Dog Boarding in Freedom Village, Milwaukee

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

1. Tia

Dog Goddess

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding

166 repeat clients

"This was my first time leaving my dog alone with someone he didn't know. Tia did an amazing job communicating, sending pictures and videos, was flexible with... (more)"

2. wendy

Large fenced in yard to play in!

Milwaukee, WI, 53217

Dog Boarding, Doggy Day Care

11 repeat clients

"Wendy and her family were absolutely wonderful. We were a little concerned leaving Trigger for the first time with a stranger, but they took the BEST care of... (more)"

3. Melissa

Dog loving nurse, large fenced yard

Mequon, WI, 53092

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

41 repeat clients

"Highly recommend Melissa! Such a great atmosphere for my dog, Suko. I have booked through Melissa twice now and I’m still so thankful I stumbled across her p... (more)"

4. Chloe

Energetic and Kind Dog Lover

Brown Deer, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

8 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)"

5. Terri

Calm environment, work from home

Wauwatosa, WI, 53225

Dog Boarding, Doggy Day Care

1 repeat client

"Our dog had a great stay with Terri ! He was very quick to fall in love with her . She and her husband are absolutely wonderful with dogs. For the first time... (more)"

6. Cindy


Wauwatosa, WI, 53222

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

51 repeat clients

"Our one year old German Shepherd had a wonderful weekend with Cindy and her family. We loved getting pics and updates about his stay. I would recommend Cin... (more)"

7. Jenni

A Tired Dog is a Happy Dog!

Brown Deer, WI, 53223

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

24 repeat clients

"We could not recommend Jenni enough. We hired Jenni over 6 years ago. She not only forms a bond with our 3 dogs she has allowed us the freedom to leave for ... (more)"

8. Anna

Anna's Hideaway - Germantown

Germantown, WI, 53022

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

12 repeat clients

"Tucker had an awesome time staying with Anna! I know because I got multiple pictures each day of him walking, playing outside with her dog, and sleeping like... (more)"

9. Lucinda

Play Time

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Doggy Day Care, Dog Walking

5 repeat clients

"Lucinda is terrific! Our dog arrived at her house a hot mess of anxiety, and Lucinda couldn't have been sweeter! She did a great job of welcoming him into he... (more)"

10. Spencer

The Divine Canine Caretaker

Mequon, WI, 53092

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

13 repeat clients

"Spencer & Jamee were beyond amazing. Our dogs Hanz & Leela stayed there for the Holiday weekend and I could not have been more pleased. The two of them were ... (more)"

11. Kylie

Run, walk, eat, snuggle, repeat!

Fox Point, WI, 53217

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

"My friends and I call Kylie the Dog Whisperer. She is one of the kindest and caring people I know. She also is very knowledgeable when it comes to caring for... (more)"

12. Wanda

I love taking care of pets.

Whitefish Bay, WI, 53217

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

6 repeat clients

"Wanda cared for my dog Elway for the last 5 nights while I was out of town. She was so very compassionate and kind ....Elway is a "Senior " at age 15 (more)"

13. Michelle

Full Time Care /Fenced in yard

Pheasant Run, Milwaukee, WI, 53224

Dog Boarding

14 repeat clients

"Michelle was so kind to our dogs and us as well! She sent lots of picture updates and seemed to have a genuinely good time with them! She even trimmed their ... (more)"

14. Lon

Active Dog Lover

Brown Deer, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

4 repeat clients

"This was our first time using Rover or leaving Cordelia with anyone who was not family. Lon was absolutely great! His dog and Cordelia got along really, he... (more)"

15. Kathy

Kathy's Home Away From Home

Brown Deer, WI, 53223

Dog Boarding, Doggy Day Care

40 repeat clients

"Another great experience with Kathy. Molly came home happy. I was able to relax on vacation knowin that Molly was being well taken care of and not left alon... (more)"

16. Emma

Compassionate animal lover

Glendale, WI, 53209

Dog Boarding, 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)"

17. Jazmine

I have a passion for animals!

Bradley Estates, Milwaukee, WI, 53223

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

2 repeat clients

"Great (more)"

18. Shannon

Can your dog keep up with ours?


Dog Boarding

2 repeat clients

"I feel that Cyrus was right at home with Shannon. I really love the fact her 2 Great Danes and Cyrus became friends as well. I would definitely recommend Sha... (more)"

19. Pamela

Give your pet a vacation too!

Brown Deer, WI, 53223

Dog Boarding

3 repeat clients

"Pamela was great with our pups while we were out of the country. She emailed pictures, gave us updates on how they were doing, and even welcomed a guest to ... (more)"

20. Amanda

Cares for animals like family

North Meadows, Milwaukee , WI, 53224

Dog Boarding

9 repeat clients

"Amanda took great care of my crazy dog Buffy! When I picked her up, she actually was sad to go! I could tell that she had a busy, active weekend, which I gre... (more)"

Dog lovers in Freedom Village, Milwaukee, WI love dog sitters on 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. 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: