Pet Setting & 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.

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1. Lindsey

Fur mama and dedicated dog lover

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

"Lindsey was very professional and wonderful with Bella! She provided updates on visits and plenty of pictures. I felt very comfortable leaving Bella in her h... (more)"

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2. Brandie

Experienced Animal Care Giver

Morgan Heights, milwaukee, WI, 53228

Drop-In Visits, Dog Walking

"Brandie was terrific, as always. She was so helpful coming over & providing some fresh energy to poor Sterling, who’s on a vet-ordered no-fetch, no walk week... (more)"

3. Lelia

Always home to love on your dog!

Oak creek, WI, 53154

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Lelia is just amazing! My dog had the best time at her place, playing with her sweet Maggie and her sons, getting all the cuddles he could possibly need. He ... (more)"

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4. Paige

Dogs really do create happiness :)

Cudahy, WI, 53110

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Paige sat for me for a week, and I came home to a clean litter box and a happy cat.I got great reports (and pictures) every day, and I couldn't be more pleas... (more)"

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5. Kathleen

Big heart for all animals

Greenfield, WI, 53219

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"This was our first time using this service with Katie, and we more than satisfied with her. Our dogs love her and she has great energy. We will definitely be... (more)"

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6. Kimberly

Your baby is my baby while away!

St francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

"Kimberly was referred to me by our normal Rover sitter (knew she was coming highly recommended since our normal sitter uses her for her own dogs when she nee... (more)"

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7. Tiffany

Caring Petsitter on the southside!

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

"Tiffany was wonderful to work with and made us feel like our dog was in great hands! She was very interested in learning everything about our dog and helpin... (more)"

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8. Heather

Puppy breath, snuggles & love!

Saint Francis, WI, 53235

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Heather was great with our dog! She is a crazy puppy and took to her very quickly. I loved the Rover Report cards she sent each day. (more)"

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9. Sherry

Homemaker/Fenced yard

Lyons Park, Milwaukee, WI, 53220

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Sherry was absolutely wonderful!! She did drop in visits at my home while I was gone for the weekend. She kept me updated with lots of photos and videos. She... (more)"

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10. Stacey

Your dog will be my family too!

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

"I've known Stacey to treat any and all animals like she does her children. She's very loving in the care she gives and goes above and beyond. My children... (more)"

11. Miranda & Michael

Home most of day-doggie bachelorpad

Castle Manor, Milwaukee, WI, 53221

Dog Boarding, Drop-In Visits, Dog Walking

"What can I say? Except how amazing, trusting, caring, punctual, reliable, loving dog walker this girl is!?! Wr are so blessed to have Miranda as part of ou... (more)"

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12. Sandy

Want a tired, happy dog?

Greenfield, WI, 53220

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

"Sandy was knowledgeable, kind and patient with our 3 month old border collie. We truly appreciate her service (more)"

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13. Katherine

Loving, caring & responsible.

Greenfield, WI, 53220

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Kat has been around many kinds of animals since she was a little girl. She is loving, caring, and very tentative. She volunteered at her hometown humane soci... (more)"

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14. Rita

I work close to home

Oak Creek, WI, 53154

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Rita loves animals. And is awesome with them. Especially dogs. She has taken care of my Labradoodle mini and My Shinpooh. She is very good with them and they... (more)"

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15. Emily

Pet lover! Work schedule flexible

Greenfield, WI, 53221

Dog Boarding, Drop-In Visits, Doggy Day Care

About: I have had pets all my life! We rescued a beagle/Shepherd mix pup named Kallie who absolutely adores playing and socializing with other dogs. Many... (more)

16. Christa

Your Pet Is My Passion!

Oak Creek, WI, 53154

Drop-In Visits, Dog Walking

"Christa is awesome! She does such a great job with our puppy! We trust her completely and feel so comfortable knowing our girl is getting the care she needs ... (more)"

17. Stefani

Specializes in paws and purrs!

Saveland Park, Milwaukee, WI, 53207

Drop-In Visits, Dog Walking

About: Hello! My name is Stefani and I am a 28 year old fur-mom of two large dogs and three cats that I adore! Animals are my passion and I tend to get al... (more)

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18. Terry

Paws On the Move

Southpoint, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

"Terry is the best, we immediately saw her love for animals, and Badger was comfortable with her right away. She was here when she said she was going to be h... (more)"

19. Katie

college student with lots of time

Copernicus Park, Milwaukee, WI, 53221

Drop-In Visits, Dog Walking

"Katie was raised by two animal-loving, respectful-of-life parents. She is very compassionate and loving and has a soft heart toward animals. We think she wou... (more)"

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20. Alle

If your pet loves to run,I do too!

Wilson Park, Greenfield, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"She's a very good pet sitter and since she's an animal lover,that makes her a bonus. She'll send you pictures of your dog and since she has a dog of her own,... (more)"

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: