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)"

2. Kelsey

Dog lover in need of a dog friend!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

About: I have grown up around dogs and animals my whole life. I currently live in Wauwatosa and I can't have dogs at my apartment. I am looking to lend my... (more)

3. Allison

Dog lover who can't afford her own

Cambridge Heights, Milwaukee , WI, 53211

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

1 repeat client

"Allison was great with my chocolate lab mix. He is an older dog with some medical needs (meds, arthritis, etc), and she was very comfortable caring for him. ... (more)"

4. Carolina

Dog whisperer but not a dog lady

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Carolina is a wonderful dog owner and sitter. She has dog sat for me many times over and my two pup ( mastiff mix and a little yorkie) love her dearly! She h... (more)"

5. Michaela

Putting Your Dog's Needs First!

Avenues West, Milwaukee, WI, 53233

Drop-In Visits, Dog Walking

"Michaela would be an excellent choice for a dog sitter or walker. She has been helping me with my dog for about a year and has performed phenomenally. She is... (more)"

6. 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)"

7. Alison

Fun & Adventurous Dental Student

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Alison is so sweet with my pit/lab mix. She is kind and caring when walking him. I love that she is very accountable and always dependable. She hasn't missed... (more)"

8. Hannah

Happy Hannah is here to help!

Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"So patient and willing to work with my schedule! My dogs were not hyper when I got home and slept all day. Very nice and easy to work with - would definitel... (more)"

9. 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)"

10. 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

4 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)"

11. 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)"

12. Nicole

Dog-lover with time to spare!

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Nicole was wonderful to work with and made the process of booking a pet sitter very easy. She took the time to keep us posted on how things were going at hom... (more)"

13. Sonja

Passionate about life with animals!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Vacations should be relaxing, but when you have to leave your pet in someone else's care, a vacation can become very stressful. Over the last 3 years, we hav... (more)"

14. Liz

Liz

Riverwest, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Liz took great care of Luna (our cat) while we were out of town. She dropped in twice per day for 30 minutes and played with Luna, providing updates and phot... (more)"

15. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

3 repeat clients

"I am thrilled to write a recommendation for Cindy! I have known her for over 35 years and her pets are some of the happiest and best-cared for that I know. W... (more)"

16. Ryan

Energetic, Loving, and Friendly!

Shorewood, WI, 53211

Drop-In Visits, Dog Walking

"Ryan is very responsible and very caring about his dogs. I have seen first hand how much he loves his own dogs, and how he wants to make sure they are always... (more)"

17. Katelyn

Dog lover at heart

Wauwatosa , WI, 53213

Drop-In Visits, Dog Walking

About: I have lived with a dog ever since I was 4 years old and dogs have been a huge part of my life ever since! My family has had the following breeds t... (more)

18. 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)"

19. Kyle

Love them like my own

Bradley Estates, Milwaukee, WI, 53223

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

About: Have no worries! Your dog(s) are in great hands. With over a decade of experience in caring for multiple breeds of dogs of my own, I provide an exc... (more)

20. Angie

Your pet is in good hands!

Glendale, WI, 53209

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"I have known Angie for many years. She is one of the most caring people that I have met. Angie, had her pet Gracie for over 10 years and was a wonderful mo... (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: