Dog Boarding in Highwood Estates, Milwaukee

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

1. Andrea

Wauwatosa's Wag More Motel

Wauwatosa, WI, 53213

Dog Boarding

11 repeat clients

"Andrea and Jeff took wonderful care of our Opie while we were away. He came home a very tired pooch, so I know he enjoyed himself. Andrea sent updates and pi... (more)"

2. Angela

home full time fenced yard

Jackson Park, West Allis, WI, 53219

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

1 repeat client

About: We have a large family with 4 kids who love animals! We have 2 dogs who are full of fun and energy and loves doggy friends to visit! Our dogs are “... (more)

3. Traci

Snuggles & Play While You’re Away

Jackson Park, Milwaukee, WI, 53219

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

5 repeat clients

"My flight got delayed by a storm. They were very accommodating and even offered to drop her off to my friend's if needed. Nessie came back happy and fluffy. ... (more)"

4. Julie

Large fenced yard and a Lab buddy

Wauwatosa, WI, 53213

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

8 repeat clients

"Julie and her family took great care of Murphy. She asked helpful questions and gave us a thorough update on his stay. Murphy got a chance to chase tennis ba... (more)"

5. Andrea

Cavalier mom who loves animals

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

8 repeat clients

"Andrea takes Awesome care of our dog Sophie and every time Sophie goes there she feels right at home! Would highly recommend her services to anyone!!! (more)"

6. Daniel

warm comfortable caring environment

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

40 repeat clients

"Dan and his family are wonderful dog sitters. They are loving, gentle and knowledgeable. They can handle multiple dogs at one time and don't get frazzled by ... (more)"

7. Jill

I have two great dogs and a fence

Greenfield, WI, 53228

Dog Boarding

1 repeat client

"Jill helped me out at the last minute. Her dogs are super friendly and I know my Otis had a great time. (more)"

8. April

Doggone Awesome Pet Sitting

West Allis, WI, 53219

Dog Boarding

16 repeat clients

"Oh where do I begin by how happy I was with April?! She is very nice and comfortable and so is her home. Updates everyday showed just how much Abby was happy... (more)"

9. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

20 repeat clients

"Sandy was amazing. We were able to enjoy our sons wedding weekend knowing that Roxie was in such good hands. We received several texts and pictures each da... (more)"

10. Amber

Welcome to our home!

Wedgewood, Milwaukee, WI, 53220

Dog Boarding

1 repeat client

"Amanda was great and so accommodating. i would highly recommend her and will definitely use her again! Her dog Brutus is such a sweathart! :) (more)"

11. Jes

The Hardy-Berndt Ranch

Kensington, New Berlin, WI, 53151

Dog Boarding, Doggy Day Care

31 repeat clients

"I felt very comfortable leaving my dog with jes. She made me feel at ease leaving and her first concern was safety to all involved at the home. I would de... (more)"

12. Olivia

Full Time Dog Mom, Love All Breeds!

West Allis, WI, 53214

Dog Boarding

2 repeat clients

"Olivia was so great with my dog! She sent me pictures, welcomed my dog just as if it was her own, and was very kind and personable! I would definitely recomm... (more)"

13. Angie

Loving Family to Care for your Dog

West Allis, WI, 53219

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

1 repeat client

"Angie and the kids did a great job taking care of my energetic pup for the weekend! They sent photo pupdates and maintained the perfect amount of communicati... (more)"

14. Amanda

Love Dogs all shapes and sizes!

Johnson's Woods, Milwaukee, WI, 53214

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

2 repeat clients

"This was my first Rover experience, and I was very pleased. Amanda took great care of my dog and kept me updated during her stay. My dog is deaf and can be a... (more)"

15. Natalie

Home full time in summer & active!

West Allis, WI, 53219

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

1 repeat client

"Great experience leaving my little girl with Natalie. They were very patient with her right away since it can take her a few min to adjust to other pups. Ver... (more)"

16. Zhanae

The best care for your best friend!

Greenfield, WI, 53221

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

6 repeat clients

"It was great experience. Zhanae is very professional dog sitter and great person. She kept sending pics and messages to show how or puppy was doing. Definite... (more)"

17. Denise

Simply Love Dogs!

West Allis, WI, 53214

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

1 repeat client

"Did a very good job! We asked on short notice and she still took her. Denise took pictures and kept us up to date the whole time. I would recommend her servi... (more)"

18. Sylvia

Very excited to care for your dog!

Fairview, Milwaukee, WI, 53219

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

1 repeat client

"Sylvia was great with our dogs! They instantly felt comfortable in her home and they were very happy when we picked them up! I would definitely recommend boo... (more)"

19. Ryan

I'll run, rough house, & romp!

River Bend, Milwaukee, WI, 53219

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

About: I've always had dogs, and I always enjoy playing with dogs. I'll play tug, fetch, chase, wrestle, you name it. Dogs can let out their wild side wit... (more)

20. Andrea

Young, fit dog lover!

Rolling Green, MILWAUKEE, WI, 53220

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

1 repeat client

About: Hello- I am Andrea T. 25 years old. I have been in pet care since I was 13 years old. I started my own dog sitting/walking with more than 15 client... (more)

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: