House Sitting in Freedom Village, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

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1. Tasha

Your dog's next BFF!

Glendale, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Tasha was awesome. This was my first time leaving my dogs overnight with someone who wasnt family. The best thing was to s3 them looking happy in the photos ... (more)"

Confirmed availability
This weekend
2. Danielle

Full time house/dog sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Danielle did a fantastic job in taking care of our fellas and kept us updated as to how they were doing. We will definitely have her back next time we go ou... (more)"

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3. Nicole

Make your pup feel safe at home

Menomonee River Hills, MILWAUKEE, WI, 53225

House Sitting

"Nicole is in every way a true dog/cat lover and it shows. Our animals warmed up to her immediately. She came to visit us a couple of times before coming to... (more)"

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4. Isabella

They call me the Pet Whisperer.

Glendale, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"Isabella was great! She sent pictures and updates regularly and was able to work with our odd schedule for our time away. Plus, she handled our 75lb Lab/Pit ... (more)"

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5. Diane

Ask my dog & cats,loving,caring

Thiensville, WI, 53092

House Sitting, Drop-In Visits, Dog Walking

"Hello, I have known Diane for 25+ years and she has always had pets, 3 cats and a dog. She is a very responsible and reliable person. She loves animals an... (more)"

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6. Jim

Home full time. Love to go on hikes

Whitefish Bay, WI, 53217

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

"We’ve used Jim twice so far and plan on having him again. He’s great with sending photos, communicating with us how the dog is doing and always cleans up aft... (more)"

Confirmed availability
This weekend
7. 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)

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8. 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)

9. Marina

I will love them like family

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

"Marina LOVES all animals, however she just ADORES dogs. She works really well with all doggies from Yorkies to Newfoundlands. She has a special connection wi... (more)"

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10. Melissa

Dog loving nurse, large fenced yard

Mequon, WI, 53092

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

"First, I will explain the situation Melissa gracefully accepted, which many others had backed out from. We have three very spoiled German shepherds and two h... (more)"

Confirmed availability
This weekend
11. Amari

Love & Respect for your pets

Vogel Park, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, Dog Walking

"Kind, intelligent, responsive & overall OUTSTANDING! Above & beyond our expectations. (more)"

12. 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)"

13. Kim

It's a dog's life

Menomonee Falls, WI, 53051

House Sitting

"Kim was perfect for our labs while we were away! Both of my guys are older & have a little anxiety so boarding them is not the best for them. Kim loved them,... (more)"

14. Amanda

Crazy dog lover ❤️

Mequon, WI, 53092

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

About: Growing up I have always had two dogs in my house. Currently my husband and I have two fur babies, Bella and Rory! We treat dogs just like humans- ... (more)

15. Alyssa

Lover of animals, especially dogs

brown deer, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"Alyssa was super accommodating on such short notice! (more)"

16. Aspen

We'll look after your best friend!

Glendale, WI, 53217

House Sitting

"I have left my dog, Miles, with Aspen several times, and when I pick him up, he is exhausted from having a wonderful time playing with his buddy, Miller, and... (more)"

17. Breana

Available to do walks, sittings.

Fairfield, Milwaukee, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"I’ve seen Breana interact with dogs she has had. I must say, I never saw a person eyes light up with joy by the sight of dogs and cats, any animal really. Sh... (more)"

18. Chelsea

Ill run/walk with your dog!

Glendale, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

About: I am definitely a dog person! I grew up with dogs throughout my childhood and have looked after them from time to time. I have proficient knowledge... (more)

19. Kate

Home full-time. Passion for animals

Calumet Farms, Milwaukee, WI, 53224

House Sitting, Drop-In Visits, Dog Walking

"Kate has watched my dog Wernher countless times and I trust her like family. But more importantly my dog trusts her. Werhner is very leery of most people but... (more)"

20. Areliz

Home full-time, will run with dog.

Brown Deer, WI, 53209

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

About: I have cared for numerous kinds of dogs for 11 years now. I love running with them, long walks, playing with toys and snuggles. I intend to provide... (more)

Pet parents in Freedom Village, Milwaukee, WI love dog sitters on Rover.com. 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Freedom Village house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Freedom Village, Milwaukee who can provide the care your dog needs, when they need it.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. 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 Freedom Village, 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: