Pet Sitting & Drop Ins in Roosevelt Grove, Milwaukee

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

Active and Accepting Requests (incl. from Essential Workers)
1. Claire Verified Background CheckRover 101

Tell Baha Men I LET THE DOGS OUT!

Lower East Side, Milwaukee, WI, 53202

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

"My dog Atticus is usually very anxious so when my husband and I wanted to do a weekend trip, we really wanted to make sure he was comfortable with someone wh... (more)"

Active and Accepting Requests (incl. from Essential Workers)
2. Kristin Verified Background CheckRover 101

Kendall's Friendly Dog Services

Washington Heights, Milwaukee, WI, 53208

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

"Kristin did a great job caring for our dog when we went out of town. She even made a special trip to meet us and let our pup get to know her before we left.... (more)"

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3. Rhonda Verified Enhanced Background Check

Love to walk and cuddle.

Whitefish Bay, WI, 53217

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

"If you want a responsible, compassionate, canine loving caretaker Rhonda should be your choice. She has never met a dog she didn't like. She is the only on... (more)"

Active and Accepting Requests (incl. from Essential Workers)
4. Paige Verified Background Check

Your pet's favorite walking buddy!

Wauwatosa, WI, 53213

Drop-In Visits, Dog Walking

"Paige is amazing with my dog Jynx. Jynx gets so happy whenever Paige comes over to give her a walk to have a play session, she does a happy cry, it’s the mos... (more)"

Active and Accepting Requests (incl. from Essential Workers)
5. Gina Verified Background Check

Looking for some puppy love

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Gina is amazing and my pooch loves her!! She has always been so reliable and great about reporting back with lots of detail and photos of her visit! We are s... (more)"

Active and Accepting Requests
6. Sarah Verified Background Check

Available During Covid 19!

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

About: Hello! I am Sarah - a fun loving pet person who loves animals of all sizes and shapes. I am reliable, a fast responder and am very nurturing. Wheth... (more)

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7. Jenni Verified Enhanced Background Check

Professional Tummy Rubber & Cuddler

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Took great care of my doggos! They love Jenni! (more)"

Active and Accepting Requests (incl. from Essential Workers)
8. Haani Shay Verified Background Check

Pets will always feel like home

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Haani is really great. She’s very fun and knows how to get along with every dog. I was working once on Halloween and took the dog trick or treating with her ... (more)"

Active and Accepting Requests (incl. from Essential Workers)
9. Jamie Verified Background CheckRover 101

Animal Loving Social Worker

Harambee, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Jamie is amazing! I’ve said it before and I’ll say it again. She is so wonderful with my dogs they LOVE her. She is dependable and trustworthy and very accom... (more)"

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10. Rachel Verified Background Check

Available during quarantine!

Wauwatosa, WI, 53210

Drop-In Visits, Dog Walking

"Thank you so much Rachel! Our kitty Belle was so well taken care over during our trip and the pictures provided much needed glimpses of our girl. Thank you, ... (more)"

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11. 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 t... (more)"

12. Lori Verified Background CheckRover 101

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

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

"Lori did great with our 3 dogs for a drop by visit. She was able to give our senior dog her medications and work with our shy rescue dog. We have her booked ... (more)"

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13. Jen Verified Background Check

Unoffended by slobber & muddy paws

Enderis Park, Milwaukee, WI, 53210

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

About: I have experience caring for dogs and cats with complicated medical issues, sensitive diets and post-surgical recovery. I've spent my professional... (more)

14. Kirstie Verified Background CheckRover 101

Let’s get off on the right paw 🐾

Kops Park, Milwaukee, WI, 53222

Drop-In Visits, Dog Walking

"Kirstie was a great Rover. She really pampered my pup. She brought her own dogs with her for Mia to play with. My dog looks like she had a blast! I would def... (more)"

15. Abby Verified Background Check

Puppy love is the best love

Milwaukee, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Abby was very responsive throughout coordinating care for our cat and during our time away. She gave us peace of mind while we were away. (more)"

16. Meghan Verified Background Check

LOVE AND SNUGGLES= Priceless

Washington Heights, Milwaukee, WI, 53208

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

"Meghan does a great job dropping in on Finley ? Having long work hours, I’m happy knowing that he’s getting lots of love, a walk, and some training! Definite... (more)"

17. Jessica Verified Background CheckRover 101

The Puppy Parent While You're Away

Williamsburg, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Jessica took the time to meet are dogs and get to know them she won them and us over she is amazing with the dogs and put our minds at ease we will be defini... (more)"

18. Anna Verified Background Check

Love, training, treats, more love

Washington Heights, Milwaukee, WI, 53208

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

About: Hello! I'm Anna and I would love to care for your pet. I've been caring for animals for as long as I can remember. My family was always bringing in... (more)

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19. Abby Verified Background Check

I’ll run with your dog

Washington Heights, Milwaukee, WI, 53208

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

"Awesome job Abby! (more)"

20. Justin & Katherine Verified Background Check

Dog loving family seeks wknd frnds!

Wauwatosa, WI, 53213

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

"Justin is a great dog sitter and dog friend. He has helped care for our dog many times and is always reliable and loving. I would highly recommend him to any... (more)"

When it comes to pet care and pet sitting, pet owners in Roosevelt Grove, Milwaukee, WI trust their pets with sitters on Rover.com. Over 1,089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5. Pet sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a pet sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a pet sitter and pet care on Rover? Check out our average pet sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Roosevelt Grove, Milwaukee pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Roosevelt Grove, Milwaukee who can provide the care your pet needs, when they need it.

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 Roosevelt Grove, 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: