Dog Boarding in Highwood Estates, Milwaukee

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

1. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

5 repeat clients

"Lola and Watson lived thier stay! They were tired from playing with duke in the awesome big backyard. Will definitely recommend and stay again. (more)"

2. Julie

Dogs complete the family!

Wauwatosa, WI, 53226

Dog Boarding, Doggy Day Care

6 repeat clients

"I would like to start by saying that when we picked our collie up he didn't want to leave. He has never stayed with anyone other than friends or family and u... (more)"

3. Daniela & Michael

Paws Down, the Best in Town!

Bay View, Milwaukee, WI, 53207

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

109 repeat clients

"I had zero reservations about Daniela and Michael watching my dog Nala. She was extremely professional and was very flexible when it came to drop-off and pic... (more)"

4. Daniel

warm comfortable caring environment

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

26 repeat clients

"Daniel and his family were far above what I'd hoped for. My Dill is an anxious dog, but Daniel was exceedingly patient and after a short time, Dill got more ... (more)"

5. Melissa

Melissa's Comfort Zone

West allis, WI, 53227

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

16 repeat clients

"Melissa was a great sitter for our Piper. She was very flexible with the time and we greatly appreciate her and her family for that. We would use Melissa aga... (more)"

6. Jasna

Take a Paws

College Heights, Milwaukee, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

1 repeat client

"Jasna was awesome with Bucky and he loved his stay with her!! She was very flexible with drop off and pick up times, which is a huge plus with us!!! We will ... (more)"

7. Andrea

Wauwatosa's Wag More Motel

Wauwatosa, WI, 53213

Dog Boarding

8 repeat clients

"We were very happy with our experience with Andrea. Wrigley loved playing in the backyard and got along great with Molly. It was evident from the meet and gr... (more)"

8. Natalie

Home full time in summer & active!

West Allis, WI, 53219

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

1 repeat client

About: I am available weekdays and weekends, all the time. I'm home full time during the summers! I'm interested in dogs all sizes, and am flexible to mee... (more)

9. Laura

Bleeding heart dog lover

Bluemound Heights, Wauwatosa, WI, 53213

Dog Boarding, Drop-In Visits, Doggy Day Care

2 repeat clients

"Badger had a nice stay with Laura! She was sweet to him and made him feel right at home with her dog. Hopefully he will be staying with her again soon. (more)"

10. Andrea

Cavalier mom who loves animals

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

1 repeat client

"Andrea was incredible! Our dog is high energy and we were worried that we had to leave her for a week, but as soon as we met Andrea we knew we were in good h... (more)"

11. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

12 repeat clients

"Sandy is amazing! She really went above and beyond, and this was the first time she took care of Jackson. He has separation anxiety and needed someone to... (more)"

12. Julie

Large fenced yard and a Lab buddy

Wauwatosa , WI, 53213

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

"My dog had such a good time staying with Julie and her family. I could tell from the photos Julie sent that my dog was happy and well cared for. I will def... (more)"

13. Eleni

Home is where the dog is.

White Manor, Milwaukee, WI, 53219

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

"Eleni is an amazing caregiver, she has been watching my dog during the day for a few months now and always takes excellent care of him. My dog has separatio... (more)"

14. Jes

The Hardy-Berndt Ranch

Kensington, New Berlin, WI, 53151

Dog Boarding, Doggy Day Care

29 repeat clients

"Wow, Jes knows dogs! She was not hesitant to work with my dog's idiosyncrasies and respected his special needs. She clearly understands each dog has his own ... (more)"

15. Kari

Best Friend Boarding

New Berlin, WI, 53227

Dog Boarding, Doggy Day Care

63 repeat clients

"Kari is so so so nice and sweet!! First time for us to use this app, we contacted her on Friday and she responded very fast and agreed to take care of our do... (more)"

16. Leah

Home full-time, fenced in yard

West allis, WI, 53219

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

"Leah was great! Charlie had a blast with her family and took full advantage of her lovely backyard and playtime with her sweet pup. Highly recommend! (more)"

17. April

Doggone Awesome Pet Sitting

West Allis, WI, 53219

Dog Boarding

12 repeat clients

"Ronan and Pippen had a great stay at Aprils home. They were very well taken care of. I did not have to worry about them at all while I was gone. It was a gre... (more)"

18. Matthew

Dog dad, animal lover, adventurer

West Allis, WI, 53227

Dog Boarding, Drop-In Visits, Dog Walking

"Matt and his wife were great!!! They sent me picture of them out and about on walks and hikes and Spyder came home exhausted! Will definitely book Spyder t... (more)"

19. Alyssa

My job is to make dogs happy!

Hales Corners, WI, 53130

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

1 repeat client

"Alyssa was phenomenal. We were nervous to board Winni, but Alyssa was prepared with toys and made us feel at ease. Her dog Milo became a quick friend to Winn... (more)"

20. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

36 repeat clients

"Katie was super nice and friendly, and Chewie and Shaia seemed to enjoy their stay with her! She made everything really easy while we were in Milwaukee, and... (more)"

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Learn About Premier

When it comes to dog boarding, dog owners in Highwood Estates, Milwaukee, WI love Rover.com. Over 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of dog boarding in Highwood Estates may surprise you - in a good way. That's because there's a dog sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for dog boarding on Rover? Check out our average dog boarding rates to get an idea before you start a conversation with a sitter.

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 Highwood Estates 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 Highwood Estates, 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 Highwood Estates, 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: