters and a bunny. I absolutely love animals, especially cats and dogs, and will treat your pet as my own while he/she stays with me. I would love the opportunity to care your dog. I know dogs are members of the family and you do not want to have to worry about them while you are away. I am currently working as a teacher. I am available all weekends and part-time during the week. I have some flexibility with times around the holidays. I care for other people’s pets as if they are my own. I adore animals and would want someone to care my for my dog as if she was their own.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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19.

Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
16 reviews
3 repeat clients
from
$25
per visit

Many years ago, Cindy taught me how to train my dog with compassionate firmness. Her patience with my pup, and good humor with me, emboldened me to get a second dog. I have known Cindy to rescued and train several dogs over the years. Over two decades of pet ownership and knowing Cindy, there are few people I would trust more to walk and sit my dogs. But don't take just my word for it, watch your dog fall in love with her - whatever she's whispering, dogs respond.

Sitter Profile Image: Rachel G.
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Sitter Profile Image: Rachel G.
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20.

Rachel G.

Love all animals like they are mine
Kops Park, Milwaukee, WI, 53222
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
19 reviews
14 repeat clients
from
$20
per visit

Rachel is great as always! She goes above and beyond every time.

Search Map

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 1,089 owners have reviewed sitters in Dineen Park, 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 pet 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 pet sitting rates to get an idea before you start a conversation with a pet 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.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Dineen Park pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Dineen Park, Milwaukee, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). 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 house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Dineen Park pet sitters and avoid the kennel.

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:

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