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.

Available this weekend
1. Lori

Experienced dog & cat sitter

Miller Valley, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

47 repeat clients

"We are repeat clients, and we couldn't be happier with hiring Lori. Kind, extremely reliable, and invested in your pets' well-being. You can't ask for bett... (more)"

Available this weekend
2. Daniela & Michael

Paws Down, the Best in Town!

Bay View, Milwaukee, WI, 53207

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

126 repeat clients

"A Big Shout Out to Daniela & Micheal for taking great care of Teddy this past weekend. Teddy was a little unsure initially but was able to adapt and found c... (more)"

3. Katryn

Ready to Meet the Dogs of MKE

Historic Third Ward, Milwaukee, WI, 53202

Dog Boarding, Drop-In Visits, Dog Walking

"I have to agree with Devin! Katryn is a natural with dogs! My Boston tends to get overexcited very quickly when meeting new people and Katryn handled him lik... (more)"

4. Mary & Joe

Large fenced in yard, lots of room

St. francis, WI, 53235

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Mary O. Shows such a love of animals in everything she does. She is very compassionate for the well being of all animals. Animals sense her true feelings and... (more)"

5. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Sarah is amazing! Our dog is 8 weeks old and she helped us a ton while my wife and I were at work. Thank you so much Sarah!! Best part of my morning was gett... (more)"

Available this weekend
6. Lindsey

Fur mama and dedicated dog lover

Saint Francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

"Lindsey is pet crazy. She has a love for pets, especially dogs, that goes above and beyond. There is no dog that she does not want to keep as her own. She ... (more)"

Available this weekend
7. Mallori

Lifelong dog lover/Walk enthusiast

Fernwood, Milwaukee, WI, 53207

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

"She is wonderful. Mallori is the most caring and responsible person I've ever met. Growing up with her, I always helped her pet sit the neighbors animals/hou... (more)"

8. Christa

Your Pet Is My Passion!

Oak Creek, WI, 53154

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"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)"

9. April

Worry Free Pet Sitter

Polonia, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"April is a caring person. She loves animals(all) animals. I think she is an excellent candidate for this position. Reliable and trustworthy. If you give her ... (more)"

10. Kelly

Animal Lover - Responsible&Flexible

Bay View, Milwaukee, WI, 53207

Drop-In Visits, Dog Walking

2 repeat clients

"Kelly is trustworthy, kind, and professional! Since it was our first time using Rover we were worried about finding the perfect person to look after our dog ... (more)"

11. Kara

I love dogs and the outdoors!

Cudahy, WI, 53110

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

1 repeat client

About: As a fellow animal lover and pet owner, I understand how important it is to know that your babies are in good hands while you are busy and away. I ... (more)

12. Amber

Doggie Paws N' Play

Walker's Point, Milwaukee, WI, 53204

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

57 repeat clients

"We had a pretty last minute request for a dog sitter, and we just stumbled on DogVacay. I got a little confused by the site, but Amber helped me through all... (more)"

Available this weekend
13. Theresa

Home full time, LOVE all dogs!!

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Theresa took great care of our pugs! Highly recommended. (more)"

14. Elena

Your peace of mind is my paw-ority!

Fernwood, Milwaukee, WI, 53207

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

1 repeat client

"Very happy with Elena. She goes above and beyond the call of duty! (more)"

15. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

7 repeat clients

"Valeria and her husband took such amazing care of our siberian husky while we were on vacation for a week. we normally leave or dog with a family member so w... (more)"

Available this weekend
16. Kirstie

I have had animals all my life!

New Coeln, Milwaukee, WI, 53207

Drop-In Visits, Dog Walking

13 repeat clients

About: My name is Kirstie, I grew up with pets (cats and dogs), I currently have a 1 year and 7months old dog and a 3 month old puppy of my own; I have ex... (more)

17. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

38 repeat clients

"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)"

18. Zhanae

The best care for your best friend!

Greenfield, WI, 53221

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

3 repeat clients

About: (Please call my Rover phone number to discuss services) It has always been a dream of mine to become a pet sitter. I have 10+ years of pet sitting,... (more)

19. Celia

I'll tire your dog out!

Bay View, Milwaukee, WI, 53207

Drop-In Visits, Dog Walking

"Able to accommodate my crazy work schedule to meet the dog and kept me informed through the day. (more)"

20. Erika

I'll run or walk with your dog

Bay View, Milwaukee, WI, 53207

Drop-In Visits, Dog Walking

"Erika took great care of the girls while we were out of town for the day. Both dogs were exercised and happy when we got home. Thanks!! (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

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: