Pet Sitting & 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.

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1. Rhonda Verified Enhanced Background Check

Love to walk and cuddle.

Whitefish Bay, WI, 53217

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

"Rhoda is wonderful and your best friend couldn’t be in better hands! Dedicated / Reliable / Rhonda is a dog whisperer having an authentic connection your pet... (more)"

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2. Tasha Verified Background CheckRover 101

Your dog's next BFF!

Shorewood, WI, 53211

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

"Tasha is our go to for pup drop ins! She is on time, flexible, and cares for our pup exactly how we do. He loves her! In this particular instance we needed a... (more)"

3. Jessica Verified Background CheckRover 101

The Puppy Parent While You're Away

Williamsburg, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Jessica took the time to meet are dogs and get to know them she won them and us over she is amazing with the dogs and put our minds at ease we will be defini... (more)"

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4. Danielle Verified Background Check

Full time house/dog sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Danielle was super fantastic!! She played with our dog until he was all tired out! She dispensed medication and let the pack out for potty time and sent ph... (more)"

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5. Julia Verified Background Check

Treats your fur baby like her own!

Cambridge Heights, Milwaukee, WI, 53211

Drop-In Visits, Dog Walking

"Julia goes above and beyond!! She really took good care of our puppy Rory and cared for him as if he was hers. I could tell he had a great time and was compl... (more)"

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6. Gina Verified Background Check

Looking for some puppy love

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Gina is amazing and my pooch loves her!! She has always been so reliable and great about reporting back with lots of detail and photos of her visit! We are s... (more)"

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7. Niamh Verified Background Check

I’ll love your pet like my own

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"I’m so happy to have found Niamh! Now I don’t have to worry when go out if town. She is always prompt and so good with my unique, rambunctious cat. Cat sitt... (more)"

8. Brittany Verified Background Check

Patient and Caring Dog Lover

Milwaukee, WI, 53217

Drop-In Visits, Dog Walking

"We are incredibly happy with Brittany. She was responsive throughout the day ensuring we had all of our bases covered. She kept us updated with pictures and ... (more)"

9. Gabrielle Verified Background CheckRover 101

Goin to steal your fur babys heart!

Whitefish Bay, WI, 53211

Drop-In Visits, Doggy Day Care, Dog Walking

"Gabby has watched both my 3 year old Corgi and my 10 year old Ragdoll cats. She usually takes Watson on 15-30 minute walks and has made the best of friends w... (more)"

10. Yoana Verified Background Check

Treat your baby like mine.

Estabrook Park, Milwaukee, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Yoana has a lot of knowledge in regards to cats and dogs. I have personally seen her passion for animals throughout her life and know that she would love and... (more)"

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11. Christine Verified Background Check

Loving dog walker and sitter

Shorewood, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"I can only think of positive things to write about Christine! She is so great with our two dogs who can be quite the handful. She’s extremely reliable and ... (more)"

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12. Leyton Verified Background Check

Lover of all creatures!

Harambee, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Dogs LOVE Leyton, and Leyton loves dogs. Shes just got a good vibe about her that is calming yet stern. She has grown up with canine companions and is well... (more)"

Confirmed availability
This weekend
13. Baobi Verified Background Check

Love Dogs and Cats

Murray Hill, Milwaukee, WI, 53211

Drop-In Visits

"I've booked Baobi to watch my cat Joji twice now and I will definitely continue to book her for my future cat sitting needs! I really appreciate the quality ... (more)"

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14. Heather Verified Background Check

Furry friends welcomed!

Riverwest, Milwaukee, WI, 53212

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

About: Our home is open for your pet to enjoy him/herself. We have a fenced-in, large backyard and I also love taking four-legged friends for walks or to ... (more)

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15. Anna Verified Enhanced Background Check

I’m willing, trustworthy & reliable

Estabrook Park, Milwaukee, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"We have always been able to count on Anna to take care of our dogs while we are away. She is responsible, and we can be confident that the dogs are a priorit... (more)"

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16. Jim Verified Background Check

Home full time. Love to go on hikes

Whitefish Bay, WI, 53217

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

"Dependable and responsive. Sent pictures of the cat. Will certainly use Jim again. (more)"

Confirmed availability
This weekend
17. Heather Verified Background Check

Gentle, compassionate pet care!

Murray Hill, Milwaukee, WI, 53211

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

"Heather has been involved with and surrounded by animals all her life. I have seen her interact with dogs on countless occasions, and she handles all situati... (more)"

Confirmed availability
This weekend
18. Meghan Verified Background Check

Fun loving dog lover!

Glendale, WI, 53209

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

About: I am a teacher full time but love spending time with dogs while at home and on the weekends! Whether I dog sit at my house or your house, overnight... (more)

19. Kyleigh Verified Enhanced Background Check

A college student who loves pets

Whitefish Bay, WI, 53217

Drop-In Visits, Dog Walking

"Bali was exhausted after their time together. (more)"

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20. Claire Verified Background CheckRover 101

Tell Baha Men I LET THE DOGS OUT!

Lower East Side, Milwaukee, WI, 53202

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

"Claire is awesome she was available on short notice and seemed to really love my dog which was super important! :) thank you so much Claire!! (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: