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Pet Setting & Drop Ins in Calumet Farms, Milwaukee

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

1. Rachel

I'll run with your dog/

Brown Deer, WI, 53233

Drop-In Visits, Dog Walking

"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)"

2. Cindy

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 & g... (more)"

3. Jenni

A Tired Dog is a Happy Dog!

Brown Deer, WI, 53223

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

"Jenni took such good care of our four legged family members while we were out of town. We enjoyed seeing pictures of Frankie and Libby while out and about f... (more)"

4. Marina

I will love them like family

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

"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)"

5. Jazmine

I have a passion for animals!

Bradley Estates, Milwaukee, WI, 53223

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

"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 4th of July Availability
6. Sarah

Huge backyard!

Menomonee falls, WI, 53051

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

About: My name is Sarah! I am a student at UW Waukesha. I have had a dog growing up and recently passed away. I have experience taking care of other dogs... (more)

7. Bruce

I LOVE DOGS! Plain and simple!

Menomonee Falls, WI, 53051

Drop-In Visits, Dog Walking

"Bruce was a godsend to me when I was selling my home. He took wonderful care of my dogs every day for months while I had my home on the market. They absolute... (more)"

8. Amanda

Crazy dog lover ❤️

Mequon, WI, 53092

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

"I feel very fortunate to find such a responsible dog lover for Dexter. Great piece of mind for me. (more)"

9. Anna

Anna's Hideaway - Germantown

Germantown, WI, 53022

Dog Boarding, Drop-In Visits

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

Confirmed 4th of July Availability
10. Haili

A dogs best friend

Northridge, Milwaukee, WI, 53223

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

About: I spent many years as a kennel tech and working in doggy daycare facilities. Some of the most fun times were at work. I have experience with medica... (more)

Confirmed 4th of July Availability
11. Ykevin

Home Full Time and Ill play and run

Bradley Estates, Milwaukee, WI, 53223

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

"Ykevin is the best dog sitter ever! I own two dogs, Golden Retriever and American Bull Dog and they absolutely love Ykevin. He’s been dog sitting for me for ... (more)"

Confirmed 4th of July Availability
12. Michelle

For the Love of the Dog

Pheasant Run, Milwaukee, WI, 53224

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

About: For The Love of The Dog is what inspired me to provide services with the comforts of home.  I grew up with animals always around.  Mu sisters and I... (more)

Confirmed 4th of July Availability
13. Jacob

Ill run and play with your dog

Timmerman West, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, Dog Walking

About: I have been around animals my whole life and love the presence of them. I have always had a pet in the household and had a responisiblity to help c... (more)

14. Dominic

Very long walks/runs with your dog.

Timmerman West, Milwaukee, WI, 53225

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

About: I am available whenever needed, as I have a completely flexible schedule. I am a former basketball player who loves to take long walks, and run wit... (more)

15. Tess

Home full-time & love the outdoors!

Milwaukee, WI, 53209

Drop-In Visits, Dog Walking

"I believe Tess would be a great fit for Rover.com, and I know that she would adore the chance to have such an experience! I have known Tess for almost fou... (more)"

16. Kristina

Professional Behaviorist

Brookfield, WI, 53005

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

"Kristina is so full of life & happiness and amazing with dogs. She’s beyond loving & will treat anyone’s pet as she would her own. Kristina is also a very ha... (more)"

17. Alyssa

Lover of animals, especially dogs

brown deer, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"Alyssa is a caring, hardworking and driven individual. Her actions of being at graduate school at Concordia University show that. Alyssa herself has three do... (more)"

Available this weekend
18. Amari

Love & Respect for your pets

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)"

Confirmed 4th of July Availability
19. Shane

Experienced dog handler/pre vet

Hampton Heights, Milwaukee, WI, 53218

House Sitting, Drop-In Visits, Dog Walking

"Shane is a very caring and responsible individual. I've spent time with him in the past playing sports with him and he's always talking about dogs. He's ev... (more)"

20. Dani

Will house sit/walk dog

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

About: I am a full time college student, part time employee with a company that provides ABA (in-home) therapy for kids with Autism. So my schedule is a l... (more)

Dog owners in Calumet Farms, Milwaukee, WI turn to pet sitters on Rover.com for their pet sitting needs. Over 1,089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Milwaukee with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

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

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.