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Pet Sitting & Drop Ins in Haymarket, 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. Jenni Verified Enhanced Background Check

Professional Tummy Rubber & Cuddler

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Jenni has been checking in on our boys a couple nights a week when we have overlapping work schedules. She is reliable, flexible, and generous with her time. O… (more)"

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2. Rachel Verified Background Check

** Mission: meet ALL the dogs **

Lower East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Rachel was awesome! She sent all sort of cute photos of my puppy while she was there and even a video. She gave me some advice on puppy training which this new… (more)"

3. Shannon Verified Background Check

Kitty & Doggie Sitting

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Loved her service (more)"

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4. Anne Marie Verified Background Check

My friends call me "Dog-Obsessed"

Upper East Side, Milwaukee, WI, 53211

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

About: After voluntarily giving up my free period in high school to help train and walk the school therapy dog, I knew I had a dog addiction. Living and car… (more)

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5. 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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6. Siri Verified Background Check

Very flexible dog lover!

Lower East Side, Milwaukee, WI, 53202

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

"Siri is just fabulous with our dog! Our dog is 11 years old and Siri has watched her and taken care of her numerous times! She is very responsible and seems … (more)"

7. Kayla Verified Background Check

Caring and Trustworthy Pet Services

Lower East Side, Milwaukee, WI, 53202

Drop-In Visits, Dog Walking

"Super awesome as always!! My animals are always so happy and excited to see Kayla! (more)"

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8. Alex Verified Background Check

Let me love your baby like my own!

Lower East Side, Milwaukee, WI, 53202

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

"Alex is an animal lover 100%! She is kind and loves to play with dogs and cats! She is polite and cheerful! Alex loves all animals as if they were her own. You… (more)"

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9. Taylor Verified Background Check

Treating your fur baby like family

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"I cannot say enough praises for Taylor! I’ve never had anyone watch my cats outside my own friends and family and I have to say that Taylor was more attentive … (more)"

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10. Katie Verified Enhanced Background Check

Give pets a Riverwest staycation!

Harambee, Milwaukee, WI, 53212

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

"Katie took great care of our dog for a week while we were out of town. She care for her, sent us a few updates and got some special treats for our pup too. Kat… (more)"

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11. Eileen Verified Enhanced Background Check

I already love your dog!

Lower East Side, Milwaukee, WI, 53202

Dog Boarding, House Sitting, 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)"

12. Amanda Verified Background Check

Dogs are the joy of my life!

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Amanda will make the best pet sitter because she is reliable, outgoing, and has a big passion for animals! She will meet all of your expectations and needs! (more)"

13. 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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14. Samantha Verified Background CheckRover 101

Dog Days of Sam

Riverwest, Milwaukee, WI, 53212

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

"Samantha was so great with our kitten on our most recent trip! This was the second time we've had her check on our cat and she did an awesome job! We loved get… (more)"

15. Emma Verified Background Check

Dogs are proof good still exists

Avenues West, Milwaukee, WI, 53233

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

About: I grew up with dogs and currently have a miniature golden retriever! So I love going on walks and spending time with them. Growing up and throughout … (more)

16. Haani Shay Verified Background Check

Pets will always feel like home

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Haani is really great. She’s very fun and knows how to get along with every dog. I was working once on Halloween and took the dog trick or treating with her go… (more)"

17. Lauren & Derek Verified Background Check

Must Love Dogs

Lower East Side, Milwaukee, WI, 53202

Dog Boarding, Drop-In Visits, Dog Walking

"Lauren has watched my Doxie Peter on many occasions. She makes sure he gets plenty of exercise and playtime, and always sends a lot of pictures when I'm away. … (more)"

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18. Marissa Verified Background Check

Caring and Friendly Pet Caregiver❤️

Riverwest, Milwaukee, WI, 53212

Drop-In Visits, Dog Walking

"Marissa did a good job watching them for a few days when we left town to get married. She provided us with both notes and photos of the cats and made an effort… (more)"

19. Gina Verified Background Check

Looking for some puppy love

Brewer's Hill, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

"Gina is amazing. I can tell she genuinely loves being around Mabel. She’s prompt with responses and makes me feel so comfortable leaving my pup at home knowing… (more)"

20. Jeremy Verified Background CheckRover 101

Neighbor providing additional love

Juneau Town, milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Jeremy was great! He obviously enjoys taking care of animals and he went the extra mile for us to get an extra feeding visit in. We will happily use him again! (more)"

Dog owners in Haymarket, Milwaukee, WI turn to pet sitters on Rover.com for their pet sitting needs. Over 1,089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Milwaukee with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

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 Haymarket 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 Haymarket, 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 Haymarket 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 Haymarket, 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: