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.
Dismiss
1. Melissa

Dog loving nurse, large fenced yard

Mequon, WI, 53092

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

30 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)"

Confirmed Holiday Availability
2. Jazmine

I have a passion for animals!

Bradley Estates, Milwaukee, WI, 53223

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

2 repeat clients

"Jazmine is a very knowledgeable and friendly sitter. It made me feel so much better knowing my munchkin could be in his own environment while I was gone. (more)"

3. Kylie

Run, walk, eat, snuggle, repeat!

Fox Point, WI, 53217

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

"Kylie is one of the best people I know hands down. She is so caring towards both her own dogs and other peoples. I trust her with my pup (Pearl is my baby) b... (more)"

4. Amari

Love & Care for your fur babies!

Vogel Park, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, Dog Walking

"Amari is a caring, loving, and a very mature person. She is currently furthering her education to become a veterinarian technician and has the experience wit... (more)"

5. Christa

The ultimate pup paradise!

Mequon, WI, 53097

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Christa was wonderful with our dog Leela! She watched her Fri-Sun and we came home to a very happy, well taken care of pup. We will definitely book with her ... (more)"

6. Kim

It's a dog's life

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Kim was a pure godsend for us! She took the time to meet with us beforehand and introduce herself to the 'critters'; putting us all at greater ease. She was ... (more)"

Confirmed Holiday Availability
7. Jim

Home full time. Love to go on hikes

Whitefish Bay, WI, 53217

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

1 repeat client

"I own a pit bull mix named Vlad. Before I met Jim, I had to leave Vlad in a kennel while being at work due to him ripping my couch to shreds and getting to ... (more)"

8. Spencer

The Divine Canine Caretaker

Mequon, WI, 53092

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

10 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)"

9. Darby

A Dog's Best friend

Milwaukee, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: I have been watching dogs for about three years now, and every owner has asked me to watch their dogs again! I love playing with dogs, and being ac... (more)

10. Wanda

I love taking care of pets.

Whitefish Bay, WI, 53217

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

4 repeat clients

"Very flexible and accommodating. Made our dog feel comfortable, and made us feel assured he was being well-cared for. (more)"

11. Diane

Ask my dog & cats,loving,caring

Thiensville, WI, 53092

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

12. Lori

Dependable & Loving!!!

Mequon, WI, 53092

House Sitting, Drop-In Visits

"Lori is a very loving, patient and responsible person. These qualities make her a perfect candidate for any kind of pet care. She is very easy going, perso... (more)"

Confirmed Holiday Availability
13. 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)

14. Amanda

My dog is my child!

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 one fur baby who is our whole world! We treat dogs just like hum... (more)

15. Stephanie

Dogs all breeds and sizes welcome!

Menomonee River Hills, Milwaukee, WI, 53224

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

"Stephanie is really great with my dog and cats. She has always been really caring and compassionate towards my pets. She really goes off her way to make sure... (more)"

16. Jane

I'm my Yorkies biggest fan

Germantown, WI, 53022

House Sitting, Drop-In Visits, Dog Walking

About: Hello! My name is Jane and I am Nineteen years old. I have grown up all of my life with a wide variety of dog breeds and also dog ages. I think thi... (more)

17. Samantha

I'll care for your pup as your away

Calumet Farms, Milwaukee, WI, 53224

House Sitting, Drop-In Visits, Dog Walking

About: I have two dogs of my own that I love and care for as if they are my children! I have worked at doggie boarding places and have 4 years in watching... (more)

18. Sandy

I'll love your dog like you do.

Silver Spring, Milwaukee, WI, 53218

House Sitting, Drop-In Visits, Dog Walking

"Sandy is a loving and caring person in whole. She has the passion and love for animals especially dogs. Sandy is very patient and understanding person. She’s... (more)"

19. Megan

College Student <3's Animals

Brown Deer, WI, 53223

House Sitting, Drop-In Visits, Dog Walking

About: Hey there! My names Megan and I'm a college student studying psychology. From big dogs to small dogs and all the dogs in between.. I've walked, bab... (more)

20. Valerie

Will treat your dog like family.

Brown Deer, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

About: Hello! I am a life-long pet lover and owner. Throughout my life, I have lived with dogs ranging from a toy poodle to a husky mix. Outside of my own... (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: