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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Confirmed Holiday Availability
1. Jenni

A Tired Dog is a Happy Dog!

Brown Deer, WI, 53223

House Sitting, Drop-In Visits, Dog Walking

5 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. Kalie

Passion for helping pups!

Glendale, WI, 53209

Dog Boarding, Drop-In Visits, Dog Walking

"Kalie has grown up around dogs all her life. She has great patience with them and loves to work with them in teaching them new tricks and the important skill... (more)"

3. Leah

Animal Loving Teacher

Washington Heights, Milwaukee , WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

About: I've had pets my entire life. I was raised in a home with cats, dogs, hamsters and a bunny. I absolutely love animals, especially cats and dogs, an... (more)

Confirmed Holiday Availability
4. 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)"

5. Nichole

Animal lover with time on her hands

Brookfield, WI, 53005

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Nichole comes highly recommended. Our vacation was more enjoyable knowing our dog was well taken care of. (more)"

Confirmed Holiday Availability
6. Sara

Lifetime dog lover

Wauwatosa, WI, 53222

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

8 repeat clients

"Sara did a great job with our high energy, large dogs - especially given that it was a long term drop in visit (8 days). She is reliable and handled the dogs... (more)"

Confirmed Holiday Availability
7. Maria

Above and Beyond Care, Your Way

Germantown, WI, 53022

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

6 repeat clients

"Excellent job! Maria spent time with Lillie and played with her. She showed genuine concern for her well-being! Will be using Maria again. (more)"

Confirmed Holiday Availability
8. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

"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)"

Available this weekend
9. 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

"I highly recommend Sarah. She is a dog person extraordinaire . She has walked my dog and babysat him and he adores her. She has had experience taking car... (more)"

Confirmed Holiday Availability
10. Tia

Dog Goddess

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding, Drop-In Visits

85 repeat clients

About: ***** Check out my dog photos on Instagram! @dog_goddess ***** •••••> Returning clients: please send me a message about the dates you need if th... (more)

11. Elena

Dogless dog lover looking to dogsit

Wauwatosa , WI, 53226

Drop-In Visits, Dog Walking

1 repeat client

"Elena did a great job caring for and exercising our large dogs while we were out of town. Very reliable - definitely will book again next time! (more)"

12. Betsy

doggy foster mom-love being outside

Kops Park, Milwaukee, WI, 53222

House Sitting, Drop-In Visits

2 repeat clients

"Betsy is so great with dogs. She fostered numerous dogs in recent months and knows when she is too busy to take on longterm dogs. This is a great way for her... (more)"

13. Allison

Dog Lover ready to help your pup!

Cooper Park, Milwaukee , WI, 53222

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

About: I'm 27 and I can't remember a point in my life where I did not have a dog. I'm a lover of all breeds. I'm most experienced with labs. I'm a fur mam... (more)

14. 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: ... (more)

15. Holly

Passionate dog-lover!

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

"Holly has a deep love for dogs and has been wonderful when it comes to taking care of my golden retriever; whether it be for a walk, dog-sitting, or playing ... (more)"

16. Andrea

My dogs are my world.

Melody View, Milwaukee, WI, 53224

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

About: My name is Andrea and I have two dogs of my own and I love them more than anything in the world. Your dogs will be safe with me because I would tak... (more)

17. Kendra

Lots of time for your furry kid!

Northridge Lakes, Milwaukee , WI, 53223

Drop-In Visits, Dog Walking

About: I have had dogs since I have been very little and I can't imagine my life without them. I believe dogs should be treated with excellent care and lo... (more)

18. Noel

Extreme animal lover

Timmerman West, Milwaukee, WI, 53225

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

About: I had dogs growing up and spent a lot of time helping take care of them, feeding, walking, spending time with them. I also have had experience taki... (more)

19. Jelayna

Caring for your dog is #1 priority

Little Menomonee Parkway, Milwaukee, WI, 53225

Dog Boarding, Drop-In Visits, Dog Walking

About: I have dog sat many times. I've had dogs stay with me for weeks at a time. I've also done many drop-ins for family and friends while they're out of... (more)

20. Jessica

Endless cuddles, good walks

Timmerman West, Milwaukee, WI, 53225

Drop-In Visits

"I couldn't imagine a better dog sitter than Jess! She is a lover of all animals, but especially dogs. If you want someone to shower your dog with love and ... (more)"

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Learn About Premier

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: