Pet Setting & Drop Ins in Havenwoods, Milwaukee

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

1. Jenni

A Tired Dog is a Happy Dog!

Brown Deer, WI, 53223

House Sitting, Drop-In Visits, Dog Walking

19 repeat clients

"Jenni did a great job taking care of my three cats. She fed them, changed their litter box and gave one of them his medicine. She also brought in our mail ... (more)"

Available this weekend
2. Miranda

All dogs welcome & Lots of play

Whitefish Bay, WI, 53217

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

About: Hi i'm Miranda, I love all dogs, (small, large, active, lazy). I'm a current dog owner myself of a Labrador retriever. I love going to all dog p... (more)

3. Marina

I will love them like family

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

"My dog Harley fell in love with Marina! We went away for the weekend, and were still able to see photos and videos of Harley and Marina playing with one a... (more)"

Available this weekend
4. Lauren

Substitute best friend for your pup

Kilbourn Town, Milwaukee, WI, 53203

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

About: Hi! My name is Lauren. I've grown up with dogs my whole life. While I am waiting to purchase a puppy myself, I'd love to help take care of your ... (more)

Available this weekend
5. Jessica

Pets, cuddles, lotsa outside time!

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

About: I have two cats and used to volunteer at a no-kill cat shelter. I am not able to have a dog in my apartment so I have a special love for dogs becau... (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. Madeline

Madeline's Dog Care

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

About: I am a student at the Milwaukee School of Engineering in downtown Milwaukee. I lead a very active lifestyle so getting your pet the proper amount o... (more)

8. Kelsey

PreVet Student, Dedicated Caregiver

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

2 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)"

9. Isaiah

A Good Time Training and Playing

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Isaiah understood my unique instructions and provided detailed feedback during time spent with my puppy. He took great pictures and set my mind at ease. I wo... (more)"

10. Megan

I love all, no matter how many paws

Brewer's Hill, Milwaukee, WI, 53212

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

1 repeat client

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)

11. Lon

Active Dog Lover

Brown Deer, WI, 53223

Drop-In Visits, Dog Walking

"I would highly recommend hiring Lon for any of your pet related needs. He has always been very caring towards animals, regardless of if they were his own or... (more)"

12. Ashley

Can't wait to hang with your dogs!

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"Ashley was very good with Atticus, she was prompt and the communication with was excellent. She sent pictures of him, which really made me feel at ease, and ... (more)"

13. Katie

Park Your Paws

Brown Deer, WI, 53223

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

1 repeat client

About: I have owned and cared for dogs since childhood and we currently have three friendly furbabies of our own who would love to play and interact with ... (more)

14. Samantha

I'm a dogs best friend!

Riverwest, Milwaukee, WI, 53212

Drop-In Visits, Dog Walking

About: I am 25 years old and currently a student at UW-Milwaukee, studying Community Engagement and Education, I also work part time making pizza in bay v... (more)

15. Erica

Energetic & Compassionate Dog Lover

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Erica did such an excellent job of taking care of my dog Biscuit, he is an older dog so he requires help with walking down stairs, and a bit of extra attenti... (more)"

16. Nicole

Will work for snuggles & long walks

Uptown, Milwaukee, WI, 53210

House Sitting, Drop-In Visits

1 repeat client

"Nicole is an amazing pet sitter. She took care of our two high energy pups and two quiet cats multiple times and it was amazing. She stayed at the house and ... (more)"

17. Wanda

I love taking care of pets.

Whitefish Bay, WI, 53217

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

3 repeat clients

"I first met Wanda Foy twenty years ago. We both were teaching in a parochial school working with young children. Wanda was easy going, kind and gentle towa... (more)"

18. Jazmine

I have a passion for animals!

Bradley Estates, Milwaukee, WI, 53223

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

1 repeat client
No Reviews Yet

About: I am looking to start dog sitting for others. I currently work at Wrights Brown Deer Animal Hospital and I graduated in October 2016 with a certifi... (more)

19. Sarah

Give your dog a great stay-cation!

Menomonee River Hills, Milwaukee, WI, 53225

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

5 repeat clients

"Sarah helped us out last minute and provided excellent care for our three dogs including our geriatric dog who has some special needs. We have two dogs on me... (more)"

20. Shane

Experienced dog handler/pre vet

Hampton Heights, Milwaukee, WI, 53218

House Sitting, Drop-In Visits, Dog Walking

"Shane is a very caring and responsible individual. I've spent time with him in the past playing sports with him and he's always talking about dogs. He's ev... (more)"

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Learn About Premier

In Havenwoods, Milwaukee, WI, dog lovers trust 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 stars. Booking pet sitting in Havenwoods can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Milwaukee on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

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 Havenwoods 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 Havenwoods, 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 Havenwoods 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 Havenwoods, 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: