Dog Boarding in Freedom Village, Milwaukee

Find a loving dog sitter to watch your dog overnight at your sitter's home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Available this weekend
1. Tia

Dog Goddess

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding, Drop-In Visits

87 repeat clients

"As always Tia does and awesome job watching Jackson. Lots of communication and pictures. Tia is flexible and understand life happens when there's an immediat... (more)"

2. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

10 repeat clients

"Brian and Becky were incredible. We really appreciated the thorough meet and greet we had with them prior to our dogs stay. They made sure to really get to k... (more)"

3. Kalie

Passion for helping pups!

Glendale, WI, 53209

Dog Boarding, Drop-In Visits, Dog Walking

"Kalie has grown up around dogs all her life. She has great patience with them and loves to work with them in teaching them new tricks and the important skill... (more)"

Confirmed Holiday Availability
4. Maria

Above and Beyond Care, Your Way

Germantown, WI, 53022

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

6 repeat clients

"Maria was awesome. She and her family took great care of my dog Marlie and guinea pig Joey. She was very flexible and able to take them on short notice. ... (more)"

5. Wanda

I love taking care of pets.

Whitefish Bay, WI, 53217

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

3 repeat clients

"Wanda was fantastic! She was kind and communicative. Our dog was happy and so am I. Thank you Wanda! (more)"

6. Allison

Dog Lover ready to help your pup!

Cooper Park, Milwaukee , WI, 53222

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

About: I'm 27 and I can't remember a point in my life where I did not have a dog. I'm a lover of all breeds. I'm most experienced with labs. I'm a fur mam... (more)

7. Brice

Quiet Get Away On The River!!!

Mequon, WI, 53092

Dog Boarding, Drop-In Visits, Dog Walking

4 repeat clients

"Siri had a great time with Brice and Kelsey during our mini-vacation. We got lots of pics, videos, and updates, and it was obvious how happy Siri was with h... (more)"

Confirmed New Years Availability
8. Aspen

I'll look after your best friend!

Glendale, WI, 53217

Dog Boarding

1 repeat client

"Aspen took care of my dog for over a week when I was out of town. My dog, Austin, got along well with her sweet dog and had a blast hanging out in her back y... (more)"

9. Angie

Your pet is in good hands!

Glendale, WI, 53209

Dog Boarding, Drop-In Visits, Dog Walking

"Angie and her beautiful family were wonderful hosts for Evee. The kids took to her immediately and Evee showed them her tricks. Angie did a great job with ... (more)"

Available this weekend
10. Sarah

Give your dog a great stay-cation!

Menomonee River Hills, Milwaukee, WI, 53225

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

"I highly recommend Sarah. She is a dog person extraordinaire . She has walked my dog and babysat him and he adores her. She has had experience taking car... (more)"

11. Amanda

Cares for animals like family

North Meadows, Milwaukee , WI, 53224

Dog Boarding, Doggy Day Care

5 repeat clients

"It was difficult to think about leaving our pup with someone we quickly found on the internet, but after meeting Amanda it was clear to see she would be a ca... (more)"

Confirmed Holiday Availability
12. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

"I am thrilled to write a recommendation for Cindy! I have known her for over 35 years and her pets are some of the happiest and best-cared for that I know. W... (more)"

13. Megan

Patient, Responsible, Dog Lover!

Whitefish Bay, WI, 53217

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

1 repeat client

"I can not say enough good things about our experience with Megan. She is a kind and caring person who obviously loves dogs. It was easy to communicate with h... (more)"

Available this weekend
14. Katie

Welcome your Furbaby to my family

GERMANTOWN, WI, 53022

Dog Boarding, Doggy Day Care

4 repeat clients

"Katie's home was a terrific place for our Dog Ralphie! He enjoyed his stay and had great fun with Sassi, Katies dog. Katie was a pleasure to work with and ... (more)"

15. Georgianna

Nothing is better than a dog!

Uptown, Milwaukee, WI, 53210

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Georgianna was excellent! She was very kind and accommodating to our semi-last minute request for a sitter. Our dog had a wonderful time with her and she sen... (more)"

16. Pamela

Give your pet a vacation too!

Brown Deer, WI, 53223

Dog Boarding

2 repeat clients

"Pamela was wonderful! She took great care of Ghibli and sent me lots of updates on him. Ghibli was so happy with Pamela, he had a wonderful time! He will def... (more)"

17. Emily

Emily's Professional Quality Care!

Glendale , WI, 53209

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

"Thank you so much Emily! She was so excellent to work with. Very quick with communication and sent pictures during my dogs stay! Would definately use her again! (more)"

18. Jelayna

Caring for your dog is #1 priority

Little Menomonee Parkway, Milwaukee, WI, 53225

Dog Boarding, Drop-In Visits, Dog Walking

"Really nice sitter My first time using a sitter service. Helped me thru the process. I was able to enjoy a worry free vacation. Thanks Jelayna ! (more)"

19. Noel

Extreme animal lover

Timmerman West, Milwaukee, WI, 53225

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

About: I had dogs growing up and spent a lot of time helping take care of them, feeding, walking, spending time with them. I also have had experience taki... (more)

20. Andrea

My dogs are my world.

Melody View, Milwaukee, WI, 53224

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

About: My name is Andrea and I have two dogs of my own and I love them more than anything in the world. Your dogs will be safe with me because I would tak... (more)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

Dog lovers in Freedom Village, Milwaukee, WI love dog sitters on Rover.com. Over 1,089 pet owners have reviewed dog sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable dog boarding in Milwaukee can be when you book with Rover. Wondering how much it might cost to book dog boarding? Check out our average dog boarding rates to get an idea before contacting a dog sitter near you.

Rover.com offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Freedom Village dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Freedom Village, Milwaukee, WI, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

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 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: