House Sitting in Freedom Village, Milwaukee

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Melissa

Dog loving nurse, large fenced yard

Mequon, WI, 53092

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

8 repeat clients

"I highly recommend Melissa. I sincerely appreciated the communication leading up to and during her time sitting our puggle Cody. I look forward to working ... (more)"

2. Rachel

Experienced dog handler-dog lover

Golden Valley, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"We had Rachel house sit/pet sit with our little Ripley this past weekend. We loved our experience with her. She sent updates on our pup as well as a few pi... (more)"

3. Kara

Great for last minute requests!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kara was great! She responded to my messages quickly, was very flexible, and sent me pictures of my dog while I was away so I knew everything was okay! (more)"

4. Terra

Experienced in senior care!

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Terra took superb care of my fur baby and home while my husband and I were away and took him for a lot of walks! She also sent updates which was a great comf... (more)"

5. Michelle

Home full-time; very active

North Granville, Milwaukee, WI, 53224

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

"Michelle is a very caring and responsible person. She can be trusted with your pet. While she lived with us, she was a big help with our dog, Mickey. She ... (more)"

6. Lexi

#doglife amiright?

Upper East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

About: Hi! I am a college student who loves dogs! I have a golden-doodle (who is massive at 85lbs.) at home, but I am not able to bring her with me to sch... (more)

7. Joshua

Outdoorsy dog lover

Thurston Woods, Milwaukee, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"Josh was an absolute joy to work with. He took GREAT care of my 2 English Mastiffs (which is not a small job to take-on). I was very nervous leaving town f... (more)"

8. Sarah

Walking and Playing is key!

Cedarburg , WI, 53012

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"We are so excited to have Sarah as our in-home sitter for Elliott! It was love at first sight the moment Elliott met Sarah in our home. He jumped up on the ... (more)"

9. Lindsay

I'm a lover of all animals!

GERMANTOWN, WI, 53022

House Sitting, Drop-In Visits, Dog Walking

"Lindsay did a great job staying at our house and watching our senior "puppy". They enjoyed each other's company while we were away. It's great to have found ... (more)"

10. Sarah

Give your dog a great stay-cation!

Menomonee River Hills, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Sarah was great with our pup, Ruby! She stayed with her while we were away on vacation and it's obvious Ruby had a good time while we were away! We received ... (more)"

11. Kate

Enthusiastic Dog Lover

Cedarburg, WI, 53012

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kate was amazing, my dog was well taken care of and very happy upon my return. The house was nice and clean as well! (more)"

12. Jazmine

I have a passion for animals!

Bradley Estates, Milwaukee, WI, 53223

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

2 repeat clients

About: I am looking to start dog sitting for others. I currently work at Wrights Brown Deer Animal Hospital and I graduated in October 2016 with a certifi... (more)

13. Amanda

Caring and committed to animals.

Milwaukee, WI, 53211

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

"Amanda is a super responsible, kind, loving and caring person. I would trust her with my 43 lb puppy Zia any day of the week. (more)"

14. Adrianna

worked at a doggy daycare and vet

Mount Mary, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

"Adrianna is extremely qualified to care for dogs. I have worked alongside her for years at a doggy daycare and she has been able to successfully handle dogs ... (more)"

15. Emma

Compassionate animal lover

Glendale, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"Emma is a true dog lover and has been since day one. She shows her love of dogs so much, that I truly believe that she loves dogs more than people. She is a ... (more)"

16. Hayley

Love them all like my own.

Bayside, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I contacted Hayley to stay with our new rescue dog, who is a handful - although two years old, not yet housebroken, and suffering from severe separation anxi... (more)"

17. Spencer

The Divine Canine Caretaker

Mequon, WI, 53092

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

2 repeat clients

"Spencer and Jamee have watched our 2 dogs many times. They walk them and even run with our more active dog Asher. They send pictures and let us know how they... (more)"

Available this weekend
18. Cassidy

I can provide training sessions!

Park Knoll, Milwaukee, WI, 53225

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

"Cassidy has been my dog sitter for about 3 years and I can not say enough great things about her! She is professional, dedicated, and has a genuine care for ... (more)"

19. Lauren

Give your pup a vacation!

Mequon, WI, 53092

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

5 repeat clients

"Lauren was great! She took great care of our three large dogs. They are high energy and she made sure they each got some exercise while we were gone. The pho... (more)"

Available this weekend
20. Mia

Active, Experienced Dog Owner!

River Hills, WI, 53217

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

"Mia is great with our dog, Dax! She's a natural dog lover and it's clear she's grown up with dogs throughout her life. She's great with animals of all ages a... (more)"

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Learn About Premier

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: