Dog Boarding in Highwood Estates, Milwaukee

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

1. Elizabeth

Specializing in Small/Medium Dogs

New Berlin, WI, WI, 53151

Dog Boarding, Doggy Day Care

"Our dog had a wonderful stay, very accommodating! We look forward to using them again. (more)"

2. April

A dog lover missing my own doggies

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

3 repeat clients

"April had a great idea of a meet and greet prior to them watching the dogs. We were able to see the dogs in her environment which created a wonderful sense ... (more)"

3. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

10 repeat clients

"Our doggie's second stay with Brian and Becky - and we could not be more content. Love, love, love the one-on-one attention for our girl Olive! Brian confi... (more)"

4. Camry

Caring College Students

Avenues West, MILWAUKEE, WI, 53233

Dog Boarding

2 repeat clients

"Went to Milwaukee for a couple days with my fiance for his birthday. Didn't want to leave our dog, Spike, at home so I turned to Rover. Came across Camry and... (more)"

5. Sarah

The Great Kind Of Dog House.

West Milwaukee, WI, 53215

Dog Boarding, Doggy Day Care

4 repeat clients

"I would highly recommend Sarah and will definitely have my dog stay with her again. She clearly loves dogs and is extremely conscientious of the fact that a... (more)"

6. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

19 repeat clients

"Penny had such a fun time staying with Kathleen! She came home and slept for quite a while and even seemed a bit tired the next day too. I know Penny enjoyed... (more)"

7. Maria

Total pet people!

New Berlin, WI, 53151

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

"Maria and her family were excellent. Very accommodating and it was evident that our dog enjoyed her stay. We had good communication before and during the sta... (more)"

8. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

9 repeat clients

"I was so comfortable with leaving my furbaby with Sandy! Her home was so quiet, cozy, and comfortable, and located in a safe neighborhood. I knew my dog woul... (more)"

9. Alyssa

Compassionate, fun, loving!

Hales Corners, WI, 53130

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

1 repeat client

"Alyssa and her dog Milo were a perfect fit for our Bailey. She came home happy and tired! (more)"

10. Kari

Best Friend Boarding

New Berlin, WI, 53227

Dog Boarding, Doggy Day Care

24 repeat clients

"I know Bucky had a great time at Kari's house, because she sent photos of him while we were gone. He was in excellent condition when we brought him home. H... (more)"

11. Nikki

Your dog's (2nd) best friend!

Milwaukee , WI, 53214

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

"Nikki is my Daughter. Our family is filled with dog lovers. Nikki was a dog lover from day one. She has a heart of gold and her greatest story of love is ... (more)"

12. Heather

Work From Home Dog Lover

Story Hill, Milwaukee, WI, 53208

Dog Boarding, Doggy Day Care

11 repeat clients

"We had our two puppies stay with heather while we were out of town for the weekend. She did an amazing job taking care of them and made sure to send us lots... (more)"

13. Loni

Doggie vacation!

Woodland Court, Milwaukee, WI, 53220

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

1 repeat client

"For it been our first time using this service, Loni put us at ease about leaving our dogs with her. (more)"

14. Tarah

Loving home for your fur baby!

Bluemound Heights, Milwaukee, WI, 53213

Dog Boarding, Drop-In Visits, Dog Walking

6 repeat clients

"Tarah was so kind and great with Seylah. She was quick to reply to us and Seylah had a wonderful time with her. Tarah made us feel great about leaving Se... (more)"

15. Todd

Loving, experienced foster family!

Wauwatosa, WI, 53213

Dog Boarding

"The best ever. Ollie wasn't sure he wanted to come home. He had to get used to less attention after his little vacation. Thank you! (more)"

16. Tracie

I Sell Peace Of Mind

Johnson's Woods, Milwaukee, WI, 53214

Dog Boarding, Doggy Day Care

"Very nice person, and the boys had a good time. They got a chance to play with her dogs also. (more)"

17. Crystal

Your dogs new friend!

West Allis, WI, 53214

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

3 repeat clients

"Incredible!!!! We found her last minute - my dog was crazy sad from a nightmare dog sitter while we're on vacation. When I arrived he was perfect. Highly rec... (more)"

18. Angie

Loving Family to Care for your Dog

West Allis, WI, 53219

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

"Angie has watched and cared for Jaxson almost every other weekend since I got him in April 2016. He absolutely loves going to her house and jumps out the car... (more)"

19. Yen

Mary Puppins

Johnson's Woods, milwaukee, WI, 53214

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

"Yen took care of my dog while I was on vacation for over a week. I was able to enjoy my trip and know my dog was in good hands. She is very responsible and... (more)"

20. Katherine

I am an animal lover!

West allis, WI, 53227

Dog Boarding, Drop-In Visits, Dog Walking

"Katherine is so good with my dog turbo! turbo gets so excited when we pull up to Katherine's because He loves playing with her 2 dogs. Her apartment is also ... (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: