Pet Setting & Drop Ins in Wilson Park, Milwaukee

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

Tip: Contact sitters now to confirm availability.
Confirmed availability
4th of July
1. Elba

Wiggle waggle and roll!

Cudahy, WI, 53110

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

"Elba was very professional and wonderful with my shy dog, I will certainly use her again. (more)"

Confirmed availability
4th of July
2. 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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3. Brandie

Experienced Animal Care Giver

Morgan Heights, milwaukee, WI, 53228

Drop-In Visits, Dog Walking

"Brandie did a fabulous job for our 30 minute visit. She made sure my dogs got out, she remembered to refresh the water dishes and was prompt in her arrival. ... (more)"

Confirmed availability
4th of July
4. Lindsey

Fur mama and dedicated dog lover

Cudahy, WI, 53110

Dog Boarding, 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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5. Amber

Every visit will be an adventure!

Greenfield, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

"Amber did an awesome job taking care of my dog Isabella, she sent me daily updates including photos of how she was doing. It was comforting coming home and ... (more)"

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6. Sherry

Homemaker/Fenced yard

Lyons Park, Milwaukee, WI, 53220

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

"Sherry always watches our dog when we go out of town. She cares for him as if he were her own. I trust her completely to care for our dog in our absence. She... (more)"

Confirmed availability
4th of July
7. 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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8. 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)"

Confirmed availability
4th of July
9. Sara

Huge dog lover! Dog groomer!

West Allis, WI, 53214

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

"Sara has cared for our dogs for several years now. When I first found Sara we had an older female black lab, Pepper, and she was not the easiest dog to hand... (more)"

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10. Isaac

Family full of dog lovers

Fernwood, Milwaukee, WI, 53207

Dog Boarding, Drop-In Visits, Dog Walking

"Isaac is my son and has significant experience caring for pets for friends and neighbors. We have one cat and have had dogs for years. After our dog died las... (more)"

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11. 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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12. Paige

Dogs really do create happiness :)

Cudahy, WI, 53110

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

"Paige watch our black lab puppy Bow. He is about 7 months old. She was so great with him for the 5 days we were gone. You worry leaving when you have a pupp... (more)"

13. Tori

Dog lover, owner, and runner!

Bay View, Milwaukee, WI, 53207

Drop-In Visits, Dog Walking

"Tori was just great. She sent pictures and played so well with him. She gave a ton of information on her stay. I would recommend to anyone. (more)"

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14. Kristina

Dogs are my happiness :)

Bay View, Milwaukee, WI, 53207

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

About: I have always had a passion and sincere love for a dog since I was a little girl! Growing up with dogs all my life and looking after friend's is wh... (more)

15. Erendira

Outdoorsy dog loving student!

Bay View, Milwaukee, WI, 53207

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

"Eren was amazing. I literally had my original sitter cancel last second due to a family emergency, then Eren stepped up into an unknown situation and knocked... (more)"

Confirmed availability
4th of July
16. 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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17. 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)"

Confirmed availability
4th of July
18. Valencia

Best Care For Your Best Friend!

Jackson Park, Milwaukee, WI, 53219

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

"Valencia has been caring for our dog for the past two years while on vacation and at work as needed. Our dog adores her; when we say Valencia is coming he... (more)"

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19. Harper

Your best friend is my best friend!

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"Harper was great with my German Shepherd! She has watched her for multiple different weekends over the years. She gave her the pills she was scheduled to hav... (more)"

Confirmed availability
4th of July
20. Emily

Can match the energy of any dog.

Alverno, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

About: I am a recent college grad, who has moved back to Milwaukee. I am a huge dog lover and have owned dogs my whole life. I'm looking to make new conne... (more)

Dog owners in Wilson Park, Milwaukee, WI love booking pet sitting with sitters on Rover.com. Over 1,089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Wilson Park.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Wilson Park pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Wilson Park, Milwaukee who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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 Wilson 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: