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

3 repeat clients

"Elizabeth (and family) could not have been a more perfect fit for our needs. We have a 5 lb. Chihuahua (Ruby) and I always struggle when I have to leave her ... (more)"

2. April

Doggone Awesome Pet Sitting

West Allis, WI, 53219

Dog Boarding

4 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)"

3. Amy

A fun, caring & loving dog sitter!

Walker's Point, Milwaukee, WI, 53204

Dog Boarding

1 repeat client

"My 5 month old puppy stayed with amy and shilo for the weekend, she was very good with her and kept me updated and sent pictures all weekend. My puppy can be... (more)"

4. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

11 repeat clients

"Brian and Becky are outstanding caregivers! Communication throughout the booking process was extremely prompt, and we received lots of updates and pictures o... (more)"

5. Hannah

A fun, loving, and active couple

Franklin, WI, 53132

Dog Boarding

2 repeat clients

"We're so happy we left Ozzy with Hannah and Bennett. After our first experience with Rover ended poorly we were nervous about trying again but had no other o... (more)"

6. Teena

Peaceful village fence work at home

Elm Grove, WI, 53122

Dog Boarding, Doggy Day Care

6 repeat clients

"The service Teena offers is excellent!!! Being empty nesters, my husband and I think of our dog Stella as our baby now. Teena understands this and goes abo... (more)"

7. 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)"

8. Sarah

The Great Kind Of Dog House.

West Milwaukee, WI, 53215

Dog Boarding

6 repeat clients

"We left our dog with Sarah and her family for a week while we were on vacation and it was a great choice. Sarah sent us many updates which made us feel bett... (more)"

9. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

9 repeat clients

"Sandy is wonderful to work with. She was flexible with our drop off and pick up times, and she even helped us by picking up our pup during our wedding ceremo... (more)"

10. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

24 repeat clients

"Kathleen is AMAZING! My fur babies are always so excited to go stay with her. She does a wonderful job of giving you updates and sending photos. I will keep ... (more)"

11. Kari

Best Friend Boarding

New Berlin, WI, 53227

Dog Boarding, Doggy Day Care

25 repeat clients

"A worry free experience! Kari was very sweet and professional. I had no worries at all! She has a great love of dogs and wants them to be happy and comfortab... (more)"

12. Maria

Total pet people!

New Berlin, WI, 53151

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

"I was very impressed with Maria's care for Sophie! Maria kept me updated with pictures. She was organized and dependable. I would recommend her to anyone. ... (more)"

13. Heather

Work From Home Dog Lover

Story Hill, Milwaukee, WI, 53208

Dog Boarding, Doggy Day Care

12 repeat clients

"Luna's stay with Heather was her first time away from home since we adopted her from the WHS in June. Luna has a lot of energy and is afraid of being abando... (more)"

14. Tarah

Loving home for your fur baby!

Bluemound Heights, Milwaukee, WI, 53213

Dog Boarding, Drop-In Visits, Dog Walking

6 repeat clients

"Penny, our doodle, had a great time at Tarah's. Penny was wiped out when we brought her home as she had her own playmate all weekend. Will definitely utilize... (more)"

15. Loni

Doggie vacation!

Woodland Court, Milwaukee, WI, 53220

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

2 repeat clients

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

16. Crystal

Your dogs new friend!

West Allis, WI, 53214

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

3 repeat clients

"Crystal was great! Bucky loved his stay with her and loved going to the dog parks! Crystal was very flexible with the drop off/pick up time and was very resp... (more)"

17. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

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

About: Robert and I have had dogs on and off all of our lives. Combined we've had large breeds and small ones so we are very comfortable loving and taking... (more)

18. 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)"

Available this weekend
19. 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)"

20. Angie

Loving Family to Care for your Dog

West Allis, WI, 53219

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

"An enthusiastic "thumbs up" for Angie and her children!!! Angie and her children took excellent care of our family dog, Willa, a golden retriever. Willa se... (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: