Pet Setting & Drop Ins In Midtown 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. Kelly

Dog Walker/Sitter near Lakefront

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Kelly watched my cat while I was gone for the weekend and did an excellent job! She was extremely flexible (and even came to pick up my key beforehand). She ... (more)"

2. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

16 repeat clients

"Sarah was spectacular! She completed the Rover card for Sadie's walk so we could see the route they took and also made sure we knew that Sadie had "done her... (more)"

Confirmed Holiday Availability
3. Lori

Experienced dog & cat sitter

Miller Valley, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

56 repeat clients

"Our experience with Lori has been great! She's super flexible, which is a must for us, and she always makes sure to send us great pics and notes of her visit... (more)"

4. Cassie

Full time animal lover!

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"The instant we met Cassie, I knew it was a great fit. Her review of her drop-in visit was great. I can tell she really paid attention to my goofy shy dog whi... (more)"

Available this weekend
5. Carolina

Dog whisperer but not a dog lady

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"At first I was hesitant with using Rover.com. When I met Carolina she was very attentive to Blossom’s needs. After meeting Carolina, I was definitely comfort... (more)"

6. Diana

Ready to go, rain or shine!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Diana is great! She is extremely responsive to any inquiries or questions you send along her way, and was fantastic with Mae. She checked in when she began h... (more)"

7. Stephanie

Energetic, caring dog lover!

Northpoint, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Stephanie was great! On the days she watched our dogs, it was raining and they hate going out in the rain. Stephanie made sure they went out and even came ba... (more)"

8. Joe

Great dog exerciser w/ K9 Patience

Wauwatosa, WI, 53213

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

1 repeat client

About: I am always looking to get out and be active and doggo companions are always welcome. I love having low energy in the house so getting those paws m... (more)

9. Svea

Dog mom w/extra time & love to give

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Our pups love having Svea drop in to let them out! (more)"

Confirmed Holiday Availability
10. Marijana

Live, Love, Bark

Enderis Park, Milwaukee, WI, 53210

House Sitting, Drop-In Visits, Dog Walking

"Marijana was great and our family would for sure use her again. She came over and met our dog Millie before we headed out of town, she got along great with h... (more)"

11. Audrey

Parttime student fulltime dog lover

Avenues West, Milwaukee, WI, 53233

Drop-In Visits, Dog Walking

"Audrey is a great caretaker for animals. Having grown up with dogs since the age of 5, she learned from a young age about the responsibility and love that go... (more)"

12. Emily

Will run or snuggle on couch :)

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Emily has helped with my dog Astrid on numerous occasions. She shows great compassion for just about any dog that she meets and is always gentle and kind wit... (more)"

Confirmed New Years Availability
13. Ashley

No dog is too big or small!

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

About: Growing up in a family that bred Labrador Retrievers, I am fully aware of the work that can go into having a dog from puppy to senior age. I myself... (more)

Confirmed Holiday Availability
14. Kelsey

PreVet Student, Dedicated Caregiver

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Kelsey provided great feedback on her care the entire time and my dog seemed to absolutely love her. Very easy to work with and very nice. (more)"

Confirmed Holiday Availability
15. Monica

Monica's downtown dog boarding

Lower East Side, Milwaukee, WI, 53202

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

11 repeat clients

"Monica took such great care of my dog max, he loves when she comes to take him for his walks. She has also kept him overnight while we were away on vacation.... (more)"

16. Becki

Wanted: Furry Walking Buddies!

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Becki went above and beyond to make sure Gal was comfortable during her visits. (more)"

17. Megan

I love all, no matter how many paws

Story Hill, Milwaukee, WI, 53208

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

5 repeat clients

About: I have always had a dog, and don't care to be without one. I have grown up caring for my friends and families dogs and homes when they leave town ... (more)

18. Samantha

Sam's Dog Days

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"This was the first time leaving the little ones at the house by themselves and Sam was great! Our Morkie had already made fast friends on the meet and greet ... (more)"

19. Meghan

Responsible & Caring Dog-Lover

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Meghan was so nice from the moment she came to do a meet-and-greet with our two dogs until the time we had to resolve a booking issue. She helped us feel at ... (more)"

Confirmed New Years Availability
20. Dylan

Doggo-Lover in need of Doggos

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Dylan is the most dog-loving person I know, and he would make an absolutely perfect choice for your dogs walks, visits, or over-night stays. Our dog loves h... (more)"

Dog owners in Midtown, 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 Midtown.

Rover.com is the simple, savvy way to find and book Midtown, 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 Midtown, 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 Midtown, 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: