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Pet Sitting & 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.

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1. Vickie Verified Background CheckRover 101

Home full time-large yard

COLGATE, WI, 53017

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

"Alexis and Vickie have been amazing! I just got my first puppy and Alexis has been a huge help with letting him out during the day while I am at work. She is s… (more)"

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2. Jenni Verified Enhanced Background Check

Professional Tummy Rubber & Cuddler

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Jenni was our first Rover, as we needed someone to watch our 10 year old pitbull mix while we got married. Jenni came over prior to watching Goon to introduce … (more)"

3. Jaclyn Verified Background Check

The Friendly, Neighborhood Pet Lady

Brown Deer, WI, 53223

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

"Thank you Jaclyn for taking care of Chola! We had a really great experience and loved the pictures. It was good to know that our old lady was in good hands whi… (more)"

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4. Alan Verified Background CheckRover 101

Experienced with all breeds/sizes

Wauwatosa, WI, 53226

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

"Alan was able to work us in on short notice. Did great with our Labs. (more)"

5. Rachel Verified Background Check

Local dog enthusiast :)

Golden Valley, Milwaukee, WI, 53222

Dog Boarding, Drop-In Visits, Dog Walking

"Rachel was great. Communicated with me, and provided updates and videos/pictures. Jax really enjoyed his time with her.. will definitely book again! (more)"

6. Kate Verified Background Check

Vet Assistant who wants to help

Mequon, WI, 53092

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

"Kate was wonderful with my pups. They are both older dogs, though they don't act it. She made sure they did their business, gave them treats, and sent me pictu… (more)"

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7. Sarah Verified Background CheckRover 101

Dogs are a girl's best friend

Brookfield, WI, 53005

House Sitting, Drop-In Visits, Dog Walking

"Sarah was absolutely amazing with our two energetic dogs! She went above and beyond to send us daily pictures when she would drop in each day. We always knew o… (more)"

8. Teresa Verified Background Check

Your Pet’s Nanny

Menomonee Falls, WI, 53051

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

"Teresa was great and took good care of our old lady cat. She made sure that the cat was well fed and gave her some extra attention. Will be reaching out to her… (more)"

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9. Jessica Verified Background Check

Life is short. Spoil your dog!

Menomonee Falls, WI, 53051

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

"Jessica is a highly organized, super responsible person and pet owner. She has 2 dogs, that are spoiled rotten, and adored. Jessica will stop pet owners wa… (more)"

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10. Angel Verified Background Check

They’ll be in the care of an Angel!

Wyrick Park, Milwaukee, WI, 53223

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

"Hey, I’m Sky. Angel has been watching Red and Nina for me since 2017. One is a Cane Corse with Graves’ disease and the other is a mastiff. My dogs are usually … (more)"

11. Mike & Monica Verified Background Check

My dog would love a doggy playmate

Menomonee Falls, WI, 53051

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

"Fantastic first time using rover. Very quick to respond and loved the pics taken (more)"

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12. Cindy Verified Background Check

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

"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 & gre… (more)"

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13. Lucinda Verified Background CheckRover 101

"Lots of Love and Play Time"

Arlington Gardens, Milwaukee, WI, 53222

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

"She loves dogs and was awesome with hers often putting her dog before herself. I would definitely rate her a 5 stars. Customers could feel comfortable with the… (more)"

14. Faith Verified Background Check

Excited to walk Dogs!

Menomonee River Hills East, Milwaukee, WI, 53218

Drop-In Visits, Dog Walking

"Faith has been an animal lover her entire life, everything from birds and bunnies to dogs and cats. She is a wonderful "cat mom" to her own fur baby. I would … (more)"

15. Maggie Verified Background Check

I'll love your animals like my own!

Menomonee Falls, WI, 53051

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

"Maggie is so sweet! She was very flexible for it being around the holidays which we really appreciated. She was also flexible and willing to meet in person bef… (more)"

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16. Allyson Verified Enhanced Background Check

For the love of dogs

Wauwatosa, WI, 53222

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

"My fur babies are my best friends. When I need someone to help take care of them, I want someone who truly loves animals and is not just looking to "make a bu… (more)"

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17. Jen Verified Background Check

Experienced Dog & Cat Lover ❤️

Menomonee Falls, WI, 53051

Drop-In Visits, Dog Walking

"Jen was amazing! She was available last minute, and spent extra time loving on our cat and making sure everything went well while we were gone! (more)"

18. Kristi Verified Background Check

Your pet is my pet!

Menomonee falls, WI, 53051

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

"Kristi would be a phenomenal choice to be a caregiver to your furry friend! She makes their needs a priority and keeps them engaged and active. With a dog of h… (more)"

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19. Katie Verified Background Check

Nurse by day, animal lover 24/7

Brookfield, WI, 53005

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

About: Hey! My name is Katie and my day job is a registered nurse at a hospital in Milwaukee! But on my days off, you can find me snuggled up on the couch w… (more)

20. Amari Verified Background Check

Cuddles, Love, & Doggy Hugs

Silver Swan, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, Dog Walking

"Amari is a caring, loving, and a very mature person. She is currently furthering her education to become a veterinarian technician and has the experience with … (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: