Pet Setting & Drop Ins in Washington Heights, Milwaukee

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

1. Kara

Great for last minute requests!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kara was very responsive and was able to help us out on very short notice. We highly recommend her! (more)"

2. Gabrielle

Love long dog walks and playtime!

West Allis, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Gabbie is a really good friend of mine. She's a very smart and motivated person. Extremely hard worker. Very generous- she's helped me out at a moment's n... (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)"

4. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Sarah is amazing! Our dog is 8 weeks old and she helped us a ton while my wife and I were at work. Thank you so much Sarah!! Best part of my morning was gett... (more)"

5. Lori

Experienced dog & cat sitter

Story Hill, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

46 repeat clients

"Lori did great with our 3 dogs for a drop by visit. She was able to give our senior dog her medications and work with our shy rescue dog. We have her booked ... (more)"

6. Carolina

Dog whisperer but not a dog lady

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"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)"

7. Kelsey

PreVet Student, Dedicated Caregiver

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Kelsey provided great feedback on her care the entire time and my dog seemed to absolutely love her. Very easy to work with and very nice. (more)"

8. Michael

Dogs are the best animal on earth

Riverwest, Milwaukee, WI, 53212

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

About: The day I picked up my 7 week year old Golden Retriever, Buddy I wanted to know everything I could about dogs. That inspired me to get a job for Wi... (more)

9. Samantha

Professional dog cuddler

Lower East Side, Milwaukee, WI, 53202

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

"Samantha has always been a huge animal lover. She is a kind and loving animal person who would take great care of any pet! anyone's pet would be very comfo... (more)"

10. Rachel

Experienced dog handler-dog lover

Golden Valley, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Worked our great (more)"

11. Kelly

Who can say no to puppy cuddles?

Kilbourn Town, Milwaukee, WI, 53203

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

About: I have grown up all my life with a dog. I have frequently dog sat for neighbors as well as friends. I will love your dog like it is my own. Take it... (more)

12. Nichole

Animal lover with time on her hands

Wauwatosa , WI, 53226

Drop-In Visits, Dog Walking

7 repeat clients

"Nichole: Clearly an animal lover who animals love! I was an out-of-towner in WI for a few days and arranging visits by Nichole was supremely easy, thanks to ... (more)"

13. Megan

I love all, no matter how many paws

Brewer's Hill, Milwaukee, WI, 53212

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

3 repeat clients

About: I have always had a dog, and don't care to be without one. I have grown up caring for my friends and families dogs and homes when they leave town ... (more)

14. Denise

Simply Love Dogs!

West Allis, WI, 53214

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

About: I love dogs, like everybody on here! I enjoy long walks and taking my dogs to the dog parks and swimming. Big believer that dogs need friends, and... (more)

15. Madeline

'Man's best friend's' best friend!

Kilbourn Town, Milwaukee, WI, 53203

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

"Madeline has been so good with Julius. I'm always on business trips and she has taken good care of him when I'm away. She is so sweet and very reliable. (more)"

16. Audrey

Parttime student fulltime dog lover

Avenues West, Milwaukee, WI, 53233

Drop-In Visits, Dog Walking

"Audrey is a great caretaker for animals. Having grown up with dogs since the age of 5, she learned from a young age about the responsibility and love that go... (more)"

17. Joe

Great dog exerciser w/ K9 Patience

Wauwatosa, WI, 53213

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

1 repeat client

About: I am always looking to get out and be active and doggo companions are always welcome. I love having low energy in the house so getting those paws m... (more)

18. Kristin

Kendall's Friendly Dog Services

Milwaukee, WI, 53213

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

2 repeat clients

"Kristin did a great job caring for our dog when we went out of town. She even made a special trip to meet us and let our pup get to know her before we left.... (more)"

19. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

18 repeat clients

"I won't trust anyone but Brian and Becky with my baby Rock! Brian has a calming way with dogs and is a dream come true. My doggie and I both feel very lucky ... (more)"

20. LeighAnn Peterson

Home full time; life long pet owner

Wauwatosa, WI, 53226

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

"LeighAnn takes care of my dog Sadie when I am away from my home for longer periods of time. Sadie adores LeighAnn, in fact at times I think Sadie may like L... (more)"

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Learn About Premier

Dog owners in Washington Heights, 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 Washington Heights.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Washington Heights, Milwaukee pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Washington Heights, Milwaukee who can provide the care your pet needs, when they need it.

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 Washington Heights, 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.

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