Pet Setting & Drop Ins in Estabrook Park, Milwaukee

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

1. Rachel

I'll run with your dog/

Glendale, WI, 53209

Drop-In Visits, Dog Walking

7 repeat clients

"Rachel has been extremely reliable and trustworthy. She is right on time and takes great care of my pup. I really appreciate all her help, will definitely us... (more)"

2. Sarah

Big heart and loves all dogs

Riverside Park, Milwaukee, WI, 53211

Drop-In Visits, Doggy Day Care, Dog Walking

4 repeat clients

"We went on a 2 week vacation and I asked Sarah to walk our dog and also to make some drop-in visits during that time. I could tell from my first get acquaint... (more)"

3. Hannah

Working part time, love walks

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Hannah did a great job!!! (more)"

4. Carolina

Dog whisperer but not a dog lady

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

3 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)"

5. Julia

Dogs are my favorite people.

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Julia was great. She was very pleasant and easy to work with. I am new to Rover and dog ownership..she provided helpful recommendations for caring for a pupp... (more)"

6. Taylor

Dog lover with flexible schedule

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Taylor is great! She is super professional, but will give your four-legged family member all the love and attention it needs. I highly recommend using Taylor... (more)"

7. Aly

Home full-time to care for your pet

Brewer's Hill, Milwaukee, WI, 53212

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

2 repeat clients

About: Hi there! I've grown up with dogs all my life, and am the proud dog mom of a 4-year-old mutt rescued from Kentucky. He is great with dogs of all a... (more)

8. Olivia

Animal Behavior Master's Student

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Olivia is my daughter and I can assure you that she is kind, intelligent, and not at all fearful around pets. She grew up on a hobby farm where we had a dog,... (more)"

9. Kelly

Dog Walker/Sitter near Lakefront

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

6 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)"

10. Brooke

Caring & Experienced Dog Sitter

Riverside Park, Milwaukee, WI, 53211

Drop-In Visits, Dog Walking

5 repeat clients

"Brooke did a great job taking care of our two dogs. She took pictures each stopped she checked in on them, they look like they had a great time! (more)"

11. Johanna

I'll walk and play with your dog!

Riverwest, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Johanna is so sweet and was a great watching our dog Finny! She would take him on such long walks were he could play and run around! Would highly recommend t... (more)"

12. Darby

A Dog's Best friend

Milwaukee, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Darby was great with our dogs. She was prompt and sent us a text when she arrived and left . She also sent cute photos during her visit. I would definitely ... (more)"

13. Hannah

I’ll run with your dog!

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Hannah has been a wonderful addition into my animal's lives, which are a corgi and a kitten. She is caring and loving to them and they are both so excited wh... (more)"

14. Alyssa

I’ll run with your dog!

Upper East Side, Mikwaukee, WI, 53211

Dog Boarding, Drop-In Visits, Dog Walking

"Alyssa is an animal lover with lots of experience walking dogs and pet sitting. She is very loving, kind and spoils my dog just as much as I do. She always t... (more)"

15. Thomas

Very active, will run with your dog

Upper East Side, MIlwaukee, WI, 53201

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

"Thomas was an absolute blessing to my family and I. Wonderful with most animals really, as our family has a 9 year old labrador terrier mix named Speedy, as ... (more)"

16. Jane

Young dog lover with flexible hours

Upper East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Jane is a very outgoing and friendly person. She loves to play with and help take care of animals and is very passionate while doing so. My mother fosters do... (more)"

17. Abbey

the reason u can escape 4 a weekend

Murray Hill, Milwaukee, WI, 53211

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

"Abbey is great with animals. She has been my neighbor for a number of years and we would have her watch our cat Tigger and our two dogs Moe and Snickers any... (more)"

18. Hunter

Dog lover exploring Milwaukee!

Riverwest, Milwaukee, WI, 53212

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

1 repeat client

"Hunter was amazing with my Schipperke, Chunk and my Chihuahua, Kitty. There was only one issue... I think they like him more than they do me me. (more)"

19. Michaela

Home full-time!

Riverwest, milwaukee, WI, 53212

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

2 repeat clients

"Michaela has watched our families dog for the past five years, each time we go out of time for vacation. We feel so comfortable having Michaela watch our d... (more)"

20. Christopher

B&C Pet Services

Harambee, Milwaukee, WI, 53212

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

5 repeat clients

About: Bella and Christopher have years of experience loving and caring for pets of all sizes. We have one beautiful dog of our own (Oso the hound) and si... (more)

Dog owners in Estabrook 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 Estabrook Park.

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 Estabrook Park 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 Estabrook Park, 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 Estabrook Park 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 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 Estabrook 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: