Dog Boarding in Freedom Village, Milwaukee

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

Available this weekend
1. Michelle

Loving dogs day by day

Pheasant Run, Milwaukee, WI, 53224

Dog Boarding

9 repeat clients

"Our dog had a great time playing during her 8 day stay! She came home happy, healthy, and worn out. Michelle was very accommodating to our drop off/pick up t... (more)"

2. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

23 repeat clients

"Our Bucky had a great time at Cindy's house. He got lots of exercise, which makes him a happy boy! She did a great job with him, and we will definitely ask... (more)"

3. Melissa

Dog loving nurse, large fenced yard

Mequon, WI, 53092

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

25 repeat clients

"Ruby, our Airedale, had a fun 3 days with Melissa and her husband. Ruby likes to explore and she had lots of space to do that. The brand new fence was perf... (more)"

4. wendy

Large fenced in yard to play in!

Milwaukee, WI, 53217

Dog Boarding, Doggy Day Care

9 repeat clients

"Phoebe had a great stay at Wendy's house. She was very easy to work with and treated our pup like one of the family. We have two kids at home so it was grea... (more)"

5. Randy

I enjoy dogs and they like it here.

Menomonee Falls, WI, 53051

Dog Boarding, Doggy Day Care

9 repeat clients

"I highly recommend Randy! He is friendly and easy to work with. My dog immediately took to him. His dog Max is incredible with other dogs. Randy has a lovely... (more)"

6. Kristen

We will love your pup!

Milwaukee, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

"Kristen and family are wonderful dog sitters! They made me feel comfortable with leaving my 6 month old puppy with them for his first time being away. He had... (more)"

7. Lucinda

Play Time

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Doggy Day Care, Dog Walking

1 repeat client

"Lucinda is amazing! So gentle and caring towards our senior dog Susie. Lucinda kept us informed and sent pics to tell us how Susie was doing. Highly recommen... (more)"

8. Jazmine

I have a passion for animals!

Bradley Estates, Milwaukee, WI, 53223

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

2 repeat clients

"Thank you, Jazmine! We knew Sherman would be well cared for with his special needs while we were on vacation. Thank you to your son for playing with Sherman,... (more)"

9. Spencer

The Divine Canine Caretaker

Mequon, WI, 53092

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

7 repeat clients

"Our pup, Remy, had a great time with Spencer and Jamee. Spencer and Jamee were very flexible with scheduling drop off and pickup too. We got updates of Remy ... (more)"

10. Aspen

We'll look after your best friend!

Glendale, WI, 53217

Dog Boarding

7 repeat clients

"We left Wilson for the first time in 4 years. Aspen and Chris could not have been better!!! We were looking for someone that matched our personality and we... (more)"

11. Shannon

Can your dog keep up with ours?

BROWN DEER, WI, 53223

Dog Boarding, Drop-In Visits

"Shannon has a big heart for "fur babies" of all types, ages, and sizes. She has prior experience dog sitting and takes the commitment seriously. She is alway... (more)"

12. Katie

Stay at home mom dog LOVER!

Fox Point, WI, 53217

Dog Boarding, Doggy Day Care

4 repeat clients

"Katie was fantastic! She made us feel a lot better about leaving our dog for the first time. I would definitely trust her and her family again. (more)"

Available this weekend
13. Chloe

Energetic and Kind Dog Lover

Brown Deer, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

5 repeat clients

"Dexter had a great time playing with Chloe's two dogs and came home ready to sleep all day. Nothing more you can ask for than a tired pup. She was also super... (more)"

14. Karissa

Fenced in Yard with a friend

Brown Deer, WI, 53223

Dog Boarding

"Karissa is patient, kind, and absolutely passionate about her dogs and their well-being. Having Karissa care for my dogs is the next best thing to caring fo... (more)"

15. Kathy

Kathy's Home Away From Home

Brown Deer, WI, 53223

Dog Boarding, Doggy Day Care

39 repeat clients

"I had to leave the country with my entire family, so this was the first time I left my pooch with someone he didn't know. And this was the first time I was ... (more)"

Available this weekend
16. Cassidy

I can provide training sessions!

Park Knoll, Milwaukee, WI, 53225

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

"Cassidy was great with our dog (Haley) who has very high anxiety. At the meet & greet, you could see she was comfortable. Haley also has a large tumor on her... (more)"

17. 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)"

18. Kristy

Fun, playful, and caring dog lover!

Mequon, WI, 53097

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

2 repeat clients

"Kristy was so helpful and attendant to my pup! My dog is normally very shy, and warmed up very quickly to her! (more)"

19. Amanda

Cares for animals like family

North Meadows, Milwaukee , WI, 53224

Dog Boarding, Doggy Day Care

8 repeat clients

"Amanda watched our two dogs while we went on a spring break vacation for a week. She was very responsive and easy to work with and took fantastic care of our... (more)"

20. 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)"

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: