Pet Setting & Drop Ins in Holler 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. Mabeth

Active dog lover ❤️my 2rescued dogs

Bay View, Milwaukee , WI, 53207

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

"Mabeth takes care of my dog on a daily basis. She is caring and patient especially given that my dog is elderly, blind and often ill. She is a genuine anim... (more)"

2. Jess

pets are family too!

Cudahy, WI, 53110

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

About: I love all animals but dogs hold a special place in my heart. I've had a dog growing up all my life and now own two dogs of my own. I take great ca... (more)

3. 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
4. Joan

Laid back, flexible, animal lovers

Saint Francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

About: Mom has recently retired from the corporate world, and daughter (25) is still working, however we are looking to add some love and fun to caring fo... (more)

5. Michaela

Putting Your Dog's Needs First!

Avenues West, Milwaukee, WI, 53233

Drop-In Visits, Dog Walking

"Michaela would be an excellent choice for a dog sitter or walker. She has been helping me with my dog for about a year and has performed phenomenally. She is... (more)"

Available this weekend
6. Katherine

Reliable, devoted, diciplined.

Bay View, Milwaukee, WI, 53207

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

2 repeat clients

"Katherine kept an eye on both of our pets while we were away. She was prompt with scheduling a meet and greet and remained in good contact with us (texts and... (more)"

7. Svea

Dog mom w/extra time & love to give

Bay View, Milwaukee , WI, 53207

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

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

8. Terry

Paws On the Move

Southpoint, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Terry is the best, we immediately saw her love for animals, and Badger was comfortable with her right away. She was here when she said she was going to be h... (more)"

9. Heather

Puppy breath, snuggles & love!

Saint Francis, WI, 53235

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

4 repeat clients

"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)"

10. Matt

Ready to hang with your dogs!

St. Francis, WI, 53235

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

1 repeat client

"Matt and Jackie are wonderful dog owners. They adopted a foster dog that needed some extra love and attention. They gave Freddy the exact home he needed with... (more)"

11. Tiffany

Pet sitter in the southside area!

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"We had a meet and greet with Tiffany before and we're so impressed by how attentive she was to our dog & her daily routine. We then booked her for 3 visits ... (more)"

12. Kristen

Milwaukee Dog Sitter

Muskego Way, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: Hi my name is Kristen Mendoza. A little bit about myself, I have 2 dogs of my own. One is a 10 year old black lab, then one husky pup that will b... (more)

13. Margaret

Stand-in best friend

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Margaret is one of those animal lovers. You know the ones. I fully trust her with my very spoiled pets. My dogs love her. She gives the best scratches. I can... (more)"

Available this weekend
14. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

3 repeat clients

About: Robert and I have had dogs on and off all of our lives. Combined we've had large breeds and small ones so we are very comfortable loving and taking... (more)

15. Chrissy

Bay View area sitter.

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Chrissy was great! She helped me out last minute and gave me an update once she left! I will definitely consider Chrissy in the future! (more)"

16. Laci

A dog lover and animal enthusist

Red Oak Heights, Milwaukee, WI, 53220

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

About: I grew up around dogs. My first dog was a greyhound rescue. As he got older his joint went bad so I have plenty of experience caring for large olde... (more)

17. Loni

Doggie vacation!

Woodland Court, Milwaukee, WI, 53220

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

2 repeat clients

"Sweet! Loves dogs. Will book again in the future... (more)"

18. Nancy

An affectionate animal lover!

Jackson Park, Milwaukee, WI, 53219

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

About: I am a very hands-on pet owner/ pet caretaker with an open communication style who is looking mainly for weekend opportunities as I work and go to ... (more)

19. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

29 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)"

20. 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 11 month old dog of my own; I have experience with taking care of puppie... (more)

Experience exceptional service and a personalized match

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

Learn About Premier

When it comes to pet care and pet sitting, pet owners in Holler Park, Milwaukee, WI trust their pets 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. Pet sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a pet sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a pet sitter and pet care on Rover? Check out our average pet sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

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