Pet Setting & Drop Ins in Yankee Hill, Milwaukee

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

Confirmed Memorial day Availability
1. Tasha

Your dog’s next bff!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"We love having Tasha come for drop-in visits for our new puppy. She is prompt, thorough, and spends quality time with Otis outside to get some of his energy ... (more)"

2. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

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

64 repeat clients

"I needed a pet sitter quickly. I just moved to the area and haven't had the time nor needed a sitter but something came up last minute and I was in need of o... (more)"

3. Olivia

Animal Behavior Master's Student

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Olivia was amazing with Zeus. He can be shy and timid and she worked with him until he got comfortable with her. She knew exactly what to do to gain his trus... (more)"

4. Payton

A Doggo A Day Keeps The Doctor Away

Upper East Side, Milwaukee, WI, 53211

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

About: I have grown up with a minimum of 3 dogs (sizes raged from small-giant) in my house at all times. I am a huge dog and pet lover with vast experienc... (more)

Confirmed Memorial day Availability
5. Dawn

Big or small- I love them all!

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: Hello! I am insured and bonded, certified in Pet CPR and Pet first Aid and a member of Pet Sitters international. I love dogs of all kinds and am... (more)

6. Chloe

I’ll walk your dog rain or shine

Downer Woods, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"I know that Chloe volunteered at an animal shelter and did a very nice job there. She is the most compassionate, caring animal caregiver that I know. She i... (more)"

7. Matthew J

Large fenced in yard- Home fulltime

Riverwest, Milwaukee, WI, 53212

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

2 repeat clients

"I wouldn’t trust anyone else with my Rupert! He knows everything from training to just loving your pet, and your dog will love him too! He is so great with h... (more)"

8. Savannah

Dog lover for hire!

Downer Woods, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Savannah is an animal lover she have a dog and two cats. And she treats them like if they were her kids. If there is anyone I would like to take care of my t... (more)"

9. Mackenzie

Interactive part-time caretaker

Kilbourn Town, Milwaukee, WI, 53203

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

1 repeat client
No Reviews Yet

About: Hello, I’m Mackenzie. I love dogs of all sizes and ages. I grew up with one Yorkshire Terrier and Two Yorkie-Poos, one of which was mine and I was ... (more)

10. Natalie

Friendly & active dog walker/sitter

Northpoint, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Natalie has dog sitted for my family when we go on vacations and leave our dog at home. She did a fine job getting our dog his food, excercise, and meddicine... (more)"

Confirmed Memorial day Availability
11. Ashlyn

I'll exceed your pet's needs

Northpoint, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ashlyn was great! My dog seemed to be happy with her and there were no concerns. Super happy with the visit! (more)"

12. Gwenn

I love all dogs equally.

Walker's Point, Milwaukee, WI, 53204

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Gwenn has been my go-to pet sitter for as long as I can remember. She has watched my cat and dog as well as other family member's pets many a time. She provi... (more)"

13. Carolina

Dog whisperer but not a dog lady

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

4 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)"

14. Samantha

Sam's Dog Days

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Great communication and reliable and reasonable service. Will definitely use again for cat visit. (more)"

15. Jenni

Experienced & Loving Dog Sitter

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Jenni took amazing care of my cat. She was also super helpful, flexible, and accommodating when my travel plans changed. She’s amazing, and I’d gladly hire ... (more)"

Confirmed Memorial day Availability
16. Svea

Dog mom w/extra time & love to give

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

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

17. Katryn

Ready to Meet the Dogs of MKE

Historic Third Ward, Milwaukee, WI, 53202

Drop-In Visits, Dog Walking

"Katryn is a natural when it comes to dogs. She was with my 3 bulldogs for a whole weekend and was wonderful! They loved her so much they were always in the s... (more)"

18. Kelly

Dog Walker/Sitter near Lakefront

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Kelly was outstanding! I appreciated her flexibility when I had issues figuring out how she would get into my apartment building, since my landlord was slow ... (more)"

19. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

33 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)"

20. Helen

Caring Cat Sitter and Dog Walker

Yankee Hill, Milwaukee , WI, 53202

Drop-In Visits, Dog Walking

4 repeat clients

"This is my first time ever using Rover and Helen was great! She was communicative, took both my dogs on a great, long walk and sent me pictures of them! I'll... (more)"

In Yankee Hill, Milwaukee, WI, dog lovers trust Rover.com for their pet sitting needs. Over 07 pet owners have reviewed pet sitters in Yankee Hill, Milwaukee, giving them an average rating of 5.0/5 stars. Booking pet sitting in Yankee Hill can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Milwaukee on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

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 Yankee Hill 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 Yankee Hill, 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 Yankee Hill 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 Yankee Hill, 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: