Pet Setting & Drop Ins in Jackson Park, Milwaukee

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

1. Nichole

Animal lover with time on her hands

Wauwatosa , WI, 53226

Drop-In Visits, Dog Walking

8 repeat clients

"Nichole: Clearly an animal lover who animals love! I was an out-of-towner in WI for a few days and arranging visits by Nichole was supremely easy, thanks to ... (more)"

Available this weekend
2. 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
3. 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)"

4. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

22 repeat clients

"I won't trust anyone but Brian and Becky with my baby Rock! Brian has a calming way with dogs and is a dream come true. My doggie and I both feel very lucky ... (more)"

Available this weekend
5. Jason

Fur Baby Friendly

Wauwatosa, WI, 53213

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

"Jason watched our 3 month old puppy for two days over the weekend and he was great! He gave us updates throughout weekend which made us feel confident she w... (more)"

6. 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)"

7. 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
8. 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
9. 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)"

10. 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)"

11. Melissa

Melissa's Comfort Zone

West allis, WI, 53227

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

23 repeat clients

About: Pets are more than just animals to me, they are just as equal as a human being. They deserve to be spoiled and pampered and I do just that for my f... (more)

12. Laurie

Experienced, reliable, retired!!!!!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Laurie was a consummate professional in our home and highly experienced and skilled with my dogs! I can't say enough nice things about Laurie, she instantly ... (more)"

13. 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)"

14. 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)"

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)"

16. Deann

I love dogs more than people! :)

West Allis, WI, 53227

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I've had dogs my whole life! Most have been middle size dogs - lab mixes, etc. I have experience with taking care of all size of pets though.I also... (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. Kristen

Your Milwaukee Dog Sitter

Muskego Way, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

About: Hi my name is Kristen Mendoza. A little bit about myself, I have 2 dogs of my own. Zeus is a senior black lab, then Jax is the husky pup that ju... (more)

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Learn About Premier

Dog owners in Jackson 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 Jackson Park.

Rover.com is the simple, savvy way to find and book Jackson Park, Milwaukee drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Jackson Park, Milwaukee . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

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 Jackson 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: