Pet Setting & Drop Ins in Heritage Heights, Milwaukee

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

Confirmed Holiday Availability
1. Jazmine

I have a passion for animals!

Bradley Estates, Milwaukee, WI, 53223

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

2 repeat clients

"Jazmine was amazing. One of my cats needs medication twice a day, and Jazmine not only had no problem with the fact that this would have to be done, but she ... (more)"

Confirmed Christmas Availability
2. Rachel

Experienced dog handler-dog lover

Golden Valley, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Rachel is a lifesaver! I reached out to her for some last minute care. I had a family emergency that needed attending to and didn't even have time to do a me... (more)"

3. Anna

Anna's Hideaway - Germantown

Germantown, WI, 53022

Dog Boarding, Drop-In Visits, Doggy Day Care

10 repeat clients

"Had Anna for the first time for a drop in on Saturday. She did a great job with my dogs! (more)"

4. 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)

5. Jenni

A Tired Dog is a Happy Dog!

Brown Deer, WI, 53223

House Sitting, Drop-In Visits, Dog Walking

23 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)"

Confirmed Holiday Availability
6. Marijana

Live, Love, Bark

Enderis Park, Milwaukee, WI, 53210

House Sitting, Drop-In Visits, Dog Walking

"Marijana was great and our family would for sure use her again. She came over and met our dog Millie before we headed out of town, she got along great with h... (more)"

Confirmed Holiday Availability
7. Sara

Lifetime dog lover

Wauwatosa, WI, 53222

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

11 repeat clients

"We’ve been working with Sara for about 3 weeks now and we’re very happy with her care for Willow. She’s everything you would hope for and expect in her care ... (more)"

8. Rachel

I'll run with your dog/

Glendale, WI, 53209

Drop-In Visits, Dog Walking

5 repeat clients

"Rachel has been extremely reliable and trustworthy. She is right on time and takes great care of my pup. I really appreciate all her help, will definitely us... (more)"

Confirmed Holiday Availability
9. Christa

The ultimate pup paradise!

Mequon, WI, 53097

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Christa was very professional, her pre-visit was thorough and she asked all of the right questions to put my mind at ease. She communicated well while takin... (more)"

Confirmed Holiday Availability
10. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

30 repeat clients

"Cindy was wonderful! I was in dyer need of 2 drop-in visits for a Friday and Saturday and I found Cindy on a Wednesday afternoon. She came and did a meet & g... (more)"

11. Lindsey

I love dogs.

Grantosa, Wauwatosa, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

About: I have worked with taking care of my own dogs since I was 10. I have 2 of my own 8 and 3.they are my life. I schedule my work around my dogs so the... (more)

12. Marina

I will love them like family

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"As always great and flexible with time. Also I have instructions for no kids petting Luna because she's teething and she totally texted me and let me know. T... (more)"

13. Amari

Love & Care for your fur babies!

Vogel Park, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, Dog Walking

"I’ve known Amari for a few years now and I just want to say what an amazing girl. She’s very hardworking, caring,respectful, and responsible especially when ... (more)"

14. Jamika

home full time-large fenced yard

Capitol Heights, Milwaukee, WI, 53216

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

About: I have never cared for a dog but I love being around them! They are like my little babies! I have been off work for some time now so I believe this... (more)

15. Shannon

Can your dog keep up with ours?

BROWN DEER, WI, 53223

Dog Boarding, Drop-In Visits

3 repeat clients

"Shannon and her husband are dog-loving people who are very responsible. They dote on their own dogs and are always sure to give equal affection to other dog... (more)"

16. Aimee

Furrtastic dog sitter!

Menomonee Falls, WI, 53051

Drop-In Visits, Dog Walking

1 repeat client

About: Hi there!! I am a stay at home mom of two boys and three furbabies. I have grown up with and taken care of all kinds of dogs from special needs res... (more)

17. Stephanie

Dogs all breeds and sizes welcome!

Menomonee River Hills, Milwaukee, WI, 53224

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

"Stephanie is really great with my dog and cats. She has always been really caring and compassionate towards my pets. She really goes off her way to make sure... (more)"

18. Sandy

I'll love your dog like you do.

Silver Spring, Milwaukee, WI, 53218

House Sitting, Drop-In Visits, Dog Walking

"I have known Sandy for a long period of my life. She is one of the most courageous and caring people I know. Sandy's very determined and will always complete... (more)"

Confirmed Holiday Availability
19. Elizabeth

Nurse-Care & love for Humans & Dogs

Menomonee Falls, WI, 53051

Drop-In Visits, Dog Walking

About: I have been a nurse and dog owner for 4 years. My dog, Piper, was a rescue from down south and was VERY ill with GI issues when I got her. My nur... (more)

20. Samantha

I'll care for your pup as your away

Calumet Farms, Milwaukee, WI, 53224

House Sitting, Drop-In Visits, Dog Walking

About: I have two dogs of my own that I love and care for as if they are my children! I have worked at doggie boarding places and have 4 years in watching... (more)

Dog lovers in Heritage Heights, Milwaukee, WI love pet sitters on Rover.com. Over 1,089 pet owners have reviewed pet sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Milwaukee can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

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 Heritage Heights 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 Heritage Heights, 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 Heritage Heights 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 Heritage 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.

We're proud to support over 200 organizations across the nation, including: