Pet Sitting & Drop Ins in Maitland Park, Milwaukee

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

Search Results

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Blythe R.
1.
Every animal makes me smile!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Blythe was great. I was worried about leaving my fur baby for a week but Bylthe made sure to send me daily updates and pictures on how he was doing. Made being … (more)

from
$35
per visit
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Connie A.
2.
I will treat your's like my ownCudahy, WI, 53110
Drop-In Visits, Dog Walking

Connie loves all animals and she takes great pride in taking care of them. Connie is responsible and will take care of your pet as if it were her own fur baby. (more)

from
$13
per visit
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Kaylyn S.
3.
Active Animal LoverBay View, Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking

Kaylyn has been a godsend. She is excellent with my dog. I think she enjoys walking and spending time with my dog as much as he does. I work twelve plus hours a… (more)

from
$25
per visit
Confirmed availability: Labor Day
Miranda O.
All Dogs go to heavenBay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Miranda is very communicative, friendly, and reliable! She has watched both my dogs and cats and everything has went smoothly! Highly recommend her services. (more)

from
$25
per visit
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Hannah O.
5.
I will treat your dogs like my own!Cudahy, WI, 53110
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Hannah was fantastic with Kermit! She made him feel so special and sent us great pics and updates. We will definitely be using her again in the future! Highly r… (more)

from
$25
per visit
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Let me love your fur baby!South Milwaukee, WI, 53172
House Sitting, Drop-In Visits, Dog Walking

Courtney did a great job taking care of our cats! She sent lots of pictures and left a detailed description each day. I could tell from the pictures that our ca… (more)

from
$14
per visit
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7.
I can handle any pet, big or smallFranklin, WI, 53132
House Sitting, Drop-In Visits, Dog Walking

Laurel has grown up with pets in her life! She has called 3 pairs of cats family so far, as well as 2 dogs, 3 guinea pigs, numerous fish and a frog! She is a … (more)

from
$14
per visit
Confirmed availability: Labor Day
8.
Experienced & loving pet owner!Town Of Lake, Milwaukee, WI, 53207
Drop-In Visits, Dog Walking

As always, very dependable and my girls love her! Kaia and Pepper were well taken care of and I looked forward to reading the check in notes and seeing their pi… (more)

from
$16
per visit
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9.
Every pet is the best petTown Of Lake, Milwaukee, WI, 53207
Drop-In Visits, Dog Walking

My dog absolutely loves Suzy I even have to be careful not to say her name because he'll run for the door. She is very caring but knows how to make dogs listen … (more)

from
$15
per visit
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10.
Fur mama and dedicated dog snugglerSt. Francis, WI, 53235
House Sitting, Drop-In Visits, Dog Walking

Lindsey took amazing care of our Kermit! She was responsive and very caring with him. I highly recommend her for all your pet care needs. She’s the best! (more)

from
$15
per visit
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11.
Here kitty kitty (and doggies too!)Greendale, WI, 53129
Drop-In Visits, Dog Walking

Katie was so nice to our dog Maggie who is very protective but loved Katie right a way. Katie was great and we would highly recommend her and will definitely us… (more)

from
$19
per visit
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12.
I love to treat pets as familyGoldman Park, Oak Creek, WI, 53154
Drop-In Visits, Doggy Day Care, Dog Walking

Briana was on time, patient, and communicated with us as needed. She is highly recommended and we will use her again! (more)

from
$14
per visit
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13.
Your dogs home away from home!Tippecanoe, Milwaukee, WI, 53207
Dog Boarding, Drop-In Visits, Dog Walking

Bailey always does a fantastic job with our two dogs, Bella and Riley! It’s so comforting to take a vacation and know they are being well taken care of - She is… (more)

from
$16
per visit
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14.
Let me love your baby like my own!Milwaukee, WI, 53221
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

April has taken care of my dog many times! As a fellow dog lover, she is the most reliable and responsible person that I trust as a dog caregiver! I have known … (more)

from
$15
per visit
Dog Lover & TrainerMilwaukee, WI, 53221
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

He is a dog lover , everytime he sees a dog , ignore me and focuses on playing with the dog. I know i can depend on him to give my dog agreat exercise and a lot… (more)

from
$40
per visit
Steph's Bay View Dog SupportTippecanoe, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Thank again Stephanie, for taking care of Milly while I was out of town. I know I can always depend on you. I'm sure Milly appreciates the snuggles and attent… (more)

from
$25
per visit
Confirmed availability: Labor Day
17.
Dogs are my favorite people 💙🐾Town Of Lake, Milwaukee, WI, 53207
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Carla is the best! I am so grateful for her help, especially with unique requests for my geriatric dogs . She goes above and beyond for us which is why I don’t… (more)

from
$25
per visit
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Not just pets, they're family!Milwaukee, WI, 53221
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Jennifer is great with my fur babies. She treats them as her own. Now she is Auntie Jennifer to my pups 😊. The pups are sad when we have to miss their playdate… (more)

from
$20
per visit
Confirmed availability: Labor Day
19.
Husky & Turtle Mom!New Coeln, Milwaukee, WI, 53207
Drop-In Visits, Dog Walking

Blanca is a great dog sitter. She has watched my husky many times and treats her like her own dog. She always considers my dog’s needs and wants and ensures her… (more)

from
$25
per visit
20.
Welcomed All Furry FriendsClayton Crest, Milwaukee, WI, 53221
Drop-In Visits, Dog Walking
15 years of experience

About: I have been around animals all my life and I adore them! I have so much love for dogs and am ready to share that love with your fur baby! I have … (more)

from
$14
per visit

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 1,089 owners have reviewed sitters in Maitland 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 Maitland 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 Maitland 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 Maitland 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 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 Maitland 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: