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.

1. Jessica Verified Enhanced Background Check

Level of care: 100% paw-fect

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Thank you so much for stopping by! Cheddy was so happy. (more)"

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2. Isabella Verified Background Check

Your Pet's New Best Friend

Downer Woods, Milwaukee, WI, 53211

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

"Isabella is a very caring and responsible person. She loves dogs and will be a great dog walker for your dog! I definitely recommend her! (more)"

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3. Niamh Verified Background Check

Available to help through Covid!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Niamh was wonderful! Would use her again to drop in on our cat. She stayed a little extra, helped me out with the app as it was my first time using it. Would r… (more)"

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4. Eileen Verified Enhanced Background Check

I already love your dog!

Lower East Side, Milwaukee, WI, 53202

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

"Eileen is super responsive, reliable and sent great pictures of her time with Yeti and Bowie. It was so great to have her stop in to spend time with them and t… (more)"

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5. Rachel Verified Background CheckRover 101

Pet care you can trust.

Lower East Side, Milwaukee, WI, 53202

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

"Rachel came over to let my puppy out when I wasn’t home! She took lots of pictures and made sure my dog was happy! I will use her again and I recommend her to … (more)"

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6. Rachel Verified Background Check

** Mission: meet ALL the dogs **

Lower East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"We couldn't be happier with Rachel! She took great care of our bunnies and sent us adorable updates. I have no doubts she cared for our bunnies as well as sh… (more)"

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7. Colleen Verified Background CheckRover 101

Snuggles, Walks and Treats

Whitefish Bay, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Colleen was awesome. She worked very close with us to time her visit appropriately. She followed up with very good feedback and some nice pictures. This was … (more)"

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8. Dana & Javier Verified Background Check

Couple that really just loves dogs

Murray Hill, Milwaukee, WI, 53211

Dog Boarding, Drop-In Visits, Dog Walking

"Dana is one of the mostly caring people that I've had the pleasure of knowing for the last 18 years. she is my number one call anytime I need someone watch my… (more)"

9. Jamie Verified Background CheckRover 101

Animal Loving Social Worker

Harambee, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Jamie is amazing! I’ve said it before and I’ll say it again. She is so wonderful with my dogs they LOVE her. She is dependable and trustworthy and very accommo… (more)"

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10. Angeli Verified Background Check

Pups/cats brighten my day!

Riverside Park, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Angeli dropped in for visits with our 2 cats over thanksgiving weekend and was great! She fed them, played with them, cleaned the litter boxes, and sent us pic… (more)"

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11. Shannon Verified Background Check

Kitty & Doggie Sitting

Shorewood, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Shannon was amazing!! She left the best rover cards that made me feel really comfortable that my cat, Maya, was well taken care of & Maya was always happy to s… (more)"

12. Vatricia Verified Background Check

Energetic Dog Loving Friend

Riverwest, Milwaukee, WI, 53212

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

"Never actually met her. But my dog is happy and she shows up everyday. Thanks (more)"

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13. Daniel Verified Background Check

Happy to visit furry best friends

Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

About: Looking forward to meeting your dog and cat best friends! I had a dog my entire childhood and now have a very spoiled rescue cat. I have been a relia… (more)

14. Marissa Verified Background Check

Caring and Friendly Pet Caregiver❤️

Riverwest, Milwaukee, WI, 53212

Drop-In Visits, Dog Walking

"Marissa is just the best sitter I could possibly ask for. She is my go-to sitter each and every time and I cannot recommend her enough. She treats my kitty so … (more)"

15. Tasha Verified Background CheckRover 101

Your dog's next BFF!

Shorewood, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Tasha was fantastic with both of my special needs pups. She was also really flexible and both dogs were very happy and content after her visits. She was great … (more)"

16. Kristen Verified Background Check

I'll love your dogs like my own!

Downer Woods, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"I'm so excited that Kristen is doing this. Animals love her and she truly loves them. I know she's great with my parents' pup and her own dogs, so I would high… (more)"

17. Maggie Verified Background Check

Dog walks + drop-in visits!

Shorewood, WI, 53211

Drop-In Visits, Dog Walking

"Maggie is the only person I trust to take care of my pet, Noli, while we are out of town. She treats him as her own and makes sure he is always happy and taken… (more)"

18. Lisa Verified Background Check

You and your dog will ❤️ me.

Whitefish Bay, WI, 53217

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

About: I thrive on the energy a dog brings to the family, and I promise to take the best of care of your fur baby. My 16 year old Yellow Lab recently passed… (more)

19. Chloe Verified Background Check

I’ll walk your dog rain or shine

Cambridge Heights, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Chloe was very responsive to our requests and needs during her drop-ins. Our dog was having some health issues and she reported back on those while she was th… (more)"

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20. Adam Verified Background Check

Dog Lover looking to Help Out

Riverwest, Milwaukee, WI, 53212

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

"Adam has watched our dog more times than I can count - including overnights and extended weekends. Not only is he attentive to our dogs needs, he truly loves … (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: