Pet Sitting & Drop Ins in Rolling Green, Milwaukee

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

Confirmed availability
Christmas and New Year
1. Teri Verified Background Check

Animal lover, friendly, will spoil!

West Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Teri did a great job watching over our pup! She made sure she was properly taken care of before she left. I would highly recommend her for dog sitting! (more)"

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2. Rachel Verified Enhanced Background CheckRover 101

Rover Rachel at your service!

Euclid Park, Milwaukee, WI, 53227

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

"Rachel is reliable and she is willing to work with your schedule. I was at a wedding and wouldn’t be home until late. She was willing to make a night time vi... (more)"

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3. Sherry Verified Background CheckRover 101

Homemaker/Fenced yard

Lyons Park, Milwaukee, WI, 53220

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

"Sherry is amazing...took care of my buddy Jack while out, again. So much appreciation I booked her to visit weekly to keep them together because I work a lot... (more)"

4. Janel Verified Background Check

Pawsitively just like home!

Jackson Park, Milwaukee, WI, 53219

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

"Our pets love staying home and getting Janel’s loving attention. I love how flexible Janel is when I have last-minute bookings and changes. Highly recommend! (more)"

Confirmed availability
Christmas and New Year
5. Travis Verified Background Check

Animal lover all breeds/sizes

West Allis, WI, 53219

Drop-In Visits, Dog Walking

"Travis has such a gentle yet confident approach in his care-taking style. His patience and level of responsibility set him apart. I trust him to be the best ... (more)"

6. Deanna Verified Background Check

I will provide unconditional love.

Hales Corners, WI, 53130

Drop-In Visits, Dog Walking

"Deanna was very sweet to our puppy. We can tell by the photos she sent of them playing, that he had a good time at her visits. (more)"

7. Janice Verified Background Check

Dog mom who loves all animals!

Greenfield, WI, 53220

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

"Janice has both walked and watched my dog for a long time now and all I have to say is, she’s awsome with Luca my dog. She is very patient with him as he ca... (more)"

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8. Brittney Verified Background Check

A true dog lover!

Greendale, WI, 53129

House Sitting, Drop-In Visits, Dog Walking

About: Hello, My name is Brittney and I am 29 years old. I am looking to add to my income and thought what an enjoyable job this would be for myself... (more)

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9. Brianna Verified Background Check

Must Love Vets

West Allis, WI, 53219

House Sitting, Drop-In Visits, Dog Walking

"I needed someone to let my pup out when I had to go out of town for the day, unexpectedly & quickly. Brianna came to the rescue! She was prompt to respond to... (more)"

Confirmed availability
Christmas and New Year
10. Kristy Verified Background Check

I'm their home away from home ❤

West Allis, WI, 53214

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

"We had Kristy come over for drop-in visits while we were on vacation a few weeks ago. She came each day around the same time and played with our kitty Harle... (more)"

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11. Colleen Verified Enhanced Background Check

Passionate about dogs!

Highwood Estates, Milwaukee, WI, 53219

Dog Boarding, Drop-In Visits, Dog Walking

"I have been a friend and a co-worker of Colleen for 30 years. She might be one of the biggest animal lovers I know. Her first two dogs that she took in when ... (more)"

Confirmed availability
This weekend
12. Erika Verified Background Check

Lover of all animals. Big/small

West allis, WI, 53227

House Sitting, Drop-In Visits, Dog Walking

"Erika is a pet person. She has a deep love and concern for animals in general but a special connection with dogs and cats. Erika has the ability to connect... (more)"

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13. Morgan Verified Background Check

Long walks and long runs.

West Allis, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Morgan was wonderful with my girl, Stella. I was in a pinch and suddenly needed someone to take care of Stella over the holidays. Morgan agreed immediately a... (more)"

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14. Lisa Verified Background Check

I'll care for your pet like my own!

Greenfield, WI, 53228

Drop-In Visits, Dog Walking

"Lisa is the biggest lover of animals I know. You would be making a big mistake if you didn’t use Lisa as your dog/cat sitter. (more)"

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15. Sofia Verified Background Check

Ready to meet new pooches!!

West Allis, WI, 53219

Drop-In Visits, Dog Walking

"Sofia loves dogs more than almost anyone I know, and she showers them with attention and care. She's reliable, punctual, and dedicated to providing dogs the ... (more)"

16. Ashley Verified Background Check

Loving, Patient, and Consitent

Greendale, WI, 53129

House Sitting, Drop-In Visits, Dog Walking

"Ashley was awesome. Accommodating and Friendly. Her love for animals shows and our cats were happy when we came home. I’ll be booking her again soon. (more)"

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17. Joseph Verified Background Check

Born Dog Lover

West allis, WI, 53219

Drop-In Visits, Dog Walking

"Joe's has always had a passion for animals for as long as I can remember. Very patient when it comes to training and walking. He had helped me with my dog ... (more)"

18. Allison Verified Background Check

Available for lunch walks!

Lyons Park, Milwaukee, WI, 53219

House Sitting, Drop-In Visits, Dog Walking

"Allison is such a kind person and could not be better with dogs. She has a huge heart and is incredibly responsible and reliable. I trust her completely, and... (more)"

Confirmed availability
Christmas and New Year
19. Erin Verified Background Check

Your pup won’t be lonely with us!

Wedgewood, Milwaukee, WI, 53220

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

About: My daughter and I love dogs. Sounds generic but it is so true! We have a border collie and are very active. We know what it’s like to worry about y... (more)

20. Erin Verified Background Check

Flexible Loving Dog Walker

Greenfield, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

"Erin is a very trustworthy and responsible individual. I am always able to count on her for anything needed due to her high degree of exceeding expectations... (more)"

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 1,089 owners have reviewed sitters in Rolling Green, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Rolling Green, 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 Rolling Green, 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 Rolling Green, 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: